ABCDEFGHIJK
1
In titleIn abstract
2
DOILinkArticle TitleAbstract
Journal ISO Abbreviation
Cited Reference Count
AuthorsPhotoElecPhotoElec
3
10.1021/cr000013v
Synthesis of Light-Emitting Conjugated Polymers for Applications in Electroluminescent Devices
Chem. Rev.2643Grimsdale, ACFALSETRUEFALSEFALSE
4
10.1016/0022-328X(92)83346-J
NICKEL, PALLADIUM AND PLATINUM, SURVEY COVERING THE YEARS 1984 AND 1985
J. Organomet. Chem.
2346CHALONER, PAFALSEFALSEFALSEFALSE
5
10.1021/acs.chemrev.8b00507
3d Transition Metals for C-H Activation
Chem. Rev.2011Ackermann, LFALSEFALSEFALSEFALSE
6
10.1016/S0010-8545(02)00122-4
Transition metals in organic synthesis: highlights for the year 2000
Coord. Chem. Rev.1786Soderberg, BCGFALSEFALSEFALSEFALSE
7
10.1021/cr3002966
Mixed AggregAte (MAA): A Single Concept for All Dipolar Organometallic Aggregates. 2. Syntheses and Reactivities of Homo/HeteroMAAs
Chem. Rev.1705Mongin, FFALSEFALSEFALSEFALSE
8
10.1021/cr500425u
Iron Catalysis in Organic Synthesis
Chem. Rev.1650Knolker, HJFALSEFALSEFALSEFALSE
9
10.1016/j.ccr.2004.05.002
Transition metals in organic synthesis: highlights for the year 2002
Coord. Chem. Rev.1606Soderberg, BCGFALSEFALSEFALSEFALSE
10
10.1016/S0010-8545(01)00401-5
Transition metals in organic synthesis: highlights for the year 1999
Coord. Chem. Rev.1575Soderberg, BCGFALSEFALSEFALSEFALSE
11
10.1016/j.ccr.2007.03.011
Transition metals in organic synthesis: Highlights for the year 2005
Coord. Chem. Rev.1532Soderberg, BCGFALSEFALSEFALSEFALSE
12
10.1039/d0cs00688b
Organic synthesis with the most abundant transition metal-iron: from rust to multitasking catalysts
C-Glycosides in which the interglycosidic oxygen atom have been replaced by carbon atom are widely found in natural products and drug molecules. They have better enzymatic and hydrolytic stablility compared to their corresponding O-glycosides and N-glycosides. The syntheses of them have received considerable attention because of their unique chemical structure and extensive application value. Rencent advances in the synthesis of C-glycosides through coupling reactions catalyzed by transition metal are summarized in this review. A summary of the advantages and disadavatages of different synthetic methods will be beneficial to the develepment of new synthetic method for C-glycosides.
Chem. Soc. Rev.1524Rana, SFALSEFALSEFALSEFALSE
13
10.1016/S0010-8545(03)00123-1
Transition metals in organic synthesis: highlights for the year 2001
Coord. Chem. Rev.1515Soderberg, BCGFALSEFALSEFALSEFALSE
14
10.1016/j.ccr.2006.02.031
Transition metals in organic synthesis: Highlights for the year 2004
Coord. Chem. Rev.1411Soderberg, BCGFALSEFALSEFALSEFALSE
15
10.1021/cr900157q
Dendron-Mediated Self-Assembly, Disassembly, and Self-Organization of Complex Systems
Chem. Rev.1352Percec, VFALSEFALSEFALSEFALSE
16
10.1016/0022-328X(92)80047-2
NICKEL, PALLADIUM AND PLATINUM, ANNUAL SURVEY, 1986
J. Organomet. Chem.
1222CHALONER, PAFALSEFALSEFALSEFALSE
17
10.1021/cr020101a
Metalated heterocycles and their applications in synthetic organic chemistry
Chem. Rev.1220Chinchilla, RFALSEFALSEFALSEFALSE
18
10.1021/cr400230c
Sulfamic Acid and Its N- and O-Substituted Derivatives
Chem. Rev.1211Spillane, WFALSEFALSEFALSEFALSE
19
10.1021/cr1002276
Transmetalation of Unsaturated Carbon Nucleophiles from Boron-Containing Species to the Mid to Late d-Block Metals of Relevance to Catalytic C-X Coupling Reactions (X = C, F, N, O, Pb, S, Se, Te)
Chem. Rev.1172Partyka, DVFALSEFALSEFALSEFALSE
20
10.1016/S0010-8545(97)00067-2
Transition metals in organic synthesis: highlights for the year 1996
Coord. Chem. Rev.1139Hegedus, LSFALSEFALSEFALSEFALSE
21
10.1021/cr400689s
Single Electron Transfer in Radical Ion and Radical-Mediated Organic, Materials and Polymer Synthesis
Chem. Rev.1072Percec, VFALSETRUEFALSEFALSE
22
10.1021/cr900074m
N-Heterocyclic Carbenes in Late Transition Metal Catalysis
Chem. Rev.1048Nolan, SPFALSEFALSEFALSEFALSE
23
10.1016/S0022-328X(00)95293-8
TRANSITION-METALS IN ORGANIC-SYNTHESIS - ANNUAL SURVEY COVERING THE YEAR 1980
J. Organomet. Chem.
1047HEGEDUS, LSFALSEFALSEFALSEFALSE
24
10.1070/RCR4795
Organoelement chemistry: promising growth areas and challenges
Russ. Chem. Rev.1045
Abakumov, GA; Bochkarev, MN; Trifonov, AA
FALSEFALSEFALSEFALSE
25
10.1016/S0010-8545(97)90135-1
Transition metals in organic synthesis. Highlights for the year 1995
Coord. Chem. Rev.1044Hegedus, LSFALSEFALSEFALSEFALSE
26
10.1016/0022-328X(94)88094-8
TRANSITION-METALS IN ORGANIC-SYNTHESIS - ANNUAL SURVEY COVERING THE YEAR 1992
J. Organomet. Chem.
1026HEGEDUS, LSFALSEFALSEFALSEFALSE
27
10.1016/S0010-8545(99)00172-1
Transition metals in organic synthesis: highlights for the year 1998 - (25th Anniversary)
Coord. Chem. Rev.994Hegedus, LSFALSEFALSEFALSEFALSE
28
10.1016/0022-328X(90)80193-4
TRANSITION-METALS IN ORGANIC-SYNTHESIS - ANNUAL SURVEY COVERING THE YEAR 1989
J. Organomet. Chem.
985HEGEDUS, LSFALSEFALSEFALSEFALSE
29
10.1016/1381-1169(95)00130-1
PROGRESS IN HYDROFORMYLATION AND CARBONYLATION
J. Mol. Catal. A-Chem.
970FALSEFALSEFALSEFALSE
30
10.1016/0022-328X(87)87187-5
NICKEL, PALLADIUM AND PLATINUM, ANNUAL SURVEY COVERING THE YEAR 1981
J. Organomet. Chem.
951CHALONER, PAFALSEFALSEFALSEFALSE
31
10.1007/s41061-020-00316-4
Alkynoates as Versatile and Powerful Chemical Tools for the Rapid Assembly of Diverse Heterocycles under Transition-Metal Catalysis: Recent Developments and Challenges
A convenient and general zinc-catalyzed borylation of aryl diazonium salts and aryltriazenes has been developed. With bis-( pinacolato) diboron as the borylation reagent, aryldiazonium tetrafluoroborate salts and aryltriazenes were transformed into the corresponding arylboronates in moderate to excellent yields under mild conditions. As a convenient and practical methodology, no additional ligands, base, or any other additives are required here.
Top. Curr. Chem.918Khan, IFALSEFALSEFALSEFALSE
32
10.1021/acs.chemrev.6b00193
Diboron(4) Compounds: From Structural Curiosity to Synthetic Workhorse
Chem. Rev.916Marder, TBFALSEFALSEFALSEFALSE
33
10.1021/acs.chemrev.5b00052
Isomerization of Allylbenzenes
Chem. Rev.908van Otterlo, WALFALSEFALSEFALSEFALSE
34
10.1016/0010-8545(95)00000-3
Transition metals in organic synthesis highlights for the year 1994
Coord. Chem. Rev.864Hegedus, LSFALSEFALSEFALSEFALSE
35
10.1016/0022-328X(88)80176-1
TRANSITION-METALS IN ORGANIC-SYNTHESIS - ANNUAL SURVEY COVERING THE YEAR 1986
J. Organomet. Chem.
839HEGEDUS, LSFALSEFALSEFALSEFALSE
36
10.1016/0022-328X(87)87149-8
COBALT, RHODIUM AND IRIDIUM - ANNUAL SURVEY COVERING THE YEAR 1985
J. Organomet. Chem.
821MAGUE, JTFALSEFALSEFALSEFALSE
37
10.1016/0022-328X(87)87150-4
NICKEL, PALLADIUM AND PLATINUM - ANNUAL SURVEY COVERING THE YEAR 1980
J. Organomet. Chem.
817CHALONER, PAFALSEFALSEFALSEFALSE
38
10.1016/S0022-328X(00)88927-5
TRANSITION-METALS IN ORGANIC-SYNTHESIS - ANNUAL SURVEY COVERING THE YEAR 1979
J. Organomet. Chem.
803HEGEDUS, LSFALSEFALSEFALSEFALSE
39
10.1021/acs.chemrev.6b00833
Methods Utilizing First-Row Transition Metals in Natural Product Total Synthesis
Chem. Rev.800Newhouse, TRFALSEFALSEFALSEFALSE
40
10.1021/cr9403695
Ruthenium-catalyzed reactions for organic synthesis
Chem. Rev.785Murahashi, SIFALSEFALSEFALSEFALSE
41
10.1016/0022-328X(85)80001-2
TRANSITION-METALS IN ORGANIC-SYNTHESIS ANNUAL SURVEY COVERING THE YEAR 1983
J. Organomet. Chem.
768HEGEDUS, LSFALSEFALSEFALSEFALSE
42
10.1021/acs.chemrev.8b00144
Catalytic Glycosylations in Oligosaccharide Synthesis
Chem. Rev.761Pedersen, CMFALSEFALSEFALSEFALSE
43
10.1021/acs.chemrev.7b00234
Recent Advances in the Chemical Synthesis of C-Glycosides
Chem. Rev.760Yang, YFALSEFALSEFALSEFALSE
44
10.1016/S0022-328X(00)99425-7
TRANSITION-METALS IN ORGANIC-SYNTHESIS - CARBON-CARBON BOND FORMING REACTIONS AND FUNCTIONAL-GROUP PREPARATIONS - ANNUAL SURVEY COVERING THE YEAR 1981
J. Organomet. Chem.
746HEGEDUS, LSFALSEFALSEFALSEFALSE
45
10.1021/acs.chemrev.0c00736
Recent Advances in Enantioselective Pd-Catalyzed Allylic Substitution: From Design to Applications
Chem. Rev.739Dieguez, MFALSEFALSEFALSEFALSE
46
10.1021/acs.chemrev.8b00361
Computational Approach to Molecular Catalysis by 3d Transition Metals: Challenges and Opportunities
Chem. Rev.733Vogiatzis, KDFALSEFALSEFALSEFALSE
47
10.1002/anie.201007963
Strategies and Tactics for the Metal-Directed Synthesis of Rotaxanes, Knots, Catenanes, and Higher Order Links
Angew. Chem.-Int. Edit.
720Leigh, DAFALSEFALSEFALSEFALSE
48
10.1021/cr000664r
Aryl-aryl bond formation one century after the discovery of the Ullmann reaction
Chem. Rev.720Lemaire, MFALSEFALSEFALSEFALSE
49
10.1021/acs.chemrev.1c00255
First-Row d-Block Element-Catalyzed Carbon-Boron Bond Formation and Related Processes
Chem. Rev.717
Radius, U; Marder, TB
FALSEFALSEFALSEFALSE
50
10.1021/acs.chemrev.6b00237
Nonclassical Routes for Amide Bond Formation
Chem. Rev.712
de Figueiredo, RM; Campagne, JM
FALSEFALSEFALSEFALSE
51
10.1016/S0022-328X(00)83205-2
MAGNESIUM - ANNUAL SURVEY COVERING THE YEAR 1977
J. Organomet. Chem.
693HILL, EAFALSEFALSEFALSEFALSE
52
10.1002/cctc.201200592
Biorelevant Metals in Sustainable Metal CatalysisA Survey
ChemCatChem688Plietker, BFALSEFALSEFALSEFALSE
53
10.1021/cr100346g
Large-Scale Applications of Transition Metal-Catalyzed Couplings for the Synthesis of Pharmaceuticals
Chem. Rev.678Magano, JFALSEFALSEFALSEFALSE
54
10.1021/acs.chemrev.8b00505
N-Heterocyclic Carbene Complexes of Copper, Nickel, and Cobalt
Chem. Rev.632Danopoulos, AAFALSEFALSEFALSEFALSE
55
10.1021/acs.chemrev.9b00495
Bidentate Directing Groups: An Efficient Tool in C-H Bond Functionalization Chemistry for the Expedient Construction of C-C Bonds
Chem. Rev.624Chatani, NFALSEFALSEFALSEFALSE
56
10.1016/0010-8545(87)80017-6
NICKELCoord. Chem. Rev.623FOULDS, GFALSEFALSEFALSEFALSE
57
10.1016/S0022-328X(00)92308-8
TRANSITION-METAL DERIVATIVES IN ORGANIC-SYNTHESIS - ANNUAL SURVEY COVERING YEAR 1977
J. Organomet. Chem.
606HEGEDUS, LSFALSEFALSEFALSEFALSE
58
10.1021/cr800388c
C-F Bond Activation in Organic Synthesis
Chem. Rev.600Amii, HFALSEFALSEFALSEFALSE
59
10.1021/acs.chemrev.5b00163
Computational Studies of Synthetically Relevant Homogeneous Organometallic Catalysis Involving Ni, Pd, Ir, and Rh: An Overview of Commonly Employed DFT Methods and Mechanistic Insights
Chem. Rev.582Schoenebeck, FFALSEFALSEFALSEFALSE
60
10.1016/B978-0-12-407777-5.00002-6
Organometallic Complexes of Pyridines Together with Diverse Heterocycles as Ligands
Adv. Heterocycl. Chem.
576Sadimenko, APFALSEFALSEFALSEFALSE
61
10.1021/acs.chemrev.9b00682
Trends in the Usage of Bidentate Phosphines as Ligands in Nickel Catalysis
An efficient method for the C-S bond formation via the coupling reaction of arylboronic acids with dimethyldisulfide has been developed under the metal-free conditions. This novel protocol provides an attractive route for the synthesis of aryl methyl sulfides, due to its operational simplicity, satisfactory yields, excellent functional-group tolerance, as well as the mild reaction conditions.
Chem. Rev.574Louie, JFALSEFALSEFALSEFALSE
62
10.1021/acs.chemrev.5b00676
Additive Effects on Asymmetric Catalysis
Chem. Rev.574Wang, RFALSEFALSEFALSEFALSE
63
10.1002/anie.201201666
C-H Bond Functionalization: Emerging Synthetic Tools for Natural Products and Pharmaceuticals
Angew. Chem.-Int. Edit.
573Yamaguchi, JFALSEFALSEFALSEFALSE
64
10.1021/acs.chemrev.8b00555
First-Row Transition Metal (De)Hydrogenation Catalysis Based On Functional Pincer Ligands
Chem. Rev.569Schneider, SFALSEFALSEFALSEFALSE
65
10.1016/j.ica.2014.11.005
Nickel N-heterocyclic carbene complexes and their utility in homogeneous catalysis
Inorg. Chim. Acta569Ghosh, PFALSEFALSEFALSEFALSE
66
10.1021/acs.chemrev.0c00844
Further Developments and Applications of Oxazoline-Containing Ligands in Asymmetric Catalysis
Chem. Rev.567Guiry, PJFALSEFALSEFALSEFALSE
67
10.1070/RCR4727
Gold as a catalyst. Part I. Nucleophilic addition to the triple bonds
Russ. Chem. Rev.567Alyabyev, SBFALSEFALSEFALSEFALSE
68
10.1021/cr9000836
Transition Metal-Catalyzed Direct Arylation of Substrates with Activated sp(3)-Hybridized C-H Bonds and Some of Their Synthetic Equivalents with Aryl Halides and Pseudohalides
Chem. Rev.557Rossi, RFALSEFALSEFALSEFALSE
69
10.1021/jacs.6b08856
Radicals: Reactive Intermediates with Translational Potential
J. Am. Chem. Soc.553Baran, PSFALSEFALSEFALSEFALSE
70
10.1021/acs.chemrev.7b00588
Bright Side of Lignin Depolymerization: Toward New Platform Chemicals
Chem. Rev.548Barta, KFALSEFALSEFALSEFALSE
71
10.1021/cr500036t
The Chemistry of Transition Metals with Three-Membered Ring Heterocycles
Chem. Rev.543Doyle, AGFALSEFALSEFALSEFALSE
72
10.1002/marc.200900063
Suzuki Polycondensation: Polyarylenes a la Carte
Macromol. Rapid Commun.
539Schluter, ADFALSEFALSEFALSEFALSE
73
10.1021/cr100327p
Advances in Transition Metal (Pd,Ni,Fe)-Catalyzed Cross-Coupling Reactions Using Alkyl-organometallics as Reaction Partners
Chem. Rev.531Sigman, MSFALSEFALSEFALSEFALSE
74
10.1002/anie.201903726
The Persistent Radical Effect in Organic Synthesis
Angew. Chem.-Int. Edit.
524Studer, AFALSEFALSEFALSEFALSE
75
10.1021/acs.chemrev.5b00155
Catalytic Transformation of Lignin for the Production of Chemicals and Fuels
Chem. Rev.523Zhang, TFALSEFALSEFALSEFALSE
76
10.1039/d0ra02272a
A decennary update on applications of metal nanoparticles (MNPs) in the synthesis of nitrogen- and oxygen-containing heterocyclic scaffolds
Pd(II) complexes appended with ONO pincer type ligand were synthesized, structurally characterized and successfully applied as catalysts for regieoselective C-2 arylation of 2-oxindole via in situ C (sp(2))-OH activation in aqueous-organic media under an open atmosphere at room-temperature. This catalyst was reused up to four cycles. Favourably, the present protocol doesn't require the addition of any external oxidant, additives or phase transfer agents. (C) 2016 Elsevier B.V. All rights reserved.
RSC Adv.512Dhameliya, TMFALSEFALSEFALSEFALSE
77
10.1021/cr200241f
Mechanisms of Nucleophilic Organocopper(I) Reactions
Chem. Rev.510Nakamura, EFALSEFALSEFALSEFALSE
78
10.1021/cr400709j
Vinyl Epoxides in Organic Synthesis
Chem. Rev.508Chiu, PFALSEFALSEFALSEFALSE
79
10.1021/cr00039a007
PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS OF ORGANOBORON COMPOUNDS
Chem. Rev.499MIYAURA, NFALSEFALSEFALSEFALSE
80
10.1002/ejoc.201900098
Recent Developments in Radical-Mediated Transformations of Organohalides
Eur. J. Org. Chem.498Qin, HLFALSEFALSEFALSEFALSE
81
10.1002/anie.200901317
Chemoselectivity and the Curious Reactivity Preferences of Functional Groups
Angew. Chem.-Int. Edit.
493Yudin, AKFALSEFALSEFALSEFALSE
82
10.1021/cr100347k
Transition-Metal-Catalyzed C-S, C-Se, and C-Te Bond Formation via Cross-Coupling and Atom-Economic Addition Reactions
Chem. Rev.489Beletskaya, IPFALSEFALSEFALSEFALSE
83
10.1002/adsc.201800343
Development of the Applications of Palladium on Charcoal in Organic Synthesis
Adv. Synth. Catal.479Liu, XFALSEFALSEFALSEFALSE
84
10.1039/co9970400136
Main group organometallics in synthesis
Contemp. Org. Synth.
477Coldham, IFALSEFALSEFALSEFALSE
85
10.1039/c7gc02949g
Decarboxylative reactions with and without light - a comparison
Green Chem.473Konig, BFALSEFALSEFALSEFALSE
86
10.1016/bs.adomc.2018.07.003
C-H Bond Activation Mediated by Inorganic and Organometallic Compounds of Main Group Metals
Adv. Organometal. Chem.
472Silvestru, CFALSEFALSEFALSEFALSE
87
10.1021/cr100259t
Nickel-Catalyzed Cross-Couplings Involving Carbon-Oxygen Bonds
Chem. Rev.472Garg, NKFALSEFALSEFALSEFALSE
88
10.1002/open.201600043
Chemical O-Glycosylations: An Overview
ChemistryOpen471Das, RFALSEFALSEFALSEFALSE
89
10.1002/adsc.201801381
Catalytic Synthesis of 1,2,4,5-Tetrasubstituted 1H-Imidazole Derivatives: State of the Art
Adv. Synth. Catal.462
Rossi, R; Lessi, M
FALSEFALSEFALSEFALSE
90
10.1021/cr500257c
Functionalization of Fluorinated Molecules by Transition-Metal-Mediated C-F Bond Activation To Access Fluorinated Building Blocks
Chem. Rev.462Braun, TFALSEFALSEFALSEFALSE
91
10.1021/acs.chemrev.5b00695
Bronsted-Lowry Acid Strength of Metal Hydride and Dihydrogen Complexes
Chem. Rev.460Morris, RHFALSEFALSEFALSEFALSE
92
10.1016/S0022-328X(00)90151-7
NICKEL, PALLADIUM AND PLATINUM, ANNUAL SURVEY COVERING THE YEAR 1979
J. Organomet. Chem.
457ROUNDHILL, DMFALSEFALSEFALSEFALSE
93
10.1016/0022-328X(84)80563-X
SILICON - THE SILICON-CARBON BOND - ANNUAL SURVEY FOR THE YEAR 1982
J. Organomet. Chem.
455LARSON, GLFALSEFALSEFALSEFALSE
94
10.1002/anie.200460842
Efficiency in nonenzymatic kinetic resolution
Angew. Chem.-Int. Edit.
443Vedejs, EFALSEFALSEFALSEFALSE
95
10.1002/adsc.201000144
Regioselective Functionalization of the Imidazole Ring via Transition Metal-Catalyzed C-N and C-C Bond Forming Reactions
Adv. Synth. Catal.442Rossi, RFALSEFALSEFALSEFALSE
96
10.1002/cssc.202101184
Catalytic Reductive Alcohol Etherifications with Carbonyl-Based Compounds or CO2 and Related Transformations for the Synthesis of Ether Derivatives
ChemSusChem442
Adam, R; Cabrero-Antonino, JR
FALSEFALSEFALSEFALSE
97
10.1039/c9cs00571d
Metal-catalysed C-Het (F, O, S, N) and C-C bond arylation
Chem. Soc. Rev.442Shi, ZZFALSEFALSEFALSEFALSE
98
10.1021/acs.oprd.7b00285
Copper-Mediated C-X Functionalization of Aryl Halides
Org. Process Res. Dev.
437Joseph, PJAFALSEFALSEFALSEFALSE
99
10.1021/acs.chemrev.9b00634
N-Heterocyclic Carbene Complexes in C-H Activation Reactions
The synthesis and characterization of a series of Group 6 metal pentacarbonyl complexes of air stable primary, secondary, and tertiary phosphines containing ferrocenylethyl substituents are reported [M(CO)(5)L: M = Cr, Mo, W; L = PH2(CH(2)CH(2)Fc), PH(CH(2)CH(2)Fc)(2), P(CH(2)CH(2)Fc)(3)]. The structure and composition of the complexes were confirmed by multinuclear NMR spectroscopy, IR and UV-Vis absorption spectroscopy, mass spectrometry, X-ray crystallography, and elemental analysis. The solid-state structural data reported revealed trends in M-C and M-P bond lengths that mirrored those of the atomic radii of the Group 6 metals involved. UV-Vis absorption spectroscopy and cyclic voltammetry highlighted characteristics consistent with electronically isolated ferrocene units including wavelengths of maximum absorption between 435 and 441 nm and reversible one-electron (per ferrocene unit) oxidation waves between 10 and -5 mV relative to the ferrocene/ferrocenium redox couple. IR spectroscopy confirmed that the s donating ability of the phosphines increased as ferrocenylethyl substituents were introduced and that the tertiary phosphine ligand described is a stronger s donor than PPh3 and a weaker s donor than PEt3, respectively.
Chem. Rev.434Nolan, SPFALSEFALSEFALSEFALSE
100
10.1002/cctc.201902290
Metal-Terpyridine Complexes in Catalytic Application - A Spotlight on the Last Decade
A catalytic asymmetric total synthesis of CPZEN-45 (1), anti-XDR-TB agent, was accomplished using a direct aldol reaction of a glycine Schiff base (3) and uridine-derived aldehyde (4) catalyzed by Zn(II)-(R,R)-linked-BINOL complex to give the desired stereoisomer selectively. The diazepinone ring system, another key structural element, was successfully constructed by vinyl halide-amide coupling promoted by Cu(I) salt. (C) 2016 Elsevier Ltd. All rights reserved.
ChemCatChem433Schubert, USFALSEFALSEFALSEFALSE
101
10.1016/bs.aihch.2017.10.001
Recent Advances in the Synthesis of Piperidines: Functionalization of Preexisting Ring Systems
Adv. Heterocycl. Chem.
430Opatz, TFALSEFALSEFALSEFALSE
102
10.1002/anie.200605113
Metal-catalyzed enantioselective allylation in asymmetric synthesis
Angew. Chem.-Int. Edit.
430Ma, SMFALSEFALSEFALSEFALSE
103
10.1021/acs.chemrev.5b00162
Enantioselective and Enantiospecific Transition-Metal-Catalyzed Cross-Coupling Reactions of Organometallic Reagents To Construct C-C Bonds
Chem. Rev.427Reisman, SEFALSEFALSEFALSEFALSE
104
10.1016/j.ccr.2017.03.007
Multidentate N-heterocyclic carbene complexes of the 3d metals: Synthesis, structure, reactivity and catalysis
Coord. Chem. Rev.422
Charra, V; de Fremont, P; Braunstein, P
FALSEFALSEFALSEFALSE
105
10.1021/cr4003243
Electron-Deficient Diphosphines: The Impact of DIFLUORPHOS in Asymmetric Catalysis
Chem. Rev.418Genet, JPFALSETRUEFALSEFALSE
106
10.1021/cr00032a009
CATALYTIC ASYMMETRIC DIHYDROXYLATION
Chem. Rev.417FALSEFALSEFALSEFALSE
107
10.1016/j.ccr.2020.213683
Strategic evolution in transition metal-catalyzed directed C-H bond activation and future directions
A nickel-catalyzed conjunctive cross-coupling between non-conjugated alkenes, aryl iodides, and alkylzinc reagents is reported. Excellent regiocontrol is achieved utilizing an 8-aminoquinoline directing group that can be readily cleaved to unmask net beta,gamma-dicarbofunctionalized carboxylic acid products. Under optimized conditions, both terminal and internal alkene substrates provided the corresponding alkyl/aryl difunctionalized products in moderate to excellent yields. The methodology developed herein represents the first three-component 1,2-dicarbofunctionalization of non-conjugated alkenes involving a C(sp(3))-C(sp(3)) reductive elimination step.
Coord. Chem. Rev.413Chatani, NFALSEFALSEFALSEFALSE
108
10.1021/acs.chemrev.8b00506
Iridium-Catalyzed Asymmetric Allylic Substitution Reactions
Chem. Rev.413You, SLFALSEFALSEFALSEFALSE
109
10.1002/adsc.201700875
Recent Advances in the Synthesis of Aryl Nitrile Compounds
Adv. Synth. Catal.412Yan, GBFALSEFALSEFALSEFALSE
110
10.1039/d0dt03593a
Recent advances in pincer-nickel catalyzed reactions
Dalton Trans.412Kumar, AFALSEFALSEFALSEFALSE
111
10.1039/a906654f
Asymmetric catalysts
J. Chem. Soc.-Perkin Trans. 1
411Wills, MFALSEFALSEFALSEFALSE
112
10.1039/c6cs00150e
Recent advances in well-defined, late transition metal complexes that make and/or break C-N, C-O and C-S bonds
Chem. Soc. Rev.399Love, JAFALSEFALSEFALSEFALSE
113
10.1002/anie.202003755
Sulfonate N-Heterocyclic Carbene-Copper Complexes: Uniquely Effective Catalysts for Enantioselective Synthesis of C-C, C-B, C-H, and C-Si Bonds
Angew. Chem.-Int. Edit.
392
Hoveyda, AH; Torker, S
FALSEFALSEFALSEFALSE
114
10.1002/anie.200900013
Palladium-Catalyzed Carbonylation Reactions of Aryl Halides and Related Compounds
Angew. Chem.-Int. Edit.
385Beller, MFALSEFALSEFALSEFALSE
115
10.2174/1385272822666181015130207
A Decennary Review of 1,3-Dicarbonyls about Three Kinds of Mechanisms
Curr. Org. Chem.383
Huang, DY; Yan, GB
FALSEFALSEFALSEFALSE
116
10.1021/acs.chemrev.0c00088
Transformations of Less-Activated Phenols and Phenol Derivatives via C-O Cleavage
The recent technological evolution of reaction monitoring techniques has not been paralleled by the development of modern kinetic analyses. The analyses currently used disregard part of the data acquired, thus requiring an increased number of experiments to obtain sufficient kinetic information for a given chemical reaction. Herein, we present a simple graphical analysis method that takes advantage of the data-rich results provided by modern reaction monitoring tools. This analysis uses a variable normalization of the time scale to enable the visual comparison of entire concentration reaction profiles. As a result, the order in each component of the reaction, as well as k(obs), is determined with just a few experiments using a simple and quick mathematical data treatment. This analysis facilitates the rapid extraction of relevant kinetic information and will be a valuable tool for the study of reaction mechanisms.
Chem. Rev.382Li, CJFALSEFALSEFALSEFALSE
117
10.1039/c9gc00617f
Solvent effects in palladium catalysed cross-coupling reactions
Green Chem.380Sherwood, JFALSEFALSEFALSEFALSE
118
10.1002/aoc.1367
Three characteristic reactions of alkynes with metal compounds in organic synthesis
Appl. Organomet. Chem.
379Omae, IFALSEFALSEFALSEFALSE
119
10.1021/acs.chemrev.8b00096
High-Oxidation-State 3d Metal (Ti-Cu) Complexes with N-Heterocyclic Carbene Ligation
Chem. Rev.377Deng, LFALSEFALSEFALSEFALSE
120
10.1016/j.rser.2021.111103
Late transition metal nanocomplexes: Applications for renewable energy conversion and storage
Renew. Sust. Energ. Rev.
375Lah, NACFALSEFALSEFALSEFALSE
121
10.1016/S0040-4020(02)01188-2
Recent applications of the Suzuki-Miyaura cross-coupling reaction in organic synthesis
Tetrahedron371Kotha, SFALSEFALSEFALSEFALSE
122
10.3390/catal10101111
Recent Advancements and Future Prospects in Ultrathin 2D Semiconductor-Based Photocatalysts for Water Splitting
The first example of nickel-catalyzed hydroamination of allenes is reported. The new cationic [( 3-iminophosphine) nickel( allyl)](+)catalysts have been fully characterized and act regioselectively in the catalytic hydroamination of allenes with secondary amines at room temperature.
Catalysts368Ahuja, RTRUEFALSEFALSEFALSE
123
10.1021/cr400628s
Recent Advances in Transition-Metal-Catalyzed Functionalization of Unstrained Carbon-Carbon Bonds
Chem. Rev.368Jiao, NFALSEFALSEFALSEFALSE
124
10.1021/cr00036a007
MASTERING BETA-KETO-ESTERS
Chem. Rev.368BENETTI, SFALSEFALSEFALSEFALSE
125
10.3762/bjoc.17.126
On the application of 3d metals for C-H activation toward bioactive compounds: The key step for the synthesis of silver bullets
Beilstein J. Org. Chem.
363
Jardim, GAM; da Silva, EN
FALSEFALSEFALSEFALSE
126
10.1016/j.tet.2011.06.001
Highly selective palladium-catalyzed Suzuki-Miyaura monocoupling reactions of ethene and arene derivatives bearing two or more electrophilic sites
Tetrahedron360Rossi, RFALSEFALSEFALSEFALSE
127
10.1002/ijch.202100057
Helical Chirality of Supramolecular Columns and Spheres Self-Organizes Complex Liquid Crystals, Crystals, and Quasicrystals
Isr. J. Chem.357Percec, VFALSEFALSEFALSEFALSE
128
10.1070/RCR4999
Metal-catalyzed reactions for the C(sp(2))-N bond formation: achievements of recent years
Russ. Chem. Rev.350Beletskaya, IPFALSEFALSEFALSEFALSE
129
10.1021/acscatal.6b01001
Chiral Monophosphorus Ligands for Asymmetric Catalytic Reactions
ACS Catal.346Tang, WJFALSEFALSEFALSEFALSE
130
10.1021/acs.chemrev.8b00715
Organocobalt Complexes as Sources of Carbon-Centered Radicals for Organic and Polymer Chemistries
Chem. Rev.343Detrembleur, CFALSEFALSEFALSEFALSE
131
10.1039/c7cs00216e
Complexes of Ni(I): a rare'' oxidation state of growing importance
Chem. Soc. Rev.343
Lin, CY; Power, PP
FALSEFALSEFALSEFALSE
132
10.1021/acs.chemrev.6b00692
Catalytic Enantioselective Transformations Involving C-H Bond Cleavage by Transition-Metal Complexes
Chem. Rev.341Cramer, NFALSEFALSEFALSEFALSE
133
10.1021/acs.chemrev.0c00709
Chlorinated Solvents: Their Advantages, Disadvantages, and Alternatives in Organic and Medicinal Chemistry
A bidentate monoanionic NHC-C-Aryl ligand framework was synthesized, and a host of Ni(II) complexes were prepared. Addition of isocyanides to these complexes led to the formation of NHC-eta(2)-iminoacyl nickel complexes. These complexes were characterized by a suite of spectroscopic techniques, including X-ray crystallography. The eta(2)-iminoacyl was shown to be displaced from the nickel center with oxidant and could then be reattached with reductant.
Chem. Rev.338Jordan, AFALSEFALSEFALSEFALSE
134
10.1021/cr400543u
Synthesis and Applications of Vinylaziridines and Ethynylaziridines
Chem. Rev.337Ohno, HFALSEFALSEFALSEFALSE
135
10.1021/acs.chemrev.0c00153
Selective Decarbonylation via Transition-Metal-Catalyzed Carbon- Carbon Bond Cleavage
A Cu-catalyzed method has been identified for selective oxidative arylation of benzylic C-H bonds with arylboronic esters. The resulting 1,1-diarylalkanes are accessed directly from inexpensive alkylarenes containing primary and secondary benzylic C-H bonds, such as toluene or ethylbenzene. All catalyst components are commercially available at low cost, and the arylboronic esters are either commercially available or easily accessible from the commercially available boronic acids. The potential utility of these methods in medicinal chemistry applications is highlighted.
Chem. Rev.336Wei, HFALSEFALSEFALSEFALSE
136
10.1002/anie.201304268
The Cross-Dehydrogenative Coupling of C-sp3-H Bonds: A Versatile Strategy for C-C Bond Formations
Angew. Chem.-Int. Edit.
333Li, CJFALSEFALSEFALSEFALSE
137
10.1002/anie.201803797
Catalytic Isofunctional Reactions-Expanding the Repertoire of Shuttle and Metathesis Reactions
Angew. Chem.-Int. Edit.
332Morandi, BFALSEFALSEFALSEFALSE
138
10.1002/cctc.201403057
Recent Applications of Magnetically Recoverable Nanocatalysts in C-C and C-X Coupling Reactions
ChemCatChem332Karimi, BFALSEFALSEFALSEFALSE
139
10.1002/(SICI)1521-3773(19980302)37:4<402::AID-ANIE402>3.0.CO;2-9
doi.org/10.1002/(SICI)1521-3773(19980302)37:4<402::AID-ANIE402>3.0.CO;2-9
Electroluminescent conjugated polymers - Seeing polymers in a new light
Angew. Chem.-Int. Edit.
328Holmes, ABFALSETRUEFALSEFALSE
140
10.1016/S0040-4020(97)10233-2
Catalytic cross-coupling reactions in biaryl synthesis
Tetrahedron325Stanforth, SPFALSEFALSEFALSEFALSE
141
10.1002/chem.201803642
Recent Advances in Methylation: A Guide for Selecting Methylation Reagents
Chem.-Eur. J.323Chen, YTFALSEFALSEFALSEFALSE
142
10.1002/cctc.201702019
Recent Advances in Catalysis with Transition-Metal Pincer Compounds
ChemCatChem323
Morales-Morales, D
FALSEFALSEFALSEFALSE
143
10.1002/anie.201107017
Palladium-Catalyzed Cross-Coupling: A Historical Contextual Perspective to the 2010 Nobel Prize
Angew. Chem.-Int. Edit.
322Colacot, TJFALSEFALSEFALSEFALSE
144
10.1002/ejoc.202101440
Mechanochemical C-X/C-H Functionalization: An Alternative Strategic Access to Pharmaceuticals
Eur. J. Org. Chem.322Yu, JBFALSEFALSEFALSEFALSE
145
10.1002/anie.201505090
Catalysis of Radical Reactions: A Radical Chemistry Perspective
Angew. Chem.-Int. Edit.
321Studer, AFALSEFALSEFALSEFALSE
146
10.1016/j.jorganchem.2018.02.023
Buchwald-Hartwig reaction: An overview
J. Organomet. Chem.
320
Heravi, MM; Zadsirjan, V
FALSEFALSEFALSEFALSE
147
10.1039/d1gc01983j
Organic reactions in aqueous media catalyzed by nickel
Green Chem.320Kumar, DFALSEFALSEFALSEFALSE
148
10.1016/bs.aihch.2019.06.001
1,3-Amino alcohols and their phenol analogs in heterocyclization reactions
Adv. Heterocycl. Chem.
318Palchykov, VAFALSEFALSEFALSEFALSE
149
10.1055/s-0037-1611852
Recent Advances in Photoredox Catalysis Enabled Functionalization of alpha-Amino Acids and Peptides: Concepts, Strategies and Mechanisms
Synthesis316Karkas, MDTRUEFALSEFALSEFALSE
150
10.1007/12_076
Polyphenylene-type emissive materials: Poly(para-phenylene)s, polyfluorenes, and ladder polymers
Adv. Polym. Sci.316Mullen, KFALSEFALSEFALSEFALSE
151
10.1055/s-0034-1379210
Chelation-Assisted Regioselective Catalytic Functionalization of C-H, C-O, C-N and C-F Bonds
Synlett314Kakiuchi, FFALSEFALSEFALSEFALSE
152
10.1246/bcsj.79.981
Design of high-performance heterogeneous metal catalysts for green and sustainable chemistry
Bull. Chem. Soc. Jpn.
314Kaneda, KFALSEFALSEFALSEFALSE
153
10.1016/j.scp.2021.100551
Aqueous extracts of biomass ash as an alternative class of Green Solvents for organic transformations: A review update
SUSTAIN. CHEM. PHARM.
311Bora, UFALSEFALSEFALSEFALSE
154
10.1016/j.tet.2005.02.026
Palladium-catalysed reactions of alcohols. Part B: Formation of C-C and C-N bonds from unsaturated alcohols
Tetrahedron309Muzart, JFALSEFALSEFALSEFALSE
155
10.1021/acs.organomet.8b00720
Cross-Coupling and Related Reactions: Connecting Past Success to the Development of New Reactions for the Future
Organometallics308Campeau, LCFALSEFALSEFALSEFALSE
156
10.1039/b922984a
Percent buried volume for phosphine and N-heterocyclic carbene ligands: steric properties in organometallic chemistry
Chem. Commun.308Clavier, HFALSEFALSEFALSEFALSE
157
10.1021/acs.chemrev.0c00564
Catalytic Enantioselective Alkylation of Prochiral Enolates
Chem. Rev.307Evans, PAFALSEFALSEFALSEFALSE
158
10.1021/acs.jafc.8b03792
Palladium-Catalyzed Cross-Coupling Reactions: A Powerful Tool for the Synthesis of Agrochemicals
J. Agric. Food Chem.
305Yang, GFFALSEFALSEFALSEFALSE
159
10.1039/c9ob00817a
Strategies towards the synthesis of anti-tuberculosis drugs
Org. Biomol. Chem.304
Chandrasekhar, S
FALSEFALSEFALSEFALSE
160
10.1021/jacs.1c00750
Reducing Challenges in Organic Synthesis with Stereoselective Hydrogenation and Tandem Catalysis
J. Am. Chem. Soc.302Dong, VMFALSEFALSEFALSEFALSE
161
10.1002/aoc.3820
Synthesis of phenanthridine and phenanthridinone derivatives based on Pd-catalyzed C-H activation
Appl. Organomet. Chem.
301Rafiee, FFALSEFALSEFALSEFALSE
162
10.1016/bs.adomc.2020.02.001
Low-coordinate M(0) complexes of group 10 stabilized by phosphorus(III) ligands and N-heterocyclic carbenes
Adv. Organometal. Chem.
300Nicasio, MCFALSEFALSEFALSEFALSE
163
10.1039/c3cs60289c
Copper catalysed Ullmann type chemistry: from mechanistic aspects to modern development
Chem. Soc. Rev.299Sambiagio, CFALSEFALSEFALSEFALSE
164
10.1021/cr9900230
Non-symmetrically substituted 1,1 '-binaphthyls in enantioselective catalysis
Chem. Rev.299Kocovsky, PFALSEFALSEFALSEFALSE
165
10.1002/ijch.202000004
Merging Macromolecular and Supramolecular Chemistry into Bioinspired Synthesis of Complex Systems
Isr. J. Chem.298Percec, VFALSEFALSEFALSEFALSE
166
10.1016/bs.adomc.2015.02.002
Poly-NHC Complexes of Transition Metals: Recent Applications and New Trends
Adv. Organometal. Chem.
295Biffis, AFALSEFALSEFALSEFALSE
167
10.2174/1570193X18666210713111447
C-methylation of Organic Substrates: A Comprehensive Overview; Methanol as a Methylating Agent: A Case of Catalysis Versatility (Part III)#
Mini-Rev. Org. Chem.
295Moulay, SFALSEFALSEFALSEFALSE
168
10.1002/adma.202105196
Fiber-Based Biopolymer Processing as a Route toward Sustainability
Adv. Mater.295
Li, CM; Kaplan, DL
FALSEFALSEFALSEFALSE
169
10.1007/s13738-021-02350-5
Synthesis of five-membered nitrogen-containing heterocycles using copper
J. Iran Chem. Soc.295Kaur, NFALSEFALSEFALSEFALSE
170
10.1080/07328303.2012.749264
Mechanism of Chemical Glycosylation: Focus on the Mode of Activation and Departure of Anomeric Leaving Groups
J. Carbohydr. Chem.
293Demchenko, AVFALSEFALSEFALSEFALSE
171
10.1002/chem.201102888
Bimetallic Catalysis using Transition and Group 11 Metals: An Emerging Tool for C?C Coupling and Other Reactions
Chem.-Eur. J.292Casares, JAFALSEFALSEFALSEFALSE
172
10.1002/chem.201002273
Activation of Inert Alkenyl/Aryl C-O Bond and Its Application in Cross-Coupling Reactions
Chem.-Eur. J.292Shi, ZJFALSEFALSEFALSEFALSE
173
10.2174/1385272824666200211114540
Monodentate Trialkylphosphines: Privileged Ligands in Metal-catalyzed Cross-coupling Reactions
Curr. Org. Chem.291
Shaughnessy, KH
FALSEFALSEFALSEFALSE
174
10.1039/c9qo00747d
Applications of sulfuryl fluoride (SO2F2) in chemical transformations
Org. Chem. Front.291Qin, HLFALSEFALSEFALSEFALSE
175
10.1016/j.carres.2015.02.007
Common side reactions of the glycosyl donor in chemical glycosylation
Carbohydr. Res.291Oscarson, SFALSEFALSEFALSEFALSE
176
10.1039/c9cy01501a
Coordination chemistry and catalysis with secondary phosphine oxides
Catal. Sci. Technol.287Grabulosa, AFALSEFALSEFALSEFALSE
177
10.1021/acscatal.0c03334
Activation of C-O and C-N Bonds Using Non-Precious-Metal Catalysis
We report the development of a Pd-catalyzed process for the cross coupling of unactivated primary, secondary, and tertiary alkylcarbastannatrane nucleophiles with acyl electrophiles. Reactions involving optically active alkylcarbastannatranes occur with exceptional stereofidelity and with net retention of absolute configuration. Because the stereochemistry of the resulting products is entirely reagent-controlled, this process may be viewed as a general, alternative approach to the preparation of products typically accessed via asymmetric enolate methodologies. Additionally, we report a new method for the preparation of optically active alkylcarbastannatranes, which should facilitate their future use in stereospecific reactions.
ACS Catal.285Garg, NKFALSEFALSEFALSEFALSE
178
10.1016/j.ccr.2014.02.023
DFT flavor of coordination chemistry
Coord. Chem. Rev.285Tsipis, ACFALSEFALSEFALSEFALSE
179
10.1016/S0040-4020(01)82073-1
RECENT ADVANCES IN ASYMMETRIC-SYNTHESIS .2.
Tetrahedron284APSIMON, JWFALSEFALSEFALSEFALSE
180
10.1016/j.apmt.2021.101125
Plasmon-mediated photochemical transformation of inorganic nanocrystals
Appl. Mater. Today284Lu, GFALSEFALSEFALSEFALSE
181
10.1055/s-0030-1259104
Palladium-Catalyzed Synthesis of N- and O-Heterocycles Starting from Enol Phosphates
Synlett283Fuwa, HFALSEFALSEFALSEFALSE
182
10.1016/S0040-4020(03)00866-4
Palladium-catalysed oxidation of primary and secondary alcohols
Tetrahedron283Muzart, JFALSEFALSEFALSEFALSE
183
10.1021/acscatal.1c01421
Transition-Metal-Catalyzed Functionalization of Alkynes with Organoboron Reagents: New Trends, Mechanistic Insights, and Applications
ACS Catal.283
Corpas, J; Arrayas, RG
FALSEFALSEFALSEFALSE
184
10.1016/0022-328X(88)83167-X
ANNUAL SURVEY OF RUTHENIUM AND OSMIUM FOR THE YEAR 1985
J. Organomet. Chem.
282SHAPLEY, PAFALSEFALSEFALSEFALSE
185
10.1002/cplu.202000606
Emerging Concepts in Carbon Nitride Organic Photocatalysis
A large number of reports describe the formation of the fundamental C-N bond in homogeneous catalysis. Among them, only a few are able to introduce the unprotected amino group, despite the appealing insertion of this key functional group. Recently, a broad range of methods have been reported that enable direct access to the primary amine using either ammonia or other nitrogen sources. In this short re view, we illustrate the progress achieved in this field.
ChemPlusChem281Savateev, ATRUEFALSEFALSEFALSE
186
10.1021/acs.chemrev.5b00138
Catalytic C-C Bond Activations via Oxidative Addition to Transition Metals
Chem. Rev.281Cramer, NFALSEFALSEFALSEFALSE
187
10.1039/c5cs00183h
New advances in nanographene chemistry
Chem. Soc. Rev.280Mullen, KFALSEFALSEFALSEFALSE
188
10.1002/anie.202010631
The 2-Pyridyl Problem: Challenging Nucleophiles in Cross-Coupling Arylations
Transition metal-catalysed cross-coupling is one of the most powerful synthetic methods and has led to vast improvements in the synthesis of pharmaceuticals, agrochemicals and precursors for materials chemistry. A major advance in cross-coupling over the past 20 years is the utilization of well-defined, bench-stable Pd and Ni precatalysts that do not require the addition of free ancillary ligand, which can hinder catalysis by occupying open coordination sites on the metal. The development of precatalysts has resulted in new reactions and expanded substrate scopes, enabling transformations under milder conditions and with lower catalyst loadings. This Review highlights recent advances in the development of Pd and Ni precatalysts for cross-coupling, and provides a critical comparison between the state of the art in Pd- and Ni-based systems.
Angew. Chem.-Int. Edit.
279Willis, MCFALSEFALSEFALSEFALSE
189
10.1016/j.arabjc.2015.06.012
Recent advances in 4-hydroxycoumarin chemistry. Part 1: Synthesis and reactions
Arab. J. Chem.279Abdou, MMFALSEFALSEFALSEFALSE
190
10.1055/s-0030-1257960
Transition-Metal-Catalyzed C-P Cross-Coupling Reactions
Synthesis279Oestreich, MFALSEFALSEFALSEFALSE
191
10.1021/acsmaterialslett.0c00206
Recent Advances in C-H Activation for the Synthesis of pi-Extended Materials
This account summarizes our recent progress on the copper-catalyzed direct introduction of functionalized difluoromethylated building blocks, and more particularly, the CF2CO2Et motif. We also discuss how this work led us to develop new copper-mediated methodologies to introduce the CF2PO(OR)(2) motif, a valuable phosphate bioisostere. 1 Introduction 2 Copper-Catalyzed Introduction of the CF2CO2Et Residue 3 New Developments Toward the Introduction of the CF2PO(OEt)(2) Motif 4 Conclusion and Outlook
ACS Mater. Lett.276Itami, KFALSEFALSEFALSEFALSE
192
10.1021/cr400367p
Bimetallic Combinations for Dehalogenative Metalation Involving Organic Compounds
Chem. Rev.275Mongin, FFALSEFALSEFALSEFALSE
193
10.1021/acs.joc.0c01691
Nucleophilic Transformations of Lewis Acid-Activated Disubstituted Epoxides with Catalyst-Controlled Regioselectivity
The first continuous flow Tsuji-Trost coupling reaction between allylic compounds and various nucleophiles has been successfully achieved within only around 40 s during a single pass through a cartridge filled with palladium on carbon (Pd/C). Two methods have been designed by using the H-cube ThalesNano technology that enable the efficient production of added-value compounds on the gram scale with high productivity. Under the optimized conditions, the cartridge catalyst can be used for 60 min of continuous processing without a decrease in reactivity. A large range of substrates and nucleophiles have successfully been submitted to the standard methods, giving good-to-excellent yields and productivity.
J. Org. Chem.274Coates, GWFALSEFALSEFALSEFALSE
194
10.1016/j.tet.2013.11.064
Recent advances in the synthesis of chitooligosaccharides and congeners
Tetrahedron273Yang, YFALSEFALSEFALSEFALSE
195
10.1039/d0ob02491k
Advances in deep eutectic solvents and water: applications in metal- and biocatalyzed processes, in the synthesis of APIs, and other biologically active compounds
Org. Biomol. Chem.273
Perna, FM; Vitale, P; Capriati, V
FALSEFALSEFALSEFALSE
196
10.1039/c2dt30118k
Aryl(hydro)boranes: versatile building blocks for boron-doped pi-electron materials
Dalton Trans.271Wagner, MFALSEFALSEFALSEFALSE
197
10.1016/j.ccr.2014.12.019
Copper-NHC complexes in catalysis
Coord. Chem. Rev.270Cazin, CSJFALSEFALSEFALSEFALSE
198
10.1016/S0040-4020(02)00076-5
Palladium-catalysed reactions of aryl halides with soft, non-organometallic nucleophiles
Tetrahedron270Prim, DFALSEFALSEFALSEFALSE
199
10.1002/adsc.202000210
Recent Developments in Enantioselective Multicatalyzed Tandem Reactions
A method for the reductive cross-coupling of conjugated arylalkenes and aryl bromides with hydrosilanes by cooperative palladium/copper catalysis was developed, thus resulting in the highly regioselective formation of various 1,1-diarylalkanes, including a biologically active molecule. Under the applied reaction conditions, high levels of functional-group tolerance were observed, and the reductive cross-coupling of internal alkynes with aryl bromides afforded trisubstituted alkenes.
Adv. Synth. Catal.269Pellissier, HFALSEFALSEFALSEFALSE
200
10.1002/ejoc.201600484
Glycosylation via Transition-Metal Catalysis: Challenges and Opportunities
Eur. J. Org. Chem.269Zhu, JLFALSEFALSEFALSEFALSE
201
10.1016/j.apenergy.2018.09.006
Oxidation of bio-renewable glycerol to value-added chemicals through catalytic and electro-chemical processes
Appl. Energy267Amin, NASFALSEFALSEFALSEFALSE
202
10.1021/acscatal.0c03341
Recent Methodologies That Exploit Oxidative Addition of C-N Bonds to Transition Metals
Treatment of bis(2-dimethylaminoethyl) ether (BDMAE) with nickel acetate affor-ded a novel 3D nickel(II) complex [Ni(BDMAE)(H2O)(3)center dot(CH3COO)(2)center dot(H2O)(2)] under solvothermal conditions. Its crystal structure was characterized by elemental analysis, IR spectrum, PXRD and single-crystal X-ray diffraction analysis. The complex belongs to the orthorhombic system, space group C2221 with a = 8.823(2), b = 13.932(3), c = 17.563(4) angstrom, V = 2158.9(8) angstrom(3), Z = 4, C12H36N2NiO10, M-r = 427.14, D-c = 1.314 g/cm(3), F(000) = 920 and mu = 0.944 mm(-1). Single-crystal X-ray diffraction reveals that the mononuclear nickel(II) ion is six-coordinated to one oxygen, two nitrogen atoms of the BDMAE ligand and three oxygen atoms of coordinated water molecules. The complex exhibits a 3D supramolecular structure through a variety of intermolecular and intramolecular hydrogen bonding interactions. In addition, the complex has been investigated for catalytic properties towards the Henry reaction of nitromethane with p-nitrobenzaldehyde, and the results indicated that the 1-p-nitrophenyl-2-nitroethanol product was obtained in excellent yield under optimum conditions with the complex as the catalyst.
ACS Catal.266Bower, JFFALSEFALSEFALSEFALSE
203
10.1039/c4ra01341g
Synthetic methodologies of achiral diarylmethanols, diaryl and triarylmethanes (TRAMs) and medicinal properties of diaryl and triarylmethanes-an overview
RSC Adv.265Panda, GFALSEFALSEFALSEFALSE
204
10.1021/acs.chemrev.9b00384
Methodologies and Strategies for Selective Borylation of C-Het and C-C Bonds
A Ni-mediated cascade to a stereoselective synthesis of trans-tetrahydronaphtho[2,3-b]furans is efficiently achieved for the first :time. The mild reductive system can be easily generated from inexpensive and air-stable materials and shows a broad positional tolerance of substituents that were previously difficult or impossible to access by other methods. Facile syntheses toward new analogues of therapeutic agents (iso)deoxypodophyllotoxin are also reported. In addition, the inherent substrate control is disclosed for the observed unique stereoselectivities during cyclizations.
Chem. Rev.264Shi, ZZFALSEFALSEFALSEFALSE
205
10.1016/bs.adomc.2016.07.001
Phenol Derivatives: Modern Electrophiles in Cross-Coupling Reactions
Adv. Organometal. Chem.
264Martin, RFALSETRUEFALSEFALSE
206
10.1021/acs.chemrev.0c00245
Synergistic Dual Transition Metal Catalysis
A copper-mediated decarboxylative coupling of benzamides with ortho-nitrobenzoic acids by 8-aminoquinoline-directed C-H cleavage has been developed. This reaction proceeds smoothly with only a copper salt to produce the corresponding biaryl compounds in good yields. The products can be easily transformed into various nitrogen-containing heterocyclic compounds. Moreover, the combination of copper and a suitable base promotes a decarboxylative C-H arylation and cyclization sequence to deliver phenanthridinone derivatives in one pot.
Chem. Rev.262Lee, SGFALSEFALSEFALSEFALSE
207
10.1039/c8gc01276h
Key Green Chemistry research areas from a pharmaceutical manufacturers' perspective revisited
Green Chem.261Hayler, JDFALSEFALSEFALSEFALSE
208
10.1016/j.ccr.2019.01.012
The Suzuki-Miyaura reaction after the Nobel prize
Coord. Chem. Rev.260Beletskaya, IPFALSEFALSEFALSEFALSE
209
10.1007/978-3-642-12073-2_3
Organometallic Approaches to Carbon-Sulfur Bond Formation
Top. Organomet. Chem.
258Love, JAFALSEFALSEFALSEFALSE
210
10.1021/cr000666b
Non-metathesis ruthenium-catalyzed C-C bond formation
Chem. Rev.258Trost, BMFALSEFALSEFALSEFALSE
211
10.1039/d1dt01754c
Trends in computational molecular catalyst design
Dalton Trans.258Szilvasi, TFALSEFALSEFALSEFALSE
212
10.1070/RCR4855
Cyclization of ortho-ethynylbiaryls as an emerging versatile tool for the construction of polycyclic arenes
Russ. Chem. Rev.257Pankova, ASFALSEFALSEFALSEFALSE
213
10.1002/aoc.1480
Characteristic reactions of group 9 transition metal compounds in organic synthesis
Appl. Organomet. Chem.
257Omae, IFALSEFALSEFALSEFALSE
214
10.3390/molecules27010095
Recent Advances in Catalysis Involving Bidentate N-Heterocyclic Carbene Ligands
Molecules257Neshat, AFALSEFALSEFALSEFALSE
215
10.1039/d0cs00702a
Catalytic asymmetric transformations of oxa- and azabicyclic alkenes
A series of robust N-heterocyclic carbene palladacycles have been successfully developed. These showed high catalytic activity and selectivity toward the challenging amination of N-heteroaryl chlorides. Different primary and secondary amines were fully compatible with this catalytic system. Remarkably, no double amination products could be detected when primary amines were utilized in our catalytic transformation. Furthermore, the protocol has been successfully extended to synthesize rosiglitazone, a clinical drug for diabetes mellitus, highlighting its potential pharmaceutical feasibility.
Chem. Soc. Rev.256Guiry, PJFALSEFALSEFALSEFALSE
216
10.1002/chem.202004375
Isoindolinone Synthesis via One-Pot Type Transition Metal Catalyzed C-C Bond Forming Reactions
An efficient visible-light-induced decarboxylative coupling between alpha, beta-unsaturated carboxylic acids and alkyl N-hydroxyphthalimide esters has been developed. A wide range of redox-active esters derived from aliphatic carboxylic acids (1 degrees, 2 degrees and 3 degrees) proved viable in this dual decarboxylation process, affording a broad scope of substituted alkenes in moderate to excellent yields with good E/Z selectivities. This redox-neutral procedure was highlighted by its mild conditions, operational simplicity, easy accessibility of carboxylic acids, and excellent functional-group tolerance.
Chem.-Eur. J.256Savela, RFALSEFALSEFALSEFALSE
217
10.1039/c8ra04481c
Scope and advances in the catalytic propargylic substitution reaction
RSC Adv.256Saha, SFALSEFALSEFALSEFALSE
218
10.1002/chem.202003580
Organic Superbases in Recent Synthetic Methodology Research
Copper-catalyzed directed decarboxylative C-N cross-coupling, which is promoted by a hypervalent iodine oxidant, provides a new strategy for the site-selective formation of aliphatic C-N bonds. Despite the great synthetic potential, the mechanism of this reaction and especially the origin of the radical species still remain controversial. To resolve this problem, herein density functional theory (DFT) calculations have been employed to elucidate the mechanistic details of this reaction. As a result, a comprehensive reaction pathway involving I-III-O bond heterolysis, single electron transfer (SET), hydrogen atom transfer (HAT), decarboxylation, proton transfer, and reductive elimination is reported. Meanwhile, analyzing the necessity of the directing groups in realizing the site selectivity, we found that the chelation of the directing group to the Cu(III) center can remarkably facilitate the proton transfer process.
Chem.-Eur. J.255Bandar, JSFALSEFALSEFALSEFALSE
219
10.1002/cctc.202001951
Cooperative Effects in Multimetallic Complexes Applied in Catalysis
ChemCatChem255Maity, RFALSEFALSEFALSEFALSE
220
10.1007/s11426-016-0330-3
Advances in theoretical study on transition-metal-catalyzed C-H activation
Sci. China-Chem.255Jiang, YY; Bi, SWFALSEFALSEFALSEFALSE
221
10.1039/d0cy01159b
Palladium-catalyzed cross-couplings by C-O bond activation
Ultrasound irradiation promoted the cyclocondensation of beta-keto esters and amidines in good to excellent yields to form sixteen highly substituted 4-pyrimidinols. Tosylation of these compounds, in another ultrasound-promoted conversion, formed 4-pyrimidyl tosylates in high yields. The use of the developed protocol as an alternative route to 4-arylpyrimidines was illustrated with three examples of the Suzuki-Miyaura cross-coupling of the prepared tosylates with phenylboronic acid.
Catal. Sci. Technol.254Szostak, MFALSEFALSEFALSEFALSE
222
10.1016/0040-4020(80)80203-1
NUCLEOPHILIC AND ORGANOMETALLIC DISPLACEMENT-REACTIONS OF ALLYLIC COMPOUNDS - STEREOCHEMISTRY AND REGIOCHEMISTRY
Tetrahedron254MAGID, RMFALSEFALSEFALSEFALSE
223
10.1021/acscatal.6b02374
Recent Advances in Transition-Metal-Catalyzed Synthetic Transformations of Organosilicon Reagents
ACS Catal.254
Minami, Y; Hiyama, T
FALSEFALSEFALSEFALSE
224
10.1039/d0cs00843e
Recent advances in asymmetric borylation by transition metal catalysis
Chem. Soc. Rev.253
Hu, JF; Marder, TB
FALSEFALSEFALSEFALSE
225
10.1021/acscatal.9b04186
Machine Learning for Catalysis Informatics: Recent Applications and Prospects
ACS Catal.252Shimizu, KFALSEFALSEFALSEFALSE
226
10.2174/1385272023373545
Advances in ruthenium catalysis. Novel catalytic reactions via eta(3)-allylruthenium intermediates
Curr. Org. Chem.252Kondo, TFALSEFALSEFALSEFALSE
227
10.1021/acs.chemrev.6b00731
Advances in Stereoconvergent Catalysis from 2005 to 2015: Transition-Metal-Mediated Stereoablative Reactions, Dynamic Kinetic Resolutions, and Dynamic Kinetic Asymmetric Transformations
Chem. Rev.252Stoltz, BMFALSEFALSEFALSEFALSE
228
10.1039/d0qo01194k
A comprehensive review of caged phosphines: synthesis, catalytic applications, and future perspectives
Org. Chem. Front.251Kapdi, ARFALSEFALSEFALSEFALSE
229
10.1002/chem.201605657
Direct Functionalization of C-H Bonds by Iron, Nickel, and Cobalt Catalysis
Chem.-Eur. J.251Maulide, NFALSEFALSEFALSEFALSE
230
10.1039/d1qo00162k
Cyanation: a photochemical approach and applications in organic synthesis
Org. Chem. Front.250Sharma, AFALSEFALSEFALSEFALSE
231
10.1021/cs3002513
Recent Advances in Transition Metal-Catalyzed Glycosylation
ACS Catal.249Nguyen, HMFALSEFALSEFALSEFALSE
232
10.1021/cr1002744
Transition Metal-Catalyzed Decarboxylative Allylation and Benzylation Reactions
Chem. Rev.249Tunge, JAFALSEFALSEFALSEFALSE
233
10.1016/S0040-4020(97)10383-0
Allylic protecting groups and their use in a complex environment - Part II: Allylic protecting groups and their removal through catalytic palladium pi-allyl methodology
Tetrahedron248Guibe, FFALSEFALSEFALSEFALSE
234
10.1007/3418_2011_14
Selectivity in Palladium-Catalyzed Allylic Substitution
Top. Organomet. Chem.
246Poli, GFALSEFALSEFALSEFALSE
235
10.1002/chem.200902797
Mapping the Transformation [{Ru-II(CO)(3)Cl-2}(2)]->[Ru-2(I)(CO)(4)](2+): Implications in Binuclear Water Gas Shift Chemistry
Chem.-Eur. J.246Bera, JKFALSEFALSEFALSEFALSE
236
10.1021/acs.organomet.6b00655
C(sp(3))-H Alkenylation Catalyzed by Cationic Alkylhafnium Complexes: Stereoselective Synthesis of Trisubstituted Alkenes from 2,6-Dimethylpyridines and Internal Alkynes
Organometallics246
Tsurugi, H; Mashima, K
FALSEFALSEFALSEFALSE
237
10.1039/c3ra42480d
Recent advances in manganese(III) acetate mediated organic synthesis
RSC Adv.245Bora, UFALSEFALSEFALSEFALSE
238
10.1021/acscatal.1c04705
Nickel and Palladium Catalysis: Stronger Demand than Ever
ACS Catal.244
Chernyshev, VM; Ananikov, VP
FALSEFALSEFALSEFALSE
239
10.1070/RCR4977
Progress in the medicinal chemistry of organoboron compounds
Russ. Chem. Rev.244Tevyashova, ANFALSEFALSEFALSEFALSE
240
10.1039/c6cc09575e
Organometallic chemistry using partially fluorinated benzenes
Chem. Commun.244Pike, SDFALSEFALSEFALSEFALSE
241
10.1246/bcsj.20190310
Molecular Renovation Strategy for Expeditious Synthesis of Molecular Probes
Bull. Chem. Soc. Jpn.
243
Niwa, T; Hosoya, T
FALSEFALSEFALSEFALSE
242
10.1039/c3cs60197h
Selection of boron reagents for Suzuki-Miyaura coupling
Chem. Soc. Rev.243Lloyd-Jones, GCFALSEFALSEFALSEFALSE
243
10.1039/b500952a
Fast, easy, clean chemistry by using water as a solvent and microwave heating: the Suzuki coupling as an illustration
Chem. Commun.243Leadbeater, NEFALSEFALSEFALSEFALSE
244
10.1002/actp.1996.010470401
Trends in polymer chemistry 1995
Acta Polym.243Frey, HFALSEFALSEFALSEFALSE
245
10.1070/RCR4881
Metal complex catalysis in the chemistry of lower diamondoids
Russ. Chem. Rev.242Khusnutdinov, RIFALSEFALSEFALSEFALSE
246
10.1002/ejoc.201101616
Transition-Metal-Mediated Cleavage and Activation of C-C Single Bonds
Eur. J. Org. Chem.241Ruhland, KFALSEFALSEFALSEFALSE
247
10.1021/cr9902749
Metal-catalyzed carbon-sulfur bond formation
Chem. Rev.241Mitsudo, TFALSEFALSEFALSEFALSE
248
10.1016/B978-0-12-398484-5.00002-X
New Applications of Isotope Effects in the Determination of Organic Reaction Mechanisms
Adv. Phys. Organ. Chem.
240Meyer, MPFALSEFALSEFALSEFALSE
249
10.1002/adsc.202100992
Transition-Metal-Catalyzed Selective Alkynylation of C-H Bonds
Adv. Synth. Catal.240Maiti, DFALSEFALSEFALSEFALSE
250
10.1039/c3cs60116a
Synthesis of binaphthyl based phosphine and phosphite ligands
Chem. Soc. Rev.239Pereira, MMFALSEFALSEFALSEFALSE
251
10.1039/b705664h
Convergent strategies for the total synthesis of polycyclic ether marine metabolites
Nat. Prod. Rep.239Sasaki, MFALSEFALSEFALSEFALSE
252
10.1080/02603590390464216
Synthesis and uses of phosphines containing P-N bonds
Comments Inorganic Chem.
239Woollins, JDFALSEFALSEFALSEFALSE
253
10.1016/S0022-328X(00)89671-0
MAGNESIUM - ANNUAL SURVEY COVERING THE YEAR 1979
J. Organomet. Chem.
239VILLIERAS, JFALSEFALSEFALSEFALSE
254
10.1021/acs.chemrev.0c01236
Photoinduced Borylation for the Synthesis of Organoboron Compounds Focus Review
2-Deoxy glycosides are widely presented in natural products and clinical reagents. The presence of 2-deoxy glycosides is essential for bioactivities of these compounds. This report provides an overview of the recent advances in the stereoselective synthesis of 2-deoxy glycosides. Particularly, the contents of this review covered the work published since the earlier reviews on this topic by Marzabadi (2000), Lowary (2009), Ding (2012) and Nagorny (2012).
Chem. Rev.238
Guo, XN; Radius, U; Marder, TB
TRUEFALSEFALSEFALSE
255
10.1002/anie.200463007
Organosulfur compounds: Electrophilic reagents in transition-metal-catalyzed carbon-carbon bond-forming reactions
Angew. Chem.-Int. Edit.
238Vogel, PFALSETRUEFALSEFALSE
256
10.1023/A:1022685801622
Catalytic methods for building up phosphorus-carbon bond
Russ. J. Organ. Chem.
238Beletskaya, IPFALSEFALSEFALSEFALSE
257
10.1016/j.poly.2021.115387
Lanthanide complexes as anticancer agents: A review
Polyhedron238Chauhan, NPSFALSEFALSEFALSEFALSE
258
10.1055/s-0035-1560396
Recent Advances in Direct Catalytic Dehydrative Substitution of Alcohols
Synthesis238Moran, JFALSEFALSEFALSEFALSE
259
10.1002/slct.202000764
Recent Advances in the Protection of Amine Functionality: A Review
The construction of C-3-symmetric triarylbenzenes via cyclotrimerization of alkynes using Amberlyst-15/1-butyl-3-methylimidazolium hexafluorophosphate [Bmim][PF6] has been developed. The catalytic system works well for various substrates under milder reaction conditions. The developed methodology is operationally simple, and metal-free, solvent-free, and additive-free reactions with excellent yields make it good for synthetic utility. The recyclability of the Amberlyst-15/[Bmim][PF6] as well as 100% atom efficiency makes the developed protocol more green.
ChemistrySelect237Shankarling, GSFALSEFALSEFALSEFALSE
260
10.1002/cjoc.201900371
Metal-Metal Cooperation in Dinucleating Complexes Involving Late Transition Metals Directed towards Organic Catalysis
Chin. J. Chem.237Zeng, RFALSEFALSEFALSEFALSE
261
10.1055/s-0034-1378672
Preparation of Functionalized Lithium, Magnesium, Aluminum, Zinc, Manganese, and Indium Organometallics from Functionalized Organic Halides
Synthesis237Knochel, PFALSEFALSEFALSEFALSE
262
10.1007/s41061-016-0012-8
C-Alkylation by Hydrogen Autotransfer Reactions
Top. Curr. Chem.237Obora, YFALSEFALSEFALSEFALSE
263
10.1002/ejic.202000206
Phosphines and N-Heterocycles Joining Forces: an Emerging Structural Motif in PNP-Pincer Chemistry
Recent experiments with hexagonal boron nitride (h-BN) have shown the successful covalent and non-covalent functionalization of these boron nitride nanostructures, especially nanosheets (BNNS). This paper explores the synthesis of several thiophene-based polymers with conjugated pendant groups and their reactions with BNNSs. Specifically, two phenyl carboxylic acid functionalized polythiophene polymers, poly[3-(4-methoxycarbonylphenyl) thiophene] and poly[3-(4-benzoic acid) thiophene], have been prepared and reacted with exfoliated BNNSs. The resulting complexes between the conjugated polythiophene polymers and the BNNS are reported and characterized by their reaggregation stability and by spectroscopic methods.
Eur. J. Inorg. Chem.236Gade, LHFALSEFALSEFALSEFALSE
264
10.1039/c3cs35521g
Transition-metal-catalyzed Suzuki-Miyaura cross-coupling reactions: a remarkable advance from palladium to nickel catalysts
Chem. Soc. Rev.236Han, FSFALSEFALSEFALSEFALSE
265
10.1021/om401204h
Ruthenium-Catalyzed Ortho-Selective C-H Alkenylation of Aromatic Compounds with Alkenyl Esters and Ethers
Organometallics235Kakiuchi, FFALSEFALSEFALSEFALSE
266
10.1002/anie.201205449
Asymmetric Ion-Pairing Catalysis
Angew. Chem.-Int. Edit.
234Jacobsen, ENFALSEFALSEFALSEFALSE
267
10.1021/om010343l
Iron-mediated allylic substitution reactions with chirality transfer. Stereochemistry of the formation of diastereo- and enantiomerically enriched olefinic and allylic tetracarbonyl iron complexes
Organometallics234Enders, DFALSEFALSEFALSEFALSE
268
10.1039/oc9797600323
SYNTHETIC METHODS
234BRETTLE, RFALSEFALSEFALSEFALSE
269
10.1002/tcr.202100165
First-Row Transition-Metal Catalyzed Acceptorless Dehydrogenation and Related Reactions: A Personal Account
Chem. Rec.233Balaraman, EFALSEFALSEFALSEFALSE
270
10.3390/molecules26020249
Modern Synthetic Methods for the Stereoselective Construction of 1,3-Dienes
The three-coordinate Ni(0) N-heterocyclic carbene complex Ni(6-Mes)(PPh3)(2) (1; 6-Mes = 1,3-bis(2,4,6-trimethylphen-yl)-3,4,5,6-tetrahydropyrimidin-2-ylidene) is formed in the reaction of Ni(cod)2 with a 1:2 mixture of 6-Mes and PPh3 or upon reduction of Ni(6-Mes)(PPh3)Br (2) with (KOBu)-Bu-t. Facile substitution of PPh3 in 1 gave a range of Ni(6-Mes)(PPh3)(L) products (L = PhGEECMe (3), PhCH=CH2 (4), Ph2CO (5), PhCHO (6)). Oxidative addition of C6F6 gave Ni(6-Mes)(PPh3)(C6F5)F (7), while 1 was also oxidized by 4-BrC6H4F to afford a mixture of 2 and Ni(6-Mes)(PPh3)(C6H4F)Br (8). Surprisingly, 1 was also oxidized upon reaction with the small 5-membered ring NHC IMe4 to give the terminal Ni(II) phosphido complex Ni(IMe4)(2)(PPh2)Ph (9). Compounds 1 and 5 proved to be active as a precursors for the catalytic transfer hydrogenation of ketones.
Molecules231
Soengas, RG; Rodriguez-Solla, H
FALSEFALSEFALSEFALSE
271
10.1007/s00706-019-2364-6
Advances in Kumada-Tamao-Corriu cross-coupling reaction: an update
Mon. Chem.231Heravi, MMFALSEFALSEFALSEFALSE
272
10.1007/3418_2015_153
Chiral Bimetallic Lewis Acids
Top. Organomet. Chem.
231Shibasaki, MFALSEFALSEFALSEFALSE
273
10.1039/c5ob02212f
Transition-metal catalyzed valorization of lignin: the key to a sustainable carbon-neutral future
Org. Biomol. Chem.231
Stephenson, CRJ
FALSEFALSEFALSEFALSE
274
10.1002/jhet.3504
Recent Advances in the Schiff Bases and N-Heterocyclic Carbenes as Ligands in the Cross-Coupling Reactions: A Comprehensive Review
J. Heterocycl. Chem.
230Kumar, SFALSEFALSEFALSEFALSE
275
10.1021/acs.chemrev.7b00514
Substrate Directed Asymmetric Reactions
Chem. Rev.230Bhadra, SFALSEFALSEFALSEFALSE
276
10.1021/cr9000786
Cobalt-Catalyzed Cross-Coupling Reactions
Chem. Rev.230Cahiez, GFALSEFALSEFALSEFALSE
277
10.2174/1389557516666160823143243
Recent Developments of Metal and Metal Oxide Nanocatalysts in Organic Synthesis
Mini-Rev. Med. Chem.
229Lv, PC; Zhu, HLFALSEFALSEFALSEFALSE
278
10.1039/d1ob01153g
Metal-ligand cooperative approaches in homogeneous catalysis using transition metal complex catalysts of redox noninnocent ligands
Org. Biomol. Chem.229Paul, NDFALSEFALSEFALSEFALSE
279
10.1039/d1cs00216c
Wonderful fusion of organofluorine chemistry and decarboxylation strategy
Chem. Soc. Rev.228
Bouillon, JP; Couve-Bonnaire, S
FALSEFALSEFALSEFALSE
280
10.1016/j.tet.2019.02.001
Synthesis of symmetrical biaryl compounds by homocoupling reaction
Tetrahedron227Stefani, HAFALSEFALSEFALSEFALSE
281
10.1002/chem.201201125
Titanium-Catalyzed Vinylic and Allylic C-F Bond Activation-Scope, Limitations and Mechanistic Insight
Chem.-Eur. J.227Lentz, DFALSEFALSEFALSEFALSE
282
10.1039/c9ob01559k
Recent trends in catalytic sp(3) C-H functionalization of heterocycles
Org. Biomol. Chem.226
Van Humbeck, JF
FALSEFALSEFALSEFALSE
283
10.1002/med.21625
Design and synthesis of glycomimetics: Recent advances
Med. Res. Rev.226Bernardi, AFALSEFALSEFALSEFALSE
284
10.1007/s40010-016-0289-6
Synthesis, Structure and Reactivity of Cyclometalated Nickel(II) Complexes: A Review and Perspective
Proc. Nat. Acad. Sci. India A
226Klein, AFALSEFALSEFALSEFALSE
285
10.1002/tcr.201500250
Transition-Metal-Catalyzed Direct Addition of Aryl C-H Bonds to Unsaturated Electrophiles
Chem. Rec.225Shi, XYFALSETRUEFALSEFALSE
286
10.1007/s13738-018-1400-5
Nucleophilic ring-opening of epoxides: trends in beta-substituted alcohols synthesis
J. Iran Chem. Soc.224Kiasat, ARFALSEFALSEFALSEFALSE
287
10.1246/bcsj.20110307
Mechanistic Consideration of Asymmetric C-N and C-C Bond Formations with Bifunctional Chiral Ir and Ru Catalysts
Bull. Chem. Soc. Jpn.
224Ikariya, TFALSEFALSEFALSEFALSE
288
10.1021/om200115y
Mechanisms of Reactions of a Lithium Boryl with Organohalides
Organometallics224Marder, TBFALSEFALSEFALSEFALSE
289
10.1021/ja3096174
Rhodium-Catalyzed Carbon-Silicon Bond Activation for Synthesis of Benzosilole Derivatives
J. Am. Chem. Soc.223Tobisu, MFALSEFALSEFALSEFALSE
290
10.1002/cjoc.201900468
Ni-Catalyzed Chelation-Assisted Direct Functionalization of Inert C-H Bonds
The development of an intramolecular rhodium(I)-catalyzed Pauson-Khand reaction of alkoxyallene-ynes with a proximal alkoxy group is reported. This reaction, in the presence of a [Rh(cycloocta-1,5-diene)Cl](2)/propane-1,3-diylbis(diphenylphosphane) system under a CO atmosphere, constitutes a powerful tool for selectively accessing carbo- and heterobicyclo[5.3.0] frameworks featuring an enol ether moiety. Through this procedure, a straightforward access to guaiane skeletons with a tertiary hydroxy group at the C10 position was achieved.
Chin. J. Chem.222Shi, BFFALSEFALSEFALSEFALSE
291
10.1002/tcr.201700022
Recent Progress in Application of Graphene Supported Metal Nanoparticles in C-C and C-X Coupling Reactions
Chem. Rec.222
Nasrollahzadeh, M
FALSEFALSEFALSEFALSE
292
10.1021/cr00091a007
ENANTIOSELECTIVE HOMOGENEOUS CATALYSIS INVOLVING TRANSITION-METAL ALLYL INTERMEDIATES
Chem. Rev.222FALSEFALSEFALSEFALSE
293
10.1039/d0gc02404j
Sustainable flow approaches to active pharmaceutical ingredients
Asymmetric arylation of alkylnitriles forms quaternary stereocenters in good enantiocontrol for the first time. A lithium heterodimer consisting of an alkylnitrile anion and a disilylamide ion is the actual species responsible for the stereodetermining transmetalation in the catalytic cycle.
Green Chem.221Vaccaro, LFALSEFALSEFALSEFALSE
294
10.1002/anie.201205343
Asymmetric Counteranion-Directed Catalysis: Concept, Definition, and Applications
Angew. Chem.-Int. Edit.
221List, BFALSEFALSEFALSEFALSE
295
10.1002/ejic.201700397
What Wanzlick Did Not Dare To Dream: Cyclic (Alkyl)(amino) carbenes (cAACs) as New Key Players in Transition-Metal Chemistry
Eur. J. Inorg. Chem.221Radius, UFALSEFALSEFALSEFALSE
296
10.1016/j.ccr.2006.02.033
N-phosphino carboxylic acid amides, lactams and ureas: Synthesis, properties and applications
Coord. Chem. Rev.220Kuhl, OFALSEFALSEFALSEFALSE
297
10.1055/s-2005-923611
2-Pyridylsilyl group: A useful multifunctional group in organic synthesis
Synlett220Itami, KFALSEFALSEFALSEFALSE
298
10.2174/0929867033456738
Diversity oriented synthesis and branching reaction pathway to generate natural product-like compounds
Curr. Med. Chem.219Yang, ZFALSEFALSEFALSEFALSE
299
10.5059/yukigoseikyokaishi.51.894
STEREOSELECTIVE SYNTHESES OF POLYSUBSTITUTED OLEFINS
J. Synth. Org. Chem. Jpn.
219INOUE, SFALSEFALSEFALSEFALSE
300
10.1021/acs.chemrev.6b00772
Iron-Catalyzed C-H Bond Activation
Chem. Rev.219
Ilies, L; Nakamura, E
FALSEFALSEFALSEFALSE
301
10.1021/acscatal.8b04357
Asymmetric Transition-Metal Catalysis in the Formation and Functionalization of Metal Enolates
ACS Catal.218Sebesta, RFALSEFALSEFALSEFALSE
302
10.1039/c8cc07093h
Asymmetric synthesis via stereospecific C-N and C-O bond activation of alkyl amine and alcohol derivatives
Chem. Commun.218Watson, MPFALSEFALSEFALSEFALSE
303
10.1021/jacs.1c12198
Mechanistically Guided Workflow for Relating Complex Reactive Site Topologies to Catalyst Performance in C-H Functionalization Reactions
J. Am. Chem. Soc.218Sigman, MSFALSEFALSEFALSEFALSE
304
10.1002/ejoc.202100517
Recent Progress in the Synthesis of Heterocycles through Base Metal-Catalyzed Acceptorless Dehydrogenative and Borrowing Hydrogen Approach
Eur. J. Org. Chem.218Srimani, DFALSEFALSEFALSEFALSE
305
10.1039/d1dt02986j
Transmetalation of boronic acids and their derivatives: mechanistic elucidation and relevance to catalysis
Dalton Trans.217Osakada, KFALSEFALSEFALSEFALSE
306
10.1039/c5dt01516b
Bond and small-molecule activation with low-valent nickel complexes
Dalton Trans.216Garcia, JJFALSEFALSEFALSEFALSE
307
10.2174/1570179417666210105121115
Chemistry of Unsymmetrical C1-Substituted Oxabenzonorbornadienes
Copper-catalyzed radical methylation of 1,3-diketones with tert-butyl peroxybenzoate in air is described, providing a general pathway to a-methyl 1,3-diketones in moderate to good yields. This protocol has been scaled up to 50 g, and one of the synthesized products can be used in the synthesis of medicine, Rosuvastatin. (C) 2017 Elsevier Ltd. All rights reserved.
Curr. Org. Synth.215Tam, WFALSEFALSEFALSEFALSE
308
10.1002/cssc.202000317
A Glimpse into Green Chemistry Practices in the Pharmaceutical Industry
C-H activation reactions have allowed us to react traditionally chemically inert bonds in molecules to develop new methods for cross-coupling reactions. This type of reactivity can be applied to conjugated polymer materials in an effort to improve existing synthetic difficulties including harsh reaction conditions, multiple monomer functionalization steps, and organometallic reagent waste. In this Viewpoint, we highlight some of the encouraging advances in direct arylation polymerization (DArP) as well as ongoing challenges for future improvement and utility.
ChemSusChem215Handa, SFALSEFALSEFALSEFALSE
309
10.1021/acs.chemrev.9b00491
Mechanistic Development and Recent Applications of the Chan-Lam Amination
Chem. Rev.215Watson, AJBFALSEFALSEFALSEFALSE
310
10.6023/cjoc201804027
Application of Mesitylboronic Acid and Its Esters in Coupling Reactions
Chin. J. Org. Chem.215Yue, GZFALSEFALSEFALSEFALSE
311
10.1021/acs.joc.1c01561
p Reductive Amination Revisited: Reduction of Aldimines with Trichlorosilane Catalyzed by Dimethylformamide-Functional Group Tolerance, Scope, and Limitations
J. Org. Chem.215Kocovsky, PFALSEFALSEFALSEFALSE
312
10.1021/jacs.1c05701
Dirhodium(II)/Xantphos-Catalyzed Relay Carbene Insertion and Allylic Alkylation Process: Reaction Development and Mechanistic Insights
J. Am. Chem. Soc.215Peng, QFALSEFALSEFALSEFALSE
313
10.1039/c5cc08386a
Catalytic sigma-activation of carbon-carbon triple bonds: reactions of propargylic alcohols and alkynes
Chem. Commun.215Bi, XHFALSEFALSEFALSEFALSE
314
10.1021/acs.chemrev.9b00214
Reactivity and Synthetic Applications of Multicomponent Petasis Reactions
Chem. Rev.214Wu, PFALSEFALSEFALSEFALSE
315
10.1016/S0040-4020(01)00087-4
Axially chiral bidentate ligands in asymmetric catalysis
Tetrahedron214Guiry, PJFALSEFALSEFALSEFALSE
316
10.1002/ejoc.201600578
N-tert-Butylsulfinyl-3,3,3-trifluoroacetaldimine: Versatile Reagent for Asymmetric Synthesis of Trifluoromethyl-Containing Amines and Amino Acids of Pharmaceutical Importance
Eur. J. Org. Chem.214Han, JLFALSEFALSEFALSEFALSE
317
10.1016/S0020-1693(02)01571-2
Transition metal carbonyl clusters with ene-yne ligands
Inorg. Chim. Acta213Sappa, EFALSEFALSEFALSEFALSE
318
10.1021/cr100284m
Catalytic Asymmetric Propargylation
Chem. Rev.212Ding, CHFALSEFALSEFALSEFALSE
319
10.1002/chem.201800118
Sulfones as Synthetic Linchpins: Transition-Metal-Free sp(3)-sp(2) and sp(2)-sp(2) Cross-Couplings Between Geminal Bis(sulfones) and Organolithium Compounds
Chem.-Eur. J.211Trost, BMFALSEFALSEFALSEFALSE
320
10.1016/j.eurpolymj.2016.11.016
The chemistry of poly(2-oxazoline)s
Eur. Polym. J.211Hoogenboom, RFALSEFALSEFALSEFALSE
321
10.1002/cssc.201701287
Iron-Catalyzed C-O Bond Activation: Opportunity for Sustainable Catalysis
ChemSusChem210Szostak, MFALSEFALSEFALSEFALSE
322
10.1002/adsc.201000975
The Pyridyldiisopropylsilyl Group: A Masked Functionality and Directing Group for Monoselective ortho-Acyloxylation and ortho-Halogenation Reactions of Arenes
Adv. Synth. Catal.210Gevorgyan, VFALSEFALSEFALSEFALSE
323
10.1002/chem.201904495
Synergistic Pd/Cu Catalysis in Organic Synthesis
Chem.-Eur. J.209
Huo, XH; Zhang, WB
FALSEFALSEFALSEFALSE
324
10.1080/00397911.2016.1170148
Recent trends in ring opening of epoxides by amines as nucleophiles
Synth. Commun.209Zahoor, AFFALSEFALSEFALSEFALSE
325
10.1039/c5sc00280j
Stereocontrolled 1,2-cis glycosylation as the driving force of progress in synthetic carbohydrate chemistry
Chem. Sci.209Demchenko, AVFALSEFALSEFALSEFALSE
326
10.1016/bs.adomc.2021.01.001
Bimetallic frustrated Lewis pairs
9,10-Dihydro-10-methylacridine (AcrH(2)), a NADH coenzyme model compound, as an organo-photoredox catalyst is demonstrated for the cross-coupling of aryl diazonium salts with (hetero)arenes. Under mild and operationally simple conditions, this new photocatalytic protocol has been applied to arylation of a wide variety of (hetero)arenes and tolerates various functional groups. (C) 2017 Elsevier Ltd. All rights reserved.
Adv. Organometal. Chem.
208Campos, JFALSEFALSEFALSEFALSE
327
10.1055/s-0033-1338635
rDeveiewsign and Development of Ligands for Palladium-Catalyzed Carbonylation Reactions
Synthesis208Tu, TFALSEFALSEFALSEFALSE
328
10.1039/c4dt01784f
Ferrocene phosphane-heteroatom/carbon bidentate ligands in asymmetric catalysis
Dalton Trans.208Sebesta, RFALSEFALSEFALSEFALSE
329
10.1021/cr00089a003
CARBON CARBON BOND FORMATION THROUGH ORGANOMETALLIC ELIMINATION-REACTIONS
Chem. Rev.208BROWN, JMFALSEFALSEFALSEFALSE
330
10.1039/c3cy00118k
Recent progress of N-heterocyclic carbenes in heterogeneous catalysis
Catal. Sci. Technol.207Ranganath, KVSFALSEFALSEFALSEFALSE
331
10.1016/S0040-4020(00)00671-2
Perspectives on alkyl carbonates in organic synthesis
Tetrahedron207Jung, KWFALSEFALSEFALSEFALSE
332
10.1039/c8ob02140f
Non-toxic cyanide sources and cyanating agents
Org. Biomol. Chem.206Opatz, TFALSEFALSEFALSEFALSE
333
10.1002/ajoc.202000334
Iron-Catalyzed Cross-Coupling Reactions for the Construction of Carbon-Heteroatom Bonds
The methods for the synthesis of pyridinyl trifluoromethanesulfonates are reviewed. Examples of their use in organic synthesis for the production of valuable products are presented.
Asian J. Org. Chem.205Feng, ZFALSEFALSEFALSEFALSE
334
10.1002/tcr.202000066
alpha-Aminonitriles: From Sustainable Preparation to Applications in Natural Product Synthesis
An efficient nickel/copper-catalyzed decarbonylative silylation reaction of carboxylic acid esters with silylboranes is described. This reaction provides access to structurally diverse silanes with high efficiency and excellent functional-group tolerance starting from readily available esters.
Chem. Rec.205Opatz, TFALSEFALSEFALSEFALSE
335
10.3390/polym14040716
pi-Conjugated Polymers and Their Application in Organic and Hybrid Organic-Silicon Solar Cells
Polymers205
Mdluli, SB; Iwuoha, EI
FALSEFALSEFALSEFALSE
336
10.3390/molecules24193523
Indolylboronic Acids: Preparation and Applications
Molecules204Tobrman, TFALSEFALSEFALSEFALSE
337
10.2174/138527206778249847
Asymmetric addition to ketones: Enantioselective formation of tertiary alcohols
Curr. Org. Chem.204Garcia, CFALSEFALSEFALSEFALSE
338
10.1055/s-1999-3435
Novel concepts in directed biaryl synthesis, part 78. The lactone concept: An efficient pathway to axially chiral natural products and useful reagents
Synthesis204Bringmann, GFALSEFALSEFALSEFALSE
339
10.1039/c6qo00192k
Non-stabilized enolates - versatile nucleophiles in transition metal-catalysed allylic alkylations
Org. Chem. Front.204Kazmaier, UFALSEFALSEFALSEFALSE
340
10.1039/d0qo01577f
Recent advances in sustainable synthesis of N-heterocycles following acceptorless dehydrogenative coupling protocol using alcohols
Thiophenes containing an adjacent C C group as ligands for Pd-II-promoted organic reactions are reported for the first time. These ligands were utilized as catalytic sites and integrated into the skeleton of conjugated microporous polymers. By employing these CMP materials as selective regulators, oxidative Heck reactions between arylboronic esters and electronically unbiased alkenes provide highly selective linear products.
Org. Chem. Front.202Kundu, SFALSEFALSEFALSEFALSE
341
10.1039/c8gc02860e
Recent advances in the Suzuki-Miyaura cross-coupling reaction using efficient catalysts in eco-friendly media
Green Chem.202Sedghi, RFALSEFALSEFALSEFALSE
342
10.1039/c8cs00036k
Mechanistic view of Ru-catalyzed C-H bond activation and functionalization: computational advances
Chem. Soc. Rev.202Lan, YFALSEFALSEFALSEFALSE
343
10.1002/adsc.201100809
Iridium-Catalyzed Asymmetric Allylic Etherification and Ring-Closing Metathesis Reaction for Enantioselective Synthesis of Chromene and 2,5-Dihydrobenzo[b]oxepine Derivatives
Adv. Synth. Catal.201You, SLFALSEFALSEFALSEFALSE
344
10.1016/S0040-4020(01)89159-6
RECENT ADVANCES IN CATALYTIC ASYMMETRIC REACTIONS PROMOTED BY TRANSITION-METAL COMPLEXES
Tetrahedron201OJIMA, IFALSEFALSEFALSEFALSE
345
10.1021/acscatal.0c03127
Visible-Light-Driven Catalytic Reductive Carboxylation with CO2
A series of novel Zn, Cu, Fe supramolecular complexes were designed and synthesized. The structures of these compounds have been confirmed by IR, NMR, EA and X-ray crystallography. The complexes in combination with tetrabutylammonium bromide were studied as a binary catalyst system for CO2-fixation in the context of organic carbonate formation under solventless condition. The effects of various co-catalysts, co-catalyst concentration, reaction temperature, CO2 pressure, reaction time, various substituents on ligand and centre metal of complexes have been investigated systematically. The binary catalyst system also showed broad substrate scope of epoxide. The catalysts can be easily recovered and reused without significant loss of activity and selectivity. Comparison of different two-component dinuclear metal complexes catalysts reported by other scientists showed that the dinuclear metal complexes reported herein were competitive with most catalysts currently available. On the basis of the experimental results, the mechanism for the reaction was proposed. (C) 2017 Elsevier Ltd. All rights reserved.
ACS Catal.200Zhou, WJ; Yu, DGFALSEFALSEFALSEFALSE
346
10.1021/acs.chemrev.8b00588
Computational Ligand Descriptors for Catalyst Design
Chem. Rev.200Fey, NFALSEFALSEFALSEFALSE
347
10.1002/ejic.201801179
A beta-Diketiminato-Based Pincer-Type Nickel(II) Complex: Synthesis and Catalytic Performance in the Cross-Coupling of Aryl Fluorides with Aryl Grignard Reagents
Eur. J. Inorg. Chem.200Yamaguchi, YFALSEFALSEFALSEFALSE
348
10.2174/1570179416666190415110834
New Developments on the Hirao Reactions, Especially from Green Point of View
Curr. Org. Synth.200Keglevich, GFALSEFALSEFALSEFALSE
349
10.1039/c7np00065k
Total synthesis of complex terpenoids employing radical cascade processes
Nat. Prod. Rep.199Maimone, TJFALSEFALSEFALSEFALSE
350
10.1002/anie.200903424
Metal-Catalyzed alpha-Arylation of Carbonyl and Related Molecules: Novel Trends in C-C Bond Formation by C-H Bond Functionalization
Angew. Chem.-Int. Edit.
199Colacot, TJFALSEFALSEFALSEFALSE
351
10.1021/jo980757x
Derivatives of 2-amino-2 '-diphenylphosphino-1,1 '-binaphthyl (MAP) and their application in asymmetric palladium(0)-catalyzed allylic substitution
J. Org. Chem.199Vyskocil, SFALSEFALSEFALSEFALSE
352
10.1016/j.jorganchem.2021.122147
N, O-polydentate ligands for palladium-catalyzed cross-coupling reactions (Part III)
J. Organomet. Chem.
199Kumbhar, AFALSEFALSEFALSEFALSE
353
10.1002/anie.202003632
Photocatalytic Difunctionalization of Vinyl Ureas by Radical Addition Polar Truce-Smiles Rearrangement Cascades
A new catalytic system based on Pd-NHC complex utilizing (4-pyridyl)bis(imidazolyl)methane as a bidentate NHC ligand supported on nano. silica is introduced. The catalyst was characterized by FT-IR spectroscopy, thermogravimetric analysis, field emission scanning electron microscopy, energy dispersive X-ray analysis, transmission electron microscopy and elemental analysis. This heterogeneous catalytic system exhibited excellent activity in the Suzuki-Miyaura coupling reaction of various aryl halides with phenylboronic acid, and was reusable several times without significant loss of its catalytic activity. (C) 2016 Elsevier B.V. All rights reserved.
Angew. Chem.-Int. Edit.
198Clayden, JTRUEFALSEFALSEFALSE
354
10.1007/s10600-019-02705-8
Recent Progress in the Synthesis of 4-Arylcoumarins
Chem. Nat. Compd.198Moskvina, VSFALSEFALSEFALSEFALSE
355
10.1002/ejoc.202101112
2-Pyrone - A Privileged Heterocycle and Widespread Motif in Nature
Eur. J. Org. Chem.198Reiser, OFALSEFALSEFALSEFALSE
356
10.1002/asia.201801020
Homogeneous Catalysis: A Powerful Technology for the Modification of Important Biomolecules
Chem.-Asian J.197Kapdi, ARFALSEFALSEFALSEFALSE
357
10.6023/cjoc202106021
Development of Nickel-Catalyzed Cross-Coupling of Alcohol Derivatives to Construct Carbon-Carbon Bonds
Chin. J. Org. Chem.197Zhang, WBFALSEFALSEFALSEFALSE
358
10.1039/c6ob01102k
Competing amination and C-H arylation pathways in Pd/xantphos-catalyzed transformations of binaphthyl triflates: switchable routes to chiral amines and helicene derivatives
Org. Biomol. Chem.196Slaughter, LMFALSEFALSEFALSEFALSE
359
10.1055/s-2004-830860
Total synthesis of polycyclic ether natural products based on Suzuki-Miyaura cross-coupling
Synlett196Sasaki, MFALSEFALSEFALSEFALSE
360
10.1002/ejoc.201402625
Synthesis and Characterisation of 1,7-Di- and Inherently Chiral 1,12-Di- and 1,6,7,12-Tetraarylperylenetetracarbox-3,4:9,10-diimides
Eur. J. Org. Chem.195Hoffmann, NFALSEFALSEFALSEFALSE
361
10.1016/j.ccr.2015.02.004
From models to lignin: Transition metal catalysis for selective bond cleavage reactions
Coord. Chem. Rev.195Barta, KFALSEFALSEFALSEFALSE
362
10.1021/jacs.7b05155
Transition-Metal-Free Decarboxylative Iodination: New Routes for Decarboxylative Oxidative Cross-Couplings
J. Am. Chem. Soc.194Larrosa, IFALSEFALSEFALSEFALSE
363
10.1021/acs.chemrev.8b00306
3d-Metal Catalyzed N- and C-Alkylation Reactions via Borrowing Hydrogen or Hydrogen Autotransfer
Chem. Rev.193Kempe, RFALSEFALSEFALSEFALSE
364
10.1002/chem.201302079
Pyridine-Enhanced Head-to-Tail Dimerization of Terminal Alkynes by a Rhodium-N-Heterocyclic-Carbene Catalyst
Chem.-Eur. J.193Castarlenas, RFALSEFALSEFALSEFALSE
365
10.1021/ja205547h
Main Group Multiple C-H/N-H Bond Activation of a Diamine and Isolation of A Molecular Dilithium Zincate Hydride: Experimental and DFT Evidence for Alkali Metal-Zinc Synergistic Effects
J. Am. Chem. Soc.193Mulvey, REFALSEFALSEFALSEFALSE
366
10.1002/ejic.201900244
Exploration of the Luminescence Properties of Organic Phosphate Salts of 3-Quinoline- and 5-Isoquinolineboronic Acid
Eur. J. Inorg. Chem.192Cruz-Enriquez, AFALSEFALSEFALSEFALSE
367
10.1007/3418_2015_127
Late Transition Metal Complexes with Pincer Ligands that Comprise N-Heterocyclic Carbene Donor Sites
Top. Organomet. Chem.
192Albrecht, MFALSEFALSEFALSEFALSE
368
10.1021/jacs.1c08502
An Accelerated Modular-Orthogonal Ni-Catalyzed Methodology to Symmetric and Nonsymmetric Constitutional Isomeric AB(2) to AB(9) Dendrons Exhibiting Unprecedented Self-Organizing Principles
J. Am. Chem. Soc.191Percec, VFALSEFALSEFALSEFALSE
369
10.1021/acs.joc.5b02077
General Copper-Catalyzed Coupling of Alkyl-, Aryl-, and Alkynylaluminum Reagents with Organohalides
J. Org. Chem.191Giri, RFALSEFALSEFALSEFALSE
370
10.1002/anie.201904795
The Buchwald-Hartwig Amination After 25 Years
Angew. Chem.-Int. Edit.
190Dorel, RFALSEFALSEFALSEFALSE
371
10.1039/d1ob00465d
Synthesis and reactivity of alkynyl boron compounds
Org. Biomol. Chem.190Panda, SFALSEFALSEFALSEFALSE
372
10.1039/d0cy02059a
Suzuki-Miyaura cross coupling reaction: recent advancements in catalysis and organic synthesis
The Ni-catalyzed reaction of aromatic amides with alkynes in the presence of KOBut involves C-H/N-H oxidative annulation to give 1(2H)-isoquinolinones. A key to the success of the reaction is the use of a catalytic amount of strong base, such as KOBut. The reaction shows a high functional group compatibility. The reaction with unsymmetrical alkynes, such as 1-arylalkynes, gives the corresponding 1(2H)-isoquinolinones with a high level of regioselectivity. This discovery would lead to the development of Nicatalyzed chelation-assisted C-H functionalization reactions without the need for a specific chelation system.
Catal. Sci. Technol.188Kadu, BSFALSEFALSEFALSEFALSE
373
10.1002/chem.201402509
Metal-Catalyzed Reductive Coupling Reactions of Organic Halides with Carbonyl-Type Compounds
Chem.-Eur. J.188Correa, AFALSEFALSEFALSEFALSE
374
10.1002/slct.201904819
Sonogashira Coupling (Cu/Amine-Free) of ArBr/Cl in Aerobic Condition and N-Benzylation of Aniline with Benzyl Alcohol Catalyzed by Complexes of Pd(II) with Sulfated/Selenated NHCs
The first C(sp(3))-C(sp(2)) cross-coupling of rare-earth metal alkyl complexes with aryl bromides has been developed. This reaction was conducted at low catalyst loading (0.5 mol%) and exhibited a broad substrate scope, thus providing a facile method for the synthesis of benzyltrimethylsilanes with diverse functional groups.
ChemistrySelect187Singh, AKFALSEFALSEFALSEFALSE
375
10.1515/pteridines-2018-0002
A concise treatment of pterins: some recent synthetic and methodology aspects and their applications in molecular sensors
Pteridines187Goswami, SFALSEFALSEFALSEFALSE
376
10.1002/anie.201403729
Synthesis of Extended p-Systems through C-H Activation
Angew. Chem.-Int. Edit.
187Segawa, YFALSEFALSEFALSEFALSE
377
10.1021/cr00080a005
HALF-SANDWICH CHIRAL RUTHENIUM COMPLEXES
Chem. Rev.187CONSIGLIO, GFALSEFALSEFALSEFALSE
378
10.1039/c2dt32008h
Synthesis and chemistry of bis(triisopropylphosphine) nickel(I) and nickel(0) precursors
Dalton Trans.186Johnson, SAFALSEFALSEFALSEFALSE
379
10.1021/ja9039289
Highly Selective Biaryl Cross-Coupling Reactions between Aryl Halides and Aryl Grignard Reagents: A New Catalyst Combination of N-Heterocyclic Carbenes and Iron, Cobalt, and Nickel Fluorides
J. Am. Chem. Soc.186Nakamura, MFALSEFALSEFALSEFALSE
380
10.1246/bcsj.20140241
Two-Step, Practical, and Diversity-Oriented Synthesis of Multisubstituted Benzofurans from Phenols through Pummerer Annulation Followed by Cross-coupling
Bull. Chem. Soc. Jpn.
185Yorimitsu, HFALSEFALSEFALSEFALSE
381
10.1002/anie.200904306
Organotrifluoroborates and Monocoordinated Palladium Complexes as Catalysts-A Perfect Combination for Suzuki-Miyaura Coupling
Angew. Chem.-Int. Edit.
185Molander, GAFALSEFALSEFALSEFALSE
382
10.1039/B316819K
The syntheses and catalytic applications of unsymmetrical ferrocene ligands
Chem. Soc. Rev.185Gibson, VCFALSEFALSEFALSEFALSE
383
10.3390/catal7040098
Eco-Friendly Physical Activation Methods for Suzuki-Miyaura Reactions
Catalysts185Cravotto, GFALSEFALSEFALSEFALSE
384
10.1021/jacs.6b01656
Potential of Metal-Catalyzed C-C Single Bond Cleavage for Organic Synthesis
J. Am. Chem. Soc.185Murakami, MFALSEFALSEFALSEFALSE
385
10.1039/d0cs01339k
Beyond hydrogen bonding: recent trends of outer sphere interactions in transition metal catalysis
A new method for the synthesis of terminal and internal alkynes from the nickel-catalyzed decarboxylative coupling of N-hydroxyphthalimide esters and bromoalkynes is presented. This reductive cross-electrophile coupling is the first to use a C(sp)-X electrophile, and appears to proceed via an alkynylnickel intermediate. The internal alkyne products are obtained in yields of 41-95% without the need for a photocatalyst, light, or a strong oxidant. The reaction displays a broad scope of carboxylic acid and alkyne coupling partners, and can tolerate an array of functional groups, including carbamate NH, halogen, nitrile, olefin, ketone, and ester moieties. Mechanistic studies suggest that this process does not involve an alkynylmanganese reagent and instead proceeds through nickel-mediated bond formation.
Chem. Soc. Rev.184
Gramage-Doria, R
FALSEFALSEFALSEFALSE
386
10.1002/ejoc.201900465
Advances in The Catalytic Synthesis of Triarylmethanes (TRAMs)
Eur. J. Org. Chem.184Saha, SFALSEFALSEFALSEFALSE
387
10.1007/3418_2011_15
Allylic Substitutions Catalyzed by Miscellaneous Metals
Top. Organomet. Chem.
184Plietker, BFALSEFALSEFALSEFALSE
388
10.1002/chem.200204657
Highly selective palladium catalyzed kinetic resolution and enantioselective substitution of racemic allylic carbonates with sulfur nucleophiles: Asymmetric synthesis of allylic sulfides, allylic sulfones, and allylic alcohols
Chem.-Eur. J.184Gais, HJFALSEFALSEFALSEFALSE
389
10.1021/cr9409804
Asymmetric transition metal-catalyzed allylic alkylations
Chem. Rev.184Trost, BMFALSEFALSEFALSEFALSE
390
10.1016/j.ccr.2021.214165
A new avenue for the preparation of organoboron compounds via nickel catalysis
Coord. Chem. Rev.184Panda, SFALSEFALSEFALSEFALSE
391
10.1039/d1cc01795k
Amide bond formation: beyond the dilemma between activation and racemisation
Chem. Commun.184
Muramatsu, W; Yamamoto, H
FALSEFALSEFALSEFALSE
392
10.1016/j.ccr.2007.03.020
Performances of symmetrical achiral ferrocenylphosphine ligands in palladium-catalyzed cross-coupling reactions: A review of syntheses, catalytic applications and structural properties
Coord. Chem. Rev.183Fihri, AFALSEFALSEFALSEFALSE
393
10.1021/acscentsci.1c00125
Borrowing Hydrogen for Organic Synthesis
ACS Central Sci.183Morrill, LCFALSEFALSEFALSEFALSE
394
10.1038/s41570-017-0052
The merger of transition metal and photocatalysis
Nat. Rev. Chem.183MacMillan, DWCFALSEFALSEFALSEFALSE
395
10.1016/j.ccr.2019.213038
Poly-N-heterocyclic carbene complexes with applications in aqueous media
Coord. Chem. Rev.182De, S; Joo, FFALSEFALSEFALSEFALSE
396
10.1002/chem.201001960
Bimetallic Catalysis Involving Dipalladium(I) and Diruthenium(I) Complexes
Chem.-Eur. J.182Bera, JKFALSEFALSEFALSEFALSE
397
10.3390/molecules26165079
Recent Progress Concerning the N-Arylation of Indoles
Molecules182Tobrman, TFALSEFALSEFALSEFALSE
398
10.1021/ja070321b
Studies on the heck reaction with alkenyl phosphates: Can the 1,2-migration be controlled? Scope and limitations
J. Am. Chem. Soc.181Skrydstrup, TFALSEFALSEFALSEFALSE
399
10.1002/chem.200400928
Diaminocarbene- and Fischer-carbene complexes of palladium and nickel by oxidative insertion: Preparation, structure, and catalytic activity
Chem.-Eur. J.181Furstner, AFALSEFALSEFALSEFALSE
400
10.2174/1385272023374111
The ring opening of oxabicyclic compounds controlled by a phenylsulfonyl group. Synthetic applications.
Curr. Org. Chem.181Plumet, JFALSEFALSEFALSEFALSE
401
10.1021/acs.joc.0c02151
Strategic Advances in Sequential C-Arylations of Heteroarenes
An ionic 2,6-bis(imidazo[ 1,2-alpha] pyridin-2-yl) pyridine-based N<^>N<^>N pincer ruthenium(II) complex exhibited high efficiency in the C-N bond formation between amines and alcohols by the borrowing hydrogen (BH) or hydrogen autotransfer (HA) concept. The synthetic protocol selectively generated monoalkylated amines without formation of tertiary amines during the reaction. The unique selectivity enabled the formation of symmetrically and asymmetrically substituted diamines. This methodology features several advantages including a low catalyst loading (as low as 0.5 mol-%), a short reaction time (as short as 2 h), and excellent N-monoalkylation selectivity.
J. Org. Chem.180Tandon, VFALSEFALSEFALSEFALSE
402
10.1055/s-0040-1705972
Nickel(II)- and Silver(I)-Catalyzed C-H Bond Halogenation of Anilides and Carbamates
The nickel-catalyzed deoxygenative deuteration of aryl/heteroaryl sulfamates has been developed, and the effective incorporation of deuterium into a variety of aromatic compounds was achieved with sufficient catalytic efficiency and high deuteration degree. This process tolerated reducible functional moieties and heterocyclic structures. Additionally, a double introduction of deuterium also successfully gave a desired product with a high yield and deuterium content.
Synthesis180Kianmehr, EFALSEFALSEFALSEFALSE
403
10.1002/ejoc.201901466
Recent Progress in Steroid Synthesis Triggered by the Emergence of New Catalytic Methods
Eur. J. Org. Chem.180Nagorny, PFALSEFALSEFALSEFALSE
404
10.3390/molecules20057528
Recent Developments in the Suzuki-Miyaura Reaction: 2010-2014
Molecules180Navarro, OFALSEFALSEFALSEFALSE
405
10.1007/3418_2012_38
Hydro-, Carbo-, and Cycloalumination of Unsaturated Compounds
Top. Organomet. Chem.
179D'yakonov, VAFALSEFALSEFALSEFALSE
406
10.6023/cjoc201208016
Recent Advances of Transition Metal-Catalyzed Aerobic Dehydrative Reactions of Alcohols and Amines and Related Researches
Chin. J. Org. Chem.179Xu, QFALSEFALSEFALSEFALSE
407
10.1021/ma9717294
Application of transfer-free Suzuki coupling protocols toward the synthesis of unambiguously linear poly(p-phenylenes)
Macromolecules179Novak, BMFALSEFALSEFALSEFALSE
408
10.1021/acscatal.6b01725
Catalytic Asymmetric Reactions with N,O-Aminals
ACS Catal.179Huang, YYFALSEFALSEFALSEFALSE
409
10.1021/acscatal.6b01227
A Career in Catalysis: Masakatsu Shibasaki
ACS Catal.179Kumagai, NFALSEFALSEFALSEFALSE
410
10.1007/s41061-018-0203-6
Engineered C-S Bond Construction
Top. Curr. Chem.178Lee, CFFALSEFALSEFALSEFALSE
411
10.1039/c6ob00936k
Modern advances in heterocyclic chemistry in drug discovery
Org. Biomol. Chem.178Taylor, APFALSEFALSEFALSEFALSE
412
10.1007/3418_2011_10
Iridium-Catalyzed Asymmetric Allylic Substitutions
Top. Organomet. Chem.
178You, SLFALSEFALSEFALSEFALSE
413
10.1039/c0cc00778a
Metal-catalyzed direct alkylations of (hetero)arenes via C-H bond cleavages with unactivated alkyl halides
Chem. Commun.178Ackermann, LFALSEFALSEFALSEFALSE
414
10.1021/acs.joc.5b00580
Understanding the Effects of Bidentate Directing Groups: A Unified Rationale for sp(2) and sp(3) C-H Bond Activations
J. Org. Chem.177Chen, HFALSEFALSEFALSEFALSE
415
10.1002/ejoc.201403121
Synthesis of [c]-Fused Bicyclic Proline Analogues
Eur. J. Org. Chem.177Cativiela, CFALSEFALSEFALSEFALSE
416
10.1016/j.jorganchem.2013.02.029
A series of Se-ferrocenyl thiophene carboselenoates - Synthesis, solid-state structure and electrochemistry
J. Organomet. Chem.
177Taher, DFALSEFALSEFALSEFALSE
417
10.1021/ja027190t
Iron-catalyzed cross-coupling reactions
J. Am. Chem. Soc.177Furstner, AFALSEFALSEFALSEFALSE
418
10.1002/tcr.201402058
Reductive Umpolung Reactions with Low-Valent Titanium Catalysts
Chem. Rec.176Streuff, JFALSEFALSEFALSEFALSE
419
10.1038/s41570-017-0025
Well-defined nickel and palladium precatalysts for cross-coupling
Nat. Rev. Chem.176Hazari, NFALSEFALSEFALSEFALSE
420
10.1055/s-0040-1705986
Transition-Metal-Catalyzed Cross-Coupling Reactions of Grignard Reagents
Corn-cob cellulose supported poly(amidoxime) Pd(II) complex was synthesized and characterized by field emission scanning electron microscopy (FE-SEM), high-resolution transmission electron microscopy (HR-TEM), energy dispersive X-ray (EDX), X-ray photoelectron spectroscopy (XPS), thermogravimetric analysis (TGA) and inductively coupled plasma atomic emission spectroscopy (ICP-AES) analyses. The cellulose supported heterogeneous Pd(II) complex showed high stability and catalytic activity towards Mizoroki-Heck reaction of aryl halides and arenediazonium tetrafluoroborate with a variety of olefins to give the corresponding cross-coupling products in up to 97% yield. The Pd(II) complex was separated from the reaction mixtures and repeatedly used up to seven times without any significant decrease of its catalytic performance. (C) 2017 Elsevier Ltd. All rights reserved.
Synthesis174Hell, ZFALSEFALSEFALSEFALSE
421
10.1039/d0ra08068c
Synthesis of polysubstituted arenes through organocatalytic benzannulation
A palladium-catalyzed reductive coupling between N-tosylhydrazones and aryl bromides has been developed. The reaction provides an efficient method for the synthesis of diarylmethanes and triarylmethanes via the formation of C(sp(2))-C(sp(3)) single bonds. This new methodology for the synthesis of diarylmethanes and triarylmethanes is featured by the ready availability of the starting materials, mild reaction conditions, and the tolerance of wide range of functional groups. The reaction follows a pathway including palladium carbene formation, migratory insertion, and reduction of the alkylpalladium(II) intermediate.
RSC Adv.174Han, BFALSEFALSEFALSEFALSE
422
10.1002/ajoc.201900625
Recent Advances in Four-Coordinated Planar Cobalt Catalysis in Organic Synthesis
Asian J. Org. Chem.174Komeyama, KFALSEFALSEFALSEFALSE
423
10.1039/c8cy01860j
Regioselective C-H and N-H functionalization of purine derivatives and analogues: a synthetic and mechanistic perspective
Catal. Sci. Technol.174Mondal, MFALSEFALSEFALSEFALSE
424
10.1002/chem.201706102
Diversifying Cross-Coupling Strategies, Catalysts and Monomers for the Controlled Synthesis of Conjugated Polymers
Chem.-Eur. J.174Noonan, KJTFALSEFALSEFALSEFALSE
425
10.1039/c8cs00080h
Catalytic peptide assemblies
Chem. Soc. Rev.173Korendovych, IVFALSEFALSEFALSEFALSE
426
10.1002/ajoc.202000422
Transition-Metal-Catalyzed Propargylic Substitution of Propargylic Alcohol Derivatives Bearing an Internal Alkyne Group
A photoinduced esterification reaction has been developed. In this reaction, benzylsilane shows very nice reactivity and selectivity, affording the corresponding esters as the only products. Under photo irradiation, the highly active bromo radical can be generated from the pre-catalyst CBr4, which would promote the initial C-Si bond cleavage of benzylsilane via single electron transfer and the final transformation of acetal into ester via proton transfer. The existence of oxygen can not only oxidize the in situ generated benzyl radical into aldehyde intermediate, but also assist to regenerate bromo radical from bromine anion. (C) 2016 King Saud University. Production and hosting by Elsevier B.V.
Asian J. Org. Chem.172
Tsuji, H; Kawatsura, M
FALSEFALSEFALSEFALSE
427
10.1021/ja511622e
Rhodium-Catalyzed Borylation of Aryl 2-Pyridyl Ethers through Cleavage of the Carbon-Oxygen Bond: Borylative Removal of the Directing Group
J. Am. Chem. Soc.172Tobisu, MFALSEFALSEFALSEFALSE
428
10.1002/chem.202101360
A Proton-Responsive Pyridyl(benzamide)-Functionalized NHC Ligand on Ir Complex for Alkylation of Ketones and Secondary Alcohols
Chem.-Eur. J.172Bera, JKFALSEFALSEFALSEFALSE
429
10.1039/d0cs00447b
Recent advances in chelation-assisted site- and stereoselective alkenyl C-H functionalization
Trifluoromethoxy-substituted stereogenic centers can be constructed with high enantioselectivity by a nickel-catalyzed Suzuki-Miyaura coupling of readily available alpha-bromobenzyl trifluoromethyl ethers with a variety of aryl pinacol boronates. The coupling proceeds under mild reaction conditions, and a variety of common functional groups, such as fluoride, chloride, bromide, ester, enolizable ketone, nitro, cyano, amino, and vinyl moieties, were well tolerated. Furthermore, the reaction can be easily scaled up to gram quantities without a decrease in enantioselectivity.
Chem. Soc. Rev.171
Zhang, J; Zhong, GF
FALSEFALSEFALSEFALSE
430
10.1016/bs.adomc.2021.04.003
Recent progress on group 10 metal complexes of pincer ligands: From synthesis to activities and catalysis
A variety of Ni-II complexes with a wide range of electronic and steric properties, bearing picolylimidazolidene ligands (a-g) and Cp (Cp = eta 5-C5H5; 2a-f) or Cp* (Cp* = eta(5)-C5Me5; 3a, c, g) groups, have been synthesised and characterised by using NMR spectroscopy and single-crystal X-ray crystallography. The complexes have been used as precatalysts for a wide range of catalytic transformations, which most likely involve a Ni-0/Ni-II catalytic cycle. In particular, the new welldefined 2a, 2c, 3a and 3c complexes have demonstrated great efficiency and versatility towards Suzuki-Miyaura coupling reactions, hydroamination of activated olefins and C-S cross-coupling reactions of aryl halides and thiols under mild conditions.
Adv. Organometal. Chem.
171Ren, PFALSEFALSEFALSEFALSE
431
10.1021/acscatal.8b00230
Designing Pd and Ni Catalysts for Cross-Coupling Reactions by Minimizing Off-Cycle Species
ACS Catal.171
Balcells, D; Nova, A
FALSEFALSEFALSEFALSE
432
10.1002/anie.202112251
Transition-Metal-Catalyzed Monofluoroalkylation: Strategies for the Synthesis of Alkyl Fluorides by C-C Bond Formation
Angew. Chem.-Int. Edit.
171Hartwig, JFFALSEFALSEFALSEFALSE
433
10.1021/jacs.8b09103
The History of Palladium-Catalyzed Cross-Couplings Should Inspire the Future of Catalyst-Transfer Polymerization
J. Am. Chem. Soc.170McNeil, AJFALSEFALSEFALSEFALSE
434
10.1021/jo400080y
Zinc Catalyzed and Mediated Asymmetric Propargylation of Trifluoromethyl Ketones with a Propargyl Boronate
J. Org. Chem.170Fandrick, DRFALSEFALSEFALSEFALSE
435
10.1002/ajoc.201700645
Computational Insights into the Reaction Mechanisms of Nickel-Catalyzed Hydrofunctionalizations and Nickel-Dependent Enzymes
Asian J. Org. Chem.169Chung, LWFALSEFALSEFALSEFALSE
436
10.5059/yukigoseikyokaishi.59.170
Novel catalytic performance of ruthenium complexes for organic synthesis
J. Synth. Org. Chem. Jpn.
169Kondo, TFALSEFALSEFALSEFALSE
437
10.1021/jacs.9b08342
Selective Conversion of Carbon Dioxide to Formaldehyde via a Bis(silyl)acetal: Incorporation of Isotopically Labeled C-1 Moieties Derived from Carbon Dioxide into Organic Molecules
J. Am. Chem. Soc.168Parkin, GFALSEFALSEFALSEFALSE
438
10.1016/j.jorganchem.2015.03.023
Recent advances in the application of group-10 transition metal based catalysts in C-H activation and functionalization
J. Organomet. Chem.
168Raithby, PRFALSEFALSEFALSEFALSE
439
10.1002/ejoc.201901310
N-Alkylation of Amines Catalyzed by a Ruthenium-Pincer Complex in the Presence of in situ Generated Sodium Alkoxide
Eur. J. Org. Chem.167
Srivastava, HK; Kumar, A
FALSEFALSEFALSEFALSE
440
10.1007/3418_2019_28
Process Economics and Atom Economy for Industrial Cross Coupling Applications via LnPd(0)-Based Catalysts
Top. Organomet. Chem.
167
Slack, ED; Colacot, TJ
FALSEFALSEFALSEFALSE
441
10.1007/3418_2018_19
Metal-Catalyzed Aromatic C-O Bond Activation/Transformation
Top. Organomet. Chem.
167Tobisu, MFALSEFALSEFALSEFALSE
442
10.1039/c8cc02499e
Homologation chemistry with nucleophilic -substituted organometallic reagents: chemocontrol, new concepts and (solved) challenges
Chem. Commun.167Pace, VFALSEFALSEFALSEFALSE
443
10.1039/d0cs01107j
Nickel-catalyzed formation of quaternary carbon centers using tertiary alkyl electrophiles
Chem. Soc. Rev.167
Xue, WC; Gong, HG
FALSEFALSEFALSEFALSE
444
10.1002/chem.201901163
Cross-Coupling Reaction of Alkenyl Sulfoximines and Alkenyl Aminosulfoxonium Salts with Organozincs by Dual Nickel Catalysis and Lewis Acid Promotion
Chem.-Eur. J.166Gais, HJFALSEFALSEFALSEFALSE
445
10.1002/ajoc.201700450
Arylation of Aniline C(sp(3))-H Bonds with Phenols via an In Situ Activation Strategy
Asian J. Org. Chem.166Zhou, WJ; Yu, DGFALSEFALSEFALSEFALSE
446
10.2174/15701794113109990066
P-C Bond Formation by Coupling Reactions Utilizing > P(O)H Species as the Reagents
Curr. Org. Synth.166Keglevich, GFALSEFALSEFALSEFALSE
447
10.1039/d1qo00549a
Nickel-catalyzed defluorinative alkylation of C(sp(2))-F bonds
Org. Chem. Front.166Liu, XWFALSEFALSEFALSEFALSE
448
10.1002/ejoc.201600112
Tailor-Made alpha-Amino Acids in the Pharmaceutical Industry: Synthetic Approaches to (1R,2S)-1-Amino-2-vinylcyclopropane-1-carboxylic Acid (Vinyl-ACCA)
Eur. J. Org. Chem.166Sato, TFALSEFALSEFALSEFALSE
449
10.1016/j.ccr.2015.11.010
Schiff base-derived homogeneous and heterogeneous palladium catalysts for the Suzuki-Miyaura reaction
Coord. Chem. Rev.166Das, PFALSEFALSEFALSEFALSE
450
10.1055/s-0040-1707115
Recent Advances in Triarylmethane Synthesis
A visible-light-promoted iridium photoredox and nickel dual-catalyzed cross-coupling procedure for the formation C-N bonds has been developed. With this method, various aryl amines were chemoselectively cross-coupled with electronically and sterically diverse aryl iodides and bromides to forge the corresponding C-N bonds, which are of high interest to the pharmaceutical industries. Aryl iodides were found to be a more efficient electrophilic coupling partner. The coupling reactions were carried out at room temperature without the rigorous exclusion of molecular oxygen, thus making this newly developed Ir-photoredox/Ni dual-catalyzed procedure very mild and operationally simple.
Synthesis165Zhang, LFALSEFALSEFALSEFALSE
451
10.1039/d0cs00149j
3d metallaelectrocatalysis for resource economical syntheses
A supramolecular ensemble having Ag@Cu2O core-shell nanoparticles stabilized by aggregates of a hexaphenylbenzene derivative has been developed which exhibits excellent photocatalytic efficiency in reactions involving preparation of imidazole and benzimidazole derivatives via C-H activation.
Chem. Soc. Rev.165Ackermann, LFALSEFALSEFALSEFALSE
452
10.1002/ejoc.201901140
A Fe3O4@SiO2/Schiff Base/Pd Complex as an Efficient Heterogeneous and Recyclable Nanocatalyst for One-Pot Domino Synthesis of Carbamates and Unsymmetrical Ureas
Eur. J. Org. Chem.165Inaloo, IDFALSEFALSEFALSEFALSE
453
10.1021/acs.organomet.7b00613
Experimental and Computational Studies of High-Valent Nickel and Palladium Complexes
Organometallics165Sanford, MSFALSEFALSEFALSEFALSE
454
10.1002/anie.201500201
Palladium-Catalyzed Enantioselective CH Arylation for the Synthesis of P-Stereogenic Compounds
Angew. Chem.-Int. Edit.
165Duan, WLFALSEFALSEFALSEFALSE
455
10.1021/cs5014927
Nickel N-Heterocyclic Carbene-Catalyzed C-C Bond Formation: Reactions and Mechanistic Aspects
ACS Catal.165Ritleng, VFALSEFALSEFALSEFALSE
456
10.1002/anie.201303916
Transition-Metal-Catalyzed Laboratory-Scale Carbon-Carbon Bond-Forming Reactions of Ethylene
Angew. Chem.-Int. Edit.
165Sigman, MSFALSEFALSEFALSEFALSE
457
10.1246/bcsj.20120081
Nickel/Lewis Acid-Catalyzed Carbocyanation of Unsaturated Compounds
Bull. Chem. Soc. Jpn.
165Nakao, YFALSEFALSEFALSEFALSE
458
10.1021/acscatal.6b00993
Manganese-Catalyzed C-H Activation
ACS Catal.165Ackermann, LFALSEFALSEFALSEFALSE
459
10.2174/1385272819666150423202719
Palladium Deposited on Naturally Occurring Supports as a Powerful Catalyst for Carbon-Carbon Bond Formation Reactions
Curr. Org. Chem.165Firouzabadi, HFALSEFALSEFALSEFALSE
460
10.1002/ejoc.202000169
Bronsted Acid-Catalyzed Intramolecular alpha-Arylation of Ketones with Phenolic Nucleophiles via Oxy-Allyl Cation Intermediates
Nickel-based catalysis allows the efficient bis-allylation of soft nucleophiles with allylic alcohols. The reaction is best promoted by a combination of Ni(cod)(2) (cod = cyclooctadienyl) and diphenylphosphinobutane under additive-free conditions. Alternatively, nickel(II) precursors can be used provided that a reductant is used to generate the nickel(0) species. The NiCl2/Zn combination is particularly simple, and can advantageously replace the use of the more air-sensitive Ni(cod)(2) precursor. The scope of the reaction was studied with nucleophiles and allylic derivatives suitable for bis-allylation reactions.
Eur. J. Org. Chem.164
Kano, T; Maruoka, K
FALSEFALSEFALSEFALSE
461
10.1002/ajoc.201700591
Synthesis and Chemical Transformations of Fluorosulfates
Asian J. Org. Chem.164Qin, HLFALSEFALSEFALSEFALSE
462
10.5059/yukigoseikyokaishi.72.797
Recent Progress of Chemical Glycosylations and Oligosaccharide Synthesis
J. Synth. Org. Chem. Jpn.
164Nokami, TFALSEFALSEFALSEFALSE
463
10.1002/chem.201103882
Theoretical Study on the Mechanism of Ni-Catalyzed Alkyl-Alkyl Suzuki Cross-Coupling
Chem.-Eur. J.164Fu, YFALSEFALSEFALSEFALSE
464
10.1021/cr00098a001
SYNTHETIC APPLICATIONS OF ENANTIOSELECTIVE ORGANOTRANSITION-METAL-MEDIATED REACTIONS
Chem. Rev.164BLYSTONE, SLFALSEFALSEFALSEFALSE
465
10.1002/ejoc.202100631
Synthesis of N-Aryl- and N-Alkenylhydrazides through C(sp(2))-N Bond Construction
Eur. J. Org. Chem.164Lei, JFALSEFALSEFALSEFALSE
466
10.2174/1385272825666210531110403
Synthetic Approaches Toward Diversely Substituted 1,2,2-triarylethanones
Asymmetric allylic alkylation reaction of 1,3-dicarbonyl compounds is one of the most important methods for forming chiral carbon center. This review summarizes the progress on transition metal-catalyzed asymmetric allylic alkylation reaction of 1,3-dicarbonyl compounds. Different allylating reagents such as allylic esters, allylic alcohols, allylic halides, olefins, allenes and others for the synthesis of a-allyl substituted 1,3-dicarbonyl compounds are discussed.
Curr. Org. Chem.163Abonia, RFALSEFALSEFALSEFALSE
467
10.1021/acsami.0c15192
Recent Advances in Plasmon-Promoted Organic Transformations Using Silver-Based Catalysts
Nonplanar, electronically destabilized amides have emerged as powerful, intermediates in organic synthesis. We report a highly selective method for transamidation of Common secondary amides under mild, metal-free conditions that relies on transient N-selective functionalization to weaken amidic resonance. The combination of rational modification of the amide bond with nucleophilic addition mechanism, and the thermodynamic collapse of the resultant tetrahedral intermediate transamidation of secondary amides under mild conditions. constitutes a two-step procedure to accomplish a Challenging
ACS Appl. Mater. Interfaces
163Li, SW; Xu, PFALSEFALSEFALSEFALSE
468
10.1002/pi.5457
Poly(2-oxazoline)s: A comprehensive overview of polymer structures and their physical properties
Polym. Int.163Hoogenboom, RFALSEFALSEFALSEFALSE
469
10.1002/aoc.3289
Iron-catalyzed cross-coupling of heteroaromatic tosylates with alkyl and aryl Grignard reagents
Appl. Organomet. Chem.
163Wang, XCFALSEFALSEFALSEFALSE
470
10.1021/ja0208456
First comprehensive bakkane approach: Stereoselective and efficient dichloroketene-based total syntheses of (+/-)- and (-)-9-acetoxyfukinanolide, (+/-)- and (+)-bakkenolide A, (-)-bakkenolides III, B, C, H, L, V, and X, (+/-)- and (-)-homogynolide A, (+/-)-homogynolide B, and (+/-)-palmosalide C
J. Am. Chem. Soc.163Depres, JPFALSEFALSEFALSEFALSE
471
10.1039/d1ra08771a
Bakuchiol - a natural meroterpenoid: structure, isolation, synthesis and functionalization approaches
RSC Adv.163Krishna, TPAFALSEFALSEFALSEFALSE
472
10.1002/ejoc.202100695
Borrowing Hydrogen and Acceptorless Dehydrogenative Coupling in the Multicomponent Synthesis of N-Heterocycles: A Comparison between Base and Noble Metal Catalysis
Eur. J. Org. Chem.163Hultzsch, KCFALSEFALSEFALSEFALSE
473
10.3390/molecules26216374
A Journey from June 2018 to October 2021 with N,N-Dimethylformamide and N,N-Dimethylacetamide as Reactants
Molecules163Muzart, JFALSEFALSEFALSEFALSE
474
10.1039/d0cs00449a
Transition metal-catalyzed alkene isomerization as an enabling technology in tandem, sequential and domino processes
An asymmetric synthesis of (-)-6,7-dideoxysqualestatin H5 is reported. Key features of the synthesis include the following: (1) highly diastereoselective n-alkylation of a tartrate acetonide enolate and subsequent oxidation-hydrolysis to provide an asymmetric entry to a beta-hydroxy-alpha-ketoester motif; (2) facilitation of Rh(II)-catalyzed cyclic carbonyl ylide formation-cycloaddition by co-generation of keto and diazo functionality through ozonolysis of an unsaturated hydrazone; and (3) stereoretentive Ni-catalyzed Csp(3)-Csp(2) cross-electrophile coupling between tricarboxylate core and unsaturated side chain to complete the natural product.
Chem. Soc. Rev.162Mazet, CFALSEFALSEFALSEFALSE
475
10.1002/asia.201901179
Synthetic Strategies for (-)-Cannabidiol and Its Structural Analogs
Chem.-Asian J.162Choi, ISFALSEFALSEFALSEFALSE
476
10.6023/cjoc201803053
Recent Progress in C-C Bond Construction Based on 2(5H)-Furanone
Chin. J. Org. Chem.162Wang, ZYFALSEFALSEFALSEFALSE
477
10.1021/om200998d
Synthesis and Reactivity of the Fluoro Complex trans-[Pd(F)(4-C5NF4)((Pr2PCH2CH2OCH3)-Pr-i)(2)]: C-F Bond Formation and Catalytic C-F Bond Activation Reactions
Organometallics162Braun, TFALSEFALSEFALSEFALSE
478
10.1016/S0957-4166(00)82091-1
SELECTIVITY IN PALLADIUM CATALYZED ALLYLIC SUBSTITUTION
Tetrahedron: Asymmetry
162FALSEFALSEFALSEFALSE
479
10.1007/s40843-021-1910-2
Application of hierarchically porous metal-organic frameworks in heterogeneous catalysis: A review
Sci. China-Mater.162Yu, Y; Xi, HXFALSEFALSEFALSEFALSE
480
10.1021/acscatal.6b03277
Breaking Amides using Nickel Catalysis
ACS Catal.162Garg, NKFALSEFALSEFALSEFALSE
481
10.1021/acscatal.6b02964
An Adventure in Sustainable Cross-Coupling of Phenols and Derivatives via Carbon-Oxygen Bond Cleavage
ACS Catal.162Zeng, HY; Li, CJFALSEFALSEFALSEFALSE
482
10.1515/pac-2019-0220
Well-defined nickel(II) tetrazole-saccharinate complex as homogeneous catalyst on the reduction of aldehydes: scope and reaction mechanism
Pure Appl. Chem.161Frija, LMTFALSEFALSEFALSEFALSE
483
10.1002/asia.201200338
Stereoselective Glycosylation of Glucosamine: The Role of the N-Protecting Group
Chem.-Asian J.161Marques, MMBFALSEFALSEFALSEFALSE
484
10.1002/anie.202115178
Electrochemical Desaturative beta-Acylation of Cyclic N-Aryl Amines
Angew. Chem.-Int. Edit.
161Qiu, YAFALSETRUEFALSEFALSE
485
10.1002/chem.202101880
Mechanistic Aspects of the Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling Reaction
Chem.-Eur. J.160Poater, AFALSEFALSEFALSEFALSE
486
10.1002/adsc.202001053
Recent Developments in Remote Meta-C-H Bond Functionalizations
Six-membered pincer nickelacycle complexes have been synthesized and employed for the catalytic C-H bond alkylation of benzothiazole. The pincer nickelacycle, {kappa(P),kappa(C),kappa(P)-(2-Pr-i(2) POCH2-C6H3-6-(CH2OPPr2)-Pr-i)} NiBr, [(Pr-i(4)-POCCCOP) NiBr (2)] was synthesized by the reaction of 1,3-(Pr2POCH2)-Pr-i-C6H4-(CH2OPPr2)-Pr-i [(iPr(4)-POCCCOP) - H (1)] with (CH3CN)(2)NiBr2 in the presence of Et3N via the C(2)-H activation on ligand 1. Treatment of [(Pr-i(4)-POCCCOP) NiBr] (2) with AgOAc afforded the complex [(i Pr4-POCCCOP) Ni(OAc)] (3) in good yield. Both the complexes 2 and 3 were characterized by H-1, C-13 and P-31-NMR spectral analysis. Further, the molecular structures of complexes 2 and 3 were established by X-ray crystallography. The complex 2 was found to be an active catalyst for the C-H bond alkylation of benzothiazole with alkyl halides containing beta-hydrogen atoms.
Adv. Synth. Catal.159Ali, RFALSEFALSEFALSEFALSE
487
10.21577/0100-4042.20170701
RECENT ADVANCES IN SELECTIVE FUNCTIONALIZATION OF QUINOLINES.
A Truce-Smiles rearrangement of acyl-anion equivalents generated by N-heterocyclic carbene (NHC) catalysis has been achieved. The developed method includes C-Ar-O, C-Ar-S, or C-Ar-N bond cleavage for the formation of a C-Ar-C bond and enables access to 2-hydroxybenzophenones, an important structural motif that is present in several bioactive natural products. By utilizing this procedure, the alkaloid taxilamine was synthesized in three steps. DFT calculations and control experiments support a classical SNAr mechanism with a catalyst-bound Meisenheimer-type intermediate. The method features mild reaction conditions, excellent functional-group tolerance, and a broad substrate scope, including various classes of (hetero)arenes.
Quim. Nova159Clososki, GCFALSEFALSEFALSEFALSE
488
10.1021/acscatal.0c01356
Asymmetric Allylic Alkylation of beta-Ketoesters via C-N Bond Cleavage of N-Allyl-N-methylaniline Derivatives Catalyzed by a Nickel-Diphosphine System
The formal total synthesis of both the enantiomers of cyclophellitol and conduritol-B and synthesis of conduramine-B derivative have been achieved from a common intermediate, obtained by regio- and stereoselective vicinal functionalization of a diene utilizing an intramolecular sulfinyl group as a nucleophile, followed by stereoselective preparation of an allylic sulfide by reaction of vinylzinc bromide with an electrophilic a-chloro sulfide, and last by ring closing metathesis reaction as the key steps. The sulfoxide, sulfilimine, and sulfur ylid prepared from this common intermediate have been transformed into derivatives of conduritol-B, conduramine-B, and (-)-cyclophellitol, respectively. The silyl sulfide was converted via sila-Pummerer rearrangement, hydrolysis, and reduction in an one-pot operation to a hydroxymethyl group. [2,3]-Wittig Still rearrangement was employed for the synthesis of (+)-cyclophellitol. The potential utility of sulfur intermediates as nucleophilic and electrophilic partners in total synthesis is elegantly demonstrated.
ACS Catal.159Zhang, WBFALSEFALSEFALSEFALSE
489
10.1002/adsc.201701515
Rhodium(III)-Catalyzed Selective Direct Olefination of Imidazoles
Adv. Synth. Catal.159Xu, LJFALSEFALSEFALSEFALSE
490
10.1002/chem.201303384
Pd-Catalyzed Carbonylative alpha-Arylation of Aryl Bromides: Scope and Mechanistic Studies
Chem.-Eur. J.159Gogsig, TMFALSEFALSEFALSEFALSE
491
10.1002/asia.202100957
Catalysis in Single Crystalline Materials: From Discrete Molecules to Metal-Organic Frameworks
Chem.-Asian J.159
Shi, Q; Wang, XP; Wang, LY
FALSEFALSEFALSEFALSE
492
10.1016/j.ccr.2021.213889
The role of organonickel reagents in organophosphorus chemistry
Coord. Chem. Rev.159
Gafurov, ZN; Yakhvarov, DG
FALSEFALSEFALSEFALSE
493
10.5059/yukigoseikyokaishi.76.1185
Catalytic Synthesis of Heterocycles via the Cleavage of Carbon-Heteroatom Bonds
J. Synth. Org. Chem. Jpn.
158Tobisu, MFALSEFALSEFALSEFALSE
494
10.1002/ajoc.201500105
Reusable and Removable Directing Groups for C(sp(2))-H Bond Functionalization of Arenes
Asian J. Org. Chem.158Sahoo, AKFALSEFALSEFALSEFALSE
495
10.1016/S0065-3055(08)60016-7
CARBON-OXYGEN BOND ACTIVATION BY TRANSITION-METAL COMPLEXES
Adv. Organomet. Chem.
158YAMAMOTO, AFALSEFALSEFALSEFALSE
496
10.1039/d0sc05555g
Recent development in transition metal-catalysed C-H olefination
Total synthesis of leucinostatinA, a modulator of tumor-stroma interactions, using asymmetric catalyses, a nitroaldol reaction, thioamide-aldol reaction, Strecker-type reaction, and alcoholysis of 3-methylglutaric anhydride, is described. We demonstrated the applicability of the established catalytic asymmetric processes to the synthesis of molecules with a complex structure. Careful analysis of the NMR data, HPLC profiles, and biological activity revealed that the correct structure of leucinostatinA is the epimeric form of the reported structure; the secondary alcohol within the AHMOD residue has an R configuration.
Chem. Sci.157Maiti, DFALSEFALSEFALSEFALSE
497
10.1021/acs.organomet.0c00233
Solvent-Free N-Alkylation and Dehydrogenative Coupling Catalyzed by a Highly Active Pincer-Nickel Complex
We prepared a series of dendrimers with a bidentate phosphine core ligand having carboxy groups at the peripheral layer. By employing the corresponding water-soluble dendritic phosphine palladium complex as a catalyst, the aqueous media Suzuki-Miyaura reaction and Tsuji-Trost reaction proceeded to provide the corresponding cross-coupling product.
Organometallics157
Srivastava, HK; Kumar, A
FALSEFALSEFALSEFALSE
498
10.1016/j.ccr.2019.03.006
Half-sandwich Ni(II) complexes [Ni(Cp)(X)(NHC)]: From an underestimated discovery to a new chapter in organonickel chemistry
Coord. Chem. Rev.157Buchowicz, WFALSEFALSEFALSEFALSE
499
10.3390/molecules23112859
Amide Activation in Ground and Excited States
Molecules157Mucsi, ZFALSEFALSEFALSEFALSE
500
10.1055/s-0033-1339435
Organometallic Aspects of Fluoroalkylation Reactions with Copper and Nickel
Synlett157Vicic, DAFALSEFALSEFALSEFALSE
501
10.1021/acscatal.0c02990
Transition-Metal-Catalyzed Denitrative Coupling of Nitroarenes
The utilization of substoichiometric amounts of commercially available nickel(II) triflate as an activator in the reagent-controlled glycosylation reaction for the stereoselective construction of biologically relevant targets containing 1,2-cis-2-amino glycosidic linkages is reported. This straightforward and accessible methodology is mild, operationally simple and safe through catalytic activation by readily available Ni(OTf)(2) in comparison to systems employing our previously in-house prepared Ni(4-F-PhCN)(4)(OTf)(2). We anticipate that the bench-stable and inexpensive Ni(OTf)(2), coupled with little to no extra laboratory training to set up the glycosylation reaction and no requirement of specialized equipment, should make this methodology be readily adopted by non-carbohydrate specialists. This report further highlights the efficacy of Ni(OTf)(2) to prepare several bioactive motifs, such as blood type A-type V and VI antigens, heparin sulfate disaccharide repeating unit, aminooxy glycosides, and alpha-GalNAc-Serine conjugate, which cannot be achieved in high yield and a -selectivity utilizing in-house prepared Ni(4-F-PhCN)(4)(OTf)(2) catalyst. The newly-developed protocol eliminates the need for the synthesis of Ni(4-F-PhCN)(4)(OTf)(2) and is scalable and reproducible. Furthermore, computational simulations in combination with H-1 NMR studies analyzed the effects of various solvents on the intramolecular hydrogen bonding network of tumor-associated mucin Fmoc-protected GalNAc-threonine amino acid antigen derivative, verifying discrepancies found that were previously unreported. (C) 2016 Elsevier Ltd. All rights reserved.
ACS Catal.156Yamaguchi, JFALSEFALSEFALSEFALSE
502
10.1002/anie.202003104
Asymmetric Guerbet Reaction to Access Chiral Alcohols
The use of different metals acting together in a synergistic way allows synthetic transformations that are not achievable by other means. Metal cooperation becomes important in catalytic processes for the synthesis of compounds with sophisticated structures or for difficult transformations. Rational design of multiple-metal-catalysed processes requires that the metal complexes and reaction conditions are compatible, which in general is not straightforward. A key feature for success found in all systems involving multimetallic processes is catalyst stability. The use of robust metal complexes increases the probability of success in the search for tandem catalytic processes. This microreview is based on the recent and most important findings of multiple-metal-catalysed processes that have involved (de-)hydrogenation reactions. The field constitutes a research area that is full of potential, and it can be foreseen that relevant applications will be described in the near future.
Angew. Chem.-Int. Edit.
156Wang, CFALSEFALSEFALSEFALSE
503
10.1039/c9sc03672e
Rhodium(i)-catalyzed C6-selective C-H alkenylation and polyenylation of 2-pyridones with alkenyl and conjugated polyenyl carboxylic acids
Chem. Sci.156Xu, LJFALSEFALSEFALSEFALSE
504
10.1039/c8cs00960k
The growing applications of SuFEx click chemistry
Chem. Soc. Rev.156Moses, JEFALSEFALSEFALSEFALSE
505
10.1021/ja2084509
Mild and Efficient Nickel-Catalyzed Heck Reactions with Electron-Rich Olefins
J. Am. Chem. Soc.156Norrby, POFALSETRUEFALSEFALSE
506
10.1002/adsc.200900566
Nine Times Fluoride can be Good for your Syntheses. Not just Cheaper: Nonafluorobutanesulfonates as Intermediates for Transition Metal-Catalyzed Reactions
Adv. Synth. Catal.156Reissig, HUFALSEFALSEFALSEFALSE
507
10.1080/00397911.2021.1949476
TEMPO-mediated aerobic oxidative synthesis of 2-aryl benzoxazoles via ring-opening of benzoxazoles with benzylamines
Synth. Commun.156Hussain, SFALSEFALSEFALSEFALSE
508
10.1016/j.tet.2016.02.022
Recent advances of synthesis of fluorenone and fluorene containing natural products
Tetrahedron156Gao, SHFALSEFALSEFALSEFALSE
509
10.1002/anie.201905870
Transition-Metal-Free Hydrogen Autotransfer: Diastereoselective N-Alkylation of Amines with Racemic Alcohols
Angew. Chem.-Int. Edit.
155Xiao, JL; Wang, CFALSEFALSEFALSEFALSE
510
10.1021/acs.organomet.7b00446
Catalysis of Cross-Coupling and Homocoupling Reactions of Aryl Halides Utilizing Ni(0), Ni(I), and Ni(II) Precursors; Ni(0) Compounds as the Probable Catalytic Species but Ni(I) Compounds as Intermediates and Products
Organometallics155Baird, MCFALSEFALSEFALSEFALSE
511
10.1007/3418_2015_90
Activation and Formation of Aromatic C-F Bonds
Top. Organomet. Chem.
155Love, JAFALSEFALSEFALSEFALSE
512
10.1055/a-1516-8745
Highly Efficient Synthesis of 2-Substituted Benzo[b]furan Derivatives from the Cross-Coupling Reactions of 2-Halobenzo[b]furans with Organoalane Reagents
Synthesis155Li, QHFALSEFALSEFALSEFALSE
513
10.1002/anie.202102769
Nickel-Catalyzed Asymmetric Reductive Carbo-Carboxylation of Alkenes with CO2
Angew. Chem.-Int. Edit.
155Yu, DGFALSEFALSEFALSEFALSE
514
10.1055/s-0040-1705999
Modification of Azobenzenes by Cross-Coupling Reactions
A phosphorylation of alkenyl and aryl C-O bonds at room temperature via photoredox/nickel dual catalysis is reported. By starting from easily available and inexpensive sulfonates, a variety of important alkenyl phosphonates and aryl phosphine oxides are generated in moderate to excellent yields. This method features mild reaction Conditions, high selectivity, good functional group tolerance, wide substrate Scope, and easy scalability.
Synthesis154Staubitz, AFALSEFALSEFALSEFALSE
515
10.1021/jacs.0c01666
An Improved P-III/P-V=O-Catalyzed Reductive C-N Coupling of Nitroaromatics and Boronic Acids by Mechanistic Differentiation of Rate- and Product-Determining Steps
J. Am. Chem. Soc.154Radosevich, ATFALSEFALSEFALSEFALSE
516
10.2174/1570193X16666190617160339
An Overview of Solid Supported Palladium and Nickel Catalysts for C-C Cross Coupling Reactions
Mini-Rev. Org. Chem.
154Baroliya, PKFALSEFALSEFALSEFALSE
517
10.1039/c8cs00253c
Catalytic activations of unstrained C-C bond involving organometallic intermediates
Chem. Soc. Rev.154Shi, ZJFALSEFALSEFALSEFALSE
518
10.1016/j.tet.2012.04.059
A stereocontrolled construction of 2-azido-2-deoxy-1,2-cis-alpha-galactosidic linkages utilizing 2-azido-4,6-O-benzylidene-2-deoxygalactopyranosyl diphenyl phosphates: stereoselective synthesis of mucin core 5 and core 7 structures
Tetrahedron154Hashimoto, SFALSEFALSEFALSEFALSE
519
10.1021/ja104264v
Alternative Mechanistic Explanation for Ligand-Dependent Selectivities in Copper-Catalyzed N- and O-Arylation Reactions
J. Am. Chem. Soc.154Fu, YFALSEFALSEFALSEFALSE
520
10.1002/ejoc.201000928
Transition-Metal-Catalyzed Direct C-H Alkenylation, Alkynylation, Benzylation, and Alkylation of (Hetero)arenes
Eur. J. Org. Chem.154Messaoudi, SFALSEFALSEFALSEFALSE
521
10.1039/b810973g
Versatile tools in the construction of substituted 2,2 '-bipyridines-cross-coupling reactions with tin, zinc and boron compounds
Chem. Soc. Rev.154Lutzen, AFALSEFALSEFALSEFALSE
522
10.1039/co9960300277
Catalytic applications of transition metals in organic synthesis
Contemp. Org. Synth.
154Dawson, GJFALSEFALSEFALSEFALSE
523
10.1016/j.cclet.2020.04.005
Recent advances in theoretical studies on ligand-controlled selectivity of nickel- and palladium-catalyzed cross-coupling reactions
Constructing products of high synthetic value from inexpensive and abundant starting materials is of great importance. Aryl iodides are essential building blocks for the synthesis of functional molecules, and efficient methods for their synthesis from chemical feedstocks are highly sought after. Here we report a low-cost decarboxylative iodination that occurs simply from readily available benzoic acids and 12. The reaction is scalable and the scope and robustness- of the reaction is thoroughly examined. Mechanistic studies suggest that this reaction does not proceed via a radical mechanism, which is in contrast to classical Hunsdiecker-type decarboxylative halogenations. In addition, DFT studies allow comparisons to be made between our procedure and current transition-metal-catalyzed decarboxylations. The utility of this procedure is demonstrated in its application to oxidative cross-couplings of aromatics via decarboxylative/C-H or double decarboxylative activations that use 12 as the terminal oxidant. This strategy allows the preparation of biaryls previously inaccessible via decarboxylative methods and holds other advantages over existing decarboxylative oxidative couplings, as stoichiometric transition metals are avoided.
Chin. Chem. Lett.153Xie, HJFALSEFALSEFALSEFALSE
524
10.7536/PC200607
Progresses of 1,10-Phenanthroline Type Ligands in Fe/Co/Ni Catalysis
A Ni-catalyzed stannylation of aryl esters with air- and moisture-insensitive silylstannyl reagents via C-sp2-O cleavage is described. This protocol is characterized by its wide scope, including challenging combinations, thus enabling access to versatile building blocks and orthogonal C-heteroatom bond formations.
Prog. Chem.153Zhu, SFFALSEFALSEFALSEFALSE
525
10.1021/acs.joc.5b01450
Cobalt-Catalyzed Decarboxylative 2-Benzoylation of Oxazoles and Thiazoles with alpha-Oxocarboxylic Acids
J. Org. Chem.153Sun, HFALSEFALSEFALSEFALSE
526
10.1021/ma401314x
Conjugated Polymer Synthesis via Catalyst-Transfer Polycondensation (CTP): Mechanism, Scope, and Applications
Macromolecules153McNeil, AJFALSEFALSEFALSEFALSE
527
10.6023/cjoc201301073
Recent Advances in the Synthesis of Stilbenes
Chin. J. Org. Chem.153Zhao, SCFALSEFALSEFALSEFALSE
528
10.1002/ajoc.202000631
Recent Developments in Dehydrogenative Organic Transformations Catalyzed by Homogeneous Phosphine-Free Earth-Abundant Metal Complexes
A catalyst system capable of effecting the cross-coupling of ammonia or primary alkylamines with (hetero)aryl sulfamates, carbamates, or pivalates is reported for the first time. The air-stable nickel(II) pre-catalyst C1 tolerates a broad spectrum of heterocyclic functionality within both reaction partners, as well as ether, nitrile, pyrrole, trifluoromethyl, and boronate ester substituents. In the case of reactions involving primary alkylamines and (hetero)aryl sulfamates and carbamates, room-temperature cross-couplings were achieved.
Asian J. Org. Chem.152
Takallou, A; Halimehjani, AZ
FALSEFALSEFALSEFALSE
529
10.1055/s-0037-1611784
Rhodium-Catalyzed Allylation Reactions
Synthesis152Kang, QFALSEFALSEFALSEFALSE
530
10.1039/c7cc09675e
Diverse bimetallic mechanisms emerging from transition metal Lewis acid/base pairs: development of co-catalysis with metal carbenes and metal carbonyl anions
Chem. Commun.152Mankad, NPFALSEFALSEFALSEFALSE
531
10.1021/om5008743
On the Feasibility of Nickel-Catalyzed Trifluoromethylation of Aryl Halides
Organometallics152Grushin, VVFALSEFALSEFALSEFALSE
532
10.1021/ja301769r
Replacing Conventional Carbon Nucleophiles with Electrophiles: Nickel-Catalyzed Reductive Alkylation of Aryl Bromides and Chlorides
J. Am. Chem. Soc.152Weix, DJFALSETRUEFALSEFALSE
533
10.1039/c2cs35024f
Transition metal catalyzed nucleophilic allylic substitution: activation of allylic alcohols via pi-allylic species
Chem. Soc. Rev.152Bruneau, CFALSEFALSEFALSEFALSE
534
10.1039/d1cy01541a
Aerobic oxidation of primary amines to amides catalyzed by an annulated mesoionic carbene (MIC) stabilized Ru complex
Catal. Sci. Technol.152Bera, JKFALSEFALSEFALSEFALSE
535
10.1002/asia.201901490
Nickel-Catalyzed Reductive Coupling for Transforming Unactivated Aryl Electrophiles into beta-Fluoroethylarenes
Chem.-Asian J.151Yang, Y; Liu, YLFALSETRUEFALSEFALSE
536
10.1038/s41570-018-0040-8
Comparing quantitative prediction methods for the discovery of small-molecule chiral catalysts
Nat. Rev. Chem.151Sigman, MSFALSEFALSEFALSEFALSE
537
10.1021/cs501366q
Rhodium(I)-N-Heterocyclic Carbene Catalyst for Selective Coupling of N-Vinylpyrazoles with Alkynes via C-H Activation
ACS Catal.151Castarlenas, RFALSEFALSEFALSEFALSE
538
10.1002/ijch.201000043
Air-Stable Bifunctional HASPO Preligands for Metal-Catalyzed Cross-Couplings and Direct C-H Bond Arylations
Isr. J. Chem.151Ackermann, LFALSEFALSEFALSEFALSE
539
10.1055/a-1485-5156
Remote C-H Functionalizations by Ruthenium Catalysis
Synthesis151Ackermann, LFALSEFALSEFALSEFALSE
540
10.1002/anie.201608752
Catalytic Enantioselective and Diastereoselective Allylic Alkylation with Fluoroenolates: Efficient Access to C3-Fluorinated and All-Carbon Quaternary Oxindoles
Angew. Chem.-Int. Edit.
151Wolf, CFALSEFALSEFALSEFALSE
541
10.1002/pep2.24210
Recent developments in catalytic amide bond formation
The direct introduction of the valuable SCF3 moiety into organic molecules has received considerable attention. While it can be achieved successfully for aryl chlorides under catalysis with Ni degrees(cod)(2) and dppf, this report investigates the Ni-catalyzed functionalization of the seemingly more reactive aryl halides Arl and ArBr. Counterintuitively, the observed conversion triggered by dppf/Ni degrees is ArCI > ArBr > Arl, at odds with bond strength preferences. By a combined computational and experimental approach, the origin of this was identified to be due to the formation of (dppf)Ni-1, which favors beta-F elimination as a competing pathway over the productive cross-coupling, ultimately generating the inactive complex (dppf)Ni(SCF2) as a catalysis dead end. The complexes (dppf)Ni-1-Br and (dppf)Ni-1-I were isolated and resolved by X-ray crystallography. Their formation was found to be consistent with a ligand-exchange-induced comproportionation mechanism. In stark contrast to these phosphine-derived Ni complexes, the corresponding nitrogen-ligand-derived species were found to be likely competent catalysts in oxidation state I. Our computational studies of N-ligand derived Ni-1 complexes fully support productive Ni-1/Ni-111 catalysis, as the competing beta-F elimination is disfavored. Moreover, N-derived Ni-1 complexes are predicted to be more reactive than their Ni counterparts in catalysis. These data showcase fundamentally different roles of Ni-1 in carbon-heteroatom bond formation depending on the ligand sphere.
Pept. Sci.150Perrin, DMFALSEFALSEFALSEFALSE
542
10.1016/j.tet.2020.131388
Metal-catalyzed cyanation of aromatic hydrocarbon with less toxic nitriles as a cyano source
Chemoselective Suzuki-Miyaura reactions on 3,5-and 4,6-dibromo-2-tosyloxypyridines have been studied for the preparation of trisubstituted pyridines. The optimized conditions allow for a facile access to 3,5-and 4,6-diaryl-2-tosyloxypyridines in yields of 8 to 99%. Further functionalization such as palladium-catalyzed amination and copper-free Sonogashira reaction of the tosylate group in the diarylpyridine derivatives obtained was accomplished for the synthesis of novel and biologically relevant tri-substituted pyridines. The formal synthesis of ficuseptine, a bioactive alkaloid, has also been achieved via the palladium-catalyzed cross-coupling reaction of 3,5-dibromo-2-tosyloxypyridine in 5 steps from 3,5-dibromo-2-hydroxypyridine with 50% overall yield.
Tetrahedron150Siddique, AMFALSEFALSEFALSEFALSE
543
10.1002/cjoc.202000224
Nickel-CatalyzedDicarbofunctionalization of Alkenes(dagger)
A nickel-catalyzed phosphorylation of aryl triflates with P(O)-H compounds is disclosed. This reaction can proceed smoothly under a mild reaction condition, producing the corresponding aryl phosphorus compounds in good to high yields. (C) 2016 Elsevier B.V. All rights reserved.
Chin. J. Chem.150Zhang, XGFALSEFALSEFALSEFALSE
544
10.1038/s41557-018-0021-z
Organic synthesis provides opportunities to transform drug discovery
Nat. Chem.150Rees, DCFALSEFALSEFALSEFALSE
545
10.1002/tcr.202100210
Transition Metal-Catalyzed Cross-Couplings of Benzylic Sulfone Derivatives
Chem. Rec.150
Nambo, M; Crudden, CM
FALSEFALSEFALSEFALSE
546
10.1007/s11426-018-9333-x
Recent advances in Ni-Al bimetallic catalysis for unreactive bond transformation
Sci. China-Chem.149Ye, MCFALSEFALSEFALSEFALSE
547
10.1055/s-0036-1591853
Recent Advances in Nickel Catalysis Enabled by Stoichiometric Metallic Reducing Agents
Synthesis149
Richmond, E; Moran, J
FALSEFALSEFALSEFALSE
548
10.1021/om301263s
Mechanistic Study of Borylation of Nitriles Catalyzed by Rh-B and Ir-B Complexes via C-CN Bond Activation
Organometallics149Fu, YFALSEFALSEFALSEFALSE
549
10.1039/c3ra22905j
A decade advancement of transition metal-catalyzed borylation of aryl halides and sulfonates
RSC Adv.149Chow, WKFALSEFALSEFALSEFALSE
550
10.1246/bcsj.71.973
Structure-reactivity relationship in allyl and 2-propynyl complexes of group 10 metals relevant to homogeneous catalysis
Bull. Chem. Soc. Jpn.
149Kurosawa, HFALSEFALSEFALSEFALSE
551
10.1039/d1sc06038d
Direct synthesis and applications of solid silylzinc reagents
Chem. Sci.149Rasappan, RFALSEFALSEFALSEFALSE
552
10.1002/ejoc.202100066
Diaryliodonium Salts in Transition-Metal-Catalyzed Chelation-Induced C(sp(2)/sp(3))-H Arylations
An efficient and redox-neutral naphthol synthesis has been realized via rhodium(III) catalyzed C-H activation of alpha-carbonyl nitrones and annulation with alkynes, where the nitrone group functioned as a traceless directing group.
Eur. J. Org. Chem.148Ranjan, DFALSEFALSEFALSEFALSE
553
10.1016/j.jorganchem.2018.01.019
Computational studies on Ni-catalyzed C-O bond activation of esters
J. Organomet. Chem.
148Hong, XFALSEFALSEFALSEFALSE
554
10.1002/chem.201705164
Tsuji-Trost Reaction of Non-Derivatized Allylic Alcohols
Chem.-Eur. J.148Samec, JSMFALSEFALSEFALSEFALSE
555
10.1039/c3cc47587e
Recent advances in cooperative bimetallic asymmetric catalysis: dinuclear Schiff base complexes
Chem. Commun.148Matsunaga, SFALSEFALSEFALSEFALSE
556
10.1002/chem.201001478
The Aromatic Carbon-Carbon ipso-Substitution Reaction
Chem.-Eur. J.148Fagnoni, MFALSEFALSEFALSEFALSE
557
10.5059/yukigoseikyokaishi.59.193
Synthetic studies on polyether natural products: New synthetic methods for construction of medium-sized cyclic ethers and convergent coupling of polyether fragments
J. Synth. Org. Chem. Jpn.
148Sasaki, MFALSEFALSEFALSEFALSE
558
10.1016/j.chempr.2020.10.020
Transition-metal-catalyzed C-H allylation reactions
Chem148Maiti, DFALSEFALSEFALSEFALSE
559
10.1016/j.tetlet.2017.05.083
Synthesis and structural characterization of a highly substituted triazine ring comprising a sterically flexible methylene linker and coordinating substituents
Tetrahedron Lett.148
Werle, C; Meyer, K
FALSEFALSEFALSEFALSE
560
10.1002/chem.201804805
Filling a Niche in Ligand Space with Bulky, Electron-Poor Phosphorus(III) Alkoxides
Chem.-Eur. J.147Slattery, JMFALSETRUEFALSEFALSE
561
10.1016/bs.aihch.2016.04.005
A Journey Through Metal-Catalyzed C-H Functionalization of Heterocycles: Insights and Trends
Adv. Heterocycl. Chem.
147Maes, BUWFALSEFALSEFALSEFALSE
562
10.1021/ja5109084
Cobalt-Bisoxazoline-Catalyzed Asymmetric Kumada Cross-Coupling of Racemic alpha-Bromo Esters with Aryl Grignard Reagents
J. Am. Chem. Soc.147Zhong, JCFALSEFALSEFALSEFALSE
563
10.1016/j.tet.2013.05.001
Asymmetric transition metal-catalyzed cross-coupling reactions for the construction of tertiary stereocenters
Tetrahedron147Jarvo, ERFALSEFALSEFALSEFALSE
564
10.1021/acscatal.7b01058
Revisitation of Organoaluminurn Reagents Affords a Versatile Protocol for C X (X = N, O, F) Bond-Cleavage Cross-Coupling: A Systematic Study
ACS Catal.147
Wang, C; Uchiyama, M
FALSEFALSEFALSEFALSE
565
10.1039/d0nj01610a
N-Arylation of (hetero)arylamines using aryl sulfamates and carbamates via C-O bond activation enabled by a reusable and durable nickel(0) catalyst
Various aryl-, alkenyl-, and/or alkyllithium species reacted smoothly with aryl and/or benzyl ethers with cleavage of the inert C-O bond to afford cross-coupled products, catalyzed by commercially available [Ni(cod)(2)] (cod=1,5-cyclooctadiene) catalysts with N-heterocyclic carbene (NHC) ligands. Furthermore, the coupling reaction between the aryllithium compounds and aryl ammonium salts proceeded under mild conditions with C-N bond cleavage in the presence of a [Pd(PPh3)(2)Cl-2] catalyst. These methods enable selective sequential functionalizations of arenes having both C-N and C-O bonds in one pot.
New J. Chem.146Inaloo, IDFALSEFALSEFALSEFALSE
566
10.1002/chem.201800348
Access to 3-Oxindoles from Allylic Alcohols and Indoles
Chem.-Eur. J.146
Derien, S; Achard, M
FALSEFALSEFALSEFALSE
567
10.1039/c7cs00182g
Cross-coupling of aromatic esters and amides
Chem. Soc. Rev.146Yamaguchi, JFALSEFALSEFALSEFALSE
568
10.1021/om500452c
Mono- and Dinuclear Pincer Nickel Catalyzed Activation and Transformation of C-Cl, C-N, and C-O Bonds
Organometallics146Wang, ZXFALSEFALSEFALSEFALSE
569
10.1021/ic302854t
Complexes with Hybrid Phosphorus-NHC Ligands: Pincer-Type Ir Hydrides, Dinuclear Ag and Ir and Tetranuclear Cu and Ag Complexes
Inorg. Chem.146Braunstein, PFALSEFALSEFALSEFALSE
570
10.1016/S0040-4020(02)00045-5
A general strategy for the convergent synthesis of fused polycyclic ethers via B-alkyl Suzuki coupling: synthesis of the ABCD ring fragment of ciguatoxins
Tetrahedron146Sasaki, MFALSEFALSEFALSEFALSE
571
10.1039/d1ra06351k
Advances in Pd-catalyzed C-C bond formation in carbohydrates and their applications in the synthesis of natural products and medicinally relevant molecules
RSC Adv.146Hussain, NFALSEFALSEFALSEFALSE
572
10.3390/molecules25051141
High-Valent Ni-III and Ni-IV Species Relevant to C-C and C-Heteroatom Cross-Coupling Reactions: State of the Art
Ketone is an important structural moiety in organic chemistry due to its wide occurrence in organic compounds and the highly transformable ability into other functionalities. Therefore, the efficient synthesis of ketones is of great significance. Recently, the ring-opening functionalization of tert-cyclobutanols represents one of the most important approaches to synthesize gamma-substituted alkyl ketones. A variety of functional groups can be efficiently introduced to the gamma-position of carbonyl via the regioselective C-C bond cleavage and a new chemical bond (C-C, C-N, C-O, C-F, etc.) formation. Two major pathways might be involved in the ring opening reactions of tert-cyclobutanols: a) transition metals, such as Pd(II) and Rh(I), catalyzed beta - carbon elimination of tert-cyclobutanols, and b) radical-mediated ring opening via the single electron oxidation of tert-cyclobutanols. The recent advances in the ring openings of tert-cyclobutanols and the related mechanistic details are described in this review.
Molecules145Nebra, NFALSEFALSEFALSEFALSE
573
10.1246/bcsj.20150180
Alkynoxy-Directed C-H Functionalizations: Palladium(0)-Catalyzed Annulations of Alkynyl Aryl Ethers with Alkynes
Bull. Chem. Soc. Jpn.
145Minami, YFALSEFALSEFALSEFALSE
574
10.1039/c4cy01331j
RETRACTED: Monodisperse CuB23 nanoparticles grown on graphene as highly efficient catalysts for unactivated alkyl halide Heck coupling and levulinic acid hydrogenation (Publication with Expression of Concern. See vol. 9, pg. 1060, 2019) (Retracted article. See vol. 9, pg. 5160, 2019)
Catal. Sci. Technol.145Fu, SYFALSEFALSEFALSEFALSE
575
10.3762/bjoc.10.117
Atherton-Todd reaction: mechanism, scope and applications
Beilstein J. Org. Chem.
145Jaffres, PAFALSEFALSEFALSEFALSE
576
10.2174/138527205774913097
Synthesis and coordination chemistry of cyano-substituted phosphines
Curr. Org. Chem.145Odinets, ILFALSEFALSEFALSEFALSE
577
10.1002/anie.202013976
A Broad-Spectrum Catalytic Amidation of Sulfonyl Fluorides and Fluorosulfates**
Nickel(0)-catalyzed cross-coupling of methoxyarenes through C-O bond activation has been the subject of considerable research because of their favorable features compared with those of the cross-coupling of aryl halides, such as atom economy and efficiency. In 2008, we have reported nickel/PCy3-catalyzed cross-coupling of methoxyarenes with arylboronic esters in which the addition of a stoichiometric base such as CsF is essential for the reaction to proceed. Recently, we have also found that the scope of the substrate in the Suzuki Miyaura-type cross-coupling of methoxyarenes can be greatly expanded by using 1,3-dicyclohexylimidazol-2-ylidene (ICy) as the ligand. Interestingly, a stoichiometric amount of external base is not, required for the nickel/ICy-catalyzed cross-coupling. For the mechanism and origin elucidated, density functional theory calculations are conducted. In the nickel/PCy3-catalyzed reactions, the activation energy for the oxidative addition of the Caryl)-OMe bond is too high to occur under the catalytic conditions. However, the oxidative addition process becomes energetically feasible when CsF and an arylboronic ester interact with a Ni(PCy3)(2)/methoxyarene fragment to form a quaternary complex. In the nickel/ICy-catalyzed reactions, the oxidative addition of the Caryl)-OMe bond can proceed more easily without the aid of CsF because the nickel-ligand bonds are stronger and therefore stabilize the transition state. The subsequent transmetalation from an Ar-Ni-OMe intermediate is determined to proceed through a pathway with lower energies than those required for beta-hydrogen elimination. The overall driving force of the reaction is the reductive elimination to form the carbon carbon bond.
Angew. Chem.-Int. Edit.
144Li, LFALSEFALSEFALSEFALSE
578
10.1021/acscatal.0c02454
P/N Heteroleptic Cu(I)-Photosensitizer-Catalyzed Deoxygenative Radical Alkylation of Aromatic Alkynes with Alkyl Aldehydes Using Dipropylamine as a Traceless Linker Agent
A transition-metal-free coupling of triorganoindium reagents with benzopyranyl acetals mediated by a Lewis acid has been developed. The reaction of R3In with chromene and isochroman acetals in the presence of BF3 center dot OEt2 afforded 2-substituted chromenes and 1-substituted isochromans, respectively, in good yields. The reactions proceed with a variety of triorganoindium reagents (aryl, heteroaryl, alkynyl, alkenyl, alkyl) using only 50 mol % of the organometallic, thus demonstrating the efficiency of these species. Preliminary mechanistic studies indicate the formation of an oxocarbenium ion intermediate in the presence of the Lewis acid.
ACS Catal.144Liu, YKTRUEFALSEFALSEFALSE
579
10.1002/cjoc.201900506
Direct Transformation of Arenols Based on C-O Activation
An efficient nickel-catalyzed phosphorylation of phenol derivatives with P(O)-H compounds via C-O/P-H cross-coupling is described. Under the reaction conditions, various phenyl pivalates coupled readily with hydrogen phosphoryl compounds to afford the corresponding coupling products aryl phosphonates and aryl phosphine oxides in good to high yields.
Chin. J. Chem.144Shi, ZJFALSEFALSEFALSEFALSE
580
10.1055/s-0036-1590923
Construction of Benzylic Stereogenic Carbon Centers through Enantioselective Arylation Reactions
Synlett144Jia, YXFALSEFALSEFALSEFALSE
581
10.1016/j.molcata.2014.10.031
Nickel(II) complex incorporating methylene bridged tetradentate dicarbene ligand as an efficient catalyst toward C-C and C-N bond formation reactions
J. Mol. Catal. A-Chem.
144
Viswanathamurthi, P
FALSEFALSEFALSEFALSE
582
10.1002/ejoc.201300850
Palladium-Catalyzed Cross-Coupling Reaction of Functionalized Aryl- and Heteroarylbismuthanes with 2-Halo(or 2-Triflyl)azines and -diazines
Eur. J. Org. Chem.144Gagnon, AFALSEFALSEFALSEFALSE
583
10.1007/978-3-642-31081-2_2
Noninnocent Behavior of PCP and PCN Pincer Ligands of Late Metal Complexes
Top. Organomet. Chem.
144Milstein, DFALSEFALSEFALSEFALSE
584
10.2174/157017911796957357
Synthesis and Applications of Group 14-metalated Arylboranes
Curr. Org. Synth.144Lulinski, SFALSEFALSEFALSEFALSE
585
10.5059/yukigoseikyokaishi.74.885
Iridium-Catalyzed Enantioselective Allylic Substitution
J. Synth. Org. Chem. Jpn.
144Takeuchi, RFALSEFALSEFALSEFALSE
586
10.1021/jacs.7b04973
Mechanism and Origins of Ligand-Controlled Stereoselectivity of Ni-Catalyzed Suzuki-Miyaura Coupling with Benzylic Esters: A Computational Study
J. Am. Chem. Soc.143Hong, XFALSEFALSEFALSEFALSE
587
10.1002/chem.201500058
Cobalt-Catalyzed Intermolecular C(sp(2))O Cross-Coupling
Chem.-Eur. J.143Ranu, BCFALSEFALSEFALSEFALSE
588
10.1021/ja3047816
Palladium-Catalyzed C(sp(3))-H Arylation of Diarylmethanes at Room Temperature: Synthesis of Triarylmethanes via Deprotonative-Cross-Coupling Processes
J. Am. Chem. Soc.143Dreher, SDFALSEFALSEFALSEFALSE
589
10.1039/c2cc17070a
Suzuki reactions of extended scope: the '9-MeO-9-BBN variant' as a complementary format for cross-coupling
Chem. Commun.143Furstner, AFALSEFALSEFALSEFALSE
590
10.1021/om800832r
gamma-Selective Cross-Coupling Reactions of Potassium Allyltrifluoroborates with Haloarenes Catalyzed by a Pd(0)/D-t-BPF or Pd(0)/Josiphos ((R,S)-CyPF-t-Bu) Complex: Mechanistic Studies on Transmetalation and Enantioselection
Organometallics143Yamamoto, YFALSEFALSEFALSEFALSE
591
10.1039/a803242d
Catalytic applications of transition metals in organic synthesis
J. Chem. Soc.-Perkin Trans. 1
143Tonks, LFALSEFALSEFALSEFALSE
592
10.1002/chem.19960021006
Stereoselective preparation of polyfunctional cyclopentane derivatives by radical nickel- or palladium-catalyzed carbozincations
Chem.-Eur. J.143FALSEFALSEFALSEFALSE
593
10.5059/yukigoseikyokaishi.38.923
RECENT PROGRESS IN REGIOSELECTIVE CARBON-CARBON BOND FORMING REACTIONS INVOLVING AMBIDENT SUBSTRATES .2. THE REACTIONS OF AMBIDENT ELECTROPHILES
J. Synth. Org. Chem. Jpn.
143ONO, MFALSEFALSEFALSEFALSE
594
10.1016/j.apcata.2015.11.044
Cooperative effects of lanthanides when associated with palladium in novel, 3D Pd/Ln coordination polymers. Sustainable applications as water-stable, heterogeneous catalysts in carbon-carbon cross-coupling reactions
Appl. Catal. A-Gen.143Sun, YGFALSEFALSEFALSEFALSE
595
10.1039/d0dt00741b
Diamidophosphites from beta-hydroxyamides: readily assembled ligands for Pd-catalyzed asymmetric allylic substitution
A regioselective pathway for the preparation of xanthones from 2-bromofluorobenzenes and salicylaldehydes has been developed. The reaction proceeded through palladium-catalyzed acylation-SNAr sequence. Good to moderate yields of the desired xanthones were prepared in one step. Based on the results of control experiments, a possible reaction mechanism has been proposed.
Dalton Trans.142Chuchelkin, IVFALSEFALSEFALSEFALSE
596
10.1002/anie.201812534
High Throughput Strategies for the Discovery and Optimization of Catalytic Reactions
Angew. Chem.-Int. Edit.
142Newman, SGFALSEFALSEFALSEFALSE
597
10.1166/jnn.2014.9013
Review on Palladium-Containing Perovskites: Synthesis, Physico-Chemical Properties and Applications in Catalysis
J. Nanosci. Nanotechnol.
142El Kazzouli, SFALSEFALSEFALSEFALSE
598
10.1021/ja401466y
meta-Selective C-H Bond Alkylation with Secondary Alkyl Halides
J. Am. Chem. Soc.142Ackermann, LFALSEFALSEFALSEFALSE
599
10.1039/c0sc00234h
Catalytic asymmetric allylic alkylation employing heteroatom nucleophiles: a powerful method for C-X bond formation
Chem. Sci.142Trost, BMFALSEFALSEFALSEFALSE
600
10.1134/S1070428009010011
Alkenylation of aromatic compounds
Russ. J. Organ. Chem.
142Vasil'ev, AVFALSEFALSEFALSEFALSE
601
10.1021/jacs.1c06271
Enantioselective Reductive Homocoupling of Allylic Acetates Enabled by Dual Photoredox/Palladium Catalysis: Access to C-2-Symmetrical 1,5-Dienes
J. Am. Chem. Soc.142Yu, SYTRUEFALSEFALSEFALSE
602
10.1021/acscatal.6b02269
Synthesis of Triazolylidene Nickel Complexes and Their Catalytic Application in Selective Aldehyde Hydrosilylation
ACS Catal.142Albrecht, MFALSEFALSEFALSEFALSE
603
10.1002/chem.202002849
Stereoselective Remote Functionalization via Palladium-Catalyzed Redox-Relay Heck Methodologies
An iron(III) salt, (Z)-1,2-bis(diphenylphosphino)ethene or its electron-rich congener, (Z)-1,2-bis[bis(4-methoxyphenyl)phosphine]ethene, and a zinc(II) salt catalyze the arylation, heteroarylation, and alkenylation of propionamides possessing an 8-quinolylamide group with organoborate reagents in the presence of 1,2-dichlorobutane as oxidant at 70 degrees C. Stoichiometric experiments provided evidence for the involvement of an organoiron(III) species as a key intermediate for C-H activation and C -C bond formation.
Chem.-Eur. J.141Valette, DFALSEFALSEFALSEFALSE
604
10.2174/1385272824999200608135840
DFT Study of the Mechanisms of Transition-Metal-Catalyzed Reductive Coupling Reactions
Curr. Org. Chem.141Ren, QHFALSEFALSEFALSEFALSE
605
10.1021/jo3021192
Synthesis of 2-Phenyl-4,5-Substituted Oxazoles by Copper-Catalyzed Intramolecular Cyclization of Functionalized Enamides
J. Org. Chem.141Ila, HFALSEFALSEFALSEFALSE
606
10.1021/jo801985a
Synthesis of 2-Substituted Indoles and Indolines via Suzuki-Miyaura Coupling/5-endo-trig Cyclization Strategies
J. Org. Chem.141Fuwa, HFALSEFALSEFALSEFALSE
607
10.1002/ajoc.202200023
Modern Development in Copper- and Nickel-Catalyzed Cross-Coupling Reactions: Formation of Carbon-Carbon and Carbon-Heteroatom bonds under Microwave Irradiation Conditions
Asian J. Org. Chem.141Salih, KSMFALSEFALSEFALSEFALSE
608
10.3762/bjoc.17.143
Photoredox catalysis in nickel-catalyzed C-H functionalization
Beilstein J. Org. Chem.
141Gandeepan, PTRUEFALSEFALSEFALSE
609
10.1002/tcr.202100142
Synthetic Applications of Nickel-Catalyzed Cross-Coupling and Cyclisation Reactions
Chem. Rec.141Durandetti, MFALSEFALSEFALSEFALSE
610
10.1002/tcr.201600039
Copper-Catalyzed Transformations Using Cu-H, Cu-B, and Cu-Si as Active Catalyst Species
Chem. Rec.141Tsuji, YFALSEFALSEFALSEFALSE
611
10.1002/adsc.202000369
Iron-Mediated Cyanoalkylsulfonylation/Arylation of Active Alkenes with Cycloketone Oxime Derivatives via Sulfur Dioxide Insertion
Catalytic C-H functionalization using transition metals has received significant interest from organic chemists because it provides a new strategy to construct carbon-carbon bonds and carbon-heteroatom bonds in highly functionalized, complex molecules without pre-functionalization. Recently, inexpensive catalysts based on transition metals such as copper, iron, cobalt, and nickel have seen more use in the laboratory. This review describes recent progress in nickelcatalyzed aromatic C-H functionalization reactions classified by reaction types and reaction partners. Furthermore, some reaction mechanisms are described and cutting-edge syntheses of natural products and pharmaceuticals using nickel-catalyzed aromatic C-H functionalization are presented.
Adv. Synth. Catal.140Liu, YFALSEFALSEFALSEFALSE
612
10.1002/anie.201914851
P-III/P-V=O Catalyzed Cascade Synthesis of N-Functionalized Azaheterocycles
Angew. Chem.-Int. Edit.
140Radosevich, ATFALSEFALSEFALSEFALSE
613
10.1039/c9cc01047e
Recent advances of 1,2,3,5-tetrakis(carbazol-9-yl)-4,6-dicyanobenzene (4CzIPN) in photocatalytic transformations
Chem. Commun.140He, WMFALSEFALSEFALSEFALSE
614
10.1021/om500921d
Theoretical Study on Homogeneous Hydrogen Activation Catalyzed by Cationic Ag(I) Complex
Organometallics140Fu, YFALSEFALSEFALSEFALSE
615
10.1021/ic500258g
A Study on Zr-Ir Multiple Bonding Active for C-H Bond Cleavage
Inorg. Chem.140Suzuki, HFALSEFALSEFALSEFALSE
616
10.1021/ja2092954
Iridium-Catalyzed Allylic Vinylation and Asymmetric Allylic Amination Reactions with o-Aminostyrenes
J. Am. Chem. Soc.140You, SLFALSEFALSEFALSEFALSE
617
10.1246/cl.2011.330
Renaissance of Organic Synthesis Using Isocyanides
Chem. Lett.140Chatani, NFALSEFALSEFALSEFALSE
618
10.1039/d1nj03380h
Application of organometallic catalysts for the synthesis of o-tolyl benzonitrile, a key starting material for sartans
New J. Chem.140Swain, SPFALSEFALSEFALSEFALSE
619
10.1021/acscatal.5b02718
Recent Developments in Negishi Cross-Coupling Reactions
ACS Catal.140Knochel, PFALSEFALSEFALSEFALSE
620
10.1021/acscatal.5b02021
Nickel N-Heterocyclic Carbene-Catalyzed C-Heteroatom Bond Formation, Reduction, and Oxidation: Reactions and Mechanistic Aspects
ACS Catal.140
Ritleng, V; Chetcuti, MJ
FALSEFALSEFALSEFALSE
621
10.1021/jacs.0c03239
Three-Component, Interrupted Radical Heck/Allylic Substitution Cascade Involving Unactivated Alkyl Bromides
A Ni catalytic system was developed for the decarboxylative coupling reaction of alkynyl carboxylic acids with organosilanes. Ni(acac)(2) and 1,10-phenanthroline showed the best result in the presence of CsF and CuF2 at 120 degrees C. This system tolerated the presence of alkyl, alkoxy, halogen, nitro, cyano, ketone, and ester functional groups. Moreover, the reaction with but-2-ynedioic acid and organosilane afforded the corresponding symmetrical diarylalkynes.
J. Am. Chem. Soc.139Glorius, FFALSEFALSEFALSEFALSE
622
10.1039/c2gc36455g
Organic synthesis via magnetic attraction: benign and sustainable protocols using magnetic nanoferrites
Green Chem.139Baig, RBNFALSEFALSEFALSEFALSE
623
10.1021/op300236f
Ni- and Fe-Catalyzed Cross-Coupling Reactions of Phenol Derivatives
Org. Process Res. Dev.
139Garg, NKFALSEFALSEFALSEFALSE
624
10.1002/ejoc.202001061
One-Pot Controlled Reduction of Conjugated Amides by Sequential Double Hydrosilylation Catalyzed by an Iridium(III) Metallacycle
A regioselective one-pot synthesis of 2,3-diaryl-2H-1-benzopyrans from easily available various diary-lacetylenes and salicylaldehydes via Bronsted acid-catalyzed [4+2] cycloaddition has been developed. High regioselectivity was observed in the reaction to afford 2-(electron-rich aryl)-3-(electron-poor aryl)-2H-1-benzopyrans in good yields. The present reaction provides versatile access to functionalized 2,3-diaryl-2H-1-benzopyrans, which would be useful as key intermediates for the synthesis of biologically and photochemically active molecules. (C) 2016 Elsevier Ltd. All rights reserved.
Eur. J. Org. Chem.138
Agbossou-Niedercorn, F; Michon, C
FALSEFALSEFALSEFALSE
625
10.1021/acs.joc.0c01509
Bulky-Yet-Flexible alpha-Diimine Palladium-Catalyzed Reductive Heck Cross-Coupling: Highly Anti-Markovnikov-Selective Hydroarylation of Alkene in Air
Herein we present a novel strategy based on palladium-catalyzed allylic alkylation by taking advantage of the nucleophilic addition of external fluoride onto gem-difluoroalkenes as the initiation step. The merit of this protocol is highly appealing, as it enables a formal allylation of trifluoroethylarene derivatives through the in situ generation of beta-trifluorocarbanions, which otherwise are deemed to be problematic in deprotonative allylation. Furthermore, this strategy distinguishes itself by high modularity, operational simplicity, and wide substrate scope with respect to allyl carbonates, giving rise to a broad array of homoallyltrifluoromethane derivatives, which otherwise would not be easily obtained using existing synthetic methods.
J. Org. Chem.138Liu, FSFALSEFALSEFALSEFALSE
626
10.1007/s11164-020-04145-4
A green and efficient Pd-free protocol for the Suzuki-Miyaura cross-coupling reaction using Fe3O4@APTMS@Cp2ZrClx(x=0, 1, 2) MNPs in PEG-400
A catalyst-free multicomponent CDC reaction is rarely reported, especially for the intermolecular tandem CDC cyclization, which represents an important strategy for constructing cyclic compounds. Herein, a three-component tandem CDC cyclization by a Pummerer-type rearrangement to afford biologically relevant isoindolinones from aromatic acids, amides, and DMSO, is described. This intermolecular tandem reaction undergoes a C(sp(2))-H/C(sp(3))-H cross-dehydrogenative coupling, C-N bond formation, and intramolecular amidation. A notable feature of this novel protocol is avoiding a catalyst and additive (apart from oxidant).
Res. Chem. Intermed.
138Mousavi, HFALSEFALSEFALSEFALSE
627
10.1002/jccs.201900471
Directing group assists in transition metal-catalyzed site-selective C-H bond activation/transformations
J. Chin. Chem. Soc.138Wu, MJFALSEFALSEFALSEFALSE
628
10.1016/j.tet.2018.10.025
Ligation state of nickel during C-O bond activation with monodentate phosphines
Tetrahedron138Neufeldt, SRFALSEFALSEFALSEFALSE
629
10.1002/chem.201202225
Dual Hard/Soft Gold Catalysis: Intermolecular Friedel-Crafts-Type alpha-Amidoalkylation/Alkyne Hydroarylation Sequences by N-Acyliminium Ion Chemistry
Chem.-Eur. J.138Dalla, VFALSEFALSEFALSEFALSE
630
10.1002/adsc.201000311
Extremely Efficient Cross-Coupling of Benzylic Halides with Aryltitanium Tris(isopropoxide) Catalyzed by Low Loadings of a Simple Palladium(II) Acetate/Tris(p-tolyl)phosphine System
Adv. Synth. Catal.138Gau, HMFALSEFALSEFALSEFALSE
631
10.1002/ejoc.200700312
Recent developments in catalytic aryl coupling reactions
Eur. J. Org. Chem.138Catellani, MFALSEFALSEFALSEFALSE
632
10.1021/om0108088
Mechanistic studies on oxidative addition of aryl halides and triflates to Pd(BINAP)(2) and structural characterization of the product from aryl triflate addition in the presence of amine
Organometallics138Hartwig, JFFALSEFALSEFALSEFALSE
633
10.1039/d1qm00792k
Porous cross-linked polymer copper and iridium catalyzed the synthesis of quinoxalines and functionalized ketones under solvent-free conditions
Mat. Chem. Front.138Wang, DWFALSEFALSEFALSEFALSE
634
10.1039/d1nj01442k
Recent advances in the transition metal catalyzed synthesis of quinoxalines: a review
New J. Chem.138Srivastava, SFALSEFALSEFALSEFALSE
635
10.1039/c7gc00067g
Biomass-derived solvents as effective media for cross-coupling reactions and C-H functionalization processes
Green Chem.138Vaccaro, LFALSEFALSEFALSEFALSE
636
10.1002/asia.202001032
CuCl2-Mediated Oxidative Intramolecular alpha-Arylation of Ketones with Phenolic Nucleophiles via Oxy-Allyl Cation Intermediates
This paper is the first in a series of reviews of the state of-the-art in gold catalysis in organic synthesis and covers the literature over the past decade. The first review addresses the problem of the nucleophilic addition to the triple bond. Gold catalysts used in the hydroamination of alkynes and the addition of oxygen-containing nucleophiles and thiols are considered. The data concerning intra- and intermolecular types of transformations are given separately. The alpha,alpha-nucleophilic addition and Au carbene intermediates are discussed. The bibliography includes 568 reference
Chem.-Asian J.137
Kano, T; Maruoka, K
FALSEFALSEFALSEFALSE
637
10.1055/s-0040-1707101
Non-Classical Amide Bond Formation: Transamidation and Amidation of Activated Amides and Esters by Selective N-C/O-C Cleavage
A nickel-catalyzed alkylation of polycyclic aromatic methyl ethers as well as methyl enol ethers with B-alkyl 9-BBN and trialkylborane reagents that involves the cleavage of stable C(sp(2))-OMe bonds is described. The transformation has a wide substrate scope and good chemoselectivity profile while proceeding under mild reaction conditions; it provides a versatile way to form C(sp(2))-C(sp(3)) bonds that does not suffer from -hydride elimination. Furthermore, a selective and sequential alkylation process by cleavage of inert C-O bonds is presented to demonstrate the advantage of this method.
Synthesis137Szostak, MFALSEFALSEFALSEFALSE
638
10.1002/asia.202000117
Nickel or Palladium-Catalyzed Decarbonylative Transformations of Carboxylic Acid Derivatives
CuFe2O4 magnetic nanoparticles were prepared, characterized and used as a magnetically recoverable nanocatalyst for the one-pot synthesis of phenyl aryl/heteroaryl/benzyl sulfides through the crosscoupling reaction of phenylboronic acid with aryl/ heteroaryl/ benzyl halides in the presence of S-8 as a sulfur source in PEG400 as a reusable solvent at 80 degrees C. Also, the synthesis of symmetrical sulfides from aryl/ heteroaryl halides using S-8, KF and Cs2CO3 in PEG400 at 120 degrees C is described. The magnetic nanocatalyst was recycled up to 6 times with little loss of activity.
Chem.-Asian J.137Nishihara, YFALSEFALSEFALSEFALSE
639
10.1021/acscatal.9b04480
Catalytic Enantioselective alpha-Arylation of Carbonyl Enolates and Related Compounds
ACS Catal.137Zhou, YFALSEFALSEFALSEFALSE
640
10.1039/c8dt01857j
Carbonyl and ester C-O bond hydrosilylation using kappa(4)-diimine nickel catalysts
Dalton Trans.137Trovitch, RJFALSEFALSEFALSEFALSE
641
10.1002/chem.201404380
Palladium-Catalyzed Cross-Coupling of Unactivated Aryl Sulfides with Arylzinc Reagents under Mild Conditions
Chem.-Eur. J.137Yorimitsu, HFALSEFALSEFALSEFALSE
642
10.1002/chem.201303249
Mechanistic Study on Rh-Catalyzed Stereoselective C-C/C-H Activation of tert-Cyclobutanols
Chem.-Eur. J.137Dang, ZMFALSEFALSEFALSEFALSE
643
10.1039/b801888j
Phosphate esters as ''tunable'' reagents in organic synthesis
Chem. Commun.137Fagnoni, MFALSEFALSEFALSEFALSE
644
10.1002/chem.202102734
Facile Synthesis of Alkylidene Phthalides by Rhodium-Catalyzed Domino C-H Acylation/Annulation of Benzamides with Aliphatic Carboxylic Acids
Chem.-Eur. J.137
Shang, YP; Su, WP
FALSEFALSEFALSEFALSE
645
10.1246/bcsj.20210248
Synthesis of Difluoroalkenes from Thiocarbonyl Compounds via Difluorothiiranes: Electrophilic Counterpart to Wittig-Type Difluoromethylidenation
Bull. Chem. Soc. Jpn.
137Ichikawa, JFALSETRUEFALSEFALSE
646
10.1055/s-0035-1561198
Polyfunctional Zinc and Magnesium Organometallics for Organic Synthesis: Some Perspectives
Synthesis137Knochel, PFALSEFALSEFALSEFALSE
647
10.1039/d0qo00820f
Access to 5H-benzo[a]carbazol-6-ols and benzo[6,7]cyclohepta[1,2-b]indol-6-olsviarhodium-catalyzed C-H activation/carbenoid insertion/aldol-type cyclization
Acylborons, as a growing class of boron reagents, were successfully applied to amide ligation and showed potential in chemoselective bioconjugation reactions in recent years. In this manuscript, a density functional theory (DFT) study was performed to investigate the mechanism of the amide formation between monofluoroacylboronates and hydroxylamines. An updated pathway was clarified herein, including water-assisted hemiaminal formation, pyridine ligand dissociation, elimination via a six-membered-ring transition state, and water-assisted tautomerization. The proposed mechanism was further examined by applying it to investigate the activation barriers of other monofluoroacylboronates, and the related calculations well reproduced the experimentally reported relative reactivities. On the basis of these results, we found that the ortho substitution of the pyridine ligand destabilizes the acylboron substrates and the hemiaminal intermediates by steric effects and thus lowers the energy demand of the ligand dissociation and elimination steps. By contrast, the para substitution of the pyridine ligand with an electron-donating group enhances the coordination of the ligand by electronic effects, which is a disadvantage to the ligand dissociation and elimination steps. The ligand bearing a rigid linkage blocks the rotation of the pyridine ligand and makes ligand dissociation difficult.
Org. Chem. Front.136
Zhang, XF; Huang, QF
FALSEFALSEFALSEFALSE
648
10.1021/acscatal.0c02115
Nickel-Catalyzed Dicarbofunctionalization of Alkenes
The development of glycobiology relies on the sources of particular oligosaccharides in their purest forms. As the isolation of the oligosaccharide structures from natural sources is not a reliable option for providing samples with homogeneity, chemical means become pertinent. The growing demand for diverse oligosaccharide structures has prompted the advancement of chemical strategies to stitch sugar molecules with precise stereo-and regioselectivity through the formation of glycosidic bonds. This Review will focus on the key developments towards chemical O-glycosylations in the current century. Synthesis of novel glycosyl donors and acceptors and their unique activation for successful glycosylation are discussed. This Review concludes with a summary of recent developments and comments on future prospects.
ACS Catal.136Diao, TNFALSEFALSEFALSEFALSE
649
10.3390/catal10030296
Recent Advances in Metal-Catalyzed Alkyl-Boron (C(sp(3))-C(sp(2))) Suzuki-Miyaura Cross-Couplings
In this paper, we report our results on the cyclization of (biphenyl-2-alkyne) derivatives to give two different types of phenanthrene derivatives, 9-iodo-10-organochalcogen-phenanthrenes and 9-organochalcogen-phenanthrenes. The strategy for the synthesis was based on the use of electrophilic cyclization for the preparation of 9-iodo-10-organochalcogen-phenanthrenes and iron(III) chloride/diorganyl diselenide-mediated intramolecular cyclization to prepare 9-organochalcogen-phenanthrenes. The effects of solvent, temperature, reaction time and stoichiometry on the efficiency of cyclization reactions were investigated. The standard reaction conditions were compatible with many functional groups in the substrates, such as methyl, chlorine, fluorine and methoxyl. This protocol was efficient for diorganyl diselenides and disulfides but ineffective for diorganyl ditellurides. The resulting phenanthrenes were further functionalized through Sonogashira reactions followed by the electrophilic cyclization reaction to give the selenophene-fused aromatic compounds.
Catalysts136
Polychronopoulou, K
FALSEFALSEFALSEFALSE
650
10.1021/jacs.8b06458
Mechanistic Interrogation of Co/Ni-Dual Catalyzed Hydroarylation
J. Am. Chem. Soc.136Shenvi, RAFALSEFALSEFALSEFALSE
651
10.1021/acscatal.8b01879
Bisphosphines: A Prominent Ancillary Ligand Class for Application in Nickel-Catalyzed C-N Cross-Coupling
ACS Catal.136Stradiotto, MFALSEFALSEFALSEFALSE
652
10.1039/c8dt01288a
Tailoring the structure, pH sensitivity and catalytic performance in Suzuki-Miyaura cross-couplings of Ln/Pd MOFs based on the 1,1-di(p-carboxybenzyl)-2,2-diimidazole linker
Dalton Trans.136Sun, YGFALSEFALSEFALSEFALSE
653
10.1055/s-0033-1339176
Carbon-Sulfur Bond Formation via Metal-Catalyzed Allylations of Sulfur Nucleophiles
Synthesis136Zhao, XMFALSEFALSEFALSEFALSE
654
10.1002/chem.201201425
Mechanism of the Pd-catalyzed Decarboxylative Allylation of alpha-Imino Esters: Decarboxylation via Free Carboxylate Ion
Chem.-Eur. J.136Chruma, JJFALSEFALSEFALSEFALSE
655
10.1021/jo8024253
CuO Nanoparticles Catalyzed C-N, C-O, and C-S Cross-Coupling Reactions: Scope and Mechanism
J. Org. Chem.136Punniyamurthy, TFALSEFALSEFALSEFALSE
656
10.1021/ja00037a006
NEW CYCLOPROPYL BUILDING BLOCKS FOR ORGANIC SYNTHESIS .9. NUCLEOPHILIC SUBSTITUTIONS OF 1-ALKENYLCYCLOPROPYL ESTERS AND 1-ALKYNYLCYCLOPROPYL CHLORIDES CATALYZED BY PALLADIUM(O)
J. Am. Chem. Soc.136FALSEFALSEFALSEFALSE
657
10.1002/anie.198407821
CHIRAL MACROCYCLES AS REAGENTS AND CATALYSTS
Angew. Chem.-Int. Edit. Engl.
136KELLOGG, RMFALSEFALSEFALSEFALSE
658
10.1021/acs.organomet.1c00324
Palladium(II) Complexes of a Neutral CCC-Tris(N-heterocyclic carbene) Pincer Ligand: Synthesis and Catalytic Applications
Organometallics136
Mendoza-Espinosa, D
FALSEFALSEFALSEFALSE
659
10.1002/anie.202101682
Transition-Metal-Free Synthesis of Polyfunctional Triarylmethanes and 1,1-Diarylalkanes by Sequential Cross-Coupling of Benzal Diacetates with Organozinc Reagents
Angew. Chem.-Int. Edit.
136Knochel, PFALSEFALSEFALSEFALSE
660
10.1021/acs.joc.0c01233
The Proven Versatility of Cp2TiCl
Enabled by nickel catalysis, a mild and general catalytic method for C-alkylation of nitroalkanes with unactivated alkyl iodides is described. Compatible with primary, secondary, and tertiary alkyl iodides; and tolerant of a wide range of functional groups, this method allows rapid access to diverse nitroalkanes.
J. Org. Chem.135Martinez, ARFALSEFALSEFALSEFALSE
661
10.1002/chem.201803598
Synthesis, Structure and Nickel Carbonyl Complexes of Dialkylterphenyl Phosphines
Chem.-Eur. J.135Carmona, EFALSEFALSEFALSEFALSE
662
10.1039/c7sc04679k
Predictive and mechanistic multivariate linear regression models for reaction development
Chem. Sci.135Sigman, MSFALSEFALSEFALSEFALSE
663
10.1002/chem.201202950
Three-Coordinate Nickel(I) Complexes Stabilised by Six-, Seven- and Eight-Membered Ring N-Heterocyclic Carbenes: Synthesis, EPR/DFT Studies and Catalytic Activity
Chem.-Eur. J.135Macgregor, SAFALSEFALSEFALSEFALSE
664
10.2174/138527211796150561
The Meyers Reaction (1994-2010)
Curr. Org. Chem.135Mortier, JFALSEFALSEFALSEFALSE
665
10.1002/cctc.200900214
Catalytic Propargylic Substitution Reactions
ChemCatChem135Nishibayashi, YFALSEFALSEFALSEFALSE
666
10.1021/ar00083a001
PALLADIUM-CATALYZED OR NICKEL-CATALYZED CROSS COUPLING - A NEW SELECTIVE METHOD FOR CARBON CARBON BOND FORMATION
Accounts Chem. Res.
135NEGISHI, EIFALSEFALSEFALSEFALSE
667
10.1021/acs.joc.1c00294
Synthesis of 2-Aryl Acetophenones via Hydrobromination and Oxy-isomerization of (o-Arylethynyl)benzyl Alcohols
J. Org. Chem.135Hou, DRFALSEFALSEFALSEFALSE
668
10.1055/s-0036-1589008
Recent Progress in the Cross-Coupling Reaction Using Triorganosilyl-Type Reagents
Synlett135
Minami, Y; Hiyama, T
FALSEFALSEFALSEFALSE
669
10.1002/tcr.201500305
Ni-Catalyzed Amination Reactions: An Overview
Chem. Rec.135Nicasio, MCFALSEFALSEFALSEFALSE
670
10.2533/chimia.2016.8
Advances in Homogeneous Catalysis Using Secondary Phosphine Oxides (SPOs): Pre-ligands for Metal Complexes
Chimia135Achard, TFALSEFALSEFALSEFALSE
671
10.1039/d0gc02341h
Ligand-tuned cobalt-containing coordination polymers and applications in water
A nickel-catalyzed protocol for the conversion of aryl and heteroaryl alcohol derivatives to primary and secondary aromatic amines via C(sp(2))-O bond cleavage is described. The new amination protocol can be applied to a range of substrates bearing diverse functional groups and uses readily available benzophenone imines as an effective nitrogen source.
Green Chem.134Wang, DWFALSEFALSEFALSEFALSE
672
10.1021/jacs.0c07381
Dialkyl Ether Formation at High-Valent Nickel
Herein, we describe the platinum-catalyzed borylation of aromatic C-H bonds. N-Heterocyclic carbene-ligated platinum catalysts are found to be efficient catalysts for the borylation of aromatic C(sp(2))-H bonds when bis(pinacolato)diboron is used as the boron source. The most remarkable feature of these Pt catalysts is their lack of sensitivity towards the degree of steric hindrance around the C-H bonds undergoing the borylation reaction. These Pt catalysts allow for the synthesis of sterically congested 2,6-disubstituted phenylboronic esters, which are otherwise difficult to synthesize using existing C-H borylation methods. Furthermore, platinum catalysis allows for the site-selective borylation of the C-H bonds ortho to fluorine substituents in fluoroarene systems. Preliminary mechanistic studies and work towards the synthetic application of this platinum catalyzed C-H borylation process are described.
J. Am. Chem. Soc.134Cornella, JFALSEFALSEFALSEFALSE
673
10.1021/acscatal.0c03237
A Widely Applicable Dual Catalytic System for Cross-Electrophile Coupling Enabled by Mechanistic Studies
A nickel-catalyzed stereoselective alkenylation of an unactivated beta-C(sp(3))-H bond in aliphatic amide with terminal alkynes using 8-aminoquinoline auxiliary is reported for the first time. This reaction displays excellent functional group tolerance with respect to both aliphatic amides and terminal alkynes and features a cheap nickel catalytic system. The 8-aminoquinolyl directing group could be smoothly removed, and the resultant beta-styrylcarboxylic acid derivatives could serve as versatile building blocks for further transformation.
ACS Catal.134Hazari, NFALSETRUEFALSEFALSE
674
10.1007/s41061-020-0285-9
Construction of Biologically Important Biaryl Scaffolds through Direct C-H Bond Activation: Advances and Prospects
Top. Curr. Chem.134Yu, BFALSEFALSEFALSEFALSE
675
10.1246/cl.190393
Ring-expanding and Ring-opening Transformations of Benzofurans and Indoles with Introducing Heteroatoms
Chem. Lett.134Yorimitsu, HFALSEFALSEFALSEFALSE
676
10.1039/c2cs35397k
Recent approaches for C-C bond formation via direct dehydrative coupling strategies
Chem. Soc. Rev.134
Van der Eycken, EV
FALSEFALSEFALSEFALSE
677
10.1021/ja205717f
Deacylative Allylation: Allylic Alkylation via Retro-Claisen Activation
J. Am. Chem. Soc.134Tunge, JAFALSEFALSEFALSEFALSE
678
10.1039/c0cy00069h
Superparamagnetic nanoparticles for asymmetric catalysis-a perfect match
Catal. Sci. Technol.134Ranganath, KVSFALSEFALSEFALSEFALSE
679
10.1016/j.tet.2008.11.007
Palladium-catalyzed desulfinylative C-C allylation of Grignard reagents and enolates using allylsulfonyl chlorides and esters
Tetrahedron134Vogel, PFALSEFALSEFALSEFALSE
680
10.1021/jacs.1c10932
Tunable and Practical Homogeneous Organic Reductants for Cross-Electrophile Coupling
J. Am. Chem. Soc.134Hazari, NFALSETRUEFALSEFALSE
681
10.1016/j.jfluchem.2020.109652
New visible light organo(metal)-photocatalyzed fluoroalkylsulfanylation (RFS-) and fluoroalkylselenolation (RFSe-) reactions of organic substrates
We have developed an efficient strategy to prepare uniformly sized spherical NiNPs supported on chitosan surface via click chemistry. This heterogeneous catalyst has demonstrated promising catalytic activity for the Suzuki-Miyaura coupling. Furthermore, the obtained catalyst can be easily separated from the reaction mixture by centrifugation and reused several times with no significant loss of activity.
J. Fluor. Chem.133
Barata-Vallejo, S; Postigo, A
FALSEFALSEFALSEFALSE
682
10.1016/j.chempr.2020.04.005
Nickel-Catalyzed C-H Functionalization Using A Non-directed Strategy
This study describes an efficient method for ortho-selective halogenation of N-arylcarbamates under mild conditions for the first time. Although being weakly coordinating, N-arylcarbamates act very well as a removable directing group for activation of C-H bonds. The developed procedure results in extremely valuable halogenated N-arylcarbmates that can further be hydrolyzed to halogenated anilines. The obtained reaction conditions showed broad scope and wide functional group tolerance. All the products were formed in good yields with extremely high selectivity.
Chem133Chatani, NFALSEFALSEFALSEFALSE
683
10.1021/jacs.9b02443
Regio- and Diastereoselective Iron-Catalyzed [4+4]-Cycloaddition of 1,3-Dienes
J. Am. Chem. Soc.133Chirik, PJFALSEFALSEFALSEFALSE
684
10.1055/s-0036-1591979
Some Aspects of the Chemistry of Alkynylsilanes
Synthesis133Larson, GLFALSEFALSEFALSEFALSE
685
10.1021/acs.orglett.8b01021
Cross-Coupling of Amides with Alkylboranes via Nickel-Catalyzed C-N Bond Cleavage
Org. Lett.133Rueping, MFALSEFALSEFALSEFALSE
686
10.1002/adsc.201701452
A Heteroarylamine Library: Indium-Catalyzed Nucleophilic Aromatic Substitution of Alkoxyheteroarenes with Amines
Adv. Synth. Catal.133Tsuchimoto, TFALSEFALSEFALSEFALSE
687
10.2174/1570193X15666180220125122
Recent Advance of Allylic Alcohol Reagents in Organic Synthesis
Mini-Rev. Org. Chem.
133Liao, JH; Luo, RSFALSEFALSEFALSEFALSE
688
10.1021/ja411855d
NiXantphos: A Deprotonatable Ligand for Room-Temperature Palladium-Catalyzed Cross-Couplings of Aryl Chlorides
J. Am. Chem. Soc.133Walsh, PJFALSEFALSEFALSEFALSE
689
10.1039/c2ob25395j
Transformations of diphenylphosphinothioic acid tertiary amides mediated by directed ortho metallation
Org. Biomol. Chem.133Ortiz, FLFALSEFALSEFALSEFALSE
690
10.1002/chem.201100967
Synthetic Applications of the Nickel-Catalyzed Cyclization of Alkynes Combined with Addition Reactions in a Domino Process
Chem.-Eur. J.133Durandetti, MFALSEFALSEFALSEFALSE
691
10.1039/d1sc04011a
Transition metal-catalyzed organic reactions in undivided electrochemical cells
Chem. Sci.133Mei, TSFALSEFALSEFALSEFALSE
692
10.1039/d1nj03706d
Synthesis of ortho-arylated and alkenylated benzamides by palladium-catalyzed denitrogenative cross-coupling reactions of 1,2,3-benzotriazin-4(3H)-ones with organoboronic acids
New J. Chem.133Mannathan, SFALSEFALSEFALSEFALSE
693
10.1002/tcr.202100113
Nickel-Catalyzed C-H Bond Functionalization of Azoles and Indoles
Chem. Rec.133Punji, BFALSEFALSEFALSEFALSE
694
10.1021/acs.organomet.0c00775
16-Electron Nickel(0)-Olefin Complexes in Low-Temperature C(sp(2))- C(sp(3)) Kumada Cross-Couplings
Organometallics133Cornella, JFALSETRUEFALSEFALSE
695
10.1016/j.jcou.2016.10.013
Novel, recyclable supramolecular metal complexes for the synthesis of cyclic carbonates from epoxides and CO2 under solvent-free conditions
J. CO2 Util.133Yang, HJFALSEFALSEFALSEFALSE
696
10.1002/chem.201603532
Rhodium-Catalyzed Dynamic Kinetic Asymmetric Allylation of Phenols and 2-Hydroxypyridines
Chem.-Eur. J.133Breit, BFALSEFALSEFALSEFALSE
697
10.1002/anie.202008854
Enantioselective Nickel-Catalyzed Migratory Hydrocyanation of Nonconjugated Dienes
The palladium(0)-catalyzed, ligand-controlled, regioselective addition of diaryl acetonitrile pronucleophiles to propargylic carbonates is reported. Selective formation of either terminal 1,3-dienyl or propargylated products is proposed to arise from a change in reaction mechanism controlled by the denticity of the coordinating ligand.
Angew. Chem.-Int. Edit.
132Fang, XJFALSEFALSEFALSEFALSE
698
10.1002/asia.202000730
Benzylic Methylene Functionalizations of Diarylmethanes
The highly enantioselective synthesis of a dibenzofuran-based C-2-symmetric chiral diol has been accomplished by the double enantioselective addition of diethylzinc to dibenzo[b,d]furan-4,6-dicarbaldehyde using a chiral 1,4-amino alcohol as a ligand. Among a series of chiral secondary diamines derived from the C-2-symmetric chiral diol, the chiral diamine with two pyrenyl groups can effectively separate enantiomeric H-1 NMR signals of various racemic acids.
Chem.-Asian J.132Laha, JKFALSEFALSEFALSEFALSE
699
10.3987/REV-19-914
RECENT ADVANCES IN TRANSITION-METAL-CATALYZED SYNTHESIS OF 3-AND/OR 4-ARYL-2(1H)-QUINOLONES
Heterocycles132Yamamoto, YFALSEFALSEFALSEFALSE
700
10.1021/acs.orglett.9b02398
Nickel-Catalyzed Decarbonylative Cyanation of Acyl Chlorides
Org. Lett.132Nishihara, YFALSEFALSEFALSEFALSE
701
10.1039/c8cc02325e
Synthesis of distorted nanographenes containing seven- and eight-membered carbocycles
Chem. Commun.132Campana, AGFALSEFALSEFALSEFALSE
702
10.1039/c6ob00084c
Palladium-catalyzed Suzuki-Miyaura coupling of amides by carbon-nitrogen cleavage: general strategy for amide N-C bond activation
Org. Biomol. Chem.132Szostak, MFALSEFALSEFALSEFALSE
703
10.1002/chem.201502101
Palladium-Catalyzed Zinc-Amide-Mediated C-H Arylation of Fluoroarenes and Heteroarenes with Aryl Sulfides
Chem.-Eur. J.132Yorimitsu, HFALSEFALSEFALSEFALSE
704
10.1002/chem.201501453
Dynamic Ligand Reactivity in a Rhodium Pincer Complex
Chem.-Eur. J.132van der Vlugt, JIFALSEFALSEFALSEFALSE
705
10.1021/acscatal.5b00606
Efficient Ruthenium-Catalyzed N-Methylation of Amines Using Methanol
ACS Catal.132Seayad, AMFALSEFALSEFALSEFALSE
706
10.1039/c4cc06445c
Pyridynes and indolynes as building blocks for functionalized heterocycles and natural products
Chem. Commun.132Garg, NKFALSEFALSEFALSEFALSE
707
10.1002/adsc.201400234
Multimetallic Iridium-Tin (Ir-Sn-3) Catalyst in N-Acyliminium Ion Chemistry: Synthesis of 3-Substituted Isoindolinones via Intra- and Intermolecular Amidoalkylation Reaction
Adv. Synth. Catal.132Roy, SFALSEFALSEFALSEFALSE
708
10.1039/c4ob00575a
Palladium-catalyzed tandem reaction of 2-hydroxyarylacetonitriles with sodium sulfinates: one-pot synthesis of 2-arylbenzofurans
Org. Biomol. Chem.132Su, WKFALSEFALSEFALSEFALSE
709
10.1039/c1dt10233h
Density functional studies on diimine chelated palladium complex catalyzed Suzuki-Miyaura cross-coupling reaction: the impact of Lewis base employed in transmetallation process
Dalton Trans.132Hong, FEFALSEFALSEFALSEFALSE
710
10.1016/S0022-328X(98)01055-9
Recent advances in the cross-coupling reactions of organoboron derivatives with organic electrophiles, 1995-1998
J. Organomet. Chem.
132Suzuki, AFALSEFALSEFALSEFALSE
711
10.1002/chem.202104230
Nickel-Catalyzed Arylative Cyclizations of Alkyne- and Allene-Tethered Electrophiles using Arylboron Reagents
Chem.-Eur. J.132Lam, HWFALSETRUEFALSEFALSE
712
10.1021/acs.oprd.1c00410
Recent Advances in Nonprecious Metal Catalysis
Org. Process Res. Dev.
132Haibach, MCFALSEFALSEFALSEFALSE
713
10.1002/hlca.202100175
New Access Routes to Privileged and Chiral Ligands for Transition-Metal Catalyzed Hydrogen Autotransfer (Borrowing Hydrogen), Dehydrogenative Condensation, and Alkene Isomerization Reactions
Helv. Chim. Acta132Hintermann, LFALSEFALSEFALSEFALSE
714
10.1021/jacs.1c03527
Highly Regio- and Enantioselective Reductive Coupling of Alkynes and Aldehydes via Photoredox Cobalt Dual Catalysis
J. Am. Chem. Soc.132Xia, JBTRUEFALSEFALSEFALSE
715
10.1021/acscatal.7b00094
Photoredox-Mediated Routes to Radicals: The Value of Catalytic Radical Generation in Synthetic Methods Development
ACS Catal.132Molander, GATRUEFALSEFALSEFALSE
716
10.1016/j.mencom.2019.01.001
Triacetic acid lactone as a bioprivileged molecule in organic synthesis
Mendeleev Commun.
131Sosnovskikh, VYFALSEFALSEFALSEFALSE
717
10.1021/acs.joc.8b01205
Pd-PEPPSI-IPent(An) Promoted Deactivated Amination of Aryl Chlorides with Amines under Aerobic Conditions
J. Org. Chem.131Liu, FSFALSEFALSEFALSEFALSE
718
10.1080/00958972.2018.1439163
Review: Recent advances of one-dimensional coordination polymers as catalysts
J. Coord. Chem.131Kostakis, GEFALSEFALSEFALSEFALSE
719
10.1021/jo402392t
Experimental and Theoretical Study on Palladium-Catalyzed C-P Bond Formation via Direct Coupling of Triarylbismuths with P(O)-H Compounds
J. Org. Chem.131Gao, YXFALSEFALSEFALSEFALSE
720
10.1002/ejoc.201201574
Regio- and Stereoselective Olefination of Phenol Carbamates through C-H Bond Functionalization
Eur. J. Org. Chem.131Li, BFALSEFALSEFALSEFALSE
721
10.1002/adsc.201100646
Mizoroki-Heck Reactions Catalyzed by Dichloro{bis[1-(dicyclohexylphosphanyl)piperidine]}palladium: Palladium Nanoparticle Formation Promoted by (Water-Induced) Ligand Degradation
Adv. Synth. Catal.131Frech, CMFALSEFALSEFALSEFALSE
722
10.1021/jo2003488
Structure and Reactivity of a Preactivated sp(2)-sp(3) Diboron Reagent: Catalytic Regioselective Boration of alpha,beta-Unsaturated Conjugated Compounds
J. Org. Chem.131Santos, WLFALSEFALSEFALSEFALSE
723
10.1002/tcr.20165
Development of an Amphiphilic Resin-Dispersion of Nanopalladium and Nanoplatinum Catalysts: Design, Preparation, and Their Use in Green Organic Transformations
Chem. Rec.131Uozumi, YFALSEFALSEFALSEFALSE
724
10.1021/acs.organomet.1c00491
Formation of Allylpalladium Complexes and Asymmetric Allylation Involving Modular Bridging Diamidophosphite-Sulfides Based on 1,4-Thioether Alcohols
Organometallics131Chuchelkin, IVFALSEFALSEFALSEFALSE
725
10.1021/acs.organomet.7b00129
Stoichiometric and Catalytic Reactivity of Ni(6-Mes)(PPh3)(2)
Organometallics131Whittlesey, MKFALSEFALSEFALSEFALSE
726
10.1021/acs.chemrev.0c00301
Metal-mediated C-CN Bond Activation in Organic Synthesis
A highly efficient copper catalyzed ligand-free C-S cross-coupling reaction of aryl halides with thiols has been performed in the presence of environmentally benign solvent glycerol. A variety of aryl thiols are prepared with good chemoselectivity and functional group tolerance. The catalytic system is found to be active for more challenging and less reactive aryl bromides. The catalyst and solvent are recyclable up to five cycles. The developed methodology is used for the synthesis of a sulfide precursor of Gemmacin B and Gemmacin antibiotics.
Chem. Rev.130Nakao, YFALSEFALSEFALSEFALSE
727
10.1039/d0nj01996h
Recent advances in C-CN and C-H bond activation of green nitrile (MeCN) for organo-complexation, cyanation and cyanomethylation
Highly distorted polycyclic aromatic hydrocarbons (PAHs) are predicted to be attractive goals in nanoscience owing to the new properties they can exhibit. We have shown that a variety of functionalized distorted heptagon-containing nanographenes can be easily prepared from simple building blocks by a sequence of Co-catalyzed cyclotrimerization and cyclodehydrogenation reactions. The versatility of this strategy allows easy subsequent enlargement of these nanostructures by Ni-catalyzed cross-coupling and final cyclodehydrogenation reactions. Soluble extended distorted nanographenes 1 and 2 containing heptagon and an edge-shared pentagon-heptagon combination have been synthesized. High distortion of the polycyclic backbone of 2 caused by non-hexagonal rings and a helicene moiety was confirmed by X-ray crystallography. Experimental data reveal promising optical and electronic properties for distorted PAHs with long fluorescence lifetimes (up to 14.5 ns) and low band gaps (down to 2.27 eV). This straightforward and versatile synthetic strategy, the observed long fluorescence lifetimes and the small optical and electrochemical band gaps for the presented compounds may promote the future implementation of distorted graphene molecules in electronic devices.
New J. Chem.130Ahmad, MSFALSEFALSEFALSEFALSE
728
10.1021/acscatal.9b04586
Nickel-Catalyzed Cyanation of Aryl Halides and Hydrocyanation of Alkynes via C-CN Bond Cleavage and Cyano Transfer
ACS Catal.130Liao, XBFALSEFALSEFALSEFALSE
729
10.1039/c8dt02362j
Transformative 3d-4f coordination cluster carriers
Dalton Trans.130Kostakis, GEFALSEFALSEFALSEFALSE
730
10.1002/ejoc.201800175
Forging Amides Through Metal-Catalyzed C-C Coupling with Isocyanates
Eur. J. Org. Chem.130Martin, RFALSEFALSEFALSEFALSE
731
10.1021/jo5025078
Transition-Metal-Free Access to Primary Anilines from Boronic Acids and a Common +NH2 Equivalent.
J. Org. Chem.130McCubbin, JAFALSEFALSEFALSEFALSE
732
10.1002/chem.201403356
Nickel-Catalyzed Site-Selective Amidation of Unactivated C(sp(3))-H Bonds
Chem.-Eur. J.130Ge, HBFALSEFALSEFALSEFALSE
733
10.1021/jo402307x
Double Role of the Hydroxy Group of Phosphoryl in Palladium(II)-Catalyzed ortho-Olefination: A Combined Experimental and Theoretical Investigation
J. Org. Chem.130Zhu, JFALSEFALSEFALSEFALSE
734
10.1021/acs.organomet.1c00578
Dimenthylphosphine P-Oxide as a Synthetic Platform for Bulky and Chiral Ligands with Dimenthylphosphino Donor Groups
Organometallics130Hintermann, LFALSEFALSEFALSEFALSE
735
10.1016/j.chempr.2021.08.001
Modern strategies for C-H functionalization of heteroarenes with alternative coupling partners
Chem130Shi, ZZFALSEFALSEFALSEFALSE
736
10.1007/s13738-021-02373-y
3,3 '-((Arylmethylene)bis(4-methoxy-3,1-phenylene)) dipyridine derivatives as convenient ligands for Suzuki-Miyaura chemo- and homoselective cross-coupling reactions
J. Iran Chem. Soc.130Ranjbar-Karimi, RFALSEFALSEFALSEFALSE
737
10.3987/REV-16-SR(S)5
SYNTHESIS OF CAPRAZAMYCINS AND RELATED NATURAL PRODUCTS
Heterocycles130Watanabe, TFALSEFALSEFALSEFALSE
738
10.1002/adsc.202001493
Boron Reagents and Catalysts for the Functionalization of Strained Heterocycles
Despite their importance, the synthesis of alkylated heterocycles from the cross-coupling of Lewis basic nitrogen heteroaryl halides with alkyl halides remains a challenge. We report here a general solution to this challenge enabled by a new collection of ligands based around 2-pyridyl-N-cyanocarboxamidine and 2-pyridylcarboxamidine cores. Both primary and secondary alkyl halides can be coupled with 2-, 3-, and 4-pyridyl halides as well as other more complex heterocycles in generally good yields (41 examples, 69% ave yield).
Adv. Synth. Catal.129Pineschi, MFALSEFALSEFALSEFALSE
739
10.1002/anie.202009754
Anti-Markovnikov Hydroamination of Racemic Allylic Alcohols to Access Chiral gamma-Amino Alcohols
The review summarizes data published in the last decade on the reactions of organic compounds involving N-acyliminium ions, including intramolecular arylation (cyclization), cross-coupling with nucleophiles and some other transformations to form new carbon carbon and carbon-heteroatom bonds. The stereo-and enantioselective versions of these reactions using chiral auxiliaries and asymmetric catalysts (organocatalysts) are considered. Examples of application of N-acyliminium ions for the synthesis of natural compounds and their analogues are presented. The bibliography includes 100 references.
Angew. Chem.-Int. Edit.
129Wang, CFALSEFALSEFALSEFALSE
740
10.1039/c9sc03765a
New avenues for C-B bond formation via radical intermediates
Chem. Sci.129Studer, AFALSEFALSEFALSEFALSE
741
10.1021/acs.orglett.9b00692
Synthesis of gem-Difluoroalkenes by Merging Ni-Catalyzed C-F and C-C Bond Activation in Cross-Electrophile Coupling
Org. Lett.129Wang, CFALSETRUEFALSEFALSE
742
10.1002/chem.201805987
The Importance of Ligand-Induced Backdonation in the Stabilization of Square Planar d(10) Nickel -Complexes
Chem.-Eur. J.129
Love, JA; Kennepohl, P
FALSEFALSEFALSEFALSE
743
10.1002/cctc.201701601
Overview on the Recent Strategies for the Enantioselective Synthesis of 1,1-Diarylalkanes, Triarylmethanes and Related Molecules Containing the Diarylmethine Stereocenter
ChemCatChem129Panda, GFALSEFALSEFALSEFALSE
744
10.1039/c8cy00290h
Mechanism, selectivity, and reactivity of iridium- and rhodium-catalyzed intermolecular ketone alpha-alkylation with unactivated olefins via an enamide directing strategy
Catal. Sci. Technol.129Huang, GPFALSEFALSEFALSEFALSE
745
10.1021/acs.joc.8b00377
Mechanism and Origins of Regio- and Enantioselectivities of Iridium-Catalyzed Hydroarylation of Alkenyl Ethers
J. Org. Chem.129Huang, GPFALSEFALSEFALSEFALSE
746
10.1002/cjoc.201700745
Recent Advances in Transition Metal-Catalyzed Asymmetric Radical Reactions
Chin. J. Chem.129Kong, WQFALSEFALSEFALSEFALSE
747
10.1002/ajoc.201500044
Iron-Catalyzed Kumada Cross-Coupling Reactions of Pyrimidin-2-yl Phosphates: An Efficient Approach to C2-Functionalized Pyrimidines
Asian J. Org. Chem.129Quan, ZJFALSEFALSEFALSEFALSE
748
10.1021/jo101024f
Synthesis of 2-Boryl- and Silylindoles by Copper-Catalyzed Borylative and Silylative Cyclization of 2-Alkenylaryl Isocyanides
J. Org. Chem.129Chatani, NFALSEFALSEFALSEFALSE
749
10.1002/ejic.202100820
Nickel-Catalyzed Allylic Substitution Reactions: An Evolving Alternative
Eur. J. Inorg. Chem.129
Ghorai, D; Kleij, AW
FALSEFALSEFALSEFALSE
750
10.1021/jacs.1c09797
Nickel-Catalyzed Enantioselective Arylative Activation of Aromatic C-O Bond
J. Am. Chem. Soc.129Cao, ZCFALSEFALSEFALSEFALSE
751
10.6023/cjoc202103040
Research Progress of Suzuki-Miyaura Cross-Coupling Reaction Mechanism
Chin. J. Org. Chem.129Mo, FYFALSEFALSEFALSEFALSE
752
10.1002/ejoc.202100344
Synthesis of Alkyl Fluorides by Silver-Catalyzed Radical Decarboxylative Fluorination of Cesium Oxalates
Eur. J. Org. Chem.129Brioche, JFALSEFALSEFALSEFALSE
753
10.1002/slct.201600411
The Barbier-Type Allylation/Lactamization Cascade Route to Isoindolinones and the Heck-Type Annulation Route to Isoindolo[2,1-a] quinolines
ChemistrySelect129Babu, SAFALSEFALSEFALSEFALSE
754
10.1021/acs.organomet.6b00238
Efficient Approach To Construct Unsymmetrical Biaryls through Oxidative Coupling Reactions of Aromatic Primary Alcohols and Arylboronic Acids with a Rhodium Catalyst
Organometallics129
Tian, Y; Wang, JH
FALSEFALSEFALSEFALSE
755
10.1002/chem.201503090
Near-IR BODIPY Dyes a la Carte-Programmed Orthogonal Functionalization of Rationally Designed Building Blocks
Chem.-Eur. J.129Pena-Cabrera, EFALSEFALSEFALSEFALSE
756
10.1038/s41557-020-00561-6
Exploiting attractive non-covalent interactions for the enantioselective catalysis of reactions involving radical intermediates
A method for the catalytic enantioselective arylboration of alkenylarenes is disclosed. The reaction leads to the formation of 1,1-diarylalkanes that also incorporate an additional pinacol boronic ester which can be easily transformed to a variety of groups. The products are formed with excellent diastereoselectivities and enantioselectivities.
Nat. Chem.128Phipps, RJFALSEFALSEFALSEFALSE
757
10.1021/acsomega.0c03415
Ligand Steric Effects of alpha-Diimine Nickel(II) and Palladium(II) Complexes in the Suzuki-Miyaura Cross-Coupling Reaction
The first nickel-catalyzed N-arylation of amides with (hetero) aryl (pseudo) halides is reported, enabled by use of the air-stable pre-catalyst (PAd-DalPhos) Ni(o-tolyl)Cl(C1). A range of structurally diverse primary amides and lactams were cross-coupled successfully with activated (hetero) aryl chloride, bromide, triflate, tosylate, mesylate, and sulfamate electrophiles.
ACS Omega128Stefan, MCFALSEFALSEFALSEFALSE
758
10.1039/d0sc00445f
Machine learning dihydrogen activation in the chemical space surrounding Vaska's complex
The first nucleophilic ring-opening reactions of cydopropanated 7-azabenzonorbornadienes have been achieved using organocuprates. Tricyclic or tetracyclic gamma-lactams were obtained as the sole product in good yields of up to 98% when alkoxycarbonyl groups occupied the N-substituent position. Successful conversions to lactams were observed for primary, secondary, tertiary, and aromatic nucleophiles, as well as for a variety of substrates functionalized on the benzene ring. A possible mechanism for these transformations is discussed.
Chem. Sci.128Aspuru-Guzik, AFALSEFALSEFALSEFALSE
759
10.1002/anie.201915386
Tailored Palladium Catalysts for Selective Synthesis of Conjugated Enynes by Monocarbonylation of 1,3-Diynes
The utility of N-heterocyclic carbene as a Bronsted base catalyst for the synthesis of functionalised unsymmetrical triarylmethanes from 2-naphthol and para-quinone methides is described. This protocol allows the installation of naphthyl substituents on p-quinone methides through 1,6-conjugate addition to deliver the unsymmetrical triarylmethanes in good to excellent yields. Mild reaction conditions and 100% atom economy make this method synthetically advantageous over the other hitherto known methods.
Angew. Chem.-Int. Edit.
128Beller, MFALSEFALSEFALSEFALSE
760
10.1002/ijch.201900065
Kinetics and Mechanism of the Platinum(II)-Catalyzed Hydroarylation of Vinyl Arenes with 1,2-Dimethylindole
Isr. J. Chem.128Widenhoefer, RAFALSEFALSEFALSEFALSE
761
10.1055/s-0037-1610273
The Directed ortho Metalation (D o M)-Cross-Coupling Connection: Synthesis of Polyfunctional Biaryls
Synthesis128Snieckus, VFALSEFALSEFALSEFALSE
762
10.1021/acs.organomet.8b00244
Reactions of the Ni(0) Compound Ni(PPh3)(4) with Unactivated Alkyl Halides: Oxidative Addition Reactions Involving Radical Processes and Nickel(I) Intermediates
Organometallics128Baird, MCFALSEFALSEFALSEFALSE
763
10.1002/adsc.201701596
Aqueous alpha-Arylation of Mono- and Diarylethanone Enolates at Low Catalyst Loading
Adv. Synth. Catal.128
SanMartin, R; Dominguez, E
FALSEFALSEFALSEFALSE
764
10.1039/c4qo00039k
Efficient synthesis of a library of heparin tri- and tetrasaccharides relevant to the substrate of heparanase
Org. Chem. Front.128Xu, PFALSEFALSEFALSEFALSE
765
10.1021/ja312464b
Cleavage of Ether, Ester, and Tosylate C(sp(3))-O Bonds by an Iridium Complex, Initiated by Oxidative Addition of C-H Bonds. Experimental and Computational Studies
J. Am. Chem. Soc.128
Krogh-Jespersen, K
FALSEFALSEFALSEFALSE
766
10.2174/138527207782418744
Transmetallation reactions involving group 10 metals
Curr. Org. Chem.128Wendt, OFFALSEFALSEFALSEFALSE
767
10.1021/ja073714j
Expanding the structural diversity of self-assembling dendrons and supramolecular dendrimers via complex building blocks
J. Am. Chem. Soc.128Percec, VFALSEFALSEFALSEFALSE
768
10.1016/S0040-4020(01)87277-X
NEW GENERAL SYNTHETIC METHODS INVOLVING PI-ALLYLPALLADIUM COMPLEXES AS INTERMEDIATES AND NEUTRAL REACTION CONDITIONS
Tetrahedron128TSUJI, JFALSEFALSEFALSEFALSE
769
10.1002/tcr.202100204
Well-Defined NHC-Ni Complexes as Catalysts: Preparation, Structures and Mechanistic Studies in Cross-Coupling Reactions
Chem. Rec.128Matsubara, KFALSEFALSEFALSEFALSE
770
10.1002/chem.202101484
[Ni(NHC)(2)] as a Scaffold for Structurally Characterized trans [H-Ni-PR2] and trans [R2P-Ni-PR2] Complexes
Chem.-Eur. J.128Whittlesey, MKFALSEFALSEFALSEFALSE
771
10.1002/anie.202103686
Transition Metal Catalyst-Free, Base-Promoted 1,2-Additions of Polyfluorophenylboronates to Aldehydes and Ketones
Angew. Chem.-Int. Edit.
128
Radius, U; Marder, TB
FALSEFALSEFALSEFALSE
772
10.1002/adsc.201600568
Catalytic C-2 Allylation of Indoles by Electronic Modulation of the Indole Ring and its Application to the Synthesis of Functionalized Carbazoles
Adv. Synth. Catal.128Joo, JMFALSETRUEFALSEFALSE
773
10.1021/acscatal.0c03888
Switching from Biaryl Formation to Amidation with Convoluted Polymeric Nickel Catalysis
The preparation of a chiral derivative of [B(C6F5)(4)](-) in which the fluorine atom in the para position of each of the C6F5 groups is replaced by a 1,1'-binaphthalen-2-yl group is described. The new counteranion was isolated as its lithium, sodium, and trityl salts. The chiral trityl salt was then used as a catalyst in selected counteranion-directed Diels-Alder reactions and a Mukaiyama aldol addition, but no asymmetric induction was achieved. Application of the chiral trityl salt to the generation of silicon cations by silicon-to-carbon hydride transfer from hydrosilanes failed, presumably as a result of the incompatibility of the relatively electron-rich naphthyl groups in the borate and the cationic silicon electrophiles.
ACS Catal.127Yamada, YMAFALSEFALSEFALSEFALSE
774
10.1002/cssc.201901951
Transition Metal-Catalyzed Directing-Group-Assisted C-H Activation of Phenols
ChemSusChem127Luo, JFFALSEFALSEFALSEFALSE
775
10.1021/acs.organomet.8b00539
Phosphino-Triazole Ligands for Palladium-Catalyzed Cross-Coupling
Organometallics127Fossey, JSFALSEFALSEFALSEFALSE
776
10.1021/acs.joc.8b00728
Evolution of a Strategy for the Enantioselective Total Synthesis of (+)-Psiguadial B
J. Org. Chem.127Reisman, SEFALSEFALSEFALSEFALSE
777
10.1055/s-0035-1560324
Simple Solubilization of the Traditional 2,2 ':6 ',2 ''-Terpyridine Ligand in Organic Solvents by Substitution with 4,4 ''-Di-tert-butyl Groups
Synthesis127Hanan, GSFALSEFALSEFALSEFALSE
778
10.1021/jo502561m
Highly Enantioselective (-)-Sparteine-Mediated Lateral Metalation-Functionalization of Remote Silyl Protected ortho-Ethyl N,N-Dialkyl Aryl O-Carbamates
J. Org. Chem.127Snieckus, VFALSEFALSEFALSEFALSE
779
10.1021/jacs.5b00538
Fundamental Studies and Development of Nickel-Catalyzed Trifluoromethylthiolation of Aryl Chlorides: Active Catalytic Species and Key Roles of Ligand and Traceless MeCN Additive Revealed
J. Am. Chem. Soc.127Schoenebeck, FFALSEFALSEFALSEFALSE
780
10.1021/jo501886w
Decarboxylative-Coupling of Allyl Acetate Catalyzed by Group 10 Organometallics, Uphen)M(CH3)](+)
J. Org. Chem.127Ariafard, AFALSEFALSEFALSEFALSE
781
10.1002/anie.201303376
Selective C-sp2-C-sp Bond Cleavage: The Nitrogenation of Alkynes to Amides
Angew. Chem.-Int. Edit.
127Jiao, NFALSEFALSEFALSEFALSE
782
10.1021/ja309176h
Nickel-Catalyzed Reductive Conjugate Addition to Enones via Allylnickel Intermediates
J. Am. Chem. Soc.127Weix, DJFALSEFALSEFALSEFALSE
783
10.1021/jo202012n
Synthesis of Benzo-fused Heterocycles by Intramolecular alpha-Arylation of Ketone Enolate Anions
J. Org. Chem.127Rossi, RAFALSEFALSEFALSEFALSE
784
10.1021/ja00182a018
LIGAND DEPENDENCE OF MOLYBDENUM-CATALYZED ALKYLATIONS - MOLYBDENUM ISONITRILE COMPLEXES AS A NEW CLASS OF HIGHLY REACTIVE ALKYLATION CATALYSTS
J. Am. Chem. Soc.127TROST, BMFALSEFALSEFALSEFALSE
785
10.1002/anie.202114731
From Esters to Ketones via a Photoredox-Assisted Reductive Acyl Cross-Coupling Strategy
Angew. Chem.-Int. Edit.
127Yuan, WMTRUEFALSEFALSEFALSE
786
10.1039/d0py01507e
Pairing Suzuki-Miyaura cross-coupling and catalyst transfer polymerization
Polym. Chem.127Noonan, KJTFALSEFALSEFALSEFALSE
787
10.1002/asia.202000763
B(C6F5)(3)-Catalyzed Tandem Friedel-Crafts and C-H/C-O Coupling Reactions of Dialkylanilines
The prenyl group is an important component in bioactive compounds. Herein, we report the assembly of prenylated heteroarenes through a cascade Minisci reaction and acid-promoted dehydration sequence. The use of potassium (3-hydroxy-3-methylbut-1-yl)trifluoroborate as a new coupling reagent allows the direct introduction of prenyl and 3-hydroxy-3-methylbutyl groups to a wide variety of electron-deficient heteroarenes. Synthetic application is also demonstrated.
Chem.-Asian J.126
Li, SH; Wu, YT; Hu, XB
FALSEFALSEFALSEFALSE
788
10.1021/acs.joc.0c00788
Metal-Free C-C Coupling of an Allenyl Sulfone with Picolyl Amides to Access Vinyl Sulfones via Pyridine-Initiated In Situ Generation of Sulfinate Anion
An efficient amidation method between readily available 1,1-dicyanoalkanes and either chiral or nonchiral amines was realized simply with molecular oxygen and a carbonate base. This oxidative protocol can be applied to both sterically and electronically challenging substrates in a highly chemoselective, practical, and rapid manner. The use of cyclopropyl and thioether substrates support the radical formation of alpha-peroxy malononitrile species, which can cyclize to dioxiranes that can monooxygenate malononitrile alpha-carbanions to afford activated acyl cyanides capable of reacting with amine nucleophiles.
J. Org. Chem.126
Liu, P; Brummond, KM
FALSEFALSEFALSEFALSE
789
10.1039/c9ob00699k
Clickable coupling of carboxylic acids and amines at room temperature mediated by SO2F2: a significant breakthrough for the construction of amides and peptide linkages
Org. Biomol. Chem.126Qin, HLFALSEFALSEFALSEFALSE
790
10.1021/jacs.8b02134
Multicatalytic Stereoselective Synthesis of Highly Substituted Alkenes by Sequential Isomerization/Cross-Coupling Reactions
J. Am. Chem. Soc.126Mazet, CFALSEFALSEFALSEFALSE
791
10.1246/cl.150024
Nickel Catalysts/N,N '-Bidentate Directing Groups: An Excellent Partnership in Directed C-H Activation Reactions
Chem. Lett.126Chatani, NFALSEFALSEFALSEFALSE
792
10.1002/anie.201310272
alpha-MsO/TsO/Cl Ketones as Oxidized Alkyne Equivalents: Redox-Neutral Rhodium(III)-Catalyzed C-H Activation for the Synthesis of N-Heterocycles
Angew. Chem.-Int. Edit.
126Glorius, FFALSEFALSEFALSEFALSE
793
10.1002/chem.201301869
A Convenient Alumination of Functionalized Aromatics by Using the Frustrated Lewis Pair Et3Al and TMPMgCl center dot LiCl
Chem.-Eur. J.126Knochel, PFALSEFALSEFALSEFALSE
794
10.1016/j.jfluchem.2012.06.025
Nickel fluoro complexes as intermediates in catalytic cross-coupling reactions
J. Fluor. Chem.126Braun, TFALSEFALSEFALSEFALSE
795
10.1016/j.tet.2011.10.072
Insertion of arynes into the carbon-oxygen double bond of amides and its application into the sequential reactions
Tetrahedron126Miyabe, HFALSEFALSEFALSEFALSE
796
10.1021/op200090k
Scale-Up of Microwave-Assisted Reactions in a Multimode Bench-Top Reactor
Org. Process Res. Dev.
126Kappe, COFALSEFALSEFALSEFALSE
797
10.1021/ja072446m
Mechanistically diverse copper-, silver-, and gold-catalyzed acyloxy and phosphatyloxy migrations: Efficient synthesis of heterocycles via cascade migration/cycloisomerization approach
J. Am. Chem. Soc.126Gevorgyan, VFALSEFALSEFALSEFALSE
798
10.1002/chem.200600178
Exploring and expanding the structural diversity of self-assembling dendrons through combinations of AB, constitutional isomeric AB(2), and AB(3) biphenyl-4-methyl ether building blocks
Chem.-Eur. J.126Percec, VFALSEFALSEFALSEFALSE
799
10.1021/ma970323o
Palladium-mediated soluble precursor route into poly(arylethynylenes) and poly(arylethylenes)
Macromolecules126FALSEFALSEFALSEFALSE
800
10.1021/acs.inorgchem.1c02925
Extensive Redox Non-Innocence in Iron Bipyridine-Diimine Complexes: a Combined Spectroscopic and Computational Study
Inorg. Chem.126
Gershoni-Poranne, R; de Ruiter, G
FALSEFALSEFALSEFALSE
801
10.1021/acscatal.1c04235
Nickel-Catalyzed Domino Cross-Electrophile Coupling Dicarbofunctionalization Reaction To Afford Vinylcyclopropanes
ACS Catal.126Jarvo, ERFALSETRUEFALSEFALSE
802
10.1002/anie.202103269
Palladium-Catalyzed Decarbonylative Iodination of Aryl Carboxylic Acids Enabled by Ligand-Assisted Halide Exchange
Angew. Chem.-Int. Edit.
126Morandi, BFALSEFALSEFALSEFALSE
803
10.1002/anie.202102481
Diversity-Oriented Synthesis of Aliphatic Fluorides via Reductive C(sp(3))-C(sp(3)) Cross-Coupling Fluoroalkylation
Angew. Chem.-Int. Edit.
126Wang, XSFALSEFALSEFALSEFALSE
804
10.1039/d1gc00720c
A practical and sustainable protocol for direct amidation of unactivated esters under transition-metal-free and solvent-free conditions
Green Chem.126Cheng, HFALSEFALSEFALSEFALSE
805
10.1002/tcr.201500242
Asymmetric Synthesis of Chiral Atropisomeric Bis-Aryl Organophosphorus from Menthyl H-Phosphinate
Chem. Rec.126Yang, SDFALSEFALSEFALSEFALSE
806
10.3390/polym13060987
Thermoresponsive Poly(N,N-diethylacrylamide-co-glycidyl methacrylate) Copolymers and Its Catalytically Active alpha-Chymotrypsin Bioconjugate with Enhanced Enzyme Stability
The increasing climate changes and global warming are leading to colossal agricultural problems such as abatement of food production and quality. As stomatal development is considered to play a key role in crop plant productivity and water-use efficiency, studying stomatal development is useful for understanding the productivity of plant systems for both natural and agricultural systems. Herein, we report the first-in-class synthetic small molecules enhancing the number of stomata in Arabidopsis thaliana that have been discovered by screening of the chemical library and further optimized by the Pd-catalyzed C-H arylation reaction. The present study shows not only huge potential of small molecules to control the cellular and developmental processes of stomata without using genetically modified plants, but also the power of C-H functionalization chemistry to rapidly identify the optimized compounds.
Polymers125Kasza, G; Ivan, BFALSEFALSEFALSEFALSE
807
10.1002/ejic.202000782
Iron and Silver Complexes of 4-(Imidazol-1-yl)-2,6-di(pyrazol-1-yl)-pyridine (L), Including a [Fe-3(mu-F)(2)F6L8](+)Assembly
Among the fundamental transformations that comprise a catalytic cycle for cross coupling, transmetalation from the nucleophile to the metal catalyst is perhaps the least understood. Optimizing this elementary step has enabled the first example of a cobalt-catalyzed Suzuki-Miyaura cross coupling between aryl triflate electrophiles and heteroaryl boron nucleophiles. Key to this discovery was the preparation and characterization of a new class of tetrahedral, high-spin bis(phosphino) pyridine cobalt(I) alkoxide and aryloxide complexes, ((PNP)-P-iPr) CoOR, and optimizing their reactivity with 2-benzofuranylBPin (Pin = pinacolate). Cobalt compounds with small alkoxide substituents such as R = methyl and ethyl underwent swift transmetalation at 23 degrees C but also proved kinetically unstable toward beta-H elimination. Secondary alkoxides such as R = Pr-i or CH(Ph) Me balanced stability and reactivity. Isolation and structural characterization of the product following transmetalation, ((PNP)-P-iPr)Co(2-benzofuranyl), established a planar, diamagnetic cobalt(I) complex, demonstrating the high-and low-spin states of cobalt(I) rapidly interconvert during this reaction. The insights from the studies in this elementary step guided selection of appropriate reaction conditions to enable the first examples of cobalt-catalyzed C-C bond formation between neutral boron nucleophiles and aryl triflate electrophiles, and a model for the successful transmetalation reactivity is proposed.
Eur. J. Inorg. Chem.125Halcrow, MAFALSEFALSEFALSEFALSE
808
10.1002/aoc.5662
Air-Stable Fe3O4@SiO2-EDTA-Ni(0) as an Efficient Recyclable Magnetic Nanocatalyst for Effective Suzuki-Miyaura and Heck Cross-Coupling via Aryl Sulfamates and Carbamates
Radical involved transformations are now considered as extremely important processes in modern organic synthetic chemistry. According to the demand by atom-economic and sustainable chemistry, direct C(sp(3))-H functionalization through radical oxidative coupling represents an appealing strategy for C-C bond formations. However, the selectivity control of reactive radical intermediates is still a great challenge in these transformations. Here we show a selective radical oxidative C(sp(3))-H/C(sp)-H cross-coupling of unactivated alkanes with terminal alkynes by using a combined Cu/Ni/Ag catalytic system. It provides a new way to access substituted alkynes from readily available materials. Preliminary mechanistic studies suggest that this reaction proceeds through a radical process and the C(sp(3))-H bond cleavage is the rate-limiting step. This study may have significant implications for controlling selective C-C bond formation of reactive radical intermediates by using multimetallic catalytic systems.
Appl. Organomet. Chem.
125Inaloo, IDFALSEFALSEFALSEFALSE
809
10.1016/j.molstruc.2019.127668
Palladium-carbene catalyzed direct arylation of five-membered heteroaromatics
A facile and modular synthesis of triarylmethanes was achieved in good yield via a two-step sequence in which the final step is the copper(II)-catalyzed arylation of diarylmethanols with arylboronic acids. By using this protocol a variety of symmetrical and unsymmetrical triarylmethanes were synthesized. As an application of the newly developed methodology, we demonstrate a high-yielding synthesis of the triarylmethane intermediate towards an anti-breast-cancer drug candidate.
J. Mol. Struct.125Ozdemir, IFALSEFALSEFALSEFALSE
810
10.1055/s-0039-1690769
Aryl-Decarboxylation Reactions Catalyzed by Palladium: Scope and Mechanism
Synthesis125Topczewski, JJFALSEFALSEFALSEFALSE
811
10.5059/yukigoseikyokaishi.77.883
Defluoroborylation Reactions of Fluoroarenes
J. Synth. Org. Chem. Jpn.
125Niwa, TFALSEFALSEFALSEFALSE
812
10.1039/c7ob02007d
B(C6F5)(3) catalysed reduction of para-quinone methides and fuchsones to access unsymmetrical diaryl- and triarylmethanes: elaboration to beclobrate
Org. Biomol. Chem.125Anand, RVFALSEFALSEFALSEFALSE
813
10.1002/asia.201301500
Transition-Metal-Catalyzed C-S Bond Coupling Reaction
Chem.-Asian J.125Lee, CFFALSEFALSEFALSEFALSE
814
10.1080/00304948.2014.922376
Advances and New Variations of the Hirao Reaction
Org. Prep. Proced. Int.
125Keglevich, GFALSEFALSEFALSEFALSE
815
10.1039/c2cy20505j
Direct C-H bond arylations and alkenylations with phenol-derived fluorine-free electrophiles
Catal. Sci. Technol.125Kozhushkov, SIFALSEFALSEFALSEFALSE
816
10.2174/138527212804546705
Synthetic Methods for the Hydrodehalogenation of Halogenated Heterocycles
Curr. Org. Chem.125Chelucci, GFALSEFALSEFALSEFALSE
817
10.1002/asia.200900744
Heck-Type Reactions of Imine Derivatives: A DFT Study
Chem.-Asian J.125Liu, LFALSEFALSEFALSEFALSE
818
10.1021/jo070912k
Investigations on the Suzuki-Miyaura and Negishi couplings with alkenyl phosphates: Application to the synthesis of 1,1-disubstituted alkenes
J. Org. Chem.125Skrydstrup, TFALSEFALSEFALSEFALSE
819
10.1002/ejic.200300162
Palladium-catalyzed cyanation of aryl halides: Recent developments and perspectives
Eur. J. Inorg. Chem.125Beller, MFALSEFALSEFALSEFALSE
820
10.1055/s-2002-35576
Iridium complex-catalyzed highly selective organic synthesis
Synlett125Takeuchi, RFALSEFALSEFALSEFALSE
821
10.1016/S0040-4020(99)00965-5
Nickel catalyzed reactions of nucleophiles with unactivated and partially activated olefins and acetylenes
Tetrahedron125Houpis, INFALSEFALSEFALSEFALSE
822
10.1021/acscatal.1c05801
Nickel-Catalyzed Defluorinative Coupling of Aliphatic Aldehydes with Trifluoromethyl Alkenes
ACS Catal.125Montgomery, JFALSEFALSEFALSEFALSE
823
10.1002/anie.202106412
Direct Amidation of Esters by Ball Milling**
Angew. Chem.-Int. Edit.
125Browne, DLFALSEFALSEFALSEFALSE
824
10.1002/anie.202104319
Counterion Control of t-BuO-Mediated Single Electron Transfer to Nitrostilbenes to Construct N-Hydroxyindoles or Oxindoles
Angew. Chem.-Int. Edit.
125Driver, TGFALSETRUEFALSEFALSE
825
10.1002/chem.201603436
Cross-Coupling of Organolithium with Ethers or Aryl Ammonium Salts by C-O or C-N Bond Cleavage
Chem.-Eur. J.125
Wang, C; Uchiyama, M
FALSEFALSEFALSEFALSE
826
10.3390/molecules26061615
Rate Dependence on Inductive and Resonance Effects for the Organocatalyzed Enantioselective Conjugate Addition of Alkenyl and Alkynyl Boronic Acids to beta-Indolyl Enones and beta-Pyrrolyl Enones
Here, we report a ligand- and reductant-free nickel-catalyzed N-vinylation of heteroaromatic amines using biorenewable p-cymene as a solvent. This unprecedented cross-coupling strategy has high functional group tolerance (halides, alkoxy, cyano, chiral motif, etc.) and proceeded via C-H bond activation.
Molecules124May, JAFALSEFALSEFALSEFALSE
827
10.1039/d0ob01458c
Aldehydes: magnificent acyl equivalents for direct acylation
A palladium-catalyzed decarbonylative alkynylation reaction of aromatic esters with terminal alkynes is reported. This reaction allows for halogen-free Sonogashira coupling, resulting in various aryl- and heteroarylalkynes. The utility of the reaction was demonstrated by orthogonal coupling reaction.
Org. Biomol. Chem.124Kumar, PFALSEFALSEFALSEFALSE
828
10.1021/acsomega.0c04181
Ni-Catalyzed Reductive and Merged Photocatalytic Cross-Coupling Reactions toward sp(3)/sp(2)-Functionalized Isoquinolones: Creating Diversity at C-6 and C-7 to Address Bioactive Analogues
We describe here a tandem catalytic route to prepare imidazoles in a single operation from aryl iodides, imines and CO. The reaction involves a catalytic carbonylation of aryl halides with imines to form 1,3-dipoles, which undergo spontaneous 1,3-dipolar cycloaddition. Overall, this offers an alternative to coupling reactions to construct the (hetero) aryl-imidazole motif, where variation of the building blocks can allow the synthesis of broad families of imidazoles with independent control of all substituents.
ACS Omega124Hanessian, STRUEFALSEFALSEFALSE
829
10.1002/ejoc.202000416
Ruthenium-Catalyzed Dehydrogenation of Alcohols with Carbodiimide via a Hydrogen Transfer Mechanism
A simple and efficient method for radical hydro-deiodination is reported. The novel approach uses electron catalysis. In situ generated Na-alcoholates are introduced as radical chain reducing reagents and reactions work with O-2 as cheap initiator. Hydrodeiodination works on aryl, alkenyl, alkynyl iodides and a tert-alkyl iodide also gets reduced applying the method. Albeit less general, the method is also applicable to the reduction of aryl bromides. The novel reagent is successfully used to conduct typical reductive radical cyclization reactions and mechanistic studies are reported.
Eur. J. Org. Chem.124
Sueki, S; Anada, M
FALSEFALSEFALSEFALSE
830
10.1002/anie.202000859
Asymmetric Reductive and Alkynylative Heck Bicyclization of Enynes to Access Conformationally Restricted Aza[3.1.0]bicycles
A ligand- and base-free, Pd-catalyzed protocol to access a wide range of symmetrical and unsymmetrical biaryls from stable diaryliodonium salts was developed. The reaction involved the use of an effective and recyclable Pd/polyethylene glycol-400 catalyst system to harness the aryl moieties of two diaryliodonium salts; the ensuing biaryls may be utilized to synthesize an array of useful compounds, including 5-aryluracils, carbazoles, chromenones, fluorenones, phenathridines, and boscalid analogues.
Angew. Chem.-Int. Edit.
124Zhou, JSFALSEFALSEFALSEFALSE
831
10.1134/S1070428019070017
Metal Complex Catalysis in the Synthesis of Ethers
Russ. J. Organ. Chem.
124Khusnutdinov, RIFALSEFALSEFALSEFALSE
832
10.1002/ejoc.201801596
S(N)2 Reaction of Diarylmethyl Anions at Secondary Alkyl and Cycloalkyl Carbons
Eur. J. Org. Chem.124Kobayashi, YFALSEFALSEFALSEFALSE
833
10.6023/cjoc201507008
Advance on Applications of Microwave Technique in Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling Reaction
Chin. J. Org. Chem.124Li, QHFALSEFALSEFALSEFALSE
834
10.1002/chem.201200257
Total Synthesis of Branimycin: An Evolutionary Approach
Chem.-Eur. J.124Mulzer, JFALSEFALSEFALSEFALSE
835
10.1021/om900460u
Synthesis, Structures, and Characterizations of [ArTi(O-i-Pr)(3)](2) and Efficient Room-Temperature Aryl-Aryl Coupling of Aryl Bromides with [ArTi(O-i-Pr)(3)](2) Catalyzed by the Economic Pd(OAC)(2)/PCy3 System
Organometallics124Gau, HMFALSEFALSEFALSEFALSE
836
10.1021/ja078298h
Mechanisms of catalyst poisoning in palladium-catalyzed cyanation of haloarenes. Remarkably facile C-N bond activation in the [(Ph3P)(4)Pd]/[Bu4N](+) CN- system
J. Am. Chem. Soc.124Grushin, VVFALSEFALSEFALSEFALSE
837
10.1016/j.tet.2021.132513
Recent advances in the generation and functionalization of C(alkenyl)-Pd species for synthesis of polysubstituted alkenes
Tetrahedron124Engle, KMFALSEFALSEFALSEFALSE
838
10.1021/acs.oprd.1c00241
Recent Advances in Nonprecious Metal Catalysis
Org. Process Res. Dev.
124Hansen, ECFALSEFALSEFALSEFALSE
839
10.1002/chem.202101256
Snapshot Trapping of Multiple Transient Azolyllithiums in Batch
Chem.-Eur. J.124Okano, KFALSEFALSEFALSEFALSE
840
10.1039/d0qo01630f
Catalytic asymmetric synthesis of monofluoroalkenes and gem-difluoroalkenes: advances and perspectives
Org. Chem. Front.124Cao, ZY; Xu, YFALSEFALSEFALSEFALSE
841
10.1007/s11172-017-1920-7
Nickel and palladium N-heterocyclic carbene complexes. Synthesis and application in cross-coupling reactions
Russ. Chem. Bull.124Yakhvarov, DGFALSEFALSEFALSEFALSE
842
10.1246/bcsj.20160391
C-H Borylation by Platinum Catalysis
Bull. Chem. Soc. Jpn.
124
Tobisu, M; Chatani, N
FALSEFALSEFALSEFALSE
843
10.1055/s-0036-1588371
Recent Developments in the Direct Synthesis of Unprotected Primary Amines
Synthesis124Morandi, BFALSEFALSEFALSEFALSE
844
10.1016/j.isci.2020.100985
Iron-Catalyzed Asymmetric Hydrosilylation of Vinylcyclopropanes via Stereospecific C-C Bond Cleavage
The direct methylation of ortho C-H bonds in aromatic amides with dicumyl peroxide (DCP) using a nickel complex as the catalyst is reported. The reaction shows a high functional group tolerance and is inhibited by radical scavengers. In reactions of meta-substituted aromatic amides, the reaction proceeds in a highly selective manner at the less hindered C-H bonds.
iScience123Hong, X; Lu, ZFALSEFALSEFALSEFALSE
845
10.3987/REV-19-919
ALKYL PYRIDINESULFONATES AND ALLYLIC PYRIDINECARboxYLATES, NEW BOOSTERS FOR THE SUBSTITUTION AT SECONDARY CARBONS
Schiff base metal complexes are well-known to intercalate DNA. The La(III) complexes have been synthesized such that they hinder with the role of the topoisomerases, which control the topology of DNA during the cell-division cycle. Although several promising chemotherapeutics have been developed, on the basis of Schiff base metal complex DNA intercalating system they did not proceed past clinical trials due to their dose-limiting toxicity. Herein, we discuss an alternative compound, the La(III) complex, [La(L-1)(2)Cl-3]center dot 7H(2)O based on a Schiff base ligand 2,3-dihydro-1H-indolo-[2,3-M-phenazin-4(5H)-ylidene)benzothiazole-2-amine (L-1), and report in vitro cell studies. Results of antitumor activity using cell viability assay, reactive oxygen species (ROS) generation and nuclear condensation in PC-3 (Human, prostate carcinoma) cells show that the metal complex is more potent than ligand. La(III) complexes have been synthesized by reaction of lanthanum(III) salt in 1:2 M ratio with ligands L-1 and 3-(ethoxymethylene)-2,3-dihydro-1H-indolo[2,3-b]-phenazin-4(5H)-ylidene)benzathiazole-2-amine (L-2) in methanol. The ligands and their La(III) complexes were characterized by molar conductance, magnetic susceptibility, elemental analyses, FT-IR, UV-Vis, H-1/C-13 NMR, thermogravimetric, XRD, and SEM analysis. (C) 2015 Elsevier BY. All rights reserved.
Heterocycles123Kobayashi, YFALSEFALSEFALSEFALSE
846
10.2174/1570179417666200212113412
Review of the Syntheses and Activities of Some Sulfur-Containing Drugs
Curr. Org. Synth.123Domingues, NLDFALSEFALSEFALSEFALSE
847
10.1002/chem.201904095
Synthesis of 2-Arylisoindoline Derivatives Catalyzed by Reusable 1,2,4-Triazole Iridium on Mesoporous Silica through a Cascade Borrowing Hydrogen Strategy
Chem.-Eur. J.123Wang, DWFALSEFALSEFALSEFALSE
848
10.3390/molecules23102417
Recent Advances in Synthesis of 4-Arylcoumarins
Molecules123Yun, HFALSEFALSEFALSEFALSE
849
10.1002/anie.201505926
Copper-Catalyzed Enantioselective 1,6-Boration of para-Quinone Methides and Efficient Transformation of gem-Diarylmethine Boronates to Triarylmethanes
Angew. Chem.-Int. Edit.
123Liao, JFALSEFALSEFALSEFALSE
850
10.1002/ejoc.201403125
Direct Arylation of Benzo[b]furan and Other Benzo-Fused Heterocycles
Eur. J. Org. Chem.123Schnurch, MFALSEFALSEFALSEFALSE
851
10.1002/adsc.201200412
Dual Heterogeneous Catalysis for a Regioselective Three-Component Synthesis of Bi- and Tri(hetero)arylpyridines
Adv. Synth. Catal.123Constantieux, TFALSEFALSEFALSEFALSE
852
10.2174/157017905774322631
Ten years of research on NOBIN chemistry
Curr. Org. Synth.123Ding, KLFALSEFALSEFALSEFALSE
853
10.1039/oc9777400175
ALIPHATIC-COMPOUNDS .1. HYDROCARBONS
123TAYLOR, DRFALSEFALSEFALSEFALSE
854
10.1016/j.ccr.2016.09.011
Catalytic synthesis of chiral organoheteroatom compounds of silicon, phosphorus, and sulfur via asymmetric transition metal-catalyzed C-H functionalization
Coord. Chem. Rev.123Cui, YM; Xu, LWFALSEFALSEFALSEFALSE
855
10.1002/chem.201603481
Palladium-Catalyzed Regiodivergent Substitution of Propargylic Carbonates
Chem.-Eur. J.123Tunge, JAFALSEFALSEFALSEFALSE
856
10.1007/s41061-016-0043-1
Nickel-Catalyzed Cross-Coupling Reactions of Unreactive Phenolic Electrophiles via C-O Bond Activation
Top. Curr. Chem.123Tobisu, MFALSETRUEFALSEFALSE
857
10.6023/cjoc202002035
Recent Advances in Ni-Catalyzed C-C Bond Activation Reactions
Olefins and carboxylic acids are among the most important feedstock compounds. They are commonly found in natural products and drug molecules. We report a new reaction of nickel-catalyzed decarboxylative olefin hydroalkylation, which provides a novel practical strategy for the construction of C(sp(3))-C(sp(3)) bonds. This reaction can tolerate a variety of synthetically relevant functional groups and shows good chemo-and regioselectivity. It enables cross-coupling of complex organic molecules containing olefin groups and carboxylic acid groups in a convergent fashion.
Chin. J. Org. Chem.122Bai, DCFALSEFALSEFALSEFALSE
858
10.1021/acs.orglett.0c01365
Directed Cobalt-Catalyzed anti-Markovnikov Hydroalkylation of Unactivated Alkenes Enabled by Co-H Catalysis
A series of mono- and bimetallic Ni alkyl complexes of a beta-oxo-delta-diimine (BODDI) ligand are reported. The monometallic-complexes have a second binding-pocket, of which the free arm can exist as either an enamine (e.g., 8, BODEI, beta-oxo-delta-enamineiminato) or imine (e.g., 3, BODII beta-oxo-delta-imineiminato) tautomer. The identity of the tautomer in. the secondary Ni coordination sphere hasa.significant effect on ethylene. polyMerizaimilbehavior: the enamine tautomer, which hydrogen bonds to-die central 0: atom and is in conjugation with :the N,O chelate, is significantly more electron rich and yields a much-lower molecular.weight polymer than the imine tautomer, which rotates away from Ni to a distal position and has little effect on polymerization. Deprotonation of the second binding pocket with M(HMDS) (M = Li, Na, K) yields the Ni-alkali metal heterobimetallic complexes 3Li, 3Na, and 3K. The deprotonated alkali metal enamides display ethylene polymerization behavior similar to the neutral imine complex because the enamide arm can also distally rotate to minimize interaction with the Ni coordination sphere upon activation.
Org. Lett.122
Niu, JL; Song, MP
FALSEFALSEFALSEFALSE
859
10.1021/acssuschemeng.9b05298
Highly Dispersed Single-Phase Ni2P Nanoparticles on N,P-Codoped Porous Carbon for Efficient Synthesis of N-Heterocycles
ACS Sustain. Chem. Eng.
122Song, T; Yang, YFALSEFALSEFALSEFALSE
860
10.1016/bs.aihch.2020.02.001
Synthesis and reactivity of fluorinated heterocycles
Adv. Heterocycl. Chem.
122Luzzio, FAFALSEFALSEFALSEFALSE
861
10.1016/j.jcat.2019.07.026
Nickel-catalyzed cross-coupling reaction of carbamates with silylmagnesium reagents
J. Catal.122Rasappan, RFALSEFALSEFALSEFALSE
862
10.1021/acscatal.8b01286
Catalytic Reactions of Terminal Alkynes Using Rhodium(I) Complexes Bearing 8-Quinolinolate Ligands
ACS Catal.122Kakiuchi, FFALSEFALSEFALSEFALSE
863
10.1021/acscatal.5b01075
Computational Exploration of Mechanism and Selectivities of (NHC)Nickel(II)hydride-Catalyzed Hydroalkenylations of Styrene with alpha-Olefins
ACS Catal.122Ho, CYFALSEFALSEFALSEFALSE
864
10.1039/c4ob00604f
A facile and convenient sequential homobimetallic catalytic approach towards beta-methylstyrenes. A one-pot Stille cross-coupling/isomerization strategy
Org. Biomol. Chem.122Kaufman, TSFALSEFALSEFALSEFALSE
865
10.1055/s-0033-1339509
Convenient Syntheses of Enantiopure 1,2-Oxazin-4-yl Nonaflates and Phosphates and Their Palladium-Catalyzed Cross-Couplings
Synthesis122Zimmer, RFALSEFALSEFALSEFALSE
866
10.1002/chem.201101037
Negishi Cross-Coupling Reactions Catalyzed by an Aminophosphine-Based Nickel System: A Reliable and General Applicable Reaction Protocol for the High-Yielding Synthesis of Biaryls
Chem.-Eur. J.122Frech, CMFALSEFALSEFALSEFALSE
867
10.1039/c0sc00394h
Metallacycle-mediated cross-coupling with substituted and electronically unactivated alkenes
Chem. Sci.122Micalizio, GCFALSEFALSEFALSEFALSE
868
10.6023/cjoc202108006
Synthesis of gem-Difluoroalkenes through Nickel-Promoted Electrochemical Reductive Cross-Coupling
Chin. J. Org. Chem.122Lu, X; Fu, YFALSETRUEFALSEFALSE
869
10.1039/d1dt01704g
Unveiling the catalytic nature of palladium-N-heterocyclic carbene catalysts in the alpha-alkylation of ketones with primary alcohols
Dalton Trans.122Gulcemal, SFALSEFALSEFALSEFALSE
870
10.1007/s11426-016-9010-9
Recent progress on the synthesis of 2-deoxy glycosides
Sci. China-Chem.122Wan, QFALSEFALSEFALSEFALSE
871
10.1021/acscatal.7b01330
Pd-Catalyzed Regioselective Decarboxylative/C-H alpha-Alkoxyalkenylation of Heterocycles Using alpha-Carboxyvinylethers
ACS Catal.122Hoarau, CFALSEFALSEFALSEFALSE
872
10.1021/acscatal.7b00159
Recent Advances in Catalytic C(sp(2))-H Allylation Reactions
ACS Catal.122Kim, ISFALSEFALSEFALSEFALSE
873
10.1021/acscatal.6b02477
Diverting C-H Annulation Pathways: Nickel-Catalyzed Dehydrogenative Homologation of Aromatic Amides
ACS Catal.122Huang, YFALSEFALSEFALSEFALSE
874
10.1002/adsc.201600590
Nickel- or Iron-Catalyzed Cross-Coupling of Aryl Carbamates with Arylsilanes
Adv. Synth. Catal.122Shi, ZJFALSEFALSEFALSEFALSE
875
10.1021/acs.joc.6b00767
Synthesis of Highly Functionalized Triarylbismuthines by Functional Group Manipulation and Use in Palladium- and Copper-Catalyzed Arylation Reactions
J. Org. Chem.122Gagnon, AFALSEFALSEFALSEFALSE
876
10.1016/bs.aihch.2016.04.002
Metal-Catalyzed Coupling with Heterocycles
Adv. Heterocycl. Chem.
122Badenock, JCFALSEFALSEFALSEFALSE
877
10.1021/acs.orglett.0c02672
CuI/2-Aminopyridine 1-Oxide Catalyzed Amination of Aryl Chlorides with Aliphatic Amines
Since the introduction of 2-methyltetrahydrofuran as an useful alternative to the classical tetrahydrofuran, there has been a continuous interest in the synthetic community operating at academic and industrial towards it. In particular, the much higher stability that basic organometallic reagents display in 2-methyltetrahydrofuran makes it suitable for processes involving such sensitive species including asymmetric transformations. The easy formation of an azeotropic mixture with water, the substantial immiscibility with water, and the fact it derives from natural sources (corncobs or bagasse), allow to consider it in agreement with the Anastas' Geen Chemistry principles. In this minireview, selected examples of its employment in organometallic transformations ranging from carbanions to radical and transition metal-catalyzed processes are provided.
Org. Lett.121Wang, DPFALSEFALSEFALSEFALSE
878
10.1039/d0ob00956c
Synthesis and practical applications of 2-(2-nitroalkyl)pyrroles
Homogeneous conditions for the palladium-catalyzed cyanation of aryl halides were developed. This new system features a broad scope of aryl chlorides and bromides, uses 2-propanol or 1-butanol as solvent, and is readily scalable. The same conditions can also provide simple benzonitriles using the recently developed (TMEDA)NiCl(o-tolyl) precatalyst in conjunction with 1,1'-bis(diphenylphosphino)ferrocene (dppf) as a ligand.
Org. Biomol. Chem.121Petrini, MFALSEFALSEFALSEFALSE
879
10.1007/s41061-020-0300-1
Direct Amination of Aromatic C-H Bonds with Free Amines
A series of bulky amine palladium complexes {[(Ar-NH2)(2)PdCl2]} were synthesized and characterized. The catalytic activity of the palladium complexes was evaluated via the direct C-H arylation of thiazoles with aryl bromides in aerobic conditions at 80-100 degrees C. Under the optimal conditions, 0.5-0.05 mol% of the bulky palladium complexes were found to be very efficient and produced the desired cross-coupling products in high yields. (C) 2015 Elsevier B.V. All rights reserved.
Top. Curr. Chem.121Zhang, DQFALSEFALSEFALSEFALSE
880
10.1002/anie.201912882
Sequence-Dependent Stereodivergent Allylic Alkylation/Fluorination of Acyclic Ketones
Angew. Chem.-Int. Edit.
121You, SLFALSEFALSEFALSEFALSE
881
10.1055/s-0037-1610267
Mn(II)-Catalyzed N-Acylation of Amines
Synthesis121Gong, HFALSEFALSEFALSEFALSE
882
10.1055/s-0037-1609941
Retaining Alkyl Nucleophile Regiofidelity in Transition-Metal-Mediated Cross-Couplings to Aryl Electrophiles
Synthesis121Cornella, JFALSETRUEFALSEFALSE
883
10.1039/c2ob25225b
Nickel-catalyzed C-P coupling of aryl mesylates and tosylates with H(O)(PRR2)-R-1
Org. Biomol. Chem.121Zhang, WBFALSEFALSEFALSEFALSE
884
10.1021/om900100f
Selective Platinum-Catalyzed C-F Bond Activation as a Route to Fluorinated Aryl Methyl Ethers
Organometallics121Love, JAFALSEFALSEFALSEFALSE
885
10.6023/cjoc201512017
Progress on the Sulfonylation and Desulfonylative Reactions of Sulfonyl Chlorides
Chin. J. Org. Chem.121Fu, YFALSEFALSEFALSEFALSE
886
10.1016/j.tet.2016.01.004
Chromatography with silver nitrate: part 2
Tetrahedron121Williams, CMFALSEFALSEFALSEFALSE
887
10.1039/c9nj02810b
Carbon dioxide utilization in the efficient synthesis of carbamates by deep eutectic solvents (DES) as green and attractive solvent/catalyst systems
New J. Chem.120Inaloo, IDFALSEFALSEFALSEFALSE
888
10.1002/asia.201801862
Investigating the Mechanism of Palladium-Catalyzed Radical Oxidative C(sp(3))-H Carbonylation: A DFT Study
Chem.-Asian J.120Lan, Y; Bai, RPFALSEFALSEFALSEFALSE
889
10.1002/cssc.201801382
Ligand-Free Bioinspired Suzuki-Miyaura Coupling Reactions using Aryltrifluoroborates as Effective Partners in Deep Eutectic Solvents
ChemSusChem120
Perna, FM; Capriati, V
FALSEFALSEFALSEFALSE
890
10.1002/ejoc.201300657
Reductive Deoxygenation of Alcohols: Catalytic Methods Beyond Barton-McCombie Deoxygenation
Eur. J. Org. Chem.120Konig, BFALSEFALSEFALSEFALSE
891
10.1039/c2dt12187e
Novel saccharinate-bridged palladium complexes for efficient C-O bond activation displaying promising luminescence properties
Dalton Trans.120Kapdi, ARFALSEFALSEFALSEFALSE
892
10.1021/ja200398c
Suzuki-Miyaura Cross-Coupling of Aryl Carbamates and Sulfamates: Experimental and Computational Studies
J. Am. Chem. Soc.120Houk, KNFALSEFALSEFALSEFALSE
893
10.1002/chem.200601142
9-fluorenylphosphines for the Pd-catalyzed Sonogashira, Suzuki, and Buchwald-Hartwig coupling reactions in organic solvents and water
Chem.-Eur. J.120Plenio, HFALSEFALSEFALSEFALSE
894
10.5059/yukigoseikyokaishi.38.633
C-H AND C-O BOND ACTIVATION BY TRANSITION-METAL COMPLEXES - OXIDATIVE ADDITION AND REDUCTIVE ELIMINATION
J. Synth. Org. Chem. Jpn.
120KOMIYA, SFALSEFALSEFALSEFALSE
895
10.1021/acscatal.1c03980
Nickel-Catalyzed Reductive Deoxygenation of Diverse C-O Bond-Bearing Functional Groups
ACS Catal.120Newman, SGFALSEFALSEFALSEFALSE
896
10.1021/acscatal.1c04143
Synthesis of Multisubstituted Allenes via Nickel-Catalyzed Cross-Electrophile Coupling
ACS Catal.120Wang, CFALSETRUEFALSEFALSE
897
10.1016/j.tet.2021.132415
Functionalization of C(sp(3))-H bonds adjacent to heterocycles catalyzed by earth abundant transition metals
Tetrahedron120Bhadra, SFALSEFALSEFALSEFALSE
898
10.1002/anie.202106356
Activation of Aryl Carboxylic Acids by Diboron Reagents towards Nickel-Catalyzed Direct Decarbonylative Borylation
Angew. Chem.-Int. Edit.
120Su, WPFALSEFALSEFALSEFALSE
899
10.1039/c7ra09006d
Theoretical study on homolytic B-B cleavages of diboron(4) compounds
RSC Adv.120Zheng, WRFALSEFALSEFALSEFALSE
900
10.1055/s-0040-1707342
Reductive Cross-Coupling of Vinyl Electrophiles
An enantioselective Ni-catalyzed cross-coupling of NT-hyciroxyphthalimide esters with Vinyl bromides is reported. The reaction proceeds under mild conditions and uses tetralds(N,N-dimethylamino)ethylene as a terminal organic reductant. Good functional group tolerance is demonstrated, with over 20 examples of reactions that proceed with >90% ee.
Synthesis119Shu, XZFALSETRUEFALSEFALSE
901
10.1002/anie.202004116
Nickel-Mediated Trifluoromethylation of Phenol Derivatives by Aryl C-O Bond Activation
A cross-coupling reaction between air- and moisture-stable aryl- or alkyl(triorgano)silanes and aryl tosylates was developed by cooperative palladium/copper catalysis. In order to obtain the coupling products in high yields, the presence of the P,N-heterobidentate ligand 1-[2-(dicyclohexylphosphanyl)phenyl]-N,N-dimethylmethanamine (L1) is crucial. This protocol tolerates a variety of functional groups such as acetyl, cyano, chloro, formyl, and alkoxycarbonyl moieties.
Angew. Chem.-Int. Edit.
119Qing, FLFALSEFALSEFALSEFALSE
902
10.1039/d0sc02542a
Ru-catalyzed isomerization of omega-alkenylboronates towards stereoselective synthesis of vinylboronates with subsequentin situfunctionalization
We have developed a conceptually and methodologically novel self-assembled multilayer nickel nanoparticle (NP) catalyst - sulfur-modified gold-supported Ni NPs (SANi) - for organic synthesis. The SANi catalyst was easily prepared through a three-step procedure involving simultaneous in situ metal NP and nanospace organization. This unique method does not require any conventional preformed template for immobilizing and stabilizing NPs. SANi catalyzes carbon-carbon bond-forming cross-coupling, Kumada coupling, and Negishi coupling reactions under ligand-free conditions and can be used repeatedly for these reactions. Physical analysis of SANi showed that the active species in these reactions are self-assembled multilayer zerovalent Ni NPs with a size of similar to 3 nm.
Chem. Sci.119Marek, IFALSEFALSEFALSEFALSE
903
10.1021/jacs.9b09373
Remote Functionalization of alpha,beta-Unsaturated Carbonyls by Multimetallic Sequential Catalysis
J. Am. Chem. Soc.119Mazet, CFALSEFALSEFALSEFALSE
904
10.1021/acs.organomet.9b00131
Phosphine-Free Well-Defined Mn(I) Complex-Catalyzed Synthesis of Amine, Imine, and 2,3-Dihydro-1H-perimidine via Hydrogen Autotransfer or Acceptorless Dehydrogenative Coupling of Amine and Alcohol
Organometallics119
Srivastava, HK; Srimani, D
FALSEFALSEFALSEFALSE
905
10.1002/cctc.201900132
Phosphite-thioether/selenoether Ligands from Carbohydrates: An Easily Accessible Ligand Library for the Asymmetric Hydrogenation of Functionalized and Unfunctionalized Olefins
ChemCatChem119
Pamies, O; Dieguez, M
FALSEFALSEFALSEFALSE
906
10.1021/acs.joc.5b02098
C-C Activation by Retro-Aldol Reaction of Two beta-Hydroxy Carbonyl Compounds: Synergy with Pd-Catalyzed Cross-Coupling To Access Mono-alpha-arylated Ketones and Esters
J. Org. Chem.119Zhang, SLFALSEFALSEFALSEFALSE
907
10.1002/anie.201507623
Z-Selective Hydrothiolation of Racemic 1,3-Disubstituted Allenes: An Atom-Economic Rhodium-Catalyzed Dynamic Kinetic Resolution
Angew. Chem.-Int. Edit.
119Breit, BFALSEFALSEFALSEFALSE
908
10.1021/jacs.5b09980
Iridium-Catalyzed Enantioselective Allylic Substitution of Enol Silanes from Vinylogous Esters and Amides
J. Am. Chem. Soc.119Hartwig, JFFALSEFALSEFALSEFALSE
909
10.1021/acscatal.5b00909
Recent Advances in the Synthesis of Triarylmethanes by Transition Metal Catalysis
ACS Catal.119Nambo, MFALSEFALSEFALSEFALSE
910
10.1002/adsc.201401153
Amine-Borane Complexes: Air-and Moisture-Stable Partners for Palladium-Catalyzed Borylation of Aryl Bromides and Chlorides
Adv. Synth. Catal.119Pucheault, MFALSEFALSEFALSEFALSE
911
10.1021/cs501498f
Catalytic Hydrogenolysis of Aryl Ethers: A Key Step in Lignin Valorization to Valuable Chemicals
ACS Catal.119Kempe, RFALSEFALSEFALSEFALSE
912
10.1021/jo4024123
Synthesis of Heteroaryl Compounds through Cross-Coupling Reaction of Aryl Bromides or Benzyl Halides with Thienyl and Pyridyl Aluminum Reagents
J. Org. Chem.119Zhou, SLFALSEFALSEFALSEFALSE
913
10.1002/ejoc.201200918
Room-Temperature Suzuki-Miyaura Coupling of Heteroaryl Chlorides and Tosylates
Eur. J. Org. Chem.119Zhou, JRFALSEFALSEFALSEFALSE
914
10.1016/j.ccr.2011.10.018
Allylic ruthenium(IV) complexes in catalysis
Coord. Chem. Rev.119Bruneau, CFALSEFALSEFALSEFALSE
915
10.1080/07328303.2012.683910
Recent Advances in Transition Metal-Catalyzed O-Glycosylations
J. Carbohydr. Chem.
119Zhu, JLFALSEFALSEFALSEFALSE
916
10.1002/chem.201101489
Calcium-Mediated Dearomatization, C-H Bond Activation, and Allylation of Alkylated and Benzannulated Pyridine Derivatives
Chem.-Eur. J.119Okuda, JFALSEFALSEFALSEFALSE
917
10.2174/138527211797248021
Pd-catalyzed alpha-Arylation of Carbonyl and Related Compounds: Recent Developments and Perspectives
Curr. Org. Chem.119Martin, RFALSEFALSEFALSEFALSE
918
10.1021/ja102686u
Arrested Catalysis: Controlling Kumada Coupling Activity via a Redox-Active N-Heterocyclic Carbene
J. Am. Chem. Soc.119Bielawski, CWFALSEFALSEFALSEFALSE
919
10.1002/aoc.6551
4,5-Dihydro-imidazol-2-ylidene-linked palladium complexes as catalysts for the direct C-H bond arylation of azoles
Appl. Organomet. Chem.
119Ozdemir, IFALSEFALSEFALSEFALSE
920
10.1021/jacs.7b03548
Computational Study of Ni-Catalyzed C-H Functionalization: Factors That Control the Competition of Oxidative Addition and Radical Pathways
J. Am. Chem. Soc.119Liu, PFALSEFALSEFALSEFALSE
921
10.1016/j.jorganchem.2016.12.029
Organonickel complexes encumbering bis-imidazolylidene carbene ligands: Synthesis, X-ray structure and catalytic insights on Buchwald-Hartwig amination reactions
J. Organomet. Chem.
119
Viswanathamurthi, P
FALSEFALSEFALSEFALSE
922
10.1007/s41061-016-0067-6
Ni-Catalyzed C-C Couplings Using Alkyl Electrophiles
Top. Curr. Chem.119Kambe, NFALSETRUEFALSEFALSE
923
10.1002/chem.201601584
Modular Construction of Fluoroarenes from a New Difluorinated Building Block by Cross-Coupling/Electrocyclisation/Dehydrofluorination Reactions
Chem.-Eur. J.119Percy, JMFALSETRUEFALSEFALSE
924
10.1002/ajoc.202000686
Ruthenium-Catalyzed Synthesis of alpha-Alkylated Ketones and Quinolines in an Aqueous Medium via a Hydrogen-Borrowing Strategy Using Ketones and Alcohols
The first synthesis of cyclic (alkyl)(amino) carbenes (cAACs) was reported in 2005, and since then this class of carbenes has been on a victory tour in main-group-element and transition-metal chemistry. CAACs are easy to synthesize and among the most nucleophilic (sigma-donating) and simultaneously most electrophilic (pi-accepting) carbenes known to date. These properties have led to a vast number of applications of cAACs in main-group-element chemistry in, for example, the activation of small-molecule compounds and enthalpically strong bonds, as well as in the stabilization of highly reactive main-group-element compounds. They also proved to possess outstanding ligand properties in transition-metal chemistry in, for example, the stabilization of unusual low-valent transition-metal complexes, leading to enormously highly active but robust catalysts. Here a brief overview of cAAC-ligated transition-metal compounds, mainly in low oxidation states, with an emphasis on nickel complexes, is provided, and a personal account of some of the recent developments in the use of cAACs in coordination chemistry and catalysis is given.
Asian J. Org. Chem.118Elias, AJFALSEFALSEFALSEFALSE
925
10.1055/a-1349-3543
Biaryl Construction Based on Nickel-Catalyzed C-O Bond Activation
The first example of a diazo palladium adduct is reported. The complexes [(ArNHC-PPh2) M(eta(N2C)-N-2(Ph) CO2Et)] (M = Ni, 3; M = Pd, 4; ArNHC-PPh2 = 3-(2,6-diisopropylphenyl)- 1-[(diphenylphosphino)ethyl] imidazol-2-ylidene) were prepared by ligand exchange with styrene-coordinated precursors [(ArNHC @ PPh2) M(styrene)] (M = Ni, 1; M = Pd, 2). Complex 4 was fully characterized, including X-ray analyses; this constitutes the first example of a diazo adduct compound with palladium, thereby closing the gap between Groups 8 and 10 regarding this type of compounds.
Synlett118Liu, FFALSEFALSEFALSEFALSE
926
10.1021/acs.orglett.0c03782
Generation of Organozinc Reagents from Arylsulfonium Salts Using a Nickel Catalyst and Zinc Dust
High thermally and thermo-oxidatively stable poly(phenylene-carborane) (PPB) was synthesized via Ni(0)-catalyzed polymerization of bis(aryl chloride) monomer containing carborane. This polymer was soluble in THF and NMP at room temperature, thus allowing molecular weight and spectroscopic analysis. Number-average molecular weight determined by H-1-NMR spectroscopy was 5.4 x 103 g/mol. The crystalline character of PPB was verified by XRD analysis. This polymer exhibited excellent thermal and thermo-oxidative stability with 5% weight loss temperature to be 707 degrees C and > 1000 degrees C in nitrogen and air, respectively. High char yields of 93.2% and 97.9% were obtained at 1000 degrees C in nitrogen and air, respectively. Additionally, PPB has proven to be excellent sing-source precursor to boron-carbide/carbon ceramic materials with high ceramic yields in the range of 91.1%-92.6%. According to XRD analysis, boron carbide crystallization for PPB occurred between 1000 and 1200 degrees C. (C) 2017 Published by Elsevier Ltd.
Org. Lett.118Yorimitsu, HFALSEFALSEFALSEFALSE
927
10.1002/anie.202011231
Nickel-Catalyzed Migratory Hydrocyanation of Internal Alkenes: Unexpected Diastereomeric-Ligand-Controlled Regiodivergence
A one-pot method for the synthesis of 2-alkyl(aryl, benzyl)-1-phenylboriranes has been developed via the reaction of alpha-olefins with PhBCl2 in the presence of Cp2TiCl2 as the catalyst. The method implies the formation of boriranes as the result of transmetalation of titanacyclopropane intermediates generated in the reaction of alpha-olefins with Cp2TiCl2. Individual 1-phenyl-2-substituted boriranes were isolated and their structures confirmed by NMR spectral methods. (C) 2017 Elsevier B.V. All rights reserved.
Angew. Chem.-Int. Edit.
118Fang, XJFALSEFALSEFALSEFALSE
928
10.1002/chem.202001253
Control of Absolute Stereochemistry in Transition-Metal-Catalysed Hydrogen-Borrowing Reactions
Ring-opening reactions of strained heterocyclic compounds provide efficient routes to various organic frameworks. In this work, the ability of carboxylic acid nucleophiles to promote ring-opening of cyclopropanated 7-oxabenzonorbornadienes was investigated. Reactions proceeded smoothly to yield 2-naphthylmethyl esters in moderate yields, and optimal conditions were found with the use of 10 mol% p-toluenesulfonic acid monohydrate in dichloroethane heated to 90 degrees C. The amount of nucleophile could be decreased from a large excess to 8 equivalents without diminishing the yield. When varying the structure of the acid catalyst or carboxylic acid nucleophile, reaction rates showed a marked dependence on acidity of these species. Ring-opening was well tolerated by functionalized substrates, with substitution on the bridgehead or aromatic portions of the molecule. The present work is the second account of this type of reaction, and provides a new route to 2-naphthylmethyl esters. The transformations observed in this work should be useful in predicting the reactivity of similar fused-ring systems.
Chem.-Eur. J.118
Armstrong, RJ; Donohoe, TJ
FALSEFALSEFALSEFALSE
929
10.3390/catal10010136
Recent Developments in the Immobilization of Palladium Complexes on Renewable Polysaccharides for Suzuki-Miyaura Cross-Coupling of Halobenzenes and Phenylboronic Acids
Catalysts118
Wolfson, A; Levy-Ontman, O
FALSEFALSEFALSEFALSE
930
10.1039/c9qo00726a
Rigid hindered N-heterocyclic carbene palladium precatalysts: synthesis, characterization and catalytic amination
Org. Chem. Front.118Yao, HG; Liu, FSFALSEFALSEFALSEFALSE
931
10.1002/adsc.201900545
C-N Cross-Coupling Reactions Under Mild Conditions Using Singlet Di-Radical Nickel(II)-Complexes as Catalyst: N-Arylation and Quinazoline Synthesis
Adv. Synth. Catal.118Paul, NDFALSEFALSEFALSEFALSE
932
10.1039/c8dt03882a
Synthesis, characterization, and catalytic application in aldehyde hydrosilylation of half-sandwich nickel complexes bearing ((1)-C)- and hemilabile ((2)-C,S)-thioether-functionalised NHC ligands
Dalton Trans.118
Chetcuti, MJ; Ritleng, V
FALSEFALSEFALSEFALSE
933
10.1021/jacs.7b12865
Ligand-Controlled Chemoselective C(acyl)-O Bond vs Caryl)-C Bond Activation of Aromatic Esters in Nickel Catalyzed C(sp(2))-C(sp(3)) Cross-Couplings
J. Am. Chem. Soc.118Rueping, MFALSEFALSEFALSEFALSE
934
10.1021/ja5116452
Cobalt(III)-Catalyzed Synthesis of Indazoles and Furans by C-H Bond Functionalization/Addition/Cyclization Cascades
J. Am. Chem. Soc.118Ellman, JAFALSEFALSEFALSEFALSE
935
10.1016/j.tet.2012.05.030
A mild robust generic protocol for the Suzuki reaction using an air stable catalyst
Tetrahedron118Moseley, JDFALSEFALSEFALSEFALSE
936
10.1021/ja207759e
Nickel-Catalyzed Suzuki-Miyaura Reaction of Aryl Fluorides
J. Am. Chem. Soc.118Tobisu, MFALSEFALSEFALSEFALSE
937
10.1002/chem.201002354
Palladium-Catalyzed Direct Arylation of Heteroarenes with Aryl Mesylates
Chem.-Eur. J.118Kwong, FYFALSEFALSEFALSEFALSE
938
10.1021/ja0112036
Iridium complex-catalyzed allylic amination of allylic esters
J. Am. Chem. Soc.118Takeuchi, RFALSEFALSEFALSEFALSE
939
10.1021/jo960458c
Nickel-catalyzed coupling reaction of 1,3-disubstituted secondary allylic carbonates and lithium aryl- and alkenylborates
J. Org. Chem.118Kobayashi, YFALSEFALSEFALSEFALSE
940
10.1016/j.ica.2021.120747
Substituted N-heterocyclic carbene PEPPSI-type palladium complexes with different N-coordinated ligands: Involvement in the direct C-H bond activation of heteroarenes derivatives with aryl bromide and their antimicrobial, anti-inflammatory and antioxidant activities
Inorg. Chim. Acta118Ozdemir, IFALSEFALSEFALSEFALSE
941
10.1021/acscatal.1c02010
Recent Progress in Methyl-Radical-Mediated Methylation or Demethylation Reactions
ACS Catal.118Chen, ZYFALSEFALSEFALSEFALSE
942
10.1246/bcsj.20160365
Toward an Ideal Synthesis of (Bio) molecules through Direct Arene Assembling Reactions
Bull. Chem. Soc. Jpn.
118Yamaguchi, JFALSEFALSEFALSEFALSE
943
10.1039/c5sc03704b
Nickel-catalyzed arylation of heteroaryl-containing diarylmethanes: exceptional reactivity of the Ni(NIXANTPHOS)-based catalyst
Chem. Sci.118Walsh, PJFALSEFALSEFALSEFALSE
944
10.1039/d0gc03912h
Metal-free approach for hindered amide-bond formation with hypervalent iodine(III) reagents: application to hindered peptide synthesis
Enantioselective nickel-catalyzed arylative cyclizations of substrates containing a Z-allylic phosphate tethered to an alkyne are described. These reactions give multisubstituted chiral aza- and carbocycles, and are initiated by the addition of an arylboronic acid to the alkyne, followed by cyclization of the resulting alkenylnickel species onto the allylic phosphate. The reversible E/Z isomerization of the alkenylnickel species is essential for the success of the reactions.
Green Chem.117Maruoka, KFALSEFALSEFALSEFALSE
945
10.1021/acs.orglett.0c02303
General Synthesis of Cyclopropanols via Organometallic Addition to 1-Sulfonylcyclopropanols as Cyclopropanone Precursors
A unified strategy for cobalt-catalyzed ortho-C-H bond alkynylation of benzylamines is reported. Simple, commercially available CoBr2 was used as a cobalt source. The developed alkynylation strategy is robust and efficient and has a broad substrate scope including 1 degrees, 2 degrees, and 3 degrees benzylamines. The mechanistic study shows that C-H bond cleavage is reversible, and the kinetic study illustrates that the rate of reaction depends solely on the catalyst.
Org. Lett.117Lindsay, VNGFALSEFALSEFALSEFALSE
946
10.1002/anie.202005019
Cooperative Ni/Cu-Catalyzed Asymmetric Propargylic Alkylation of Aldimine Esters
The influence of the alcohol, as the hydrogen donor, on the efficiency and selectivity of the asymmetric transfer hydrogenation (ATH) of imines is reported for the first time. This discovery not only leads to a highly enantioselective access to N-aryl and N-alkyl amines, but also provides new insight into the mechanism of the ATH of imines. Both experimental and computational studies provide support for the reaction pathway involving an iridium alkoxide as the reducing species.
Angew. Chem.-Int. Edit.
117Guo, CFALSEFALSEFALSEFALSE
947
10.1002/ejoc.201901895
Axially Chiral 1,1'-Binaphthyl-2-Carboxylic Acid (BINA-Cox) as Ligands for Titanium-Catalyzed Asymmetric Hydroalkoxylation
We report the first catalytic method for activating the acyl C-O bonds of methyl esters through an oxidative-addition process. The oxidative-addition adducts, formed using nickel catalysis, undergo in situ trapping to provide anilide products. DFT calculations are used to support the proposed reaction mechanism, to understand why decarbonylation does not occur competitively, and to elucidate the beneficial role of the substrate structure and the Al(OtBu)(3) additive on the kinetics and thermodynamics of the reaction.
Eur. J. Org. Chem.117Hintermann, LFALSEFALSEFALSEFALSE
948
10.1002/slct.202000164
Microwave-Assisted/Pd-Catalyzed Domino Synthesis of 2,3,4-Triiodoanisole from 3-Anisic Acid: A Superior Substrate for Regioselective Synthesis of 2,3-Diiodobiphenyls
This review discusses the use of nickel catalysts and N,N'-bidentate directing groups, such as 2-pyridinylmethylamine, 8-aminoquinoline, and derivatives thereof, which constitute a powerful combination for the chelation-assisted functionalization of C-H bonds.
ChemistrySelect117Al-Zoubi, RMFALSEFALSEFALSEFALSE
949
10.1002/anie.201906781
A Celebration of Science amidst Nature: The 54th Burgenstock Conference
Angew. Chem.-Int. Edit.
117Barath, EFALSEFALSEFALSEFALSE
950
10.1039/c9nj01748h
Metal-free thioesterification of amides generating acyl thioesters
New J. Chem.117Chen, TQFALSEFALSEFALSEFALSE
951
10.1021/jacs.9b02238
A Radical Approach to Anionic Chemistry: Synthesis of Ketones, Alcohols, and Amines
J. Am. Chem. Soc.117Baran, PSFALSEFALSEFALSEFALSE
952
10.1002/ejoc.201801173
Transition-Metal-Free Approach for the Direct Arylation of Thiophene: Experimental and Theoretical Investigations towards the (Het)-Aryne Route
Eur. J. Org. Chem.117
Ingrosso, F; Comoy, C
FALSEFALSEFALSEFALSE
953
10.1039/c8nj05503c
Nickel-catalyzed cross-coupling of O,N-chelated diarylborinates with aryl chlorides and mesylates
New J. Chem.117Zou, GFALSEFALSEFALSEFALSE
954
10.1039/c4qo00321g
Highly efficient pincer nickel catalyzed cross-coupling of aryltrimethylammonium triflates with arylzinc reagents
Org. Chem. Front.117Wu, DFALSEFALSEFALSEFALSE
955
10.1021/jo400128c
Fluorescence Enhancement of Pyrene Chromophores Induced by Alkyl Groups through sigma-pi Conjugation: Systematic Synthesis of Primary, Secondary, and Tertiary Alkylated Pyrenes at the 1, 3, 6, and 8 Positions and Their Photophysical Properties
J. Org. Chem.117Konishi, GTRUEFALSEFALSEFALSE
956
10.1055/s-0032-1316846
Multimetallic Schiff Base Complexes as Cooperative Asymmetric Catalysts
Synthesis117Matsunaga, SFALSEFALSEFALSEFALSE
957
10.1039/b608410a
Reactivity of a palladium fluoro complex towards silanes and Bu3SnCH = CH2: catalytic derivatisation of pentafluoropyridine based on carbon-fluorine bond activation reactions
Dalton Trans.117Braun, TFALSEFALSEFALSEFALSE
958
10.1002/anie.202117114
Catalytic Enantioconvergent Allenylation of Aldehydes with Propargyl Halides
Angew. Chem.-Int. Edit.
117Wang, ZBFALSEFALSEFALSEFALSE
959
10.1021/acscatal.1c04128
Y Enantioselective Cobalt-Catalyzed Reductive Cross-Coupling for the Synthesis of Axially Chiral Phosphine-Olefin Ligands
ACS Catal.117Yang, SDFALSEFALSEFALSEFALSE
960
10.1002/chem.201604496
Decarboxylation as the Key Step in C-C Bond-Forming Reactions
Chem.-Eur. J.117Maiti, DFALSEFALSEFALSEFALSE
961
10.1002/cssc.201700321
Expeditious and Solvent-Free Nickel-Catalyzed C-H Arylation of Arenes and Indoles
ChemSusChem117Punji, BFALSEFALSEFALSEFALSE
962
10.17159/0379-4350/2017/v70a10
Great South African Molecules: The Case For Mycothiol
South Afr. J. Chem.-Suid-Afr. Tydskr. Chem.
117Nkambule, CMFALSEFALSEFALSEFALSE
963
10.1021/jacs.0c10832
Modular Cyclopentenone Synthesis through the Catalytic Molecular Shuffling of Unsaturated Acid Chlorides and Alkynes
Bench-stable nickel fluoride complexes bearing NNN pincer ligands have been employed as precursors for the regioselective hydrosilylation of epoxides at room temperature. A nickel hydride assisted epoxide opening is followed by the cleavage of the newly formed nickel oxygen bond by sigma-bond metathesis with a silane.
J. Am. Chem. Soc.116Morandi, BFALSEFALSEFALSEFALSE
964
10.1039/d0cc02542a
Recent advances of dinuclear nickel- and palladium-complexes in homogeneous catalysis
The highly enantioselective copper(I)/N-heterocyclic carbene (NHC) catalyzed synthesis of di- and triarylated all-carbon quaternary stereocenters via asymmetric allylic arylation (AAAr) with aryl organolithium compounds is demonstrated. The use of readily available or easily accessible aryl organolithium reagents in combination with trisubstituted ally) bromides, in the presence of a copper/NHC catalyst, affords important di- and triarylated all-carbon quaternary stereocenters in good yields and enantioselectivities. This method tolerates a wide range of alkyl and substituted aryl groups in the starting allyl bromides, including less common biaryl moieties, which, in combination with diverse organolithium reagents, delivers a broad scope of products in an operationally straightforward and efficient manner.
Chem. Commun.116Xie, JFALSEFALSEFALSEFALSE
965
10.1039/c9cc10057a
Visible-light photoredox-catalyzed dual C-C bond cleavage: synthesis of 2-cyanoalkylsulfonylated 3,4-dihydronaphthalenes through the insertion of sulfur dioxide
We demonstrate that a simple cobalt complex can regioselectively couple epoxides and aziridines with alkenes to generate valuable homoallylic alcohols and amines. The intramolecular reaction exhibits complete atom economy and, in contrast to traditional Mizoroki-Heck reactions, does not require stoichiometric amounts of base. An indole derivative was also shown to be a suitable coupling partner. Finally, promising results regarding the development of an intermolecular process using both epoxides and aziridines are reported, as well as preliminary mechanistic studies suggesting a radical mechanism.
Chem. Commun.116
Liu, Y; Li, H; Tang, KW
FALSEFALSEFALSEFALSE
966
10.1002/cctc.201900254
Nickel-Catalyzed Dehydrogenative Couplings
ChemCatChem116De Sarkar, SFALSEFALSEFALSEFALSE
967
10.1002/open.201900104
Self-Suspended Nanoparticles for N-Alkylation Reactions: A New Concept for Catalysis
ChemistryOpen116Sarno, MFALSEFALSEFALSEFALSE
968
10.6023/cjoc201809037
Recent Advances in Ni-Catalyzed Allylic Substitution Reactions
Chin. J. Org. Chem.116You, SLFALSEFALSEFALSEFALSE
969
10.1055/s-0037-1610222
Merging Transition-Metal Catalysis with Photoredox Catalysis: An Environmentally Friendly Strategy for C-H Functionalization
Synthesis116Zhou, WJTRUEFALSEFALSEFALSE
970
10.1002/slct.201701438
Copper-Exchanged Magnetic-FAp: Surface Catalysis in Decarboxylative Coupling of alpha-Oxocarboxylic Acids with Formamides
ChemistrySelect116
Mamaghani, M; Sheykhan, M
FALSEFALSEFALSEFALSE
971
10.1246/bcsj.20130332
Theoretical Studies of Rhodium-Catalyzed Borylation of Nitriles through Cleavage of Carbon-Cyano Bonds
Bull. Chem. Soc. Jpn.
116Tobisu, MFALSEFALSEFALSEFALSE
972
10.1039/c4cs00206g
Metal-catalyzed activation of ethers via C-O bond cleavage: a new strategy for molecular diversity
Chem. Soc. Rev.116Martin, RFALSEFALSEFALSEFALSE
973
10.1021/jo8010254
Studies on the mechanism of allylic coupling reactions: A hammett analysis of the coupling of aryl silicate derivatives
J. Org. Chem.116DeShong, PFALSEFALSEFALSEFALSE
974
10.1039/p19950002083
NICKEL-CATALYZED COUPLING OF ALLYLAMINES AND BORONIC ACIDS
J. Chem. Soc.-Perkin Trans. 1
116TROST, BMFALSEFALSEFALSEFALSE
975
10.1002/cctc.202101168
Highly Efficient and Recyclable Porous Organic Polymer Supported Iridium Catalysts for Dehydrogenation and Borrowing Hydrogen Reactions in Water
ChemCatChem116Wang, DWFALSEFALSEFALSEFALSE
976
10.1002/anie.202106273
Radical 1,4-Aryl Migration Enabled Remote Cross-Electrophile Coupling of alpha-Amino-beta-Bromo Acid Esters with Aryl Bromides
Angew. Chem.-Int. Edit.
116Tang, SFALSETRUEFALSEFALSE
977
10.1016/j.jorganchem.2015.12.009
A convenient phosphine-free palladium-catalyzed direct arylation of thiazole under mild aerobic conditions
J. Organomet. Chem.
116Huang, JFALSEFALSEFALSEFALSE
978
10.1039/c6ob00164e
Aminoquinoline-assisted vinylic C-H arylation of unsubstituted acrylamide for the selective synthesis of Z olefins
Org. Biomol. Chem.116Jiang, CFALSEFALSEFALSEFALSE
979
10.1039/c9ob01224a
Transition-metal free oxidative C-H etherification of acylanilines with alcohols through a radical pathway
Org. Biomol. Chem.115Xia, CCFALSEFALSEFALSEFALSE
980
10.1002/chem.201900886
Photoinduced C(sp(3))-N Bond Cleavage Leading to the Stereoselective Syntheses of Alkenes
Chem.-Eur. J.115
Wang, C; Uchiyama, M
TRUEFALSEFALSEFALSE
981
10.1002/slct.201803626
Effect of Confined Spaces in the Catalytic Activity of 1D and 2D Heterogeneous Carbon-Based Catalysts for Synthesis of 1,3,5-Triarylbenzenes: RGO-SO3H vs. MWCNTs-SO3H
ChemistrySelect115
Golestanzadeh, M; Naeimi, H
FALSEFALSEFALSEFALSE
982
10.1016/j.jorganchem.2018.04.036
Iridium(III)- benzoxazolyl and benzothiazolyl phosphine ligands catalyzed versatile alkylation reactions with alcohols and the synthesis of quinolines and indole
J. Organomet. Chem.
115Hou, XFFALSEFALSEFALSEFALSE
983
10.1055/s-0034-1379890
Transition-Metal-Catalyzed Direct C-H Functionalization under External-Oxidant-Free Conditions
Synthesis115Cui, XLFALSEFALSEFALSEFALSE
984
10.1016/j.tet.2014.07.022
Rhodium-catalyzed direct oxidative cross-coupling of 2-aryl pyridine with benzothiazoles
Tetrahedron115Yuan, YFALSEFALSEFALSEFALSE
985
10.1021/om200557c
Synthesis, Coordination Behavior, and Structural Features of Chiral Amino-, Pyrazolyl-, and Phosphino-Substituted Ferrocenyloxazolines and Their Application in Asymmetric Hydrogenations
Organometallics115
Weissensteiner, W
FALSEFALSEFALSEFALSE
986
10.1016/j.tetlet.2009.10.096
An efficient route to 4-substituted coumarins, 2(5H)-furanones, and pyrones via palladium-catalyzed couplings of alkenyl tosylates with organoindium reagents
Tetrahedron Lett.115Peng, YYFALSEFALSEFALSEFALSE
987
10.1021/ja8079548
Diels-Alder Exo Selectivity in Terminal-Substituted Dienes and Dienophiles: Experimental Discoveries and Computational Explanations
J. Am. Chem. Soc.115Gouverneur, VFALSEFALSEFALSEFALSE
988
10.1002/chem.200800858
Development of palladium-carbene catalysts for telomerization and dimerization of 1,3-dienes: From basic research to industrial applications
Chem.-Eur. J.115Beller, MFALSEFALSEFALSEFALSE
989
10.1039/d1cy00660f
Origins of Lewis acid acceleration in nickel-catalysed C-H, C-C and C-O bond cleavage
Catal. Sci. Technol.115Lu, GFALSEFALSEFALSEFALSE
990
10.1021/acscatal.1c01351
Chiral Carboxylic Acid Assisted Enantioselective C-H Activation with Achiral (CpMIII)-M-x (M = Co, Rh, Ir) Catalysts
ACS Catal.115
Yoshino, T; Matsunaga, S
FALSEFALSEFALSEFALSE
991
10.1039/c7cc00078b
Aromatic metamorphosis: conversion of an aromatic skeleton into a different ring system
Chem. Commun.115Yorimitsu, HFALSEFALSEFALSEFALSE
992
10.1021/acscatal.6b02988
A Polystyrene-Cross-Linking Bisphosphine: Controlled Metal Monochelation and Ligand-Enabled First-Row Transition Metal Catalysis
ACS Catal.115
Iwai, T; Sawamura, M
FALSEFALSEFALSEFALSE
993
10.1021/acs.joc.6b02093
Mechanism of Nickel-Catalyzed Selective C-N Bond Activation in Suzuki-Miyaura Cross-Coupling of Amides: A Theoretical Investigation
J. Org. Chem.115Zhae, YFFALSEFALSEFALSEFALSE
994
10.1007/s41061-016-0053-z
Nickel-Catalyzed Aromatic C-H Functionalization
Top. Curr. Chem.115Yamaguchi, JFALSEFALSEFALSEFALSE
995
10.1021/acs.inorgchem.5b02936
A DFT-Elucidated Comparison of the Solution-Phase and SAM Electrochemical Properties of Short-Chain Mercaptoalkylferrocenes: Synthetic and Spectroscopic Aspects, and the Structure of Fc-CH2CH2-S-S-CH2CH2-Fc
Inorg. Chem.115Swarts, JCFALSETRUEFALSEFALSE
996
10.1021/jacs.0c02876
Pd-Catalyzed Enantioselective Syntheses of Trisubstituted Allenes via Coupling of Propargylic Benzoates with Organoboronic Acids
Examples of the palladium- and nickel-catalyzed amination of aryl fluorosulfonates with aromatic and alkyl amines are described. Aniline is coupled to a diverse series of aryl fluorosulfonates catalyzed by the combination of CpPd(cinammyl) and Xantphos, and the relative reactivity of aryl fluorosulfonates to undergo Pd-catalyzed amination was compared with other common aryl electrophiles. In addition, we report the direct amination of a phenol by in situ formation of an aryl fluorosulfonate by reaction with sulfuryl fluoride and base followed by subsequent amination to form a new C-N bond. Finally, we report examples of the nickel-catalyzed amination of aryl fluorosulfonates catalyzed by the combination of Ni(COD)(2) and DPPF in the presence of MeCN. The high reactivity of the aryl fluorosulfonate electrophile with generic palladium and nickel catalyst systems, combined with its simple preparation from sulfuryl fluoride will enable commercial amination reactions of abundant phenolic raw materials.
J. Am. Chem. Soc.114
Qian, H; Zhang, JL; Ma, SM
FALSEFALSEFALSEFALSE
997
10.1039/c9ob02328c
Peroxide-mediated site-specific C-H methylation of imidazo[1,2-a]pyridines and quinoxalin-2(1H)-ones under metal-free conditions
Org. Biomol. Chem.114Lin, S; Yan, ZHFALSEFALSEFALSEFALSE
998
10.1016/j.tet.2019.06.034
Nickel-mediated reductive coupling of neopentyl bromides with activated alkenes at room temperature and its synthetic application
Tetrahedron114Peng, Y; Li, WDZFALSEFALSEFALSEFALSE
999
10.1002/anie.201902509
Cobalt-Catalyzed Allylic Alkylation Enabled by Organophotoredox Catalysis
Angew. Chem.-Int. Edit.
114
Kojima, M; Matsunaga, S
FALSEFALSEFALSEFALSE
1000
10.1002/chem.201900276
Synthetic Routes towards Multifunctional Cyclopentadienes
Chem.-Eur. J.114Frei, AFALSEFALSEFALSEFALSE
1001
10.1021/acs.joc.8b00583
Asymmetric Rhodium-Catalyzed Allylic Substitution Reactions: Discovery, Development and Applications to Target-Directed Synthesis
J. Org. Chem.114Evans, PAFALSEFALSEFALSEFALSE
1002
10.1016/j.tetlet.2018.02.043
Metal-free S-methylation of diaryl disulfides with di-tert-butyl peroxide
Tetrahedron Lett.114Wu, XMFALSEFALSEFALSEFALSE
1003
10.1039/c7cy01382e
Mechanism and reactivity of catalytic propargylic substitution reactions via metal-allenylidene intermediates: a theoretical perspective
Catal. Sci. Technol.114Sakata, KFALSEFALSEFALSEFALSE
1004
10.1039/c7sc03912c
Ex situ generation of stoichiometric HCN and its application in the Pd-catalysed cyanation of aryl bromides: evidence for a transmetallation step between two oxidative addition Pd-complexes
Chem. Sci.114Skrydstrup, TFALSEFALSEFALSEFALSE
1005
10.1002/ejoc.201500263
Synthesis of Diiodinated Biphenyls and Iodinated meta-Terphenyls by Regioselective Suzuki-Miyaura Cross-Coupling Reactions of 5-Substituted 1,2,3-Triiodobenzenes
Eur. J. Org. Chem.114Al-Zoubi, RMFALSEFALSEFALSEFALSE
1006
10.1039/c4ra07455f
Palladium-catalyzed desulfitative cross-coupling of arylsulfinates with arylboronic acids
RSC Adv.114Qi, CZFALSEFALSEFALSEFALSE
1007
10.1021/jo302112a
Palladium-Catalyzed Sonogashira-Coupling Conjoined C-H Activation: A Regioselective Tandem Strategy to Access Indolo- and Pyrrolo[1,2-a]quinolines
J. Org. Chem.114Verma, AKFALSEFALSEFALSEFALSE
1008
10.1016/j.tetlet.2009.07.100
Bromodimethylsulfonium bromide (BDMS): a useful reagent for conversion of aldoximes and primary amides to nitriles
Tetrahedron Lett.114Yadav, LDSFALSEFALSEFALSEFALSE
1009
10.1021/acs.joc.1c00260
Practical Electro-Oxidative Sulfonylation of Phenols with Sodium Arenesulfinates Generating Arylsulfonate Esters
J. Org. Chem.114Chen, TQFALSETRUEFALSEFALSE
1010
10.1039/c6nj02887j
Computational study on C-B homolytic bond dissociation enthalpies of organoboron compounds
New J. Chem.114Zheng, WRFALSEFALSEFALSEFALSE
1011
10.1021/acs.orglett.0c03507
Catalytic C(sp(2))-C(sp(3)) Bond Formation of Methoxyarenes by the Organic Superbase t-Bu-P4
The asymmetric ring opening reactions of bicyclic alkenes with boronic acids were accomplished by using a highly active palladium/zinc co-catalytic system that was suitable for both azabenzonorbornadienes and oxabenzonorbornadienes, which were transformed to the corresponding chiral hydronaphthalene products in high yields (up to 99%) and high optical purifies (up to 98% ee). The reaction protocol is general and mild and displays good functional group tolerance.
Org. Lett.113
Shigeno, M; Kondo, Y
FALSEFALSEFALSEFALSE
1012
10.1021/acs.orglett.0c02609
C-F Activation for C(sp(2))-C(sp(3)) Cross-Coupling by a Secondary Phosphine Oxide (SPO)-Nickel Complex
Treatment of benzofurans with bis(pinacolato)diboron and Cs2CO3 under nickel-NHC catalysis resulted in the insertion of a boron atom into the C-2-O bond of benzofurans to afford the corresponding oxaborins. The scope of benzofuran substrates is wide, and the reactions proceeded without loss of functional groups such as fluoro, methoxy, and ester that are potentially reactive under nickel catalysis. The boron inserted products proved to be useful building blocks and subsequently underwent a series of transformations, one of which led to the synthesis of fluorescent pi-expanded oxaborins.
Org. Lett.113Ackermann, LFALSEFALSEFALSEFALSE
1013
10.1002/ejoc.202000966
Shining Light on Ti(IV)Complexes: Exceptional Tools for Metallaphotoredox Catalysis
We have developed a nickel-catalyzed cross-coupling reaction of cyclic alkenyl ethers with arylboronic esters that leads to the formation of unsaturated alcohols via ring-opening by the cleavage of a C(sp(2))-O bond. The use of 1,3-dicyclohexylimidazol-2-ylidene as the ligand is essential to promote this cross-coupling process.
Eur. J. Org. Chem.113
Fermi, A; Gualandi, A; Bergamini, G
FALSEFALSEFALSEFALSE
1014
10.6023/cjoc202002038
Recent Advances in Transition-Metal Catalyzed Defunctionalization Reaction
Nickel or iron salts catalyzing the selective synthesis of 3,3-indolyl disulfide (diselenide) and 3,3-indolyl thioether (selenide) directly from indole through C-H activation are reported. The effect of iodine element was beneficial in the novel metal-catalyzed circulation system. A wide variety of functional groups could be tolerated under the reaction conditions.
Chin. J. Org. Chem.113Jin, WW; Liu, CJFALSEFALSEFALSEFALSE
1015
10.1002/anie.201913367
Enantioselective Difunctionalization of Alkenes by a Palladium-Catalyzed Heck/Sonogashira Sequence
Angew. Chem.-Int. Edit.
113
Zhang, ZM; Zhang, JL
FALSEFALSEFALSEFALSE
1016
10.1039/c9gc02694k
Amine-catalyzed and functional group-controlled chemo- and regioselective synthesis of multi-functionalized CF3-benzene via a metal-free process
Green Chem.113He, GFALSEFALSEFALSEFALSE
1017
10.1021/acs.orglett.9b02308
CuH-Catalyzed Asymmetric 1,6-Conjugate Reduction of p-Quinone Methides: Enantioselective Synthesis of Triarylmethanes and 1,1,2-Triarylethanes
Org. Lett.113Chu, WD; Liu, QZFALSEFALSEFALSEFALSE
1018
10.1016/j.chempr.2019.01.006
Recent Advances in the Catalytic Synthesis of 4-Quinolones
Chem113Zhang, PFFALSEFALSEFALSEFALSE
1019
10.1002/adsc.201801661
Direct C(sp(2))-H Amination to Synthesize Primary 3-aminoquinoxalin-2(1H)-ones under Simple and Mild Conditions
Adv. Synth. Catal.113
Zhang, HY; Zhang, YC
FALSEFALSEFALSEFALSE
1020
10.3390/catal8010023
Pd-Catalyzed Mizoroki-Heck Reactions Using Fluorine-Containing Agents as the Cross-Coupling Partners
Catalysts113
Zhao, HW; Zhang, CP
FALSEFALSEFALSEFALSE
1021
10.1055/s-0036-1590985
Chemoselective Ruthenium-Catalyzed C-O Bond Activation: Orthogonality of Nickel- and Palladium-Catalyzed Reactions for the Synthesis of Polyaryl Fluorenones
Synlett113Snieckus, VFALSEFALSEFALSEFALSE
1022
10.1021/acscatal.5b00026
Catalytic Synthesis of 2H-Chromenes
ACS Catal.113de Bruin, BFALSEFALSEFALSEFALSE
1023
10.1021/acscatal.5b00072
Nickel: The Spirited Horse of Transition Metal Catalysis
ACS Catal.113Ananikov, VPFALSEFALSEFALSEFALSE
1024
10.1039/c4ra09450f
Selective approach to thioesters and thioethers via sp(3) C-H activation of methylarenes
RSC Adv.113Cai, CFALSEFALSEFALSEFALSE
1025
10.1021/om400711d
Bis(diisopropylphosphinomethyl)amine Nickel(II) and Nickel(0) Complexes: Coordination Chemistry, Reactivity, and Catalytic Decarbonylative C-H Arylation of Benzoxazole
Organometallics113Gade, LHFALSEFALSEFALSEFALSE
1026
10.1021/ol400444g
Indoles Synthesized from Amines via Copper Catalysis
Org. Lett.113May, JAFALSEFALSEFALSEFALSE
1027
10.1021/ja806545e
Catalytic Hydrodefluorination of Aromatic Fluorocarbons by Ruthenium N-Heterocyclic Carbene Complexes
J. Am. Chem. Soc.113Whittlesey, MKFALSEFALSEFALSEFALSE
1028
10.1021/om0608004
Rhodium-catalyzed hydroallylation of activated alkenes
Organometallics113Matsuda, IFALSEFALSEFALSEFALSE
1029
10.1021/cr020027w
Asymmetric transition-metal-catalyzed allylic alkylations: Applications in total synthesis
Chem. Rev.113Trost, BMFALSEFALSEFALSEFALSE
1030
10.1021/jo961464b
Nickel- and palladium-catalyzed homocoupling of aryl triflates. Scope, limitation, and mechanistic aspects
J. Org. Chem.113Jutand, AFALSEFALSEFALSEFALSE
1031
10.1039/d1sc03865f
Cu(i) catalysis for selective condensation/bicycloaromatization of two different arylalkynes: direct and general construction of functionalized C-N axial biaryl compounds
Chem. Sci.113Zhou, YBFALSEFALSEFALSEFALSE
1032
10.1016/j.tet.2021.132564
Cross-coupling reaction of organoalane reagents with 2-mercaptobenzo-5-membered heterocycles for efficient synthesis of benzo-5-membered heterocycle sulfides
Tetrahedron113Li, QHFALSEFALSEFALSEFALSE
1033
10.1002/ejoc.202100642
Nickel-Catalyzed Asymmetric Hydrogenation of Hydrazones
Eur. J. Org. Chem.113Zhang, WBFALSEFALSEFALSEFALSE
1034
10.3389/fchem.2021.613633
Highly Diastereoselective Construction of Carbon- Heteroatom Quaternary Stereogenic Centers in the Synthesis of Analogs of Bioactive Compounds: From Monofluorinated Epoxyalkylphosphonates to alpha-Fluoro-, beta-, or gamma-Amino Alcohol Derivatives of Alkylphosphonates
Front. Chem.113Rapp, MFALSEFALSEFALSEFALSE
1035
10.1002/anie.201609654
Iridium-Catalyzed Intermolecular Asymmetric Dearomatization of beta-Naphthols with Allyl Alcohols or Allyl Ethers
Angew. Chem.-Int. Edit.
113You, SLFALSEFALSEFALSEFALSE
1036
10.1021/acs.organomet.6b00723
Pd-PEPPSI Complexes Bearing Bulky [(1,2-Di-(tert-butyl)acenaphthyl] (DtBu-An) on N-Heterocarbene Backbones: Highly Efficient for Suzuki-Miyaura Cross-Coupling under Aerobic Conditions
Organometallics113Liu, FSFALSEFALSEFALSEFALSE
1037
10.1002/chem.201600865
Catalyst-Free Three-Component Tandem CDC Cyclization: Convenient Access to Isoindolinones from Aromatic Acid, Amides, and DMSO by a Pummerer-Type Rearrangement
Chem.-Eur. J.113Shi, XYFALSEFALSEFALSEFALSE
1038
10.1016/j.tetlet.2021.152862
Enantioselective synthesis of hetero-triarylmethanes by chiral phosphoric acid-catalyzed 1,4-addition of 3-substituted indoles with azadienes
Cu(II)-catalyzed C-H functionalization for the synthesis of O-arylcarbamates in a model pincer-like arene substrate using CO2 gas as C1-synthon is shown to proceed via aryl-Cu(III) intermediate species at room temperature. Indeed, stoichiometric experiments have been performed starting from an isolated Cu(III) complex and carbamic ammonium salts. A catalytic version has been then developed using a model arene substrate and a Cu(II) salt through C-H activation. Finally, effective Cu(II)-catalyzed C-H functionalization was achieved by in situ generation of carbamates from amines and CO2 gas. (C) 2017 Elsevier B.V. All rights reserved.
Tetrahedron Lett.112Liao, LHFALSEFALSEFALSEFALSE
1039
10.1007/s11426-020-9910-2
Recent advances in the synthesis of 1,1-diarylalkanes by transition-metal catalysis
Thermal reactions of quinolyl-substituted thiophenes (2-(8'-quinolyl)thiophene (QT), 2-methy1-5-(8'-quinolyl)thiophene (MeQT), 2-(8'-quinolyl)-5(trimethylsily)thiophene (TMSQT)) with [Fe-3(CO)(12)] gave the corresponding thiolate-bridged diiron complexes [Fe-2(mu-L-R)(CO)(5)] (R = H, Me, SiMe3), where L-H, L-Me, and L-TMS are dianionic N,C,S-tridentate ligands (SC(R)CHCHC(Q)(2-), Q=8-quinolyl) formed by the oxidative addition of the C-S bond in QT, MeQT, and TMSQT, respectively. In contrast, the formation of photoreaction products of the quinolyl-substituted thiophenes with [Fe(CO)(5)] was dependent on the R group of the thiophene ring. The photoreaction of QT gave the sulfur-free diiron complex [Fe-2{CHCHCHC(Q)}(CO)(5)], whereas the photoreactions of MeQT and TMSQT gave the thiolate-bridged triiron complex [Fe-3(mu-L-R)(CO)(8)] and diiron complex [Fe-2(mu-L-TMS)(CO)(5)], respectively, as the major products. In the triiron complexes [Fe-3(mu-L-R)(CO)(8)], an Fe(CO)(3) unit is bound to the C(R)CHCH moiety in the S-metallacycle of the diiron complexes [Fe-2(mu-L-R)(CO)(5)]. The difference in the photoreaction products is described on the basis of the reactivity of the thiolate complexes [Fe-2(mu-L-R)(CO)(5)] and [Fe-3(mu-L-R)(CO)(8)]. Although the photoreactions of the diiron complexes [Fe-2(mu-L-R)(CO)(5)] with [Fe(CO)(5)] produced the corresponding triiron complexes [Fe-3(mu-L-R)(CO)(8)], desulfurization leading to the formation of [Fe-2{CHCHCHC(Q)}(CO)(5)] was predominant for R = H, and a fast conversion of the triiron complex to a CO elimination product was observed for R = SiMe3.
Sci. China-Chem.112Yin, GYFALSEFALSEFALSEFALSE
1040
10.1002/anie.202012048
Reductive Arylation of Amides via a Nickel-Catalyzed Suzuki-Miyaura-Coupling and Transfer-Hydrogenation Cascade
Asymmetric transfer hydrogenation of oxabenzonorbornadienes was realized by using alcohols as hydrogen sources under a co-catalytic system of palladium and zinc. Both primary and secondary alcohols could serve as reductants and afforded enantiomerically enriched 1,2-dihydronaphth-1-ol products with high optical purities.
Angew. Chem.-Int. Edit.
112Garg, NKFALSEFALSEFALSEFALSE
1041
10.1021/acscatal.0c01842
Nickel-Catalyzed Enantioselective Reductive Cross-Coupling Reactions
The recent years have witnessed the development of metal-catalyzed reductive carboxylation of organic (pseudo)halides with CO2 as C1 source, representing potential powerful alternatives to existing methodologies for preparing carboxylic acids, privileged motifs in a myriad of pharmaceuticals and molecules displaying significant biological properties. While originally visualized as exotic cross-coupling reactions, a close look into the literature data indicates that these processes have become a fertile ground, allowing for the utilization of a variety of coupling partners, even with particularly challenging substrate combinations. As for other related cross-electrophile scenarios, the vast majority of reductive carboxylation of organic (pseudo)halides are characterized by their simplicity, mild conditions, and a broad functional group compatibility, suggesting that these processes could be implemented in late-stage diversification. This perspective describes the evolution of metal-catalyzed reductive carboxylation of organic (pseudo)halides from its inception in the pioneering stoichiometric work of Osakada to the present. Specific emphasis is devoted to the reactivity of these coupling processes, with substrates ranging from aryl-, vinyl-, benzyl- to unactivated alkyl (pseudo)halides. Despite the impressive advances realized, a comprehensive study detailing the mechanistic intricacies of these processes is still lacking. Some recent empirical evidence reveal an intriguing dichotomy exerted by the substitution pattern on the ligands utilized; still, however, some elementary steps within the catalytic cycle of these reactions remain speculative, in many instances invoking a canonical cross-coupling process. Although tentative, we anticipate that these processes might fall into more than one distinct mechanistic category depending on the substrate utilized, suggesting that investigations aimed at unraveling the mechanistic underpinnings of these processes will likely bring new and innovative research grounds in this vibrant area of expertise.
ACS Catal.112Reisman, SEFALSEFALSEFALSEFALSE
1042
10.1039/d0qo00282h
Access to cyano-substituted pyrazolines through copper-catalyzed cascade cyanation/cyclization of unactivated olefins
Organobismuthines are an attractive class of organometallic reagents that can be accessed from inexpensive and nontoxic bismuth salts. Triarylbismuthines are particularly interesting due to their air and moisture stability and high functional group tolerance. We report herein a detailed study on the preparation of highly functionalized triarylbismuth reagents by triple functional group manipulation and their use in palladium- and copper-catalyzed C-, N-, and O-arylation reactions.
Org. Chem. Front.112
Zhang, HL; Zhu, YG
FALSEFALSEFALSEFALSE
1043
10.1002/anie.202002271
Nickel-Catalyzed Synthesis of Dialkyl Ketones from the Coupling of N-Alkyl Pyridinium Salts with Activated Carboxylic Acids
The use of electron-poor, fluoro-containing arylboronic acids as general coupling partners for nickel(0)/tricyclohexylphosphine-catalyzed cross-coupling of aryl arenesulfonates is described. Electron-poor fluoro-containing arylboronic acids were found to react faster than electron-rich/neutral arylboronic acids, with (4-methoxyphenyl)(4-methylbenzenesulfonato-O)bis(tricyclohexylphosphine)nickel. Bis(1,5-cyclooctadiene)nickel(0)/tricyclohexylphosphine, (4-methoxyphenyl)(4-methylbenzenesulfonato-O)bis(tricyclohexylphosphine)nickel and bis(tricyclohexylphosphine)nickel(II) bromide were all found to be efficient catalysts/catalyst precursors.
Angew. Chem.-Int. Edit.
112Weix, DJFALSEFALSEFALSEFALSE
1044
10.1021/acs.organomet.9b00834
[(dcpp)Ni(eta(2)-Arene)] Precursors: Synthesis, Reactivity, and Catalytic Application to the Suzuki-Miyaura Reaction
A range of chiral quinazolinol ligands were efficiently synthesized and subsequently investigated for catalytic chiral induction in both the asymmetric phenylation of aryl aldehydes and the asymmetric epoxidation of chalcones. Encouragingly, high enantioselectivities (up to 95%) and yields (up to 98%) were achieved under the optimized reaction conditions.
Organometallics112Mezailles, NFALSEFALSEFALSEFALSE
1045
10.1002/anie.202000016
Asymmetric Electrochemical Transformations
Vinyl boronic esters were synthesized from aryl alkynyl carboxylic acids and bis(pinacolato)diboron using a copper-catalyzed decarboxylative reaction. The reaction was conducted with CuI (10 mol%), bis-[2-(diphenylphosphino)phenyl]ether(20 mol%), and LiOMe (20 mol%) in DMSO at 50 degrees C for 16 h. This method provided the desired vinyl boronic esters in good-to-moderate yields and showed good functional group tolerance.
Angew. Chem.-Int. Edit.
112Guo, CFALSETRUEFALSEFALSE
1046
10.1039/d0ob00244e
Room temperature nickel-catalyzed cross-coupling of aryl-boronic acids with thiophenols: synthesis of diarylsulfides
A novel method for the mild photoredox-mediated tandem radical acylarylation and tandem acylation/semipinacol rearrangement has been developed. The synthesis of highly functionalized ketones bearing all-carbon - or -quaternary centers has been achieved using easily available symmetric aromatic carboxylic anhydrides as the acyl radical source. The method allows for a straightforward introduction of the keto functionality and concomitant construction of molecular complexity in a single operation.
Org. Biomol. Chem.112Fernandes, RAFALSEFALSEFALSEFALSE
1047
10.1002/chem.201904987
One-Pot Generation of Benzynes from Phenols: Formation of Primary Anilines by the Deoxyamination of Phenols
The catalytic feasibility of [PNP]PdCl, where [PNP](-) = bis(2-diphenylphosphinophenyl)amide, on biaryl syntheses from Suzuki-type cross-coupling reactions is demonstrated. A number of electronically activated, unactivated, and deactivated (hetero)aryl bromides and iodides is viable to react with arylboronic acids. Of particular note of this catalysis is its success in the high yield production of sterically encumbered tri-ortho-substituted biaryls and its operative compatibility under aerobic conditions in aqueous solutions. (C) 2015 Elsevier B.V. All rights reserved.
Chem.-Eur. J.112Ikawa, T; Akai, SFALSEFALSEFALSEFALSE
1048
10.1002/ejoc.201901865
Palladium-Catalyzed Direct Decarbonylative Phosphorylation of Benzoic Acids with P(O)-H Compounds
Eur. J. Org. Chem.112Chen, TQFALSEFALSEFALSEFALSE
1049
10.1021/jacs.9b10771
Mechanistic Studies into the Oxidative Addition of Co(I) Complexes: Combining Electroanalytical Techniques with Parameterization
J. Am. Chem. Soc.112
Minteer, SD; Sigman, MS
FALSETRUEFALSEFALSE
1050
10.1002/slct.201902860
Copper-Mediated Decarboxylative C-H Arylation of Phenol Derivatives with ortho-Nitrobenzoic Acids Using Phenanthroline-Based Bidentate Auxiliary
ChemistrySelect112
Hirano, K; Miura, M
FALSEFALSEFALSEFALSE
1051
10.1002/ijch.201900072
Tackling Remote sp(3) C-H Functionalization via Ni-Catalyzed chain-walking Reactions
Isr. J. Chem.112Martin, RFALSEFALSEFALSEFALSE
1052
10.1002/adsc.201801496
Rhodium(III)-Catalyzed Direct C7 Allylation of Indolines via Sequential C-H and C-C Activation
Adv. Synth. Catal.112Zhu, X; Song, MPFALSEFALSEFALSEFALSE
1053
10.1021/acs.joc.8b02567
Base-Promoted Amidation and Esterification of Imidazolium Salts via Acyl C-C bond Cleavage: Access to Aromatic Amides and Esters
J. Org. Chem.112Gandhi, TFALSEFALSEFALSEFALSE
1054
10.1002/tcr.201800045
My Twenty Years in Microwave Chemistry: From Kitchen Ovens to Microwaves that aren't Microwaves
Chem. Rec.112Kappe, COFALSEFALSEFALSEFALSE
1055
10.1021/acs.orglett.8b01382
Merging Anti-Baldwin 3-Exo-Dig Cyclization with 1,2-Alkynyl Migration for Radical Alkylalkynylation of Unactivated Olefins
Org. Lett.112
Hao, WJ; Tu, SJ; Jiang, B
FALSEFALSEFALSEFALSE
1056
10.1002/ijch.201000031
2-Pyridyl Tosylate Derivatives-Building Blocks for Structural Diversity via Transition Metal Catalysis
Isr. J. Chem.112Lindhardt, ATFALSEFALSEFALSEFALSE
1057
10.1002/ejoc.200801004
Phosphonium Coupling in the Direct Bond Formations of Tautomerizable Heterocycles via C-OH Bond Activation
Eur. J. Org. Chem.112Kang, FAFALSEFALSEFALSEFALSE
1058
10.1002/chem.200701418
Insights into Sonogashira cross-coupling by high-throughput kinetics and descriptor modeling
Chem.-Eur. J.112Plenio, HFALSEFALSEFALSEFALSE
1059
10.1021/ja035293l
Palladium-catalyzed asymmetric arylation, vinylation, and allenylation of tert-cyclobutanois via enantioselective C-C bond cleavage
J. Am. Chem. Soc.112Uemura, SFALSEFALSEFALSEFALSE
1060
10.1021/ja981560p
Iridium complex-catalyzed allylic alkylation of allylic esters and allylic alcohols: Unique regio- and stereoselectivity
J. Am. Chem. Soc.112Takeuchi, RFALSEFALSEFALSEFALSE
1061
10.1002/ajoc.202100310
Unsymmetrical Pyrazoly-Pyridinyl-Triazole Promoted High Active Copper Composites on Mesoporous Materials and Catalytic Applications
Asian J. Org. Chem.112Wang, DWFALSEFALSEFALSEFALSE
1062
10.1002/tcr.202100117
Regio- and Stereoselective Functionalization Enabled by Bidentate Directing Groups
Chem. Rec.112Hong, SFALSEFALSEFALSEFALSE
1063
10.1002/ajoc.201700218
Efficient Bronsted-Acid-Catalyzed Deuteration of Arenes and Their Transformation to Functionalized Deuterated Products
Asian J. Org. Chem.112Duttwyler, SFALSEFALSEFALSEFALSE
1064
10.1002/chem.201605476
Fe-Catalyzed Amination of (Hetero)Arenes with a Redox-Active Aminating Reagent under Mild Conditions
Chem.-Eur. J.112Jiao, NFALSEFALSEFALSEFALSE
1065
10.1002/chem.201602683
Structural Diversity in Alkali Metal and Alkali Metal Magnesiate Chemistry of the Bulky 2,6-Diisopropyl-N-(trimethylsilyl)anilino Ligand
Chem.-Eur. J.112Mulvey, REFALSEFALSEFALSEFALSE
1066
10.1055/s-0035-1562784
Introduction of Functionalized Difluoromethylated Building Blocks Mediated or Catalyzed by Copper
Synlett112Poisson, TFALSEFALSEFALSEFALSE
1067
10.1002/ejoc.201501559
Indium-Catalyzed Reductive Sulfidation of Esters by Using Thiols: An Approach to the Diverse Synthesis of Sulfides
Eur. J. Org. Chem.112Sakai, NFALSEFALSEFALSEFALSE
1068
10.1021/acs.orglett.0c04039
Interrupting the Barton-McCombie Reaction: Aqueous Deoxygenative Trifluoromethylation of O-Alkyl Thiocarbonates
The direct asymmetric copper hydride (CuH)-catalyzed coupling of alpha,beta-unsaturated carboxylic acids to aryl alkenes to access chiral alpha-aryl dialkyl ketones is reported. A variety of substrate substitution patterns, sensitive functional groups, and heterocycles are tolerated in this reaction, which significantly expands the range of accessible products compared with existing hydroacylation methodology. Although mechanistic studies are ongoing, we propose that CuH-catalyzed silylation of unsaturated acids occurs to access a uniquely effective acyl electrophilic coupling partner.
Org. Lett.111Cook, SPFALSEFALSEFALSEFALSE
1069
10.6023/cjoc202005008
Progress in Iridium-Catalyzed Asymmetric Allylic Substitution Reactions via Synergetic Catalysis
Caprazamycins are the lead compound for CPZEN-45, which exhibits activity against extensively drug resistant tuberculosis (XDR-TB) and is currently under preclinical studies. The development of an efficient synthetic route to caprazamycins and related compounds is expected to facilitate structure-activity relationship studies on anti-TB agents. This review summarizes current synthetic strategies for caprazamycins, liposidomycins, caprazol, and CPZEN-45, with a particular focus on stereocontrol and diazepanone ring formation.
Chin. J. Org. Chem.111
Yang, WL; Deng, WP
FALSEFALSEFALSEFALSE
1070
10.1002/ejoc.201901877
Direct Stereoselective beta-Arylation of Enol Ethers by a Decarboxylative Heck-Type Reaction
In the presence of catalytic amounts of platinum(II) chloride and silver(I) hexafluoroantimonate, (Z)-alkenylsilanes reacted with various carbon electrophiles (acetals, aminals, carboxylic anhydrides, alkyl chlorides, etc.) at the -position to give allylation products. A plausible mechanism for the platinum-catalyzed allylation involves alkene migration of alkenylsilanes to allylsilanes and subsequent allylation of carbon electrophiles, both of which are catalyzed by a cationic platinum(II) species.
Eur. J. Org. Chem.111
Schneider, C; Hoarau, C
FALSEFALSEFALSEFALSE
1071
10.1002/ejoc.201801888
Construction of Di(hetero)arylmethanes Through Pd-Catalyzed Direct Dehydroxylative Cross-Coupling of Benzylic Alcohols and Aryl Boronic Acids Mediated by Sulfuryl Fluoride (SO2F2)
Eur. J. Org. Chem.111Qin, HLFALSEFALSEFALSEFALSE
1072
10.1002/cctc.201801625
Recent Progress in Transition Metal-Catalyzed Regioselective Functionalization of Unactivated Alkenes/Alkynes Assisted by Bidentate Directing Groups
ChemCatChem111Lin, CFALSEFALSEFALSEFALSE
1073
10.1021/acscentsci.8b00628
Acyl Glycosides through Stereospecific Glycosyl Cross-Coupling: Rapid Access to C(sp(3))-Linked Glycomimetics
ACS Central Sci.111Walczak, MAFALSEFALSEFALSEFALSE
1074
10.1002/ajoc.201800094
Applications of Pybox Complexes in Asymmetric Catalysis
Asian J. Org. Chem.111Anilkumar, GFALSEFALSEFALSEFALSE
1075
10.1039/c5cy02235e
Recent developments in low-cost TM-catalyzed Heck-type reactions (TM = transition metal, Ni, Co, Cu, and Fe)
Catal. Sci. Technol.111Yang, GYFALSEFALSEFALSEFALSE
1076
10.1021/acs.joc.5b01005
Generating Active L-Pd(0) via Neutral or Cationic pi-Allylpalladium Complexes Featuring Biaryl/Bipyrazolylphosphines: Synthetic, Mechanistic, and Structure Activity Studies in Challenging Cross-Coupling Reactions
J. Org. Chem.111Colacot, TJFALSEFALSEFALSEFALSE
1077
10.1002/ajoc.201500062
Unimolecular 4-Hydroxypiperidines: New Ligands for Copper-Catalyzed N-Arylation
Asian J. Org. Chem.111Fernandes, RAFALSEFALSEFALSEFALSE
1078
10.1039/c5ra01363a
Pd-catalyzed desulfitative and denitrogenative Suzuki-type reaction of arylsulfonyl hydrazides
RSC Adv.111Dou, SFALSEFALSEFALSEFALSE
1079
10.1021/om500484q
Nickel(II) Benzimidazolin-2-ylidene Complexes with Thioether-Functionalized Side Chains as Catalysts for Suzuki-Miyaura Cross-Coupling
Organometallics111Huynh, HVFALSEFALSEFALSEFALSE
1080
10.1039/c3sc52929k
Bimetatlic catalysis in the highly enantioselective ring-opening reactions of aziridines
Chem. Sci.111Parquette, JRFALSEFALSEFALSEFALSE
1081
10.1007/128_2013_494
Catalytic C-CN Bond Activation
Top. Curr. Chem.111Nakao, YFALSEFALSEFALSEFALSE
1082
10.1016/j.tet.2013.05.060
Template-induced macrocycle diversity through large ring-forming alkylations of tryptophan
Tetrahedron111Harran, PGFALSEFALSEFALSEFALSE
1083
10.1002/chem.201202798
Palladium- and Nickel-Catalyzed Alkenylation of Enolates
Chem.-Eur. J.111Helquist, PFALSEFALSEFALSEFALSE
1084
10.1021/om201101g
Synthesis and Catalytic Activity in Suzuki Coup Ding of Nickel Complexes Bearing n-Butyl- and Triethoxysilylpropyl-Substituted NHC Ligands: Toward the Heterogenization of Molecular Catalysts
Organometallics111Ritleng, VFALSEFALSEFALSEFALSE
1085
10.1021/om100302g
Iridium Complexes of CCC-Pincer N-Heterocyclic Carbene Ligands: Synthesis and Catalytic C-H Functionalization
Organometallics111Chianese, ARFALSEFALSEFALSEFALSE
1086
10.1055/s-0029-1217032
Palladium-Catalyzed Cross-Coupling Reaction of AlArEt2(THF) with Aryl Bromides
Synthesis111Gau, HMFALSEFALSEFALSEFALSE
1087
10.1021/jo0620359
Directed ortho metalation-boronation and Suzuki-Miyaura cross coupling of pyridine derivatives: A one-pot protocol to substituted azabiaryls
J. Org. Chem.111Snieckus, VFALSEFALSEFALSEFALSE
1088
10.1039/d1sc05605k
DFT insight into asymmetric alkyl-alkyl bond formation via nickel-catalysed enantioconvergent reductive coupling of racemic electrophiles with olefins
Chem. Sci.111
Chen, XY; Wang, ZX
FALSEFALSEFALSEFALSE
1089
10.1055/s-0041-1737882
Biaryl Coupling of Aryldiazonium Salts and Arylboronic Acids Catalysed by Gold
Synthesis111Porcel, IMMSFALSEFALSEFALSEFALSE
1090
10.1021/acscatal.1c05338
Metal-Catalyzed One-Pot On-DNA Syntheses of Diarylmethane and Thioether Derivatives
ACS Catal.111Xu, HT; Yang, GFALSEFALSEFALSEFALSE
1091
10.1007/s11244-021-01527-9
Role of Additives in Transition Metal Catalyzed C-H Bond Activation Reactions: A Computational Perspective
Top. Catal.111Sunoj, RBFALSEFALSEFALSEFALSE
1092
10.1002/anie.202105354
Light-Driven Carbene Catalysis for the Synthesis of Aliphatic and alpha-Amino Ketones
Angew. Chem.-Int. Edit.
111Scheidt, KAFALSEFALSEFALSEFALSE
1093
10.1002/adsc.202100596
Rh(I)-Catalyzed Direct C6-H Arylation of 2-Pyridones with Aryl Carboxylic Acids
Adv. Synth. Catal.111Xu, LJFALSEFALSEFALSEFALSE
1094
10.1002/anie.202103465
Rhenium-Catalyzed Arylation-Acyl Cyclization between Enol Lactones and Organomagnesium Halides: Facile Synthesis of Indenones
Angew. Chem.-Int. Edit.
111Li, JFALSEFALSEFALSEFALSE
1095
10.1039/d0cc08389e
Cross-coupling reactions with esters, aldehydes, and alcohols
Chem. Commun.111Newman, SGFALSEFALSEFALSEFALSE
1096
10.1021/acscatal.6b01956
Nickel-Catalyzed Decarbonylative Borylation and Silylation of Esters
ACS Catal.111Shi, ZZFALSEFALSEFALSEFALSE
1097
10.1002/chem.201503926
Direct Carboxylation of Aryl Tosylates by CO2 Catalyzed by In situ-Generated Ni-0
Chem.-Eur. J.111Durandetti, MFALSEFALSEFALSEFALSE
1098
10.1002/chem.201904842
Hydride Transfer Enables the Nickel-Catalyzed ipso-Borylation and Silylation of Aldehydes
Chem.-Eur. J.110Rueping, MFALSEFALSEFALSEFALSE
1099
10.1021/acscatal.9b00566
Development of an Improved System for the Carboxylation of Aryl Halides through Mechanistic Studies
ACS Catal.110Hazari, NFALSEFALSEFALSEFALSE
1100
10.1021/acs.inorgchem.8b02877
Iron-Catalyzed/Mediated C-N Bond Formation: Competition between Substrate Amination and Ligand Amination
Inorg. Chem.110Paul, NDFALSEFALSEFALSEFALSE
1101
10.1016/j.tetlet.2018.11.071
Cu-catalyzed direct ortho-chlorination/-oxygenation of aryls: Switching of oxidant, control the diversity of products
Tetrahedron Lett.110Malapaka, CFALSEFALSEFALSEFALSE
1102
10.1002/anie.201811139
Palladium-Catalyzed Decarbonylative Difluoromethylation of Acid Chlorides at Room Temperature
Angew. Chem.-Int. Edit.
110Ritter, TFALSEFALSEFALSEFALSE
1103
10.1021/jacs.7b09541
Quantitative Modeling of Bis(pyridine)silver(I) Permanganate Oxidation of Hydantoin Derivatives: Guidelines for Predicting the Site of Oxidation in Complex Substrates
J. Am. Chem. Soc.110Movassaghi, MFALSEFALSEFALSEFALSE
1104
10.1002/anie.201411402
Asymmetric Rhodium-Catalyzed Addition of Thiols to Allenes: Synthesis of Branched Allylic Thioethers and Sulfones
Angew. Chem.-Int. Edit.
110Breit, BFALSEFALSEFALSEFALSE
1105
10.1039/c5dt03794h
1,1 '-Bis(di-tert-butylphosphino)ferrocene copper(I) complex catalyzed C-H activation and carboxylation of terminal alkynes
Dalton Trans.110Trivedi, MFALSEFALSEFALSEFALSE
1106
10.1039/c5dt03135d
A series of phenyl sulfonate metal coordination polymers as catalysts for one-pot Biginelli reactions under solvent-free conditions
Dalton Trans.110Tang, GMFALSEFALSEFALSEFALSE
1107
10.1002/aoc.3227
Suzuki-Miyaura reactions promoted by a PdCl2/sulfonate-tagged phenanthroline precatalyst in water
Appl. Organomet. Chem.
110Li, HXFALSEFALSEFALSEFALSE
1108
10.1016/j.tetlet.2014.08.077
Isoquinoline skeleton synthesis via chelation-assisted C-H activation
Tetrahedron Lett.110Wang, CYFALSEFALSEFALSEFALSE
1109
10.1021/cs4009946
Nickel-Catalyzed Cross-Coupling of Diarylborinic Acids with Aryl Chlorides
ACS Catal.110Zou, GFALSEFALSEFALSEFALSE
1110
10.1039/c4ob00475b
Synthesis of 1,4-dihydroquinoline derivatives under transition-metal-free conditions and their diverse applications
Org. Biomol. Chem.110Xu, XPFALSEFALSEFALSEFALSE
1111
10.1039/c3ra47813k
Pd-catalyzed ligand-free Suzuki reaction of beta-substituted allylic halides with arylboronic acids in water
RSC Adv.110Xu, LJFALSEFALSEFALSEFALSE
1112
10.5059/yukigoseikyokaishi.67.584
Recent Progress in Asymmetric Allylic Substitutions Catalyzed by Transition Metal Complexes
J. Synth. Org. Chem. Jpn.
110Onitsuka, KFALSEFALSEFALSEFALSE
1113
10.1021/om800327j
Synthesis and reactivity of tungsten- and molybdenum-dinitrogen complexes bearing ferrocenyldiphosphines toward protonolysis
Organometallics110Nishibayashi, YFALSEFALSEFALSEFALSE
1114
10.1039/b710668h
Synergistic effect of binary component ligands in chiral catalyst library engineering for enantioselective reactions
Chem. Commun.110Ding, KLFALSEFALSEFALSEFALSE
1115
10.1246/bcsj.75.203
Total synthesis of bioactive marine terpenoids
Bull. Chem. Soc. Jpn.
110Yamada, YFALSEFALSEFALSEFALSE
1116
10.1021/ja016838j
Catalytic, enantioselective alkylation of alpha-amino esters: The synthesis of nonnatural alpha-amino acid derivatives
J. Am. Chem. Soc.110Lectka, TFALSEFALSEFALSEFALSE
1117
10.1016/S0040-4020(00)00941-8
Efficient oxidative biaryl coupling reaction of phenol ether derivatives using hypervalent iodine(III) reagents
Tetrahedron110Kita, YFALSEFALSEFALSEFALSE
1118
10.1021/jo982178y
Molybdenum(II)-catalyzed allylation of electron-rich aromatics and heteroaromatics
J. Org. Chem.110Kocovsky, PFALSEFALSEFALSEFALSE
1119
10.5059/yukigoseikyokaishi.56.511
Synthesis of new optically active phosphine ligands and their use in catalytic asymmetric reactions
J. Synth. Org. Chem. Jpn.
110Imamoto, TFALSEFALSEFALSEFALSE
1120
10.1016/S0022-328X(96)06161-X
Synthesis of highly diastereo- and enantiomerically enriched tetracarbonyl(eta(3)-allyl)iron(1+) complexes for allylic substitutions with silyl enol ethers and silyl ketene acetals
J. Organomet. Chem.
110Enders, DFALSEFALSEFALSEFALSE
1121
10.1039/d1nj05143a
Diverse roof shaped chiral diamidophosphites: palladium coordination and catalytic applications
New J. Chem.110Gavrilov, KNFALSEFALSEFALSEFALSE
1122
10.1055/a-1507-4153
Chromium-Catalyzed Cross-Coupling Reactions by Selective Activation of Chemically Inert Aromatic C-O, C-N, and C-H Bonds
Synlett110Zeng, XMFALSEFALSEFALSEFALSE
1123
10.1002/adsc.202100116
Recent Advances in Metal-Catalyzed Functionalization of Indoles
Adv. Synth. Catal.110Szostak, MFALSEFALSEFALSEFALSE
1124
10.1039/d1ob00472g
Recent advances in the functionalization of polyfluoro(aza)aromatics via C-C coupling strategies
Org. Biomol. Chem.110Varaksin, MVFALSEFALSEFALSEFALSE
1125
10.1039/c7ob01466j
Palladium-catalyzed decarboxylative, decarbonylative and dehydrogenative C(sp(2))-H acylation at room temperature
Org. Biomol. Chem.110Jana, RFALSEFALSEFALSEFALSE
1126
10.1039/c6sc05556g
Bimetallic catalysis for C-C and C-X coupling reactions
Chem. Sci.110Mankad, NPFALSEFALSEFALSEFALSE
1127
10.3866/PKU.WHXB201810052
Theoretical Advances of Transition Metals Mediated C-H Bonds Cleavage
Acta Phys.-Chim. Sin.
109Shan, CHFALSEFALSEFALSEFALSE
1128
10.1021/acs.joc.8b00649
Synthesis of Symmetric and Unsymmetric Secondary Amines from the Ligand-Promoted Ruthenium-Catalyzed Deaminative Coupling Reaction of Primary Amines
J. Org. Chem.109Yi, CSFALSEFALSEFALSEFALSE
1129
10.1002/ajoc.201500113
Effective Synthesis of alpha-D-GlcN-(1 -> 4)-D-GlcA/L-IdoA Glycosidic Linkage under Gold(I) Catalysis
Asian J. Org. Chem.109Yu, BAFALSEFALSEFALSEFALSE
1130
10.1002/cctc.201500102
Asymmetric Carbon-Carbon Bond Formation under Solventless Conditions in Ball Mills
ChemCatChem109Soloshonok, VAFALSEFALSEFALSEFALSE
1131
10.1021/ja511011m
Co(III)-Catalyzed C-H Activation/Formal S-N-Type Reactions: Selective and Efficient Cyanation, Halogenation, and Allylation
J. Am. Chem. Soc.109Glorius, FFALSEFALSEFALSEFALSE
1132
10.1002/anie.201404355
Palladium-Catalyzed Amination of Aryl Sulfides with Anilines
Angew. Chem.-Int. Edit.
109Murakami, KFALSEFALSEFALSEFALSE
1133
10.1002/tcr.201402004
Pyranosides with 2,3-trans Carbamate Groups: Exocyclic or Endocyclic Cleavage Reaction?
Chem. Rec.109Manabe, SFALSEFALSEFALSEFALSE
1134
10.1002/anie.201307789
Catalytic Enantioselective Amination of Alcohols by the Use of Borrowing Hydrogen Methodology: Cooperative Catalysis by Iridium and a Chiral Phosphoric Acid
Angew. Chem.-Int. Edit.
109Zhao, YFALSEFALSEFALSEFALSE
1135
10.1021/ol403304t
Versatile Oxidative Approach to Carbazoles and Related Compounds Using MoCl5
Org. Lett.109Waldvogel, SRFALSEFALSEFALSEFALSE
1136
10.1021/ja311940s
Combined Experimental and Theoretical Study on the Reductive Cleavage of Inert C-O Bonds with Silanes: Ruling out a Classical Ni(0)/Ni(II) Catalytic Couple and Evidence for Ni(I) Intermediates
J. Am. Chem. Soc.109
Gomez-Bengoa, E
FALSEFALSEFALSEFALSE
1137
10.1002/chem.201202623
Mechanistic Origin of Cross-Coupling Selectivity in Ni-Catalysed Tishchenko Reactions
Chem.-Eur. J.109Fu, YFALSEFALSEFALSEFALSE
1138
10.1021/om9010802
Mechanism of the Palladium-Catalyzed Borylation of Aryl Halides with Pinacolborane
Organometallics109Marder, TBFALSEFALSEFALSEFALSE
1139
10.1002/chem.200901432
Deprotonative Metalation of Functionalized Aromatics Using Mixed Lithium-Cadmium, Lithium-Indium, and Lithium-Zinc Species
Chem.-Eur. J.109Uchiyama, MFALSEFALSEFALSEFALSE
1140
10.1039/d1cy01219c
Zirconium-catalysed direct substitution of alcohols: enhancing the selectivity by kinetic analysis
Catal. Sci. Technol.109Lundberg, HFALSEFALSEFALSEFALSE
1141
10.1039/d1sc03366b
Stereodivergent synthesis of beta-iodoenol carbamates with CO(2)via photocatalysis
Chem. Sci.109Qi, CR; Jiang, HFFALSEFALSEFALSEFALSE
1142
10.1039/d1ob00496d
Recent developments in asymmetric Heck type cyclization reactions for constructions of complex molecules
Org. Biomol. Chem.109Reznikov, ANFALSEFALSEFALSEFALSE
1143
10.1039/d1ob00080b
Recent advances in nickel-catalyzed C-C and C-N bond formation via HA and ADC reactions
Org. Biomol. Chem.109Balaraman, EFALSEFALSEFALSEFALSE
1144
10.1002/ejoc.201700486
An Efficient Homogenized Ruthenium(II) Pincer Complex for N-Monoalkylation of Amines with Alcohols
Eur. J. Org. Chem.109Song, B; Zhu, XJFALSEFALSEFALSEFALSE
1145
10.1002/open.201700036
Convenient and General Zinc-Catalyzed Borylation of Aryl Diazonium Salts and Aryltriazenes under Mild Conditions
ChemistryOpen109Wu, XFFALSEFALSEFALSEFALSE
1146
10.1002/ejic.202001129
Redox Instability of Copper(II) Complexes of a Triazine-Based PNP Pincer
An exceptionally general electrophilic amination, which directly transforms commercially available nitroarenes into alkylated aromatic aminoboranes with zinc organyl compounds was developed. The reaction starts with a two-step partial reduction of the nitro group to a nitrenoid, which is used in situ as the electrophilic amination reagent. To facilitate isolation, the resulting air-and moisture-sensitive aminoboranes were reacted with a range of electrophiles. The method not only represents a direct transformation of nitro compounds into electrophilic amination reagents but also provides an elegant alternative to dehydrocoupling methods for the generation of aminoboranes.
Eur. J. Inorg. Chem.108
Mohammadnezhad, G
FALSEFALSEFALSEFALSE
1147
10.1002/chem.202004437
Chemodivergence between Electrophiles in Cross-Coupling Reactions
A Cu/Pd-catalyzed allylboration of alkynes with allyl carbonates and bis(pinacolato)diboron to afford borylated skipped dienes is reported. Synergistic Cu and Pd catalysis enables this protocol to work for a wide array of alkynes and allyl carbonates under mild conditions with total regio- and stereocontrol. This transformation features the catalytic generation of beta-borylalkenylcopper intermediates and their use in Pd-catalyzed allylic substitution of allyl carbonates. The utility of this method is highlighted by the synthesis of (Z,E)-alpha-homofarnesene (pheromone) and the terpenoid precursor of Merochlorins (potent antibiotic agents).
Chem.-Eur. J.108Neufeldt, SRFALSETRUEFALSEFALSE
1148
10.1021/acs.orglett.0c01537
O-Phosphination of Aldehydes/Ketones toward Phosphoric Esters: Experimental and Mechanistic Studies
Valuable 1-azabicycloalkane derivatives have been synthesized through a novel gold(I)-catalyzed desulfonylative cyclization strategy. An ammoniumation reaction of ynones substituted at the 1-position with an N-sulfonyl azacycle took place in the presence of a gold cation by intramolecular cyclization of the disubstituted sulfonamide moiety onto the triple bond. Depending on the size of the heterocyclic ring and substitution of the substrates, two unprecedented forms of nucleophilic attack on the sulfonyl group were exploited, that is, a N-desulfonylation in the presence of an external protic O nucleophile (37-87%, 10 examples) and a unique N-to-O 1,5-sulfonyl migration (60-98%, 9 examples).
Org. Lett.108Li, ZM; Zhang, JLFALSEFALSEFALSEFALSE
1149
10.1021/jacs.9b11507
Oriented External Electric Fields and Ionic Additives Elicit Catalysis and Mechanistic Crossover in Oxidative Addition Reactions
Substitution of secondary allylic phosphates with the anions derived from Ar2CH2 with BuLi or LDA proceeded regioselectively and stereoselectively without a metal catalyst, affording inversion products in good yield. Similarly, propargylic phosphates gave propargylic products selectively.
J. Am. Chem. Soc.108Joy, J; Shaik, SFALSETRUEFALSEFALSE
1150
10.1016/j.trechm.2019.08.004
Mechanisms of Nickel-Catalyzed Cross-Coupling Reactions
Trends Chem.108Diao, TNFALSEFALSEFALSEFALSE
1151
10.1021/acs.orglett.8b03542
Catalyst-Free Transamidation of Aromatic Amines with Formamide Derivatives and Tertiary Amides with Aliphatic Amines
Org. Lett.108Gong, HFALSEFALSEFALSEFALSE
1152
10.1021/acscatal.8b03770
Bimetallic Nickel Complexes for Aniline C-H Alkylations
ACS Catal.108Ackermann, LFALSEFALSEFALSEFALSE
1153
10.1002/adsc.201800729
Ni-Catalyzed Decarboxylative Cross-Coupling of Potassium Polyfluorobenzoates with Unactivated Phenol and Phenylmethanol Derivatives
Adv. Synth. Catal.108
Le, ZP; Yan, ZH; Zhang, H
FALSEFALSEFALSEFALSE
1154
10.1002/ajoc.201700419
Synthesis of Indolizine-Containing Diaryl- and Triarylmethanes through a Cu-Catalyzed Domino Cyclization of 2-(2-Enynyl)pyridines
Asian J. Org. Chem.108Anand, RVFALSEFALSEFALSEFALSE
1155
10.1021/om500319h
Iron-Catalyzed Hydromagnesiation: Synthesis and Characterization of Benzylic Grignard Reagent Intermediate and Application in the Synthesis of Ibuprofen
Organometallics108Thomas, SPFALSEFALSEFALSEFALSE
1156
10.1021/jo501291y
N-Heterocyclic Carbene-Assisted, Bis(phosphine)nickel-Catalyzed Cross-Couplings of Diarylborinic Acids with Aryl Chlorides, Tosylates, and Sulfamates
J. Org. Chem.108Zou, GFALSEFALSEFALSEFALSE
1157
10.1002/anie.201403046
Catalytic Asymmetric Synthesis of 3,3 '-Diaryloxindoles as Triarylmethanes with a Chiral All-Carbon Quaternary Center: Phase-Transfer-Catalyzed SNAr Reaction
Angew. Chem.-Int. Edit.
108Maruoka, KFALSEFALSEFALSEFALSE
1158
10.1002/adsc.201200704
Stereospecific AllylAryl Coupling Catalyzed by in situ Generated Palladium Nanoparticles in Water under Ambient Conditions
Adv. Synth. Catal.108Zhang, YJFALSEFALSEFALSEFALSE
1159
10.1039/c3dt31898b
Computational study on mechanism of Rh(III)-catalyzed oxidative Heck coupling of phenol carbamates with alkenes
Dalton Trans.108Huang, YFALSEFALSEFALSEFALSE
1160
10.1007/128_2012_322
Alkene Synthesis Through Transition Metal-Catalyzed Cross-Coupling of N-Tosylhydrazones
Top. Curr. Chem.108Wang, JBFALSEFALSEFALSEFALSE
1161
10.3390/molecules16010590
Transition Metal Catalyzed Synthesis of Aryl Sulfides
Molecules108Stambuli, JPFALSEFALSEFALSEFALSE
1162
10.1002/anie.201007733
Stereospecific Copper-Catalyzed C-H Allylation of Electron-Deficient Arenes with Allyl Phosphates
Angew. Chem.-Int. Edit.
108Hirano, KFALSETRUEFALSEFALSE
1163
10.1002/aoc.1270
The development of a 'safety-catch' arylgermane for biaryl synthesis by palladium-catalysed germyl-Stille cross-coupling
Appl. Organomet. Chem.
108Spivey, ACFALSEFALSEFALSEFALSE
1164
10.1039/b706846h
Hydrodefluorination of pentafluoropyridine at rhodium using dihydrogen: detection of unusual rhodium hydrido complexes
Dalton Trans.108Braun, TFALSEFALSEFALSEFALSE
1165
10.1021/ja038742q
Ruthenium-catalyzed Heck-type olefination and Suzuki coupling reactions: Studies on the nature of catalytic species
J. Am. Chem. Soc.108Chang, SFALSEFALSEFALSEFALSE
1166
10.1039/d1ob02349g
An efficient and straightforward approach for accessing thionoesters via palladium-catalyzed C-N cleavage of thioamides
Org. Biomol. Chem.108Zeng, ZFALSEFALSEFALSEFALSE
1167
10.1021/jacs.1c12199
Radical Carbonyl Umpolung Arylation via Dual Nickel Catalysis
J. Am. Chem. Soc.108Glorius, FFALSEFALSEFALSEFALSE
1168
10.1021/jacs.1c09214
Regio- and Stereoselective Alkylboration of Endocyclic Olefins Enabled by Nickel Catalysis
J. Am. Chem. Soc.108Yin, GYFALSEFALSEFALSEFALSE
1169
10.1039/d1dt03331j
Reductively disilylated N-heterocycles as versatile organosilicon reagents
Dalton Trans.108Majumdar, MFALSEFALSEFALSEFALSE
1170
10.1039/d1qo01500a
Insight into the mechanism of the arylation of arenes via norbornene relay palladation through meta- to para-selectivity
Org. Chem. Front.108Liu, JB; Chen, DZFALSEFALSEFALSEFALSE
1171
10.1002/adsc.202100585
Recent Advances in Transformations Involving Electron-Rich Alkenes: Functionalization, Cyclization, and Cross-Metathesis Reactions
Adv. Synth. Catal.108Wu, WQFALSETRUEFALSEFALSE
1172
10.1007/s10562-021-03787-2
Synthesis of Quinoxaline-Linked Bis(Benzimidazolium) Salts and Their Catalytic Application in Palladium-Catalyzed Direct Arylation of Heteroarenes
Catal. Lett.108Dusunceli, SDFALSEFALSEFALSEFALSE
1173
10.1002/anie.202101517
Catalytic Diastereo- and Enantioconvergent Synthesis of Vicinal Diamines from Diols through Borrowing Hydrogen
Angew. Chem.-Int. Edit.
108
Yang, BM; Zhao, Y
FALSEFALSEFALSEFALSE
1174
10.1021/acs.oprd.1c00053
Recent Advances in Nonprecious Metal Catalysis
Org. Process Res. Dev.
108Haddad, NFALSEFALSEFALSEFALSE
1175
10.1021/acscatal.1c02144
Kinetically Controlled Stereoselective Access to Branched 1,3-Dienes by Ru-Catalyzed Remote Conjugative Isomerization
ACS Catal.108Mazet, CFALSEFALSEFALSEFALSE
1176
10.1021/acscatal.1c01626
Mechanistic Study of Ni and Cu Dual Catalyst for Asymmetric C-C Bond Formation; Asymmetric Coupling of 1,3-Dienes with C-nucleophiles to Construct Vicinal Stereocenters
ACS Catal.108Mashima, KFALSEFALSEFALSEFALSE
1177
10.1002/asia.201700313
Mechanism of Nickel-Catalyzed Suzuki-Miyaura Coupling of Amides
Chem.-Asian J.108Fu, YFALSEFALSEFALSEFALSE
1178
10.1021/acscatal.6b03631
Hollow Hyper-Cross-Linked Nanospheres with Acid and Base Sites as Efficient and Water-Stable Catalysts for One-Pot Tandem Reactions
ACS Catal.108Tan, B; Gu, YLFALSEFALSEFALSEFALSE
1179
10.1002/chem.201604061
Unlocking Mizoroki-Heck-Type Reactions of Aryl Cyanides Using Transfer Hydrocyanation as a Turnover-Enabling Step
Chem.-Eur. J.108Morandi, BFALSEFALSEFALSEFALSE
1180
10.1021/acs.inorgchem.6b01162
Arene C(sp(2))-H Metalation at Ni-II Modeled with a Reactive PONCPh Ligand
Inorg. Chem.108van der Vlugt, JIFALSEFALSEFALSEFALSE
1181
10.1007/s41061-016-0042-2
Nickel-Catalyzed Reductive Couplings
Top. Curr. Chem.108Gong, HGFALSEFALSEFALSEFALSE
1182
10.1039/d0nj02630a
Preparation of aromatic gamma-hydroxyketones by means of Heck coupling of aryl halides and 2,3-dihydrofuran, catalyzed by a palladium(ii) glycine complex under microwave irradiation
Photochemical reactions have become an important tool for organic chemists. Visible (solar) light can be conveniently adopted, however, only when using colored organic compounds or in photocatalyzed processes induced by visible light absorbing photocatalysts. Herein we demonstrate that a photolabile, colored moiety could be incorporated in a colorless organic compound with the aim of generating highly reactive intermediates upon exposure to visible (solar) light. Arylazo sulfones, colored thermally stable derivatives of aryl diazonium salts, were used as valuable substrates for the photoinduced metal-free synthesis of (hetero)biaryls with no need of a (photo)catalyst or of other additives to promote the reaction. Noteworthy, selective generation of aryl radicals and aryl cations can be attained at will by varying the irradiation conditions (visible light for the former and UVA light for the latter).
New J. Chem.107
Avina-Verduzco, J
FALSEFALSETRUETRUE
1183
10.1021/acs.orglett.0c01582
Pd-Catalyzed Cyanoselenylation of Internal Alkynes: Access to Tetrasubstituted Selenoenol Ethers
A range of bromothiopheneS reacted with lithium boranato(tert-butyl)methylphosphide in the absence of transition metal catalysts under mild conditions to provide the same 2,5-disubstituted and 2-monosubstituted products regardless of the substitution patterns of the starting bromothiophenes.
Org. Lett.107Werz, DBFALSEFALSEFALSEFALSE
1184
10.1021/acsomega.9b03989
Exploring Possible Surrogates for Kobayashi's Aryne Precursors
ACS Omega107Raminelli, CFALSEFALSEFALSEFALSE
1185
10.1021/acs.orglett.9b03102
Reductive Allylic Defluorinative Cross-Coupling Enabled by Ni/Ti Cooperative Catalysis
Org. Lett.107Wang, CFALSEFALSEFALSEFALSE
1186
10.1021/acs.orglett.9b02870
Nickel-Catalyzed Reductive Arylalkylation via a Migratory Insertion/Decarboxylative Cross-Coupling Cascade
Org. Lett.107Wang, CFALSEFALSEFALSEFALSE
1187
10.1021/acs.joc.9b01227
A Computational Mechanistic Study of Pd(II)-Catalyzed Enantioselective C(sp(3))-H Borylation: Roles of APAO Ligands
J. Org. Chem.107Liu, JB; Chen, DZFALSEFALSEFALSEFALSE
1188
10.1002/ajoc.201900163
Catalytic Strategies to Convert 2-Halopyridines to 2-Alkylpyridines
Asian J. Org. Chem.107Roizen, JLFALSEFALSEFALSEFALSE
1189
10.1039/c9sc00554d
Exploiting the trifluoroethyl group as a precatalyst ligand in nickel-catalyzed Suzuki-type alkylations
Chem. Sci.107Yang, YFALSEFALSEFALSEFALSE
1190
10.1021/acs.organomet.9b00026
Stable Nickel(I) Complexes with Electron-Rich, Sterically-Hindered, Innocent PNP Pincer Ligands
Organometallics107
Khusnutdinova, JR
FALSETRUEFALSEFALSE
1191
10.3390/catal9010053
Recent Advances in Acyl Suzuki Cross-Coupling
Catalysts107Szostak, MFALSEFALSEFALSEFALSE
1192
10.1021/jacs.8b08596
Discovery of a Photoinduced Dark Catalytic Cycle Using in Situ LED-NMR Spectroscopy
J. Am. Chem. Soc.107
Lehnherr, D; Ji, YN
TRUEFALSEFALSEFALSE
1193
10.1002/anie.201804479
Thorpe-Ingold Effect in Branch-Selective Alkylation of Unactivated Aryl Fluorides
Angew. Chem.-Int. Edit.
107Cornella, JFALSEFALSEFALSEFALSE
1194
10.1002/chem.201704670
Transition-Metal-Catalyzed Decarbonylative Coupling Reactions: Concepts, Classifications, and Applications
Chem.-Eur. J.107Rueping, MFALSEFALSEFALSEFALSE
1195
10.1021/acscatal.8b00933
Taming Nickel-Catalyzed Suzuki-Miyaura Coupling: A Mechanistic Focus on Boron-to-Nickel Transmetalation
ACS Catal.107
Perego, LA; Grimaud, L
FALSEFALSEFALSEFALSE
1196
10.1021/acs.joc.7b03180
Substrate-Directed Catalytic Selective Chemical Reactions
J. Org. Chem.107
Sawano, T; Yamamoto, H
FALSEFALSEFALSEFALSE
1197
10.1021/acscatal.8b00856
Elucidating the Mechanism of Aryl Aminations Mediated by NHC-Supported Nickel Complexes: Evidence for a Nonradical Ni(0)/Ni(II) Pathway
ACS Catal.107
Fructos, MR; Belderrain, TR
FALSEFALSEFALSEFALSE
1198
10.1016/j.tet.2015.06.103
Recyclable palladium catalyst on grapheme oxide for the C-C/C-N cross-coupling reactions of heteroaromatic sulfonates
Tetrahedron107Quan, ZJFALSEFALSEFALSEFALSE
1199
10.1039/c5ra12512j
Synthesis of benzochromenes and dihydrophenanthridines with helical motifs using Garratt-Braverman and Buchwald-Hartwig reactions
RSC Adv.107Basak, AFALSEFALSEFALSEFALSE
1200
10.2174/157017941206150828102108
Application of Bio-Based Solvents in Catalysis
Curr. Org. Synth.107Correa, AGFALSEFALSEFALSEFALSE
1201
10.1002/asia.201100971
Catalytic Arylation of a C?H Bond in Pyridine and Related Six-Membered N-Heteroarenes Using Organozinc Reagents
Chem.-Asian J.107Tobisu, MFALSEFALSEFALSEFALSE
1202
10.1021/ja9944599
Mechanistic studies of the palladium-catalyzed amination of aryl halides and the oxidative addition of aryl bromides to Pd(BINAP)(2) and Pd(DPPF)(2): An unusual case of zero-order kinetic behavior and product inhibition
J. Am. Chem. Soc.107Hartwig, JFFALSEFALSEFALSEFALSE
1203
10.1016/S0010-8545(98)00088-5
The aminophosphine-phosphinites and related ligands: synthesis, coordination chemistry and enantioselective catalysis
Coord. Chem. Rev.107Agbossou, FFALSEFALSEFALSEFALSE
1204
10.1021/acscatal.1c03896
The Directing Group: A Tool for Efficient and Selective C-F Bond Activation
ACS Catal.107Chatani, NFALSEFALSEFALSEFALSE
1205
10.1021/jacs.1c07851
Nickel-Catalyzed Multicomponent Coupling: Synthesis of alpha-Chiral Ketones by Reductive Hydrocarbonylation of Alkenes
J. Am. Chem. Soc.107Zhu, SLFALSEFALSEFALSEFALSE
1206
10.1002/anie.202103803
Low-Temperature Nickel-Catalyzed C-N Cross-Coupling via Kinetic Resolution Enabled by a Bulky and Flexible Chiral N-Heterocyclic Carbene Ligand
Angew. Chem.-Int. Edit.
107Shi, SLFALSEFALSEFALSEFALSE
1207
10.1039/d1ra01940f
The graphite-catalyzed ipso-functionalization of arylboronic acids in an aqueous medium: metal-free access to phenols, anilines, nitroarenes, and haloarenes
RSC Adv.107
Dandia, A; Parewa, V
FALSEFALSEFALSEFALSE
1208
10.1021/jacs.6b11412
Mechanistic Study of an Improved Ni Precatalyst for Suzuki-Miyaura Reactions of Aryl Sulfamates: Understanding the Role of Ni(I) Species
J. Am. Chem. Soc.107Hazari, NFALSEFALSEFALSEFALSE
1209
10.1007/s13738-021-02212-0
A review on the syntheses of Dronabinol and Epidiolex as classical cannabinoids with various biological activities including those against SARS-COV2
A new protocol for the NiCl2-catalyzed cross-electrophile coupling of aryl bromides with pyrimidin-2-yl tosylates to give the corresponding C2-arylation pyrimidine derivatives has been developed. This study provides an improvement over previous methods by using pyrimidin-2-yl tosylates instead of halides as coupling partners that are stable and easily available.
J. Iran Chem. Soc.106Ramazani, AFALSEFALSEFALSEFALSE
1210
10.1039/c9qo01428d
Reductive coupling of imines with redox-active esters by visible light photoredox organocatalysis
Org. Chem. Front.106Rueping, MFALSEFALSEFALSEFALSE
1211
10.1007/s41061-019-0255-2
Task-Specific Properties and Prospects of Ionic Liquids in Cross-Coupling Reactions
Top. Curr. Chem.106Basu, BFALSEFALSEFALSEFALSE
1212
10.1002/anie.201911268
Catalytic Enantioselective Methylene C(sp(3))-H Amidation of 8-Alkylquinolines Using a Cp*Rh-III/Chiral Carboxylic Acid System
Angew. Chem.-Int. Edit.
106
Yoshino, T; Matsunaga, S
FALSEFALSEFALSEFALSE
1213
10.1002/anie.201909928
Cobalt-Catalyzed Asymmetric Hydrogenation of C=N Bonds Enabled by Assisted Coordination and Nonbonding Interactions
Angew. Chem.-Int. Edit.
106Zhang, WBFALSEFALSEFALSEFALSE
1214
10.1002/adsc.201900745
Advances in Transition Metal-Catalyzed Selective Functionalization of Inert C-O Bonds Assisted by Directing Groups
Adv. Synth. Catal.106Lin, C; Shen, LFALSEFALSEFALSEFALSE
1215
10.1039/C7SC04675H
Nickel-catalyzed coupling reaction of alkyl halides with aryl Grignard reagents in the presence of 1,3-butadiene: mechanistic studies of four-component coupling and competing cross-coupling reactions
Chem. Sci.106
Iwasaki, T; Kambe, N
FALSEFALSEFALSEFALSE
1216
10.1039/c7sc03404k
Enantioselective synthesis of gem-diarylalkanes by transition metal-catalyzed asymmetric arylations (TMCAAr)
Chem. Sci.106Liao, JFALSEFALSEFALSEFALSE
1217
10.1021/acs.joc.7b01711
Bulky Yet Flexible Pd-PEPPSI-IPent(An) for the Synthesis of Sterically Hindered Biaryls in Air
J. Org. Chem.106Liu, FSFALSEFALSEFALSEFALSE
1218
10.1039/c6dt00252h
Cyclopentadienyl nickel(II) N,C-chelating benzothiazolyl NHC complexes: synthesis, characterization and application in catalytic C-C bond formation reactions
Dalton Trans.106
Hor, TSA; Zhao, J
FALSEFALSEFALSEFALSE
1219
10.1039/c6ob00607h
Density functional theory investigation on Pd-catalyzed cross-coupling of azoles with aryl thioethers
Org. Biomol. Chem.106Yu, HZFALSEFALSEFALSEFALSE
1220
10.1021/acs.organomet.5b00710
Aryl Ether Cleavage by Group 9 and 10 Transition Metals: Stoichiometric Studies of Selectivity and Mechanism
Organometallics106Agapie, TFALSEFALSEFALSEFALSE
1221
10.1021/acs.joc.5b00669
Nickel-Catalyzed Alkynylation of a C(sp(2))-H Bond Directed by an 8-Aminoquinoline Moiety
J. Org. Chem.106Li, FWFALSEFALSEFALSEFALSE
1222
10.1002/chem.201002386
Well-Defined Air-Stable Palladium HASPO Complexes for Efficient Kumada-Corriu Cross-Couplings of (Hetero)Aryl or Alkenyl Tosylates
Chem.-Eur. J.106Ackermann, LFALSEFALSEFALSEFALSE
1223
10.1007/978-3-642-15334-1_7
Iridium-Catalyzed Allylic Substitution
Top. Organomet. Chem.
106Hartwig, JFFALSEFALSEFALSEFALSE
1224
10.1021/om900771v
Synthesis of Arylphosphonates via Palladium-Catalyzed Coupling Reactions of Aryl Imidazolylsulfonates with H-Phosphonate Diesters
Organometallics106Wu, JFALSEFALSEFALSEFALSE
1225
10.1055/s-2008-1077903
Optically active chiral ligands, ferrocenyloxazolinylphosphines (FOXAPs): Development and application to catalytic asymmetric reactions
Synlett106Nishibayashi, YFALSEFALSEFALSEFALSE
1226
10.1055/a-1647-5978
Palladium-Catalyzed Cross-Coupling of 4-(Tosyloxy)quinazolines with H-Phosphonates and Phosphine Oxides: An Efficient Access to 2-(Hetero)aryl-4-phosphorylated Quinazolines
Synthesis106Peng, YYFALSEFALSEFALSEFALSE
1227
10.1039/d1cc04370f
Chain-walking reactions of transition metals for remote C-H bond functionalization of olefinic substrates
Chem. Commun.106Chatterjee, IFALSEFALSEFALSEFALSE
1228
10.1002/chem.202102805
Continuous Flow Acylation of (Hetero)aryllithiums with Polyfunctional N,N-Dimethylamides and Tetramethylurea in Toluene
Chem.-Eur. J.106Knochel, PFALSEFALSEFALSEFALSE
1229
10.1002/chem.202100475
Accessing C2-Functionalized 1,3-(Benz)azoles through Transition Metal-Catalyzed C-H Activation
Chem.-Eur. J.106Maiti, DFALSEFALSEFALSEFALSE
1230
10.1002/asia.202100277
Alkyl Enol Ethers: Development in Intermolecular Organic Transformation
Chem.-Asian J.106Khan, FAFALSEFALSEFALSEFALSE
1231
10.1002/adsc.201601407
Aldehydes as Carbon Radical Acceptors: Silver Nitrate Catalyzed Cascade Decarboxylation and Oxidative Cyclization toward Dihydroflavonoid Derivatives
Adv. Synth. Catal.106Wu, LFALSEFALSEFALSEFALSE
1232
10.1002/cssc.201700452
Polycyclization Enabled by Relay Catalysis: One-Pot Manganese-Catalyzed C-H Allylation and Silver-Catalyzed Povarov Reaction
ChemSusChem106Li, QJ; Wang, HGFALSEFALSEFALSEFALSE
1233
10.1021/acs.joc.6b01709
Synthesis of Ketones and Esters from Heteroatom-Functionalized Alkenes by Cobalt-Mediated Hydrogen Atom Transfer
J. Org. Chem.106Herzon, SBFALSEFALSEFALSEFALSE
1234
10.1016/j.jorganchem.2016.05.017
Infrared irradiation or microwave assisted cross-coupling reactions using sulfur-containing ferrocenyl-palladacycles
J. Organomet. Chem.
106
Ortega-Alfaro, MC
FALSEFALSEFALSEFALSE
1235
10.1002/ejic.201600181
Preparation of Secondary Phosphine Oxide Ligands through Nucleophilic Attack on Imines and Their Applications in Palladium-Catalyzed Catellani Reactions
Eur. J. Inorg. Chem.106Hong, FEFALSEFALSEFALSEFALSE
1236
10.1002/anie.201510743
A General Strategy for the Nickel-Catalyzed C-H Alkylation of Anilines
Angew. Chem.-Int. Edit.
106Ackermann, LFALSEFALSEFALSEFALSE
1237
10.1246/bcsj.20200321
Development of Organosilicon Peroxides as Practical Alkyl Radical Precursors and Their Applications to Transition Metal Catalysis
A novel method for the synthesis of trisubstituted oxazoles via a one-pot oxazole synthesis/Suzuki-Miyaura coupling sequence has been developed. One-pot formation of 5-(triazinyloxy) oxazoles using carboxylic acids, amino acids and a dehydrative condensing reagent, DMT-MM, followed by Ni-catalyzed Suzuki-Miyaura coupling with boronic acids provided the corresponding 2,4,5-trisubstituted oxazoles in good yields.
Bull. Chem. Soc. Jpn.
105
Matsumoto, A; Maruoka, K
FALSEFALSEFALSEFALSE
1238
10.1021/acscatal.0c03343
Redox-Triggered Ruthenium-Catalyzed Remote C-H Acylation with Primary Alcohols
Previous reports in the literature have established the utility of 1,1'-bis(diphenylphosphino)ferrocene (DPPF, L-Ph) in the nickel-catalyzed cross-coupling of (hetero)aryl electrophiles with primary or secondary amines. In an effort to evaluate the effect of varying the PR2-donor groups On catalytic performance in such transformations, a series of 10 structurally varied 1,1'-bis(bis(alkyl/aryl)phosphino)ferrocene ancillary ligands (L-X) were systematically examined in selected competitive test cross couplings of (hetero)aryl halides with furfurylamine, morpholine, and indole employing Ni(COD)(2)/L-X catalyst mixtures. In addition to the excellent performance observed for the parent ligand LPh in a number of the test transformations explored, selected dialkylphosphino (e.g., DiPPF, L-iPr) and meta-disubstituted diarylphosphino variants of L-Ph also proved highly effective. In particular, the electron-deficient ligand variant L-CF3 featuring 3,5-bis(trifluoromethyl)phenyl groups on phosphorus was found to exhibit superior catalytic performance relative to L-Ph in most of the test transformations involving the N-arylation of indole. Our efforts to prepare Ni(II) precatalysts of the type (L-X)Ni(o-tolyl)Cl) in analogy with known (L-Ph)Ni(o-tolyl)Cl, by employing several literature methods met with mixed results. Whereas ((LNi)-Ni-iPr(o-tolyl)Cl was prepared straightforwardly and was crystallographically characterized, the use of L-CF3 or ligands featuring tert-butyl (L-tBu, o-tolyl (Lo-tol), or 4-methoxy-3,5dirnethylphenyl (L-OMe) groups on phosphorus under similar conditions resulted in poor conversion to product and/or the formation of poorly soluble materials, highlighting the limitations of this commonly used precatalyst design.
ACS Catal.105Xia, JBFALSEFALSEFALSEFALSE
1239
10.1021/jacs.0c04074
Achieving Site-Selectivity for C-H Activation Processes Based on Distance and Geometry: A Carpenter's Approach
Detailed in this Communication is the enantioselective synthesis of 1,1-diarylalkanes, a structure found in a range of pharmaceutical drug agents and natural products, through the employment of copper(I) hydride and palladium catalysis. Judicious choice of ligand for both Cu and Pd enabled this hydroarylation protocol to work for an extensive array of aryl bromides and styrenes, including beta-substituted vinylarenes and six-membered heterocycles, under relatively mild conditions.
J. Am. Chem. Soc.105Yu, JQFALSEFALSEFALSEFALSE
1240
10.1002/cssc.202000576
Sustainable and Selective Alkylation of Deactivated Secondary Alcohols to Ketones by Non-bifunctional Pincer N-heterocyclic Carbene Manganese
The Suzuki-Miyaura cross-coupling is one of the most often utilized reactions in the synthesis of pharmaceutical compounds and conjugated materials. In its most common form, the reaction joins two sp(2)-functionalized carbon atoms to make a biaryl or diene/polyene unit. These substructures are widely found in natural products and small molecules and thus the Suzuki-Miyaura cross-coupling has been proposed as the key reaction for the automated assembly of such molecules, using protecting group chemistry to affect iterative coupling. We present herein, a significant advance in this approach, in which multiply functionalized cross-coupling partners can be employed in iterative coupling without the use of protecting groups. To accomplish this, the orthogonal reactivity of different boron substituents towards the boron-to-palladium transmetalation reaction is exploited. The approach is illustrated in the preparation of chiral enantioenriched compounds, which are known to be privileged structures in active pharmaceutical compounds.
ChemSusChem105Ke, ZFFALSEFALSEFALSEFALSE
1241
10.1016/j.ica.2019.119285
Ruthenium(II) complexes of pyridine-carboxamide ligands bearing appended benzothiazole/benzimidazole rings: Structural diversity and catalysis
Iron-catalyzed C-H bond activation followed by C-C bond formation has received much attention in recent years, motivated by the environmental and economical merits of iron, as well as the scientific challenge in controlling and understanding the reactivity of iron species. This review describes the utilization of iron as a catalyst for directed C-H bond activation, followed by C-C bond formation. Catalytic activation of C(sp(2))-H and C(sp(3)-H) bonds, followed by oxidative reaction with nucleophiles, or reaction with electrophiles is described. Reactions of substrates possessing a directing group are mainly discussed, but other substrates are also presented. Carbon-heteroatom bond formation is also briefly discussed.
Inorg. Chim. Acta105Gupta, RFALSEFALSEFALSEFALSE
1242
10.1021/jacs.9b12297
Direct Access to Chiral Secondary Amides by Copper-Catalyzed Borylative Carboxamidation of Vinylarenes with Isocyanates
J. Am. Chem. Soc.105Mazet, CFALSEFALSEFALSEFALSE
1243
10.1002/anie.201902903
Transition-Metal-Free Cross-Coupling of Benzothiophenes and Styrenes in a Stereoselective Synthesis of Substituted (E,Z)-1,3-Dienes
Angew. Chem.-Int. Edit.
105Procter, DJFALSEFALSEFALSEFALSE
1244
10.1002/adsc.201801446
Enantioselective Synthesis of Triarylmethanes via Organocatalytic 1,6-Addition of Arylboronic Acids to Para-Quinone Methides
Adv. Synth. Catal.105Weng, J; Lu, GFALSEFALSEFALSEFALSE
1245
10.1039/c8ob03091j
N-Alkyl amide synthesis via N-alkylation of amides with alcohols
Org. Biomol. Chem.105Shi, FFALSEFALSEFALSEFALSE
1246
10.1016/j.tet.2018.12.013
Cross-coupling reactions by cooperative Pd/Cu or Ni/Cu catalysis based on the catalytic generation of organocopper nucleophiles
Tetrahedron105
Semba, K; Nakao, Y
FALSEFALSEFALSEFALSE
1247
10.1055/s-0036-1591495
Nickel-Catalyzed Decarbonylative Silylation, Borylation, and Amination of Arylamides via a Deamidative Reaction Pathway
Synlett105Rueping, MFALSEFALSEFALSEFALSE
1248
10.1039/c7dt02532g
Why different ligands can control stereochemistry selectivity of Ni-catalyzed Suzuki-Miyaura cross-coupling of benzylic carbamates with arylboronic esters: a mechanistic study
Dalton Trans.105Xie, HJFALSEFALSEFALSEFALSE
1249
10.1002/chem.201406100
Convenient and Highly Efficient Routes to 2H-Chromene and 4-Chromanone Derivatives: Iodine-Promoted and p-Toluenesulfonic Acid Catalyzed Cascade Cyclizations of Propynols
Chem.-Eur. J.105Liang, YMFALSEFALSEFALSEFALSE
1250
10.1021/ja510653n
Ni-Catalyzed Reductive Coupling of Alkyl Acids with Unactivated Tertiary Alkyl and Glycosyl Halides
J. Am. Chem. Soc.105Gong, HGFALSEFALSEFALSEFALSE
1251
10.1002/ajoc.201400013
C2-Arylation of Substituted Pyridine N-oxides with Heteroaryl Carboxylic Acids by Palladium-Catalyzed Decarboxylative Coupling
Asian J. Org. Chem.105
Muthusubramanian, S
FALSEFALSEFALSEFALSE
1252
10.1002/ejoc.201200914
Recent Progress in Nickel-Catalyzed Biaryl Coupling
Eur. J. Org. Chem.105Yamaguchi, JFALSEFALSEFALSEFALSE
1253
10.1002/ejoc.201101284
Substituted Functional Olefins Through Lateral Sequential Lithiation/Silylation/Condensation of Tertiary Aromatic Amides: A Ligand for Phosphane-Free Palladium-Catalyzed Suzuki Coupling Reactions
Eur. J. Org. Chem.105Xu, LWFALSEFALSEFALSEFALSE
1254
10.1002/ejoc.201100044
Cooperative Catalytic Reactions Using Lewis Acids and Organocatalysts: Enantioselective Propargylic Alkylation of Propargylic Alcohols Bearing an Internal Alkyne with Aldehydes
Eur. J. Org. Chem.105Nishibayashi, YFALSEFALSEFALSEFALSE
1255
10.1021/jo1003373
Palladium Nanoparticle Catalyzed Hiyama Coupling Reaction of Benzyl Halides
J. Org. Chem.105Sarkar, AFALSEFALSEFALSEFALSE
1256
10.1002/chem.200902927
Radical Arylation of Phenols, Phenyl Ethers, and Furans
Chem.-Eur. J.105Heinrich, MRFALSEFALSEFALSEFALSE
1257
10.1016/j.tet.2006.05.006
Nickel-catalyzed coupling of terminal allenes, aldehydes, and silanes
Tetrahedron105Jamison, TFFALSEFALSEFALSEFALSE
1258
10.1016/j.ccr.2006.01.001
Metal complexes of chelating diarylamido phosphine ligands
Coord. Chem. Rev.105Liang, LCFALSEFALSEFALSEFALSE
1259
10.5059/yukigoseikyokaishi.44.499
ASYMMETRIC-SYNTHESIS BY MEANS OF CHIRAL METAL-COMPLEX CATALYSTS
J. Synth. Org. Chem. Jpn.
105OJIMA, IFALSEFALSEFALSEFALSE
1260
10.1021/acscatal.1c05073
Radical Addition-Triggered Remote Migratory Isomerization of Unactivated Alkenes to Difluoromethylene-Containing Alkenes Enabled by Bimetallic Catalysis
ACS Catal.105
Zhang, Q; Xiong, T
FALSEFALSEFALSEFALSE
1261
10.1002/hlca.202100200
Development and Molecular Understanding of a Pd-Catalyzed Cyanation of Aryl Boronic Acids Enabled by High-Throughput Experimentation and Data Analysis
Helv. Chim. Acta105
Coperet, C; Togni, A
FALSEFALSEFALSEFALSE
1262
10.1002/anie.202110459
Ni-Catalyzed Arylbenzylation of Alkenylarenes: Kinetic Studies Reveal Autocatalysis by ZnX2**
Angew. Chem.-Int. Edit.
105Giri, RFALSEFALSEFALSEFALSE
1263
10.1002/ejoc.202100660
Nickel-Catalyzed Cascade Reactions
Eur. J. Org. Chem.105Ghosh, TFALSEFALSEFALSEFALSE
1264
10.1002/anie.202104051
Enantioselective Total Synthesis of the Archaeal Lipid Parallel GDGT-0 (Isocaldarchaeol)**
Angew. Chem.-Int. Edit.
105Burns, NZFALSEFALSEFALSEFALSE
1265
10.1039/d1sc01217g
Phosphite mediated asymmetric N to C migration for the synthesis of chiral heterocycles from primary amines
Chem. Sci.105Maity, PFALSEFALSEFALSEFALSE
1266
10.1021/acs.joc.1c00573
Reduced Phenalenyl in Catalytic Dehalogenative Deuteration and Hydrodehalogenation of Aryl Halides
J. Org. Chem.105Mandal, SKFALSEFALSEFALSEFALSE
1267
10.1039/d1sc00943e
Photoactive electron donor-acceptor complex platform for Ni-mediated C(sp(3))-C(sp(2)) bond formation
Chem. Sci.105Molander, GATRUEFALSEFALSEFALSE
1268
10.1039/d1qo00370d
Rhodium(i)/bisoxazolinephosphine-catalyzed regio- and enantioselective amination of allylic carbonates: a computational study
Org. Chem. Front.105Huang, GPFALSEFALSEFALSEFALSE
1269
10.1039/c6qo00533k
AgNO3-catalyzed direct C-H arylation of quinolines by oxidative decarboxylation of aromatic carboxylic acids
Org. Chem. Front.105Yuan, JW; Qu, LBFALSEFALSEFALSEFALSE
1270
10.1039/c6ob02224c
Cobalt-promoted selective arylation of benzamides and acrylamides with arylboronic acids
Org. Biomol. Chem.105Tan, ZFALSEFALSEFALSEFALSE
1271
10.1016/j.tet.2015.12.040
Iron-catalyzed C-C bond formation via cross dehydrative coupling reaction of N-heterocyclic aminols with electron rich arenes: facile access to C4-aryl-dihydroquinazolines
Tetrahedron105Reddy, KRFALSEFALSEFALSEFALSE
1272
10.1055/a-1335-7070
Synthesis of Chiral Amines via Asymmetric Hydrogen Borrowing
Carbasugar sodium-glucose cotransporter 2 (SGLT2) inhibitors are highly promising drug candidates for the treatment of Type 2 diabetes mellitus (T2DM). However, the clinical usage of carbasugar SGLT2 inhibitors has been underexplored, due to the lengthy synthetic routes and the lack of structure-activity relationship (SAR) studies of these compounds. Herein, we report a concise and stereodivergent synthetic route towards some novel carbasugar SGLT2 inhibitors, featuring an underexploited, regioselective, and stereospecific palladium-catalyzed allyl-aryl coupling reaction. This synthetic strategy, together with computational modeling, revealed the unexpected SAR of these carbasugar SGLT2 inhibitors, and enabled the discovery of a highly selective and potent SGLT2 inhibitor.
Synlett104Wang, CFALSEFALSEFALSEFALSE
1273
10.1021/jacs.0c12462
Dynamic Kinetic Cross-Electrophile Arylation of Benzyl Alcohols by Nickel Catalysis
A mild and efficient, approach for highly regio- and enantioselective copper-catalyzed hydroboration of 1,1-diaryl substituted alkenes with bis(pinacolato)diboron (B(2)Pin(2)) was developed for the first time, providing facile access to a series of valuable beta,beta-diaryl substituted boronic esters with high enantiometric purity. Moreover, this approach could also be suitable for hydroboration of alpha-alkyl styrenes for the synthesis of enantioenriched beta,beta-arylalkyl substituted boronic esters. Gram-scale reaction, stereospecific derivatizations, and the application of important antimuscarinic drug (R)-tolterodine for concise enantioselective synthesis further highlighted :the attractiveness of this new approach.
J. Am. Chem. Soc.104Shu, XZFALSETRUEFALSEFALSE
1274
10.1002/anie.202012614
Nickel-Catalyzed, Regio- and Enantioselective Benzylic Alkenylation of Olefins with Alkenyl Bromide
A quick access toward a 1,2-dialkyl-5-trifluoromethylbenzimidazoles library by a three-step synthesis sequence starting from 1chloro- 2-nitro-4-(trifluoromethyl) benzene is described. The synthesis proceed via o-phenylendiamines eficiently isolated, which also are key synthetic intermediates of another valuable heterocyclic compounds. Likewise, the trifluoromethyl group is part of the obtained benzimidazoles, affording an important structural feature for their possible applications. The advantages of this methodology are the modular lipophilicity of products, easy work-up, up to 83% overall yield, the convenient use of microwave-assisted reactions, and the production of compounds (intermediates and products) of high-added value using cheap reagents and simple protocols.
Angew. Chem.-Int. Edit.
104Gong, HGFALSEFALSEFALSEFALSE
1275
10.1007/s11426-020-9838-x
Recent advances in nickel-catalyzed reductive hydroalkylation and hydroarylation of electronically unbiased alkenes
Aryl halides are very useful electrophiles for synthesizing various substituted aromatic compounds via metal-catalyzed cross-coupling reactions. Because of the high cost associated with their synthesis and the stoichiometric halide waste produced when using aryl halide feedstocks, cheaper and more sustainable alternatives have been explored, such as phenols. However, phenols have a very reactive hydroxyl group and a C-O bond with high dissociation energy. To overcome such challenges, earlier studies focused on finding ways to reduce the energy of the C-O bond while removing the active proton by transforming phenols into phenol derivatives (e.g., sulfonates, esters, carbamates, ethers, and metal salts). A greater ambition is to directly cross-couple phenols with nucleophiles via C-O cleavage. In this Perspective, we briefly summarize efforts and accomplishments concerning the cross-coupling of phenol derivatives and phenols.
Sci. China-Chem.104Lu, X; Fu, YFALSEFALSEFALSEFALSE
1276
10.1021/acscatal.0c01436
Cobalta-Electrocatalyzed C-H Allylation with Unactivated Alkenes
A new tandem process is reported that provides access to -hydroxyamides from epoxides for the first time. Herein, we explore InCl3-mediated tandem rearrangement of epoxides to aldehydes and -addition of TosMIC to in situ derived aldehydes. An unprecedented C-C bond-forming reaction is disclosed that features mild conditions, high yields, and shorter reaction times.
ACS Catal.104Ackermann, LFALSETRUEFALSEFALSE
1277
10.1021/acscatal.0c01232
Direct Allylic C(sp(3))-H Thiolation with Disulfides via Visible Light Photoredox Catalysis
ACS Catal.104Hong, SHTRUEFALSEFALSEFALSE
1278
10.1039/c9nj02542a
The N-alkylation of sulfonamides with alcohols in water catalyzed by a water-soluble metal-ligand bifunctional iridium complex [Cp*Ir(biimH(2))(H2O)][OTf](2)
New J. Chem.104Li, FFALSEFALSEFALSEFALSE
1279
10.1021/acs.joc.9b00598
Regioselective Functionalization of 9,9-Dimethyl-9-silafluorenes by Borylation, Bromination, and Nitration
J. Org. Chem.104
Murai, M; Takai, K
FALSEFALSEFALSEFALSE
1280
10.1021/jacs.8b12495
Cu(I)-Catalyzed 6-endo-dig Cyclization of Terminal Alkynes, 2-Bromoaryl Ketones, and Amides toward 1-Naphthylamines: Applications and Photophysical Properties
J. Am. Chem. Soc.104
Dong, JY; Yuan, L; Zhou, YB
TRUEFALSEFALSEFALSE
1281
10.1021/acs.organomet.8b00394
Synthesis and Characterization of [(NHC)Ni(styrene)(2)] Complexes: Isolation of Monocarbene Nickel Complexes and Benchmarking of %V-Bur in (NHC)Ni-pi Systems
Organometallics104Louie, JFALSEFALSEFALSEFALSE
1282
10.1021/acs.joc.8b00027
Synthesis of 1,1 '-Diarylethanes and Related Systems by Displacement of Trichloroacetimidates with Trimethylaluminum
J. Org. Chem.104Chisholm, JDFALSEFALSEFALSEFALSE
1283
10.1002/anie.201505981
Asymmetric Bronsted Acid Catalyzed Synthesis of Triarylmethanes-Construction of Communesin and Spiroindoline Scaffolds
Angew. Chem.-Int. Edit.
104Rueping, MFALSEFALSEFALSEFALSE
1284
10.1002/chem.201501543
Cobalt-Catalyzed Cross-Coupling of 3-and 4-Iodopiperidines with Grignard Reagents
Chem.-Eur. J.104Guerinot, AFALSEFALSEFALSEFALSE
1285
10.1016/j.jorganchem.2014.05.022
Synthesis of pincer-type N-heterocyclic carbene palladium complexes with a hemilabile ligand and their application in cross-coupling catalysis
J. Organomet. Chem.
104Albrecht, MFALSEFALSEFALSEFALSE
1286
10.1039/c4dt01856g
Synthesis of DMF-protected Au NPs with different size distributions and their catalytic performance in the Ullmann homocoupling of aryl iodides
Dalton Trans.104Li, HXFALSEFALSEFALSEFALSE
1287
10.1021/ja5099935
The Role of Aryne Distortions, Steric Effects, and Charges in Regioselectivities of Aryne Reactions
J. Am. Chem. Soc.104Garg, NKFALSEFALSEFALSEFALSE
1288
10.1002/anie.201309546
Site-Differentiated Polyboron Arenes Prepared by Direct C-H Borylation and Their Highly Selective Suzuki-Miyaura Cross-Coupling Reactions
Angew. Chem.-Int. Edit.
104Li, PFFALSEFALSEFALSEFALSE
1289
10.1055/s-0033-1339666
Microwave-Assisted Efficient Synthesis of Aryl Thioethers through C-H Functionalization of Arenes
Synlett104Lee, CFFALSEFALSEFALSEFALSE
1290
10.1002/chem.201102644
Palladium-Catalyzed Desulfitative C?H Arylation of Heteroarenes with Sodium Sulfinates
Chem.-Eur. J.104You, JSFALSEFALSEFALSEFALSE
1291
10.3762/bjoc.7.171
Directed aromatic functionalization in natural-product synthesis: Fredericamycin A, nothapodytine B, and topopyrones B and D
Beilstein J. Org. Chem.
104Ciufolini, MAFALSEFALSEFALSEFALSE
1292
10.1002/ejoc.201100175
Sequential ATRA/Reductive Cyclopropanation Reactions with a Ruthenium Catalyst in the Presence of Manganese
Eur. J. Org. Chem.104Severin, KFALSEFALSEFALSEFALSE
1293
10.1039/b612235c
Insights into the mechanism of the site-selective sequential palladium-catalyzed cross-coupling reactions of dibromothiophenes/dibromothiazoles and arylboronic acids. Synthesis of PPAR beta/delta agonists
Org. Biomol. Chem.104de Lera, ARFALSEFALSEFALSEFALSE
1294
10.1021/jo0257804
Synthesis and application of arylmonophosphinoferrocene ligands: Ultrafast asymmetric hydrosilylation of styrene
J. Org. Chem.104Johannsen, MFALSEFALSEFALSEFALSE
1295
10.1016/0040-4020(96)00246-3
Preparation of polyfunctional aryl and alkenyl zinc halides from functionalized unsaturated organolithiums and their reactivity in cross-coupling and conjugated addition reactions
Tetrahedron104FALSEFALSEFALSEFALSE
1296
10.1021/acscatal.1c02277
Pd-Catalyzed Ring-Closing/Ring-Opening Cross Coupling Reactions: Enantioselective Diarylation of Unactivated Olefins
ACS Catal.104Liu, LTFALSEFALSEFALSEFALSE
1297
10.1515/pac-2021-0110
The exploration of deoxygenation reactions for alcohols and derivatives using earth-abundant reagents
Pure Appl. Chem.104Liu, MXFALSEFALSEFALSEFALSE
1298
10.1039/d1sc02547c
Photoinduced 1,2-dicarbofunctionalization of alkenes with organotrifluoroborate nucleophiles via radical/polar crossover
Chem. Sci.104Molander, GATRUEFALSEFALSEFALSE
1299
10.1002/anie.202103327
Direct Synthesis of Ketones from Methyl Esters by Nickel-Catalyzed Suzuki-Miyaura Coupling
Angew. Chem.-Int. Edit.
104Newman, SGFALSEFALSEFALSEFALSE
1300
10.1002/asia.202100003
Hydroboration of Nitriles, Esters, and Carbonates Catalyzed by Simple Earth-Abundant Metal Triflate Salts
Chem.-Asian J.104de Ruiter, GFALSEFALSEFALSEFALSE
1301
10.1002/anie.201705356
Electrophilic Amination with Nitroarenes
Angew. Chem.-Int. Edit.
104Niggemann, MFALSETRUEFALSEFALSE
1302
10.1016/j.tet.2017.04.034
Suzuki-Miyaura cross-coupling reaction of aryl chlorides with aryl boronic acids catalyzed by a palladium dichloride adduct of N-diphenylphosphanyl-2-aminopyridine
Tetrahedron104
Ren, ZG; Lang, JP
FALSEFALSEFALSEFALSE
1303
10.1002/chem.201600229
Photocatalytic/Cu-Promoted C-H Activations: Visible-light-Induced ortho-Selective Perfluoroalkylation of Benzamides
Chem.-Eur. J.104Tan, ZTRUEFALSEFALSEFALSE
1304
10.1021/jacs.0c13093
Electrochemically Enabled, Nickel-Catalyzed Dehydroxylative Cross-Coupling of Alcohols with Aryl Halides
The Suzuki-Miyaura cross-coupling has been widely recognized as one of the most important methods for the construction of C-C bonds. However, in contrast to traditional aryl halide or pseudohalide electrophiles, coupling reactions with unactivated C-N and C-O electrophiles have proven significantly more challenging. Here we report the first general palladium-catalyzed Suzuki-Miyaura cross-coupling of both common amides and aryl esters through the selective cleavage of the C-N and C-O bonds under exceedingly mild conditions. Notably, for the first time we demonstrate selective C(acyl)-N and C(acyl)-O cleavage/cross-coupling under the same reaction conditions. The reaction uses a commercially available, bench-stable and operationally-convenient (eta(3)-1-t-Bu-indenyl) Pd(IPr)(Cl) precatalyst. Furthermore, we demonstrate that the reactivity of generic amides and aryl esters can be correlated with barriers to isomerization around the C(acyl)-X (X = N, O) bond, thus providing a blueprint for the development of a broad range of novel coupling reactions of ester and amide electrophiles by the selective activation of C-O and C-N bonds.
J. Am. Chem. Soc.103Li, CFALSETRUEFALSEFALSE
1305
10.1016/j.molliq.2020.115174
Competition between the Hiyama and Suzuki-Miyaura Pd-catalyzed cross-coupling reaction mechanisms for the formation of some regioselective derivatives of quinoxaline and benzofuran; Which reaction mechanism is more favorable?
Non-precious-metal-catalyzed reactions are of increasing importance in chemistry due to the outstanding ecological and economic properties of these metals. In the subfield of metal-catalyzed direct C-H functionalization reactions, recent years have shown an increasing number of publications dedicated to this topic. Nickel, cobalt, and last but not least iron, have started to enter a field which was long dominated by precious metals such as palladium, rhodium, ruthenium, and iridium. The present review article summarizes the development of iron-, nickel-, and cobalt-catalyzed C-H functionalization reactions until the end of 2016, and discusses the scope and limitations of these transformations.
J. Mol. Liq.103Bayat, MFALSEFALSEFALSEFALSE
1306
10.1002/anie.202008262
Design and Synthesis of TY-Phos and Application in Palladium-Catalyzed Enantioselective Fluoroarylation ofgem-Difluoroalkenes
Catalytic hydrophosphination is a useful technique for the synthesis of phosphines, however, the phosphine products have been little exploited as ligands in catalysis. We have selected three phosphines prepared by iron catalyzed hydrophosphination and used them as ligands in a series of cross-coupling reactions: Heck, Suzuki-Miyaura and Buchwald-Hartwig. Rather than limit the chemistry to simple cross-coupling partners which are almost guaranteed to perform well in these transformations, industrially relevant substrates which are challenging from and electronic and/or steric perspective, along with substrates which contain several heteroatoms, were explored in order to gauge the true potential of these phosphine ligands. (C) 2016 Elsevier Ltd. All rights reserved.
Angew. Chem.-Int. Edit.
103Li, ZM; Zhang, JLFALSEFALSEFALSEFALSE
1307
10.1021/acs.joc.0c01732
Experimental and Computational Study of the 1,5-O -> N Carbamoyl Snieckus-Fries-Type Rearrangement
A new calcium chloride mediated C-F bond cleavage in electron deficient fluoroarenes followed by functionalisation via C-Se/Te bond formation has been achieved in the absence of any additive/ligand/organometallic reagent. A series of functionalised organo-selenides and -tellurides were obtained in high yields by this procedure. The precise role of calcium and the possible mechanism have been proposed based on DFT analysis.
J. Org. Chem.103Sanz, RFALSEFALSEFALSEFALSE
1308
10.1016/j.trechm.2020.08.001
Amide Bond Activation: The Power of Resonance
We describe the unprecedented formation of allenes by Ni-catalyzed cross-coupling of propargyl bromides with alkylzinc halides. The reaction regioselectivity is complementary to the previously reported formation of propargyl-coupled compounds. Experiments support the formation of Ni-I complexes as the active species and the participation of radical intermediates. Kinetic studies showed that the reaction is first order with respect to the electrophile, zero-order with respect to the nucleophile (fast transmetalation), and one-half order with respect to the metal catalyst. Mechanistic studies support a bimetallic Ni-I-based pathway that involves fast homolytic cleavage of the C-Br bond by an alkyl-Ni-I complex, followed by radical coordination to NiI that determines the observed regioselectivity.
Trends Chem.103Szostak, MFALSEFALSEFALSEFALSE
1309
10.1021/jacs.0c06904
The Cyclopropane Ring as a Reporter of Radical Leaving-Group Reactivity for Ni-Catalyzed C(sp(3))-O Arylation
A series of new biphenyl N,P-monophosphine ligands L have been developed by introduction of two methoxy groups to the biphenyl backbone. The ligands were found to be much more effective than their counterpart Buchwald ligands in Suzuki-Miyaura coupling reactions of sterically hindered and electron-rich aryl chlorides with aryl boronic acids. A variety of tri-ortho-substituted or tetraortho-substituted biaryls or hetero-biaryls were conveniently prepared in up to 99% yield by using L1-[Pd-2(dba)(3)] (dba = dibenzylideneacetone) as the catalyst.
J. Am. Chem. Soc.103Rousseaux, SALFALSEFALSEFALSEFALSE
1310
10.1002/chem.202001180
Metal- and Reagent-Free Electrochemical Synthesis of Alkyl Arylsulfonates in a Multi-Component Reaction
The Ni-catalyzed reductive coupling of alkyl/aryl with other electrophiles has evolved to be an important protocol for the construction of C-C bonds. This chapter first emphasizes the recent progress on the Ni-catalyzed alkylation, arylation/vinylation, and acylation of alkyl electrophiles. A brief overview of CO2 fixation is also addressed. The chemoselectivity between the electrophiles and the reactivity of the alkyl substrates will be detailed on the basis of different Ni-catalyzed conditions and mechanistic perspective. The asymmetric formation of C(sp(3))-C(sp(2)) bonds arising from activated alkyl halides is next depicted followed by allylic carbonylation. Finally, the coupling of aryl halides with other C(sp(2))-electrophiles is detailed at the end of this chapter.
Chem.-Eur. J.103Waldvogel, SRFALSETRUEFALSEFALSE
1311
10.1002/anie.202003288
Palladium-Catalyzed Enantioselective Heck Carbonylation with a Monodentate Phosphoramidite Ligand: Asymmetric Synthesis of (+)-Physostigmine, (+)-Physovenine, and (+)-Folicanthine
Monocarba-closo-dodecaborate (1; [closo-CB11H12](-) or C1-carborane anion) is a symmetrical, stable anionic cluster, which possesses low nucleophilicity/basicity and exhibits three-dimensional aromaticity. In contrast to the rich applications of C2-carborane molecules (C2B10H12), the chemistry of the C1-carborane anion as a platform for functional molecules has not been thoroughly studied thus far due to the lack of its efficient functionalization. In particular, no efficient general methods are available for the introduction of aryl and sp(2)/sp-carbon groups at the carbon vertex of the C1-carborane anion. The unique electronic structure and potential applications of the C1-carborane anion prompted us to investigate methods to functionalize it. We developed a general, efficient C-C cross-coupling reaction of 1 under palladium catalysis which yields a variety of 1-C-functionalized C1-carborane derivatives. The use of copper (I) or lithium species as a transmetalating partner facilitated the cross-coupling process of the sterically hindered C1-carborane anion. The potential application of 1-C-arylated C1-carborane anion derivatives thus obtained were explored, some of which showed potential as pharmacophores and ionic liquid crystal behavior. Furthermore, conjugation between sigma- and pi-aromatic moieties in 1-C-arylated monocarba-closo-dodecaborate anion derivatives was identified by means of kinetic experimental studies combined with theoretical calculations.
Angew. Chem.-Int. Edit.
103Guan, ZHFALSEFALSEFALSEFALSE
1312
10.1002/anie.202001571
Alkyl Carbazates for Electrochemical Deoxygenative Functionalization of Heteroarenes
Room-temperature azole C-H arylations were accomplished with inexpensive copper(I) compounds by means of photoinduced catalysis. The expedient copper catalysis set the stage for site-selective C-H arylations of non-aromatic oxazolines under mild reaction conditions, and provides step-economical access to the alkaloid natural products balsoxin and texamine.
Angew. Chem.-Int. Edit.
103Wang, YFALSETRUEFALSEFALSE
1313
10.1021/acs.organomet.0c00034
Silylpalladium Cations Enable the Cleavage of Nitrile C-CN Bonds
We report a strategy that combines alkene hydroacylation and enantioselective alpha-(hetero)arylation reactions to form a wide variety of nitrogen-containing heterocyclic ketones bearing alpha-chiral quaternary stereogenic centers. Exo-selective, intramolecular Ni-catalyzed hydroacylations of N-homoallylindole- and N-homoallylpyrrole-2-carboxaldehydes form alpha-substituted six-membered heterocyclic ketones in up to 95% yield, while N-heterocyclic carbene (NHC) catalyzed hydroacylations of N-allylindole- and N-allylpyrrole-2-carboxaldehydes form alpha-substituted five-membered heterocyclic ketones in up to 99% yield. The racemic five- and six-membered products of Ni- and NHC-catalyzed hydroacylation reactions are readily transformed into heterocyclic ketones containing an alpha-chiral quaternary stereogenic center by enantioselective Ni-catalyzed alpha-arylation and alpha-heteroarylation reactions. The chiral, nonracemic products formed through a combination of alkene hydroacylation and alpha-(hetero)arylation reactions are formed in moderate to high yields (4499%) with excellent enantioselectivities (typically >95% ee). The identity of the precatalyst for Ni-catalyzed alpha-(hetero)arylation is dictated by the identity of the alpha-substituted heterocyclic ketone starting material. alpha-(Hetero)arylations of six-membered heterocyclic ketones occur at 65-85 C in the presence of a catalyst generated in situ from Ni(COD)(2) and (R)-BINAP or (R)-DIFLUORPHOS. alpha-(Hetero)arylation of five-membered heterocyclic ketones must be conducted at room temperature in the presence of an [((R)-BINAP)Ni(eta(2)-NC-Ph)] precatalyst or a catalyst generated in situ from Ni(COD)(2), (R)-DIFLUORPHOS, and benzonitrile.
Organometallics103
Lowe, J; Romano, N
FALSEFALSEFALSEFALSE
1314
10.1021/jacs.0c00073
Multistep Engineering of Synergistic Catalysts in a Metal-Organic Framework for Tandem C-O Bond Cleavage
The atom economical borrowing hydrogen methodology enables the use of alcohols as alkylating agents for selective C-C bond formation. A bifunctional 2-(2-pyridyl-2-ol)-1,10-phenanthroline (phenpy-OH) based Ru(II) complex (2) was found to be a highly efficient catalyst for the one-pot beta-alkylation of secondary alcohols with primary alcohols and double alkylation of cyclopentanol with different primary alcohols. Exploiting the metal-ligand cooperativity in complex 2, several aromatic, aliphatic and heteroatom substituted alcohols were selectively cross-coupled in high yields using significantly low catalyst loading (0.1 mol%). An outer-sphere mechanism is proposed for this system as exogenous PPh3 has no significant effect on the rate of the reaction. Notably, this is a rare one-pot strategy for beta-alkylation of secondary alcohols using a bifunctional Ru(II)-complex. Moreover, this atom-economical methodology displayed the highest cumulative turn over frequency (TOF) among all the reported transition metal complexes in cross coupling of alcohols.
J. Am. Chem. Soc.103Lin, WBFALSEFALSEFALSEFALSE
1315
10.1021/jacs.9b06608
Three-Component Ruthenium-Catalyzed Direct Meta-Selective C-H Activation of Arenes: A New Approach to the Alkylarylation of Alkenes
J. Am. Chem. Soc.103Liang, YMFALSEFALSEFALSEFALSE
1316
10.1002/chem.201900582
Palladium-Catalyzed Decarboxylative Alkynylation of alpha-Acyloxyketones by C(sp(3))-O Bond Cleavage
Chem.-Eur. J.103Doi, R; Sato, YFALSEFALSEFALSEFALSE
1317
10.1039/c8sc05063e
Nickel-catalyzed oxidative C-H/N-H annulation of N-heteroaromatic compounds with alkynes
Chem. Sci.103Chatani, NFALSEFALSEFALSEFALSE
1318
10.1002/anie.201712520
Regiospecific ortho-C-H Allylation of Benzoic Acids
Angew. Chem.-Int. Edit.
103Goossen, LJFALSEFALSEFALSEFALSE
1319
10.1055/s-0037-1609732
Bronsted Acid Catalyzed Dehydrative Arylation of 4-Indolylmethanols with Indoles: Efficient Access to Indolyl-Substituted Triarylmethanes
Synthesis103
Du, BX; Mei, GJ; Shi, F
FALSEFALSEFALSEFALSE
1320
10.1039/c7sc04604a
The mechanism of directed Ni(II)-catalyzed C-H iodination with molecular iodine
Chem. Sci.103Musaev, DGFALSEFALSEFALSEFALSE
1321
10.1002/ejoc.201701654
Iron-Catalyzed C(sp(2))-C(sp(3)) Cross-Coupling of Alkyl Grignard Reagents with Polyaromatic Tosylates
Eur. J. Org. Chem.103Szostak, MFALSEFALSEFALSEFALSE
1322
10.1016/j.tetlet.2017.09.022
New C-2-symmetric six-membered carbene ligands incorporating two hydroxyl groups for palladium-catalyzed deprotonative-cross-coupling processes (DCCP) of sp(3) C-H bonds in diarylmethanes
Tetrahedron Lett.103Li, JFALSEFALSEFALSEFALSE
1323
10.1007/s11164-014-1880-6
Synthetic journey towards transition metal-free arylations
Res. Chem. Intermed.
103Roopan, SMFALSEFALSEFALSEFALSE
1324
10.1021/ja511236d
Mechanistic Studies of Copper(I)-Catalyzed 1,3-Halogen Migration
J. Am. Chem. Soc.103Tantillo, DJFALSEFALSEFALSEFALSE
1325
10.1039/c5dt00435g
Solid state and solution studies of lithium tris(n-butyl)magnesiates stabilised by Lewis donors
Dalton Trans.103O'Hara, CTFALSEFALSEFALSEFALSE
1326
10.1515/pac-2014-5038
Beyond C-H and C-O activation: the evolution of components in cross-coupling reactions
Pure Appl. Chem.103Shi, ZJFALSEFALSEFALSEFALSE
1327
10.1021/ja413131m
Nickel-Catalyzed Site-Selective Alkylation of Unactivated C(sp(3))-H Bonds
J. Am. Chem. Soc.103Ge, HBFALSEFALSEFALSEFALSE
1328
10.1039/c4ob01041h
P,N,N-Pincer nickel-catalyzed cross-coupling of aryl fluorides and chlorides
Org. Biomol. Chem.103Wang, ZXFALSEFALSEFALSEFALSE
1329
10.1021/om800711g
Dinickel(II) Complexes of Bis(N-heterocyclic carbene) Ligands Containing [Ni-2(mu-OH)] Cores as Highly Efficient Catalysts for the Coupling of Aryl Chlorides
Organometallics103Chen, WZFALSEFALSEFALSEFALSE
1330
10.1055/s-2005-918455
A concise account of recent S(N)2 ' Grignard coupling reactions in organic synthesis
Synthesis103Kar, AFALSEFALSEFALSEFALSE
1331
10.1016/S0010-8545(02)00201-1
Group 10 metal indenyl complexes
Coord. Chem. Rev.103Zargarian, DFALSEFALSEFALSEFALSE
1332
10.1021/ja00271a037
PALLADIUM-CATALYZED COUPLING OF VINYL TRIFLATES WITH ORGANOSTANNANES - SYNTHETIC AND MECHANISTIC STUDIES
J. Am. Chem. Soc.103FALSEFALSEFALSEFALSE
1333
10.1021/acs.inorgchem.1c01720
Using J(PP) to Identify Ni Bidentate Phosphine Complexes In Situ
Inorg. Chem.103Zimmerman, PMFALSEFALSEFALSEFALSE
1334
10.1039/c7sc01556a
Kinetic resolution of racemic 2-substituted 1,2-dihydroquinolines via asymmetric Cu-catalyzed borylation
Chem. Sci.103Hou, GHFALSEFALSEFALSEFALSE
1335
10.1021/acscatal.6b02124
Metal-Catalyzed Carboxylation of Organic (Pseudo)halides with CO2
ACS Catal.103Martin, RFALSEFALSEFALSEFALSE
1336
10.1002/adsc.201600654
Tandem C(sp(3))-H Arylation/Oxidation and Arylation/Allylic Substitution of Isoindolinones
Adv. Synth. Catal.103Walsh, PJFALSEFALSEFALSEFALSE
1337
10.1021/acs.joc.6b00203
Nickel-Catalyzed Regioselective Cleavage of C-sp2-S Bonds: Method for the Synthesis of Tri- and Tetrasubstituted Alkenes
J. Org. Chem.103Xu, XH; Qiu, RHFALSEFALSEFALSEFALSE
1338
10.1002/adsc.201500884
Copper-Mediated ortho-Arylation of Benzamides with Arylboronic Acid
Adv. Synth. Catal.103Tan, ZFALSEFALSEFALSEFALSE
1339
10.1021/acs.joc.5b02557
Nickel-Catalyzed Borylation of Aryl- and Benzyltrimethylammonium Salts via C-N Bond Cleavage
J. Org. Chem.103Shi, ZZFALSEFALSEFALSEFALSE
1340
10.1039/c5ob02178b
Rawal's catalyst as an effective stimulant for the highly asymmetric Michael addition of beta-keto esters to functionally rich nitro-olefins
Org. Biomol. Chem.103Ramachary, DBFALSEFALSEFALSEFALSE
1341
10.1021/acs.joc.0c02346
Substituted 9-Diethylaminobenzo[a]phenoxazin-5-ones (Nile Red Analogues): Synthesis and Photophysical Properties
Despite the wide use of aryl radicals in organic synthesis, current methods to prepare them from aryl halides, carboxylic acids, boronic acids, and diazonium salts suffer from limitations. Aryl triflates, easily obtained from phenols, are promising aryl radical progenitors but remain elusive in this regard. Inspired by the single electron transfer process for aryl halides to access aryl radicals, we developed a simple and efficient protocol to convert aryl triflates to aryl radicals. Our success lies in exploiting sodium iodide as the soft electron donor assisted by light. This strategy enables the scalable synthesis of two types of important organic molecules, i.e., aryl boronates and aryl iodides, in good to high yields, with broad functional group compatibility in a transition-metal-free manner at room temperature. This protocol is anticipated to find potential applications in other aryl-radical-involved reactions by using aryl triflates as aryl radical precursors.
J. Org. Chem.102Hornum, MTRUEFALSEFALSEFALSE
1342
10.1002/cctc.202001347
Cobalt-NHC Catalyzed C(sp(2))-C(sp(3)) and C(sp(2))-C(sp(2)) Kumada Cross-Coupling of Aryl Tosylates with Alkyl and Aryl Grignard Reagents
A polystyrene-cross-linking bisphosphine PSDPPBz was synthesized through radical emulsion copolymer-ization between 4-t-butylstyrene as a monomer and tetraviny-lated 1,2-bis(diphenylphosphino)benzene (DPPBz) as a 4-fold cross-linker. The location of the DPPBz bisphosphine moiety at the branching points of the cross-linked network organic polymer allowed controlled bisphosphine monochelation to transition metals under conditions where homogeneous ligands may form bischelated single metal complexes or multinuclear complexes. PS-DPPBz showed high ligand performance in first-row transition metal catalysis, enabling challenging molecular Alkyl transformations that were not possible through the screening of existing homogeneous ligands. In the Ni-catalyzed amination of aryl chlorides with N-alkyl-substituted primary amines, the substrate scope has been expanded to include 2,6-disubstituted aryl chlorides and N-tertiary-alkyl-substituted primary amines. PS-DPPBz was effective for the Ni-catalyzed C-H/C-O coupling between 1,3-azoles and monocyclic aryl pivalates, which showed poor reactivity in the reported homogeneous catalytic system based on 1,2-bis(dicyclohexylphosphino)ethane (DCYPE). The usefulness of the polymer-cross-linking strategy was also demonstrated in alkene hydroboration reactions catalyzed by Cu or Co.
ChemCatChem102Szostak, MFALSEFALSEFALSEFALSE
1343
10.3390/molecules25214970
Recent Developments in Transition-Metal Catalyzed Direct C-H Alkenylation, Alkylation, and Alkynylation of Azoles
While chemoselectivities in Pd-0-catalyzed coupling reactions are frequently non-intuitive and a result of a complex interplay of ligand/catalyst, substrate, and reaction conditions, we herein report a general method based on Pd-I that allows for an a priori predictable chemoselective C-sp2-C-sp2 coupling at C-Br in preference to C-OTf and C-Cl bonds, regardless of the electronic or steric bias of the substrate. The C-C bond formations are extremely rapid (<5min at RT) and are catalyzed by an air- and moisture-stable Pd-I dimer under open-flask conditions.
Molecules102
Van der Eycken, EV; Sharma, UK
FALSEFALSEFALSEFALSE
1344
10.1021/acs.organomet.0c00021
Radical Capture at Nickel(II) Complexes: C-C, C-N, and C-O Bond Formation
Peracetic acid promoted C-Se coupling reaction of arenes with diselenides under metal-free and solvent-free conditions has been described. The resulting selenide ethers were obtained in good to excellent yields. Peracetic acid provided the selenide ethers via sp(2) C-H selenation whereas previously in case of DTBP sp(3) C-H selenation was observed.
Organometallics102Warren, THFALSEFALSEFALSEFALSE
1345
10.1021/acs.biomac.9b01765
Me-6-TREN/TREN Mixed-Ligand Effect During SET-LRP in the Catalytically Active DMSO Revitalizes TREN into an Excellent Ligand
A user-friendly Ni-catalyzed reductive carboxylation of benzylic C-N bonds with CO2 is described. This procedure outperforms state-of-the-art techniques for the carboxylation of benzyl electrophiles by avoiding commonly observed parasitic pathways, such as homodimerization or -hydride elimination, thus leading to new knowledge in cross-electrophile reactions.
Biomacromolecules
102
Lligadas, G; Percec, V
FALSEFALSEFALSEFALSE
1346
10.1055/s-0039-1691487
Suzuki-Miyaura Cross-Couplings under Acidic Conditions
A catalytic system consisting of 5 mol% CoCl2 and 10 mol% isoquinoline allows a convenient cross-coupling of benzylic zinc reagents with various aryl and heteroaryl bromides or chlorides leading to poly-functionalized diaryl-and aryl-heteroaryl-methane derivatives.
Synthesis102Schmidt, AFALSEFALSEFALSEFALSE
1347
10.1002/asia.201900968
Base-Mediated O-Arylation of Alcohols and Phenols by Triarylsulfonium Triflates
Chem.-Asian J.102Zhang, CPFALSEFALSEFALSEFALSE
1348
10.1126/science.aaw3254
Organic semiconductor photocatalyst can bifunctionalize arenes and heteroarenes
Science102Konig, BFALSEFALSEFALSEFALSE
1349
10.1002/cssc.201900914
Sustainable Knowledge-Driven Approaches in Transition-Metal-Catalyzed Transformations
ChemSusChem102
Perez-Temprano, MH
FALSEFALSEFALSEFALSE
1350
10.1002/cssc.201900799
Iron-Catalyzed Borrowing Hydrogen C-Alkylation of Oxindoles with Alcohols
ChemSusChem102Morrill, LCFALSEFALSEFALSEFALSE
1351
10.1002/adsc.201801586
Nickel-Catalyzed C(sp(2))-C(sp(3)) Kumada Cross-Coupling of Aryl Tosylates with Alkyl Grignard Reagents
Adv. Synth. Catal.102Szostak, MFALSEFALSEFALSEFALSE
1352
10.1002/cjoc.201800575
Stereoselective Synthesis of Vinylboronates by Rh-Catalyzed Borylation of Stereoisomeric Mixtures
Chin. J. Chem.102Zhao, WXFALSEFALSEFALSEFALSE
1353
10.1021/acscatal.9b00521
Migratory Reductive Acylation between Alkyl Halides or Alkenes and Alkyl Carboxylic Acids by Nickel Catalysis
ACS Catal.102Zhu, SL; Wang, YFALSEFALSEFALSEFALSE
1354
10.1055/s-0037-1611659
Transition-Metal-Catalyzed Alkyl Heck-Type Reactions
Synthesis102Gevorgyan, VFALSEFALSEFALSEFALSE
1355
10.1021/acs.orglett.9b00100
Synthesis of 3-(Methylsulfonyl)benzo[b]thiophenes from Methyl(2-alkynylphenyl)sulfanes and Sodium Metabisulfite via a Radical Relay Strategy
Org. Lett.102Ye, SQ; Wu, JFALSEFALSEFALSEFALSE
1356
10.1021/acs.joc.8b03114
Copper Catalyzed Oxidative C-C Bond Cleavage of 1,2-Diketones: A Divergent Approach to 1,8-Naphthalimides, Biphenyl-2,2 '-dicarboxamides, and N-Heterocyclic Amides
J. Org. Chem.102Kaliappan, KPFALSEFALSEFALSEFALSE
1357
10.1246/bcsj.20180333
Iron-Catalyzed Cross Coupling of Aryl Chlorides with Alkyl Grignard Reagents: Synthetic Scope and Fe-II/Fe-IV Mechanism Supported by X-ray Absorption Spectroscopy and Density Functional Theory Calculations
Bull. Chem. Soc. Jpn.
102Nakamura, MFALSEFALSEFALSEFALSE
1358
10.1021/jacs.7b08326
Enantiospecific and Iterative Suzuki-Miyaura Cross-Couplings
J. Am. Chem. Soc.102Crudden, CMFALSEFALSEFALSEFALSE
1359
10.1039/c5ee03256c
Mono- and tri-ester hydrogenolysis using tandem catalysis. Scope and mechanism
Energy Environ. Sci.102Marks, TJFALSEFALSEFALSEFALSE
1360
10.1002/ejoc.201500610
Copper/Selectfluor-System-Catalyzed Dehydration-Oxidation of Tertiary Cycloalcohols: Access to beta-Substituted Cyclohex-2-enones, 4-Arylcoumarins, and Biaryls
Eur. J. Org. Chem.102Liu, YKFALSEFALSEFALSEFALSE
1361
10.1021/om500593s
Mesoionic Triazolylidene Nickel Complexes: Synthesis, Ligand Lability, and Catalytic C-C Bond Formation Activity
Organometallics102Albrecht, MFALSEFALSEFALSEFALSE
1362
10.1021/ja412547r
Chemo-, Regio-, and Stereoselective Silver-Catalyzed Aziridination of Dienes: Scope, Mechanistic Studies, and Ring-Opening Reactions
J. Am. Chem. Soc.102
Diaz-Requejo, MM
FALSEFALSEFALSEFALSE
1363
10.1016/j.tetlet.2013.06.009
Rhodium-catalyzed hydroaroylation of alpha,beta-unsaturated esters using aroyl chlorides and Et2MeSiH
Tetrahedron Lett.102Ueno, KFALSEFALSEFALSEFALSE
1364
10.1002/ejoc.201101378
A Cyclobutene-1,2-bis(imidazolium) Salt as Preligand for Palladium-Catalyzed Cross-Coupling Reactions: Properties and Applications
Eur. J. Org. Chem.102Schmidt, AFALSEFALSEFALSEFALSE
1365
10.1021/om200864z
Synthesis and Structural Characterization of Half-Sandwich Nickel Complexes Bearing Two Different N-Heterocyclic Carbene Ligands
Organometallics102Ritleng, VFALSEFALSEFALSEFALSE
1366
10.1002/ejoc.200901101
Green Synthesis of Vicinal Dithioethers and Alkenyl Thioethers from the Reaction of Alkynes and Thiols in Water
Eur. J. Org. Chem.102Hammond, GBFALSEFALSEFALSEFALSE
1367
10.1016/j.tet.2007.10.091
Naphthidine di(radical cation)s-stabilized palladium nanoparticles for efficient catalytic Suzuki-Miyaura cross-coupling reactions
Tetrahedron102Schneider, RFALSEFALSEFALSEFALSE
1368
10.1039/b803172j
Nickel-catalysed reactions with trialkylboranes and silacyclobutanes
Chem. Commun.102Yorimitsu, HFALSEFALSEFALSEFALSE
1369
10.1021/om700796g
Synthesis and structural characterization of nickel(II) complexes supported by pyridine-functionalized N-heterocyclic carbene ligands and their catalytic acitivities for Suzuki coupling
Organometallics102Chen, WZFALSEFALSEFALSEFALSE
1370
10.1021/om0602759
Zerovalent N-heterocyclic carbene complexes of palladium and nickel dimethyl fumarate: Synthesis, structure, and dynamic behavior
Organometallics102Cavell, KJFALSEFALSEFALSEFALSE
1371
10.1039/d1sc06364b
Phosphine-catalyzed divergent domino processes between gamma-substituted allenoates and carbonyl-activated alkenes
Chem. Sci.102Lu, YXFALSEFALSEFALSEFALSE
1372
10.1021/jacs.1c09705
Palladium-Catalyzed Remote Diborylative Cyclization of Dienes with Diborons via Chain Walking
J. Am. Chem. Soc.102Kochi, TFALSEFALSEFALSEFALSE
1373
10.1002/chem.202103093
Case Study of N-Pr-i versus N-Mes Substituted NHC Ligands in Nickel Chemistry: The Coordination and Cyclotrimerization of Alkynes at [Ni(NHC)(2)]
Chem.-Eur. J.102Radius, UFALSEFALSEFALSEFALSE
1374
10.1039/d1ob01707a
Transition metal-catalyzed arylation of unstrained C-C single bonds
Org. Biomol. Chem.102Zhou, XGFALSEFALSEFALSEFALSE
1375
10.1002/chem.202101906
Ni(II) Precatalysts Enable Thioetherification of (Hetero)Aryl Halides and Tosylates and Tandem C-S/C-N Couplings
Chem.-Eur. J.102Nicasio, MCFALSEFALSEFALSEFALSE
1376
10.6023/cjoc201702013
Progress on Transition Metal-Catalyzed Asymmetric Allylic Alkylation Reaction of 1,3-Dicarbonyl Compounds
Chin. J. Org. Chem.102Song, WZFALSEFALSEFALSEFALSE
1377
10.1002/chem.201602202
Efficient Synthesis of Diaryl Ketones by Nickel-Catalyzed Negishi Cross-Coupling of Amides by Carbon-Nitrogen Bond Cleavage at Room Temperature Accelerated by a Solvent Effect
Chem.-Eur. J.102Szostak, MFALSEFALSEFALSEFALSE
1378
10.1039/c5dt04429d
NHC-based pincer ligands: carbenes with a bite
Dalton Trans.102Chaplin, ABFALSEFALSEFALSEFALSE
1379
10.6023/cjoc202005050
Applications of (NHC)Ni(II) Catalyzed [3+2] Hydroalkenylation-Rearrangement Cascades
Metal-catalyzed transformations that forge carbon heteroatom bonds are of central importance in organic synthesis. Despite the formidable potential of aryl methyl ethers as coupling partners, the scarcity of metal-catalyzed C-heteroatom bond formations via C-OMe cleavage is striking, with isolated precedents requiring specialized, yet expensive, ligands, high temperatures, and pi-extended backbones. We report an unprecedented catalytic ipso-silylation of aryl methyl ethers under mild conditions and without recourse to external ligands. The method is distinguished by its wide scope, which includes the use of benzyl methyl ethers, vinyl methyl ethers, and unbiased anisole derivatives, thus representing a significant step forward for designing new C-heteroatom bond formations via C-OMe scission. Applications of this transformation in orthogonal silylation techniques as well as in further derivatizations are also described. Preliminary mechanistic experiments suggest the intermediacy of Ni(0)-ate complexes, leaving some doubt that a canonical catalytic cycle consisting of an initial oxidative addition of the C-OMe bond to Ni(0) species comes into play.
Chin. J. Org. Chem.101
Huang, JQ; He, ZY
FALSEFALSEFALSEFALSE
1380
10.1021/acs.inorgchem.9b03049
Ruthenium(II) Complexes of Heteroditopic N-Heterocyclic Carbene Ligands: Efficient Catalysts for C-N Bond Formation via a Hydrogen-Borrowing Strategy under Solvent-Free Conditions
Inorg. Chem.101Rit, AFALSEFALSEFALSEFALSE
1381
10.1021/acs.joc.9b02785
Nature of the Nucleophilic Oxygenation Reagent Is Key to Acid-Free Gold-Catalyzed Conversion of Terminal and Internal Alkynes to 1,2-Dicarbonyls
J. Org. Chem.101
Dubovtsev, AY; Kukushkin, VY
FALSEFALSEFALSEFALSE
1382
10.2174/1385272824999200914111246
Microwave-assisted Amination Reactions: An Overview
Curr. Org. Chem.101Anilkumar, GFALSEFALSEFALSEFALSE
1383
10.1002/aoc.5385
CuI-catalyzed direct synthesis of diaryl thioethers from aryl boronic acids and arylsulfonyl chlorides
Appl. Organomet. Chem.
101Liu, JBFALSEFALSEFALSEFALSE
1384
10.1002/anie.201908029
Enantioselective Radical Addition/Cross-Coupling of Organozinc Reagents, Alkyl Iodides, and Alkenyl Boron Reagents
Angew. Chem.-Int. Edit.
101Morken, JPFALSEFALSEFALSEFALSE
1385
10.1016/j.isci.2019.08.021
Synthesis of Biaryls via Decarbonylative Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling of Carboxylic Acids
iScience101Szostak, MFALSEFALSEFALSEFALSE
1386
10.1002/asia.201900960
A Cascade Synthesis of Hetero-arylated Triarylmethanes Through a Double 5-endo-dig Cyclization Sequence
Chem.-Asian J.101Anand, RVFALSEFALSEFALSEFALSE
1387
10.1021/jacs.9b05224
Reductive Coupling between C-N and C-O Electrophiles
J. Am. Chem. Soc.101Shu, XZFALSETRUEFALSEFALSE
1388
10.1002/anie.201906954
Asymmetric Synthesis of Enantioenriched 2-Aryl-2,3-Dihydrobenzofurans by a Lewis Acid Catalyzed Cyclopropanation/Intramolecular Rearrangement Sequence
Angew. Chem.-Int. Edit.
101Ryu, DHFALSEFALSEFALSEFALSE
1389
10.1002/anie.201906199
Stereoconvergent, Redox-Neutral Access to Tetrahydroquinoxalines through Relay Epoxide Opening/Amination of Alcohols
Angew. Chem.-Int. Edit.
101Zhang, Y; Xia, LXFALSEFALSEFALSEFALSE
1390
10.1021/jacs.9b00939
Ni(I)-X Complexes Bearing a Bulky alpha-Diimine Ligand: Synthesis, Structure, and Superior Catalytic Performance in the Hydrogen Isotope Exchange in Pharmaceuticals
J. Am. Chem. Soc.101Chirik, PJFALSEFALSEFALSEFALSE
1391
10.1002/ejoc.201801290
Facile Synthesis of 1,3,5-Triarylbenzenes and 4-Aryl-NH-1,2,3-Triazoles Using Mesoporous Pd-MCM-41 as Reusable Catalyst
Eur. J. Org. Chem.101Banerjee, SFALSEFALSEFALSEFALSE
1392
10.1021/acs.oprd.8b00182
N-Acyl-5,5-dimethylhydantoin, a New Mild Acyl-Transfer Reagent in Pd Catalysis: Highly Efficient Synthesis of Functionalized Ketones
Org. Process Res. Dev.
101Zeng, ZFALSEFALSEFALSEFALSE
1393
10.1021/acs.organomet.7b00894
Theoretical Investigation on Ni-Catalyzed C(sp(3))-F Activation and Ring Contraction of Tetrahydropyrans: Exploration of an S(N)2 Pathway
Organometallics101Jiang, JL; Fu, YFALSEFALSEFALSEFALSE
1394
10.1039/c7gc02627g
Stable and reusable nanoscale Fe2O3-catalyzed aerobic oxidation process for the selective synthesis of nitriles and primary amides
Green Chem.101Jagadeesh, RVFALSEFALSEFALSEFALSE
1395
10.1002/cjoc.201700596
Rh/Lewis Acid Catalyzed Regio-, Diastereo- and Enantioselective Addition of 2-Acyl Imidazoles with Allenes
Chin. J. Chem.101Kang, QFALSEFALSEFALSEFALSE
1396
10.1021/acs.joc.5b01978
Zinc-Mediated Allylation and Benzylation of Phenylazocarboxylic Esters
J. Org. Chem.101Heinrich, MRFALSEFALSEFALSEFALSE
1397
10.1080/17415993.2015.1057512
Synthesis and reactivity of imidazole-1-sulfonate esters (imidazylates) in substitution, elimination, and metal-catalyzed cross-coupling reactions: a review
J. Sulfur Chem.101Saeidian, HFALSEFALSEFALSEFALSE
1398
10.1002/ajoc.201402154
Transition-Metal-Free Syntheses of Pyridine-Containing Thioethers Through Two-Fold C-S Bond Formation
Asian J. Org. Chem.101Lee, CFFALSEFALSEFALSEFALSE
1399
10.1039/c4ob00669k
Design and synthesis of (S)- and (R)-alpha-(phenyl)-ethylamine-derived NH-type ligands and their application for the chemical resolution of alpha-amino acids
Org. Biomol. Chem.101Acena, JLFALSEFALSEFALSEFALSE
1400
10.1002/chem.201403103
Water-Soluble Luminescent Cyclometalated Gold(III) Complexes with cis-Chelating Bis(N-Heterocyclic Carbene) Ligands: Synthesis and Photophysical Properties
Chem.-Eur. J.101Che, CMTRUEFALSEFALSEFALSE
1401
10.1039/c3ob41560k
Preparations of SF5- and CF3-substituted arenes utilizing the 7-oxabicyclo[2.2.1]hept-2-ene synthones
Org. Biomol. Chem.101
Ponomarenko, MV
FALSEFALSEFALSEFALSE
1402
10.1021/ol4011757
Programmed Selective sp(2) C-O Bond Activation toward Multiarylated Benzenes
Org. Lett.101Shi, ZJFALSEFALSEFALSEFALSE
1403
10.1002/chem.201200039
Aromatic-Amide-Derived Olefins as a Springboard: Isomerization-Initiated Palladium-Catalyzed Hydrogenation of Olefins and Reductive Decarbonylation of Acyl Chlorides with Hydrosilane
Chem.-Eur. J.101Xu, LWFALSEFALSEFALSEFALSE
1404
10.1002/anie.201100631
Allyl-, Allenyl-, and Propargyl-Transfer Reactions through Cleavage of C-C Bonds Catalyzed by an N-Heterocyclic Carbene/Copper Complex: Synthesis of Multisubstituted Pyrroles
Angew. Chem.-Int. Edit.
101Yorimitsu, HFALSEFALSEFALSEFALSE
1405
10.1016/j.tet.2009.04.005
Synthesis of chiral oxime ethers based on regio- and enantioselective allylic substitution catalyzed by iridium-pybox complex
Tetrahedron101Miyabe, HFALSEFALSEFALSEFALSE
1406
10.1039/b306635e
C-F activation and hydrodefluorination of fluorinated alkenes at rhodium
Dalton Trans.101Braun, TFALSEFALSEFALSEFALSE
1407
10.1021/jo991686k
Coupling reactions of alkynylsilanes mediated by a Cu(I) salt: Novel syntheses of conjugate diynes and disubstituted ethynes
J. Org. Chem.101Mori, AFALSEFALSEFALSEFALSE
1408
10.1002/anie.202201370
Nickel-Catalyzed Intermolecular Asymmetric Addition of Aryl Iodides across Aldehydes
Angew. Chem.-Int. Edit.
101Shi, ZZFALSEFALSEFALSEFALSE
1409
10.3390/molecules26226968
Electrochemical Organic Synthesis of Electron-Rich Biaryl Scaffolds: An Update
Molecules101
Medici, F; Benaglia, M
FALSETRUEFALSEFALSE
1410
10.1016/j.tet.2021.132479
Iron catalyzed metal-ligand cooperative approaches towards sustainable synthesis of quinolines and quinazolin-4(3H)-ones
Tetrahedron101Paul, NDFALSEFALSEFALSEFALSE
1411
10.3390/catal11080972
Acenaphthene-Based N-Heterocyclic Carbene Metal Complexes: Synthesis and Application in Catalysis
Catalysts101Michalak, MFALSEFALSEFALSEFALSE
1412
10.1021/acscatal.1c01929
A Bulky and Electron-Rich N-Heterocyclic Carbene-Palladium Complex (SIPr)Pd-Ph2(cin)Cl: Highly Efficient and Versatile for the Buchwald-Hartwig Amination of (Hetero)aryl Chlorides with (Hetero)aryl Amines at Room Temperature
ACS Catal.101Qiu, LQFALSETRUEFALSEFALSE
1413
10.1126/science.abg5526
Boron insertion into alkyl ether bonds via zinc/nickel tandem catalysis
Science101Dong, GBFALSEFALSEFALSEFALSE
1414
10.1002/anie.202016310
Nickel-Catalyzed N-Arylation of NH-Sulfoximines with Aryl Halides via Paired Electrolysis
Angew. Chem.-Int. Edit.
101Mei, TSFALSETRUEFALSEFALSE
1415
10.1021/acs.joc.7b01377
Metal-Free Oxidative C-C Coupling of Arylamines Using a Quinone-Based Organic Oxidant
J. Org. Chem.101
Venkatakrishnan, P
FALSEFALSEFALSEFALSE
1416
10.1021/acs.organomet.7b00109
Synthesis and Reactivity of Cyclic (Alkyl)(Amino)Carbene Stabilized Nickel Carbonyl Complexes
Organometallics101Radius, UFALSEFALSEFALSEFALSE
1417
10.1021/acs.joc.5b02873
Decarboxylative Halogenation and Cyanation of Electron-Deficient Aryl Carboxylic Acids via Cu Mediator as Well as Electron-Rich Ones through Pd Catalyst under Aerobic Conditions
J. Org. Chem.101Cai, HFALSETRUEFALSEFALSE
1418
10.1016/j.mcat.2020.111359
Sandwich structured aryl-diimine Pd (II)/Co (II) monolayer-Fabrication, catalytic performance, synergistic effect and mechanism investigation
Treatment of urea or carbamate derived benzomorpholines with lithium diisopropylamide generates N-vinyl ureas or N-vinyl carbamates by elimination of a phenoxide anion, cleaving the benzomorpholine ring. Simultaneous formation of a carbanion a to a stabilising aryl or nitrile group allows migration of the newly formed N-vinyl substituent to the carbanionic centre, in some cases with high enantiospecificity. Mild hydrolysis of the resulting urea or carbamate returns a C-vinylated amine, alcohol or hydantoin, in some cases with high enantiomeric purity. This 'masked' vinylation strategy avoids the need to use the reactive and volatile vinyl isocyanate as a starting material. (C) 2017 Academie des sciences. Published by Elsevier Masson SAS. All rights reserved.
Mol. Catal.100Li, TS; Wu, YJFALSEFALSEFALSEFALSE
1419
10.1021/acs.orglett.0c03703
Electron Donor-Acceptor Complex-Initiated Photochemical Cyanation for the Preparation of alpha-Amino Nitriles
Treatment of the N-heterocyclic chlorophosphine precursor (PPP) Cl (1) with two equivalents of nickelocene (NiCp2) affords the phosphorus-bridged dimer [(mu-PPP)Ni2Cp2] Cl (2). In contrast, an equimolar mixture of 1 and NiCp2 in the presence of PPh3 generates a different product, (PP(C5H5)P)NiCl2 (3), in which a cyclopentadienyl anion has migrated to the N-heterocyclic phosphenium center. The phosphorus- bound Cp ring in complex 3 has undergone a [1,5]-hydride shift to afford a vinylic C5H5 ring, and can be subsequently deprotonated to produce [(PP(C5H4)P)NiCl] (4). (C) 2016 Elsevier B.V. All rights reserved.
Org. Lett.100Zhang, WHTRUETRUEFALSEFALSE
1420
10.1002/adsc.202000499
Zinc-Catalyzed N-Alkylation of Aromatic Amines with Alcohols: A Ligand-Free Approach
Polystyrene-supported NHC-Pd(II) complex based on theophylline as a sustainable NHC precursor was employed in the Suzuki-Miyaura cross-coupling reaction of substituted arenediazonium tetrafluoroborate salts with a variety of arylboronic acids to afford functionalized biaryl derivatives in good to excellent yields without using base or additive as promoters. The catalyst was easily recovered by filtration and reused for six successive cycles. (C) 2016 Elsevier B. V. All rights reserved.
Adv. Synth. Catal.100
Sivakumar, B; Mannathan, S
FALSEFALSEFALSEFALSE
1421
10.1002/anie.202005891
Palladium-Catalyzed Chlorocarbonylation of Aryl (Pseudo)Halides Through In Situ Generation of Carbon Monoxide
Alcohols are among the most abundant and commonly used organic feedstock in industrial processes and academic research. The first tandem O-H insertion/[1,3]-alkyl shift reaction reported is between benzylic alcohols and rhodium azavinyl carbenoids derived from N-sulfonyl-1,2,3-triazoles, which provides a strategically novel way of cleaving C-OH bonds and forming C-C bonds. The substrate scope is broad, capable of covering 1 degrees-, 2 degrees-, and 3 degrees-benzylic alcohols. Moreover, it constitutes a new and powerful synthetic method for constructing alpha-aminoketones. Mechanistic studies suggest that a [1,3]-alkyl shift of oxonium ylides is responsible for cleavage of the COH bonds.
Angew. Chem.-Int. Edit.
100Morandi, BFALSEFALSEFALSEFALSE
1422
10.1021/acs.joc.0c01277
Organometal-Free Arylation and Arylation/Trifluoroacetylation of Quinolines by Their Reaction with CF3-ynones and Base-Induced Rearrangement
This Perspective illustrates the defining characteristics of free radical chemistry, beginning with its rich and storied history. Studies from our laboratory are discussed :along with recent developments emanating from others in this burgeoning area. The practicality and chemoselectivity of radical reactions enable rapid access to Molecules of relevance to drug discovery, agrochemistry, material science, and other disciplines. Thus, these reactive intermediates possess inherent translational potential; as they can he widely used to expedite scientific endeavors for the bettemnent of humankind.
J. Org. Chem.100Trofimov, BAFALSEFALSEFALSEFALSE
1423
10.1002/anie.202001742
Ligand-Enabled Nickel-Catalyzed Redox-Relay Migratory Hydroarylation of Alkenes with Arylborons
The direct alpha-alkylation of acetophenones with benzhydrols as well as 1-phenylethanols using Amberlyst-15/[Bmim] [PF6] ionic liquid as an affordable catalytic system has been developed. This protocol provides a simple, mild, metal free method for the synthesis of alkylated carbonyl compounds in good to excellent yields. Further, the developed methodology is moisture-stable and operationally simple and can be recycled up to four cycles without much significant loss in its catalytic activity.
Angew. Chem.-Int. Edit.
100Zhu, SLFALSEFALSEFALSEFALSE
1424
10.1016/j.ica.2019.119358
Synthesis and characterization of N,N-chelate manganese complexes and applications in C-N coupling reactions
Palladium catalysts supported on different inorganic materials have been reported to catalyze C-C bond formation reactions and extensive review articles are available in the literature considering this issue. However, in order to increase the capacity of the supports to bind palladium as the active catalyst, the surface of a large number of solids has been modified with organic moieties. The negative aspects of these modifications are that they are time-consuming and sometimes tedious procedures. In addition, they increase the cost of the reactions which is not desirable in economic point of view. On the other hand, naturally occurring organic solids which are inexpensive, available and abundant in nature are good alternative to inorganic supports despite their relatively lower thermal stabilities. The surface of these solids fully covered by chelating groups and often the surface modifications are not needed. In a recent perspective article, the application of palladium supported on polysaccharides in coupling reactions has been reviewed by Molnar and Papp. In the present review, we have focused our attention to the endeavors utilizing palladium particles supported on natural organic solids for the construction of C-C bonds by Mizoroki-Heck, Sonogashira-Hagihara, Suzuki-Miyaura and homocoupling reactions which are the most important palladium-catalyzed reactions.
Inorg. Chim. Acta100Maji, BFALSEFALSEFALSEFALSE
1425
10.1016/j.apcatb.2019.117936
Valorization of wood biomass-lignin via selective bond scission: A minireview
Appl. Catal. B-Environ.
100Gazi, SFALSEFALSEFALSEFALSE
1426
10.1002/adsc.201900819
Selective C-N Bond Cleavage of N-Acylisatins: Towards High Performance Acylation/Arylation/Transamination Reagents
Adv. Synth. Catal.100Zeng, ZFALSEFALSEFALSEFALSE
1427
10.1002/anie.201907840
Enantioselective Dicarbofunctionalization of Unactivated Alkenes by Palladium-Catalyzed Tandem Heck/Suzuki Coupling Reaction
Angew. Chem.-Int. Edit.
100Zhang, JLFALSEFALSEFALSEFALSE
1428
10.1021/acs.joc.9b01879
Photoarylation of Pyridines Using Aryldiazonium Salts and Visible Light: An EDA Approach
J. Org. Chem.100de Oliveira, KTTRUEFALSEFALSEFALSE
1429
10.1039/c9qo00066f
Nickel-catalyzed fluoroethylation of arylboronic acids via Suzuki-type coupling
Org. Chem. Front.100Yang, Y; Liu, YLFALSEFALSEFALSEFALSE
1430
10.1002/anie.201809112
Umpolung of Carbonyl Groups as Alkyl Organometallic Reagent Surrogates for Palladium-Catalyzed Allylic Alkylation
Angew. Chem.-Int. Edit.
100Li, CJFALSEFALSEFALSEFALSE
1431
10.1039/c8dt01295d
Acetylacetonato-based pincer-type nickel(II) complexes: synthesis and catalysis in cross-couplings of aryl chlorides with aryl Grignard reagents
Dalton Trans.100Yamaguchi, YFALSEFALSEFALSEFALSE
1432
10.1039/c7nj04701k
o-Iodoxybenzoic acid mediated generation of aryl free radicals: synthesis of stilbenes through C-C cross-coupling with -nitrostyrenes
New J. Chem.100Akamanchi, KGFALSEFALSEFALSEFALSE
1433
10.1021/acscatal.5b02089
Mechanism of Ni-NHC Catalyzed Hydrogenolysis of Aryl Ethers: Roles of the Excess Base
ACS Catal.100Chung, LWFALSEFALSEFALSEFALSE
1434
10.1021/jacs.5b09223
Mechanism of the Ti-III-Catalyzed Acyloin-Type Umpolung: A Catalyst-Controlled Radical Reaction
J. Am. Chem. Soc.100Streuff, JFALSEFALSEFALSEFALSE
1435
10.1007/978-3-319-13054-5_7
At the Forefront of the Suzuki-Miyaura Reaction: Advances in Stereoselective Cross-Couplings
Top. Organomet. Chem.
100Hall, DGFALSEFALSEFALSEFALSE
1436
10.1038/nature13274
Recent advances in homogeneous nickel catalysis
Nature100Jamison, TFFALSEFALSEFALSEFALSE
1437
10.1021/jo402626u
Ti/Ni-Mediated Inter- and Intramolecular Conjugate Addition of Aryl and Alkenyl Halides and Inflates
J. Org. Chem.100Campana, AGFALSEFALSEFALSEFALSE
1438
10.1021/om200246k
Intramolecular Nitrile C-H Bond Activation in Nickel NHC Complexes: A Route to New Nickelacycles
Organometallics100Ritleng, VFALSEFALSEFALSEFALSE
1439
10.1002/ejoc.200900877
Catalyzed Propargylic Substitution
Eur. J. Org. Chem.100
van Maarseveen, JH
FALSEFALSEFALSEFALSE
1440
10.1021/om034381b
3,5-dialkyl effect on enantioselectivity in Pd chemistry: Applications involving both bidentate and monodentate auxiliaries
Organometallics100Pregosin, PSFALSEFALSEFALSEFALSE
1441
10.1016/S0022-328X(02)01173-7
Pyridylsilyl group-driven cross-coupling reactions
J. Organomet. Chem.
100Yoshida, JFALSEFALSEFALSEFALSE
1442
10.1021/acscatal.1c05441
Regio- and Stereoselective Diarylation of 1,3-Dienes via Ni/Cr Cocatalysis
ACS Catal.100Chen, QAFALSEFALSEFALSEFALSE
1443
10.1002/ejoc.202101196
Recent Advances in Chemical Modifications of Nitriles
Eur. J. Org. Chem.100Wu, WQFALSEFALSEFALSEFALSE
1444
10.1039/d1ob02214h
N-Alkylation of organonitrogen compounds catalyzed by methylene-linked bis-NHC half-sandwich ruthenium complexes
Org. Biomol. Chem.100
Botubol-Ares, JM
FALSEFALSEFALSEFALSE
1445
10.1002/slct.202103003
Pd(II)-Catalyzed Chelation-Induced C(sp(2))-H Acylation of (Hetero)Arenes Using Toluenes as Aroyl Surrogate
ChemistrySelect100De, SRFALSEFALSEFALSEFALSE
1446
10.1002/adsc.202100762
Base Metal-Catalyzed C-Methylation Reactions Using Methanol
Adv. Synth. Catal.100Natte, KFALSEFALSEFALSEFALSE
1447
10.1021/acssuschemeng.1c05237
Multicomponent Bifunctionalization of Methyl Ketones Enabled by Heterogeneous Catalysis and Solar Photocatalysis in Water
ACS Sustain. Chem. Eng.
100Zhang, PFTRUEFALSEFALSEFALSE
1448
10.1016/j.jcat.2021.08.038
From selective transfer hydrogenation to selective hydrogen auto-transfer process: An efficient method for the synthesis of alkenyl ketones via iridium-catalyzed alpha-alkylation of ketones with alkenyl alcohols
J. Catal.100Yang, JZ; Li, FFALSEFALSEFALSEFALSE
1449
10.1002/anie.202104979
Synthesis of N-Heterocycles via Oxidant-Free Dehydrocyclization of Alcohols Using Heterogeneous Catalysts
Angew. Chem.-Int. Edit.
100Lu, GPFALSEFALSEFALSEFALSE
1450
10.1002/asia.202100432
Enantioselective Synthesis of Quaternary Carbon Stereocenters by Asymmetric Allylic Alkylation: A Review
Chem.-Asian J.100Yang, YWFALSEFALSEFALSEFALSE
1451
10.1039/d0qi01241f
Observing the three-dimensional dynamics of supported metal complexes
Inorg. Chem. Front.100Perras, FAFALSEFALSEFALSEFALSE
1452
10.1039/d0qi01411g
Different effects of metal-NHC bond cleavage on the Pd/NHC and Ni/NHC catalyzed alpha-arylation of ketones with aryl halides
Inorg. Chem. Front.100
Chernyshev, VM; Ananikov, VP
FALSEFALSEFALSEFALSE
1453
10.1002/adsc.201600974
Rhodium(III)-Catalyzed Regioselective Decarboxylative Cyclization for the Synthesis of 4H-Furo[3,2-c]chromen-4-one Derivatives
Adv. Synth. Catal.100Li, HJ; Wang, LFALSEFALSEFALSEFALSE
1454
10.1070/RCR4628
The progress in the chemistry of N-acyliminium ions and their use in stereoselective organic synthesis
Russ. Chem. Rev.100Vinogradov, MGFALSEFALSEFALSEFALSE
1455
10.1016/j.tet.2016.06.031
Imidodiphosphoric acid catalysis
Tetrahedron100Langdon, SMFALSEFALSEFALSEFALSE
1456
10.1055/s-0035-1562499
Metal-Free, DTBP-Mediated Methylthiolation of Arylboronic Acids with Dimethyldisulfide
Synlett100Wu, XMFALSEFALSEFALSEFALSE
1457
10.1016/j.jorganchem.2016.02.005
Verstile silver(I) and nickel(II) NHC complexes bearing benzotriazole-function: Synthesis, fluorescence and catalytic property
J. Organomet. Chem.
100Qin, DBFALSEFALSEFALSEFALSE
1458
10.1021/acs.joc.0c02722
Equivalent Loading of Directed Arenes in Pd(II)-Catalyzed Oxidative Cross-Coupling of Aryl C-H Bonds at Room Temperature
An additive-free nickel-catalyzed alpha-allylation of aldehydes with allyl alcohol is reported. The reaction is promoted by 1 mol% of in situ formed nickel complex in methanol, and water is the sole by-product of the reaction. The experimental conditions allow the conversion of various alpha-branched aldehydes and alpha, beta-unsaturated aldehydes as nucleophiles. The same catalyst and reaction conditions enabled a tandem aldol condensation of aldehyde/alpha-allylation reaction.
J. Org. Chem.99Lu, WJFALSEFALSEFALSEFALSE
1459
10.1055/s-0040-1707208
Recent Advances in the Synthesis and Applications of 2-Arylbenzothiazoles
A nickel-catalyzed intramolecular Grignard-type addition of aryl bromides to C=O was developed. By using Ni(dppe) Br-2 as a catalyst and zinc powder as a reducing agent, the reactions of 2-((2-bromophenyl) amino)-1-arylethanones proceeded smoothly in 1,2-dimethoxyethane solvent to afford 3-hydroxyindolines as intermediates, which underwent dehydration reaction to furnish a range of indole derivatives in moderate to excellent yields (up to 90%).
Synthesis99Luo, PYFALSEFALSEFALSEFALSE
1460
10.1002/anie.202008350
Oxidative Addition of Water, Alcohols, and Amines in Palladium Catalysis
A novel two-step synthesis of multisubstituted beta-prolinols has been developed, featuring a [3+2] cycloaddition of azomethine ylides and a programmed reduction triggered by the combination of borane and lithium aluminum hydride (LAH). beta-Prolinols are shown to be valuable building blocks for polyheterocycles. (C) 2016 Elsevier Ltd. All rights reserved.
Angew. Chem.-Int. Edit.
99Munz, DFALSEFALSEFALSEFALSE
1461
10.1126/science.aba2419
Aminoalkyl radicals as halogen-atom transfer agents for activation of alkyl and aryl halides
The development of a sustainable, carbon-neutral biorefinery has emerged as a prominent scientific and engineering goal of the 21st century. As petroleum has become less accessible, biomass-based carbon sources have been investigated for utility in fuel production and commodity chemical manufacturing. One underutilized biomaterial is lignin; however, its highly crosslinked and randomly polymerized composition have rendered this biopolymer recalcitrant to existing chemical processing. More recently, insight into lignin's molecular structure has reinvigorated chemists to develop catalytic methods for lignin depolymerization. This review examines the development of transition-metal catalyzed reactions and the insights shared between the homogeneous and heterogeneous catalytic systems towards the ultimate goal of valorizing lignin to produce value-added products.
Science99
Julia, F; Leonori, D
FALSEFALSEFALSEFALSE
1462
10.1016/j.heliyon.2020.e03446
A review of thermal homogeneous catalytic deoxygenation reactions for valuable products
Heliyon99
Guan, QQ; Ning, P
FALSEFALSEFALSEFALSE
1463
10.1002/anie.201913733
Ruthenium(II)-Catalyzed Asymmetric Inert C-H Bond Activation Assisted by a Chiral Transient Directing Group
Angew. Chem.-Int. Edit.
99Wang, JFALSEFALSEFALSEFALSE
1464
10.2174/1385272824666200221114707
Stereoselective Synthesis of Multisubstituted alpha-fluoro-beta-lactams
Curr. Org. Chem.99Omote, MFALSEFALSEFALSEFALSE
1465
10.1002/anie.201913743
Nickel-Catalyzed Asymmetric Reductive 1,2-Carboamination of Unactivated Alkenes
Angew. Chem.-Int. Edit.
99Wang, Y; Zhu, SLFALSEFALSEFALSEFALSE
1466
10.6023/cjoc201908020
Recent Progress in the Suzuki-Miyaura Cross-Coupling Reactions in Water
Chin. J. Org. Chem.99Duan, XHFALSEFALSEFALSEFALSE
1467
10.1039/c9nj03345a
The alpha-alkylation of ketones with alcohols in pure water catalyzed by a water-soluble Cp*Ir complex bearing a functional ligand
New J. Chem.99Li, FFALSEFALSEFALSEFALSE
1468
10.1002/anie.201905021
Palladium-Catalyzed Dearomative syn-1,4-Carboamination with Grignard Reagents
Angew. Chem.-Int. Edit.
99Sarlah, DFALSEFALSEFALSEFALSE
1469
10.1039/c9nj01061k
A theoretical study on one-electron redox potentials of organotrifluoroborate anions
New J. Chem.99Zheng, WRFALSEFALSEFALSEFALSE
1470
10.1016/j.poly.2019.01.060
A green and cost-effective approach for the production of gold nanoparticles using corn silk extract: A recoverable catalyst for Suzuki-Miyaura reaction and adsorbent for removing of dye pollutants
Polyhedron99Khodaei, MMFALSEFALSEFALSEFALSE
1471
10.1002/ejoc.201801825
2-Azidoethane-1-sulfonylfluoride (ASF): A Versatile Bis-clickable Reagent for SuFEx and CuAAC Click Reactions
Eur. J. Org. Chem.99Qin, HLFALSEFALSEFALSEFALSE
1472
10.1002/cctc.201800629
Visible-Light-Driven Photocatalytic Oxidation of Organic Chlorides Using Air and an Inorganic-Ligand Supported Nickel-Catalyst Without Photosensitizers
ChemCatChem99Yu, H; Han, STRUEFALSEFALSEFALSE
1473
10.1002/chem.201705463
Cobalt-Catalyzed Enantioselective Negishi Cross-Coupling of Racemic alpha-Bromo Esters with Arylzincs
Chem.-Eur. J.99Bian, QHFALSEFALSEFALSEFALSE
1474
10.1021/acscatal.7b02599
Zn-Catalyzed tert-Butyl Nicotinate-Directed Amide Cleavage as a Biomimic of Metallo-Exopeptidase Activity
ACS Catal.99Maes, BUWFALSEFALSEFALSEFALSE
1475
10.1021/acscatal.7b03465
Palladium-Catalyzed Cross-Coupling of Monochlorosilanes and Grignard Reagents
ACS Catal.99Watson, DAFALSEFALSEFALSEFALSE
1476
10.1016/j.jorganchem.2017.07.026
Organometallic chemistry of bis(N-heterocyclic carbene) ligands containing a heteroarene spacer
J. Organomet. Chem.
99Chen, WZFALSEFALSEFALSEFALSE
1477
10.1016/j.tet.2012.05.054
Preparation of N-arylamines from 2-oxo-7-azobicyclo[4.1.0]heptanes
Tetrahedron99Maycock, CDFALSEFALSEFALSEFALSE
1478
10.1002/ejic.201101283
Binuclear Copper Complexes and Their Catalytic Evaluation
Eur. J. Inorg. Chem.99Bera, JKFALSEFALSEFALSEFALSE
1479
10.1021/jo200023r
An Investigation into the One-Pot Heck Olefination-Hydrogenation Reaction
J. Org. Chem.99Evans, PFALSEFALSEFALSEFALSE
1480
10.1021/om0604223
Nickel(0) complexes of N-alkyl-substituted N-heterocyclic carbenes and their use in the catalytic carbon-carbon bond activation of biphenylene
Organometallics99Radius, UFALSEFALSEFALSEFALSE
1481
10.1002/ejoc.200500279
Solid-phase synthesis of biphenyls and terphenyls by the traceless multifunctional cleavage of polymer-bound arenesulfonates
Eur. J. Org. Chem.99Cho, CHFALSEFALSEFALSEFALSE
1482
10.1021/jo0106501
Universal solid-phase approach for the immobilization, derivatization, and resin-to-resin transfer reactions of boronic acids
J. Org. Chem.99Hall, DGFALSEFALSEFALSEFALSE
1483
10.1021/jacs.1c10907
A General, Multimetallic Cross-Ullmann Biheteroaryl Synthesis from Heteroaryl Halides and Heteroaryl Triflates
J. Am. Chem. Soc.99Weix, DJFALSEFALSEFALSEFALSE
1484
10.1021/acscatal.1c03564
The Resurrection of Murahashi Coupling after Four Decades
ACS Catal.99Handa, SFALSEFALSEFALSEFALSE
1485
10.1021/jacs.1c05661
Catalytic Aldehyde and Alcohol Arylation Reactions Facilitated by a 1,5-Diaza-3,7-diphosphacyclooctane Ligand
J. Am. Chem. Soc.99Newman, SGFALSEFALSEFALSEFALSE
1486
10.1021/acs.joc.1c00858
Manganese-Catalyzed Achmatowicz Rearrangement Using Green Oxidant H2O2
J. Org. Chem.99Yu, BXFALSEFALSEFALSEFALSE
1487
10.1002/anie.202100288
(-)-Isoscopariusin A, a Naturally Occurring Immunosuppressive Meroditerpenoid: Structure Elucidation and Scalable Chemical Synthesis
Angew. Chem.-Int. Edit.
99Puno, PTFALSEFALSEFALSEFALSE
1488
10.1021/jacs.0c13057
Pd-Catalyzed ipso,meta-Dimethylation of ortho-Substituted Iodoarenes via a Base-Controlled C-H Activation Cascade with Dimethyl Carbonate as the Methyl Source
J. Am. Chem. Soc.99Zhang, YHFALSEFALSEFALSEFALSE
1489
10.1002/chem.202005397
One-Pot Dual C-C Coupling Reaction via Site Selective Cascade Formation by Pd-II-Cryptate of an Amino-Ether Heteroditopic Macrobicycle
Chem.-Eur. J.99Ghosh, PFALSEFALSEFALSEFALSE
1490
10.1039/d1ob00086a
Nickel-catalyzed coupling of R2P(O)Me (R = aryl or alkoxy) with (hetero)arylmethyl alcohols
Org. Biomol. Chem.99Wang, ZXFALSEFALSEFALSEFALSE
1491
10.1021/acs.inorgchem.7b01616
Palladium(II) Chloride Complexes of N,N'-Disubstituted Imidazole-2-thiones: Syntheses, Structures, and Catalytic Performances in Suzuki-Miyaura and Sonogashira Coupling Reactions
Inorg. Chem.99
Li, HX; Wang, Y; Lang, JP
FALSEFALSEFALSEFALSE
1492
10.1021/jacs.7b03538
Simple and Efficient Generation of Aryl Radicals from Aryl Triflates: Synthesis of Aryl Boronates and Aryl Iodides at Room Temperature
J. Am. Chem. Soc.99Li, CJFALSEFALSEFALSEFALSE
1493
10.1055/s-0036-1588705
Pd(OAc)(2)-Catalyzed Desulfinative Cross-Coupling of Sodium Sulfinates with beta-Bromostyrenes: Synthesis of Tamoxifen
Synthesis99Chang, MYFALSEFALSEFALSEFALSE
1494
10.1021/jacs.6b10255
Nickel-Catalyzed Boron Insertion into the C-2-O Bond of Benzofurans
J. Am. Chem. Soc.99Yorimitsu, HFALSEFALSEFALSEFALSE
1495
10.1016/j.jorganchem.2021.121754
Synthesis, structure and characterization of picolyl and benzyl linked biphenyl nickel NHC complexes and their catalytic activity in Suzuki-Miyaura cross-coupling reactions
A new class of palladium catalysts, based on heterocyclic diphosphines, was rationally designed and synthesized. Application of one of these catalysts allows novel Markovnikov-selective carbonylation of non-activated alkynes with heteroarenes to give the corresponding branched ,alpha,beta-unsaturated ketones in excellent yields (up to 97%) and regioselectivities (b/l up to 99:1). In addition to heteroarenes, other common nucloephiles (alcohol, phenol, amine, and amide) furnish the desired carbonylation products smoothly in high yields.
J. Organomet. Chem.
98Sabiah, SFALSEFALSEFALSEFALSE
1496
10.1002/ajoc.202100016
Synthesis of 1-Naphthol-based Unsymmetrical Triarylmethanes: Heck-type Desulfitative Reaction of Arylsulfonyl Chlorides with Tetralone-derived Chalcones
The silicon-based cross-coupling reaction has attracted much attention over recent decades because there are many advantages in using organosilicon compounds. However, the use of reagents with a triorganosilyl group as a key function remains to be established. This account summarizes our recent progress in cross-coupling chemistry with such silyl reagents. 1 Introduction 2 Preparation of HOMSi Reagents from Aryl Bromides and Disilanes 3 HOMSi Reagents from Heteroaromatics and Hydrosilanes 4 Cross-Coupling Polymerization with HOMSi Reagents 5 Cross-Coupling with Aryl(triethyl) silanes 6 Amination of Aryl Halides with N-TMS-Amines 7 Conclusion and Perspective
Asian J. Org. Chem.98Babu, SAFALSEFALSEFALSEFALSE
1497
10.1016/j.mcat.2020.110915
Efficient nickel(II) immobilized on EDTA-modified Fe3O4@SiO2 nanospheres as a novel nanocatalyst for amination of heteroaryl carbamates and sulfamates through the cleavage of C-O bond
An operationally simple, one-pot, catalyst-free method was developed for the synthesis of pharmaceutically important substituted isoindolinones by a three-component reaction of 2-formylbenzoic acid, a primary amine, and a 1,3-dione in ethanol under dielectric heating.
Mol. Catal.98Inaloo, IDFALSEFALSEFALSEFALSE
1498
10.1016/j.trechm.2020.06.002
Light Up the Transition Metal-Catalyzed Single-Electron Allylation
The synthesis of thioethers in excellent yields was achieved under mild conditions via the displacement reaction of halogens by sulfur. The cross-reaction of 2-(alpha-bromoacetyl) thiophene with triethylamine-activated phosphorus decasulfide (Et3N-P2S5) was elaborated by utilizing DFT calculations.
Trends Chem.98Lu, LQ; Xiao, WJFALSETRUEFALSEFALSE
1499
10.1039/d0sc00964d
Chromium-catalyzed cyclopropanation of alkenes with bromoform in the presence of 2,3,5,6-tetramethyl-1,4-bis(trimethylsilyl)-1,4-dihydropyrazine
Sodium hydride (NaH) is widely used as a BrOnsted base in chemical synthesis and reacts with various BrOnsted acids, whereas it rarely behaves as a reducing reagent through delivery of the hydride to polar electrophiles. This study presents a series of reduction reactions of nitriles, amides, and imines as enabled by NaH in the presence of LiI or NaI. This remarkably simple protocol endows NaH with unprecedented and unique hydride-donor chemical reactivity.
Chem. Sci.98
Tsurugi, H; Mashima, K
FALSEFALSEFALSEFALSE
1500
10.6023/cjoc201911016
Nickel-Catalyzed Negishi Coupling of Cyclobutanone Oxime Esters with Aryl Zinc Reagents
CONSPECTUS: Control of regio- and stereoselectivity of chemical reactions is the central theme in synthetic chemistry. Regioselective and enantiospecific ring opening of readily available enantioenriched epoxides precursors provides a straightforward access to diverse highly functionalized molecules which can serve as chiral building blocks for synthesis of biologically active compounds. However, prior to our research work, the scope of catalytic highly regioselective ring opening of epoxides is limited to structurally or electronically biased epoxides, such as terminal and aromatic epoxides. Regioselective ring opening of epoxides with substituents on both sides demonstrating similar steric and electronic effects is still a formidable challenge for organic chemists. To address this challenge, our approach is to use the readily available functional moiety incorporated in an epoxide as a directing group to realize the regioselective nucleophilic attack on the oxirane ring. Alternatively, asymmetric ring-opening of epoxides can also provide the ring-opening products in highly enantioenriched form. However, excellent results are usually obtained in the case of the kinetic resolution of terminal epoxides or the desymmetrization of meso-epoxides. In these cases, the issue of regiocontrol of the ring-opening is circumvented or minimized. Based on our successful results of regioselective ring-opening of functionalized epoxides by implementing the directed ring-opening strategy, we also investigated the enantioselective ring-opening of internal epoxides bearing a functional moiety as directing group. This Account summarizes our research on metal-catalyzed directed ring-opening reactions of epoxides, which encompasses the following breakthroughs: (1) highly regioselective ring-opening of various substrates including epoxy allylic alcohols, epoxy homoallylic alcohols and epoxy allylic sulfonamides with a variety of N-, O-, and halide-nucleophiles catalyzed by W-, Mo-, or Ni-salt; (2) first kinetic resolutions of epoxy allylic alcohols, epoxy homoallylic alcohols, and epoxy allylic sulfonamides with various amines as nucleophiles, which were catalyzed by W-bishydroxamic acid (W-BHA), nickel-BINAM, and Gd-N,N'-dioxide catalytic system, respectively; (3) successful implementation of the strategy of combined asymmetric syntheses by the combination of the enantioselective epoxidation and the enantioselective ring -opening of 2,3-epoxy alcohols establishing a new entry to prepare amino alcohols in regio-, diastereo-, and enantiomerically pure form.
Chin. J. Org. Chem.98Fang, P; Mei, TSFALSEFALSEFALSEFALSE
1501
10.1002/anie.201912739
Synthesis of Chiral Triarylmethanes Bearing All-Carbon Quaternary Stereocenters: Catalytic Asymmetric Oxidative Cross-Coupling of 2,2-Diarylacetonitriles and (Hetero)arenes
Angew. Chem.-Int. Edit.
98Liu, LFALSEFALSEFALSEFALSE
1502
10.2174/1574893615666200129110450
Sequence-based Identification of Arginine Amidation Sites in Proteins Using Deep Representations of Proteins and PseAAC
Curr. Bioinform.98Naseer, SFALSEFALSEFALSEFALSE
1503
10.1002/ejoc.201901189
Expanding the Family of Fluorescent Coumarin[4]arenes: Improved Synthesis, pi-Extension, and Characterization
Eur. J. Org. Chem.98
Venkatakrishnan, P
FALSEFALSEFALSEFALSE
1504
10.1002/ajoc.201900223
Reaction Medium as the Installing Reservoir for Key Functionalities in the Molecules
Asian J. Org. Chem.98
Verma, PK; Sawant, SD
FALSEFALSEFALSEFALSE
1505
10.1021/acs.joc.7b03107
Mechanism and Rate-Determining Factors of Amide Bond Formation through Acyl Transfer of Mixed Carboxylic-Carbamic Anhydrides: A Computational Study
J. Org. Chem.98Jiang, YY; Bi, SWFALSEFALSEFALSEFALSE
1506
10.1021/acs.organomet.7b00657
Palladium-Catalyzed Reductive Cross-Coupling Reaction of Aryl Chromium(0) Fischer Carbene Complexes with Aryl Iodides
Organometallics98Wang, JBFALSEFALSEFALSEFALSE
1507
10.1021/acs.orglett.7b03551
Oxy-Difluoroalkylation of Allylamines with CO2 via Visible-Light Photoredox Catalysis
Org. Lett.98Yu, DGTRUEFALSEFALSEFALSE
1508
10.1021/acs.oprd.5b00314
Valorization of the Primary Building Blocks Ammonia and Acetone Featuring Pd- and Ni-Catalyzed Monoarylations
Org. Process Res. Dev.
98Schranck, JFALSEFALSEFALSEFALSE
1509
10.1002/anie.201503888
Cp*Rh-III-Catalyzed Arylation of C(sp(3))-H Bonds
Angew. Chem.-Int. Edit.
98Glorius, FFALSEFALSEFALSEFALSE
1510
10.1039/c5cc01427a
A one-pot domino C-H, C-C activation in coumarins: a fast track to 2,3-diaryl benzo[b]furans
Chem. Commun.98Shafiee, AFALSEFALSEFALSEFALSE
1511
10.1039/c5ra03334a
A Pd complex of a NNN pincer ligand supported on gamma-Fe2O3@SiO2 as the first magnetically recoverable heterogeneous catalyst for C-P bond forming reactions
RSC Adv.98Sobhani, SFALSEFALSEFALSEFALSE
1512
10.1039/c5qo00236b
Pincer CNC bis-N-heterocyclic carbenes: robust ligands for palladium-catalysed Suzuki-Miyaura arylation of bromoanthracene and related substrates
Org. Chem. Front.98Zende, VMFALSEFALSEFALSEFALSE
1513
10.1039/c4dt02313g
Synthesis of tetra-substituted imidazoles and 2-imidazolines by Ni(0)-catalyzed dehydrogenation of benzylic-type imines
Dalton Trans.98Garcia, JJFALSEFALSEFALSEFALSE
1514
10.1002/anie.201402695
Double C-F Bond Activation through beta-Fluorine Elimination: Nickel-Mediated [3+2] Cycloaddition of 2-Trifluoromethyl-1-alkenes with Alkynes
Angew. Chem.-Int. Edit.
98Ichikawa, JFALSEFALSEFALSEFALSE
1515
10.1021/ja410883p
Ni-Catalyzed Carboxylation of C(sp(2))- and C(sp(3))-O Bonds with CO2
J. Am. Chem. Soc.98Martin, RFALSEFALSEFALSEFALSE
1516
10.1007/3418_2013_72
New Formulas for Zincate Chemistry: Synergistic Effect and Synthetic Applications of Hetero-bimetal Ate Complexes
Top. Organomet. Chem.
98Uchiyama, MFALSEFALSEFALSEFALSE
1517
10.1039/c3sc22242j
Cross coupling of thioethers with aryl boroxines to construct biaryls via Rh catalyzed C-S activation
Chem. Sci.98Shi, ZJFALSEFALSEFALSEFALSE
1518
10.1021/ol9001587
Nickel-Catalyzed Biaryl Coupling of Heteroarenes and Aryl Halides/Triflates
Org. Lett.98Itami, KFALSEFALSEFALSEFALSE
1519
10.3987/COM-08-S(N)40
TOTAL SYNTHESIS OF ISOINDOLOBENZAZEPINE ALKALOIDS, LENNOXAMINE AND CHILENINE, BASED ON PALLADIUM-CATALYZED REDUCTION OF ALKENYL PHOSPHATES
Heterocycles98Fuwa, HFALSEFALSEFALSEFALSE
1520
10.1021/jo071117+
General and efficient route for the synthesis of 3,4-disubstituted coumarins via Pd-catalyzed site-selective cross-coupling reactions
J. Org. Chem.98Wu, HFALSEFALSEFALSEFALSE
1521
10.1055/s-2006-950290
Cobalt-catalyzed cross-coupling reactions of heterocyclic chlorides with arylmagnesium halides and of polyfunctionalized arylcopper reagents with aryl bromides, chlorides, fluorides and tosylates
Synthesis98Knochel, PFALSEFALSEFALSEFALSE
1522
10.1021/ja021244h
Design of N-spiro C-2-symmetric chiral quaternary ammonium bromides as novel chiral phase-transfer catalysts: Synthesis and application to practical asymmetric synthesis of alpha-amino acids
J. Am. Chem. Soc.98Maruoka, KFALSEFALSEFALSEFALSE
1523
10.1039/d1qo01412a
Recent advances in sustainable organic transformations using methanol: expanding the scope of hydrogen-borrowing catalysis
Org. Chem. Front.98Banerjee, DFALSEFALSEFALSEFALSE
1524
10.1002/anie.202107820
Chemoselective, Scalable Nickel-Electrocatalytic O-Arylation of Alcohols
Angew. Chem.-Int. Edit.
98Baran, PSFALSETRUEFALSEFALSE
1525
10.1055/s-0040-1720406
Enantioselective Intermolecular Murai-Type Alkene Hydroarylation Reactions
Synthesis98Bower, JFFALSEFALSEFALSEFALSE
1526
10.1002/anie.202102192
Triarylmethanes and their Medium-Ring Analogues by Unactivated Truce-Smiles Rearrangement of Benzanilides
Angew. Chem.-Int. Edit.
98Clayden, JFALSEFALSEFALSEFALSE
1527
10.1002/anie.202101668
Enantioselective alpha-Carbonylative Arylation for Facile Construction of Chiral Spirocyclic beta,beta '-Diketones
Angew. Chem.-Int. Edit.
98Tang, WJFALSEFALSEFALSEFALSE
1528
10.1002/anie.201706781
Reductive Decarboxylative Alkynylation of N-Hydroxyphthalimide Esters with Bromoalkynes
Angew. Chem.-Int. Edit.
98Weix, DJFALSEFALSEFALSEFALSE
1529
10.1021/acs.joc.7b01637
Mechanism of Amide Bond Formation from Carboxylic Acids and Amines Promoted by 9-Silafluorenyl Dichloride Derivatives
J. Org. Chem.98Jiang, YY; Bi, SWFALSEFALSEFALSEFALSE
1530
10.1021/acs.orglett.7b01561
Phosphorylation of Alkenyl and Aryl C-O Bonds via Photoredox/Nickel Dual Catalysis
Org. Lett.98Yu, DGTRUEFALSEFALSEFALSE
1531
10.1021/acscatal.7b00941
Nickel-Catalyzed C-O Bond-Cleaving Alkylation of Esters: Direct Replacement of the Ester Moiety by Functionalized Alkyl Chains
ACS Catal.98Rueping, MFALSEFALSEFALSEFALSE
1532
10.1002/adsc.201601105
Nickel-Catalyzed Deoxygenative Deuteration of Aryl Sulfamates
Adv. Synth. Catal.98
Kuriyama, M; Onomura, O
FALSEFALSEFALSEFALSE
1533
10.1002/adsc.201601302
Palladium-Catalyzed Addition of Arylboronic Acids to para-Quinone Methides for Preparation of Diarylacetates
Adv. Synth. Catal.98
Yang, GQ; Zhang, WB
FALSEFALSEFALSEFALSE
1534
10.1021/acs.joc.6b01836
Synthesis of o-Alkenylated 2-Arylbenzoxazoles via Rh-Catalyzed Oxidative Olefination of 2-Arylbenzoxazoles: Scope Investigation, Structural Features, and Mechanism Studies
J. Org. Chem.98Hou, XFFALSEFALSEFALSEFALSE
1535
10.1002/ejoc.201600933
ortho-Lithiation Reactions of O-(3,n-Dihalophenyl) N,N-Diethylcarbamates: Synthesis of Dihalosalicylamides and 2,3,n-Trihalophenol Derivatives
Eur. J. Org. Chem.98Sanz, RFALSEFALSEFALSEFALSE
1536
10.1021/acs.joc.6b01619
Wavelength Selective Generation of Aryl Radicals and Aryl Cations for Metal-Free Photoarylations
J. Org. Chem.98
Protti, S; Fagnoni, M
TRUEFALSEFALSEFALSE
1537
10.1021/acs.organomet.6b00161
Cobalt-Catalyzed Borylation of Aryl Halides and Pseudohalides
Organometallics98Hu, AGFALSEFALSEFALSEFALSE
1538
10.1016/j.jorganchem.2015.12.032
Catalytic Suzuki couplings by an amido pincer complex of palladium
J. Organomet. Chem.
98Liang, LCFALSEFALSEFALSEFALSE
1539
10.1021/acs.organomet.0c00813
Dual Photoredox-/Palladium-Catalyzed Cross-Electrophile Couplings of Polyfluoroarenes with Aryl Halides and Triflates
The couplings of carboxylic acids and amines promoted by dichlorosilane derivatives provide a promising tool for amide synthesis and peptide coupling, in which an unprecedented mechanism was proposed for the amide bond formation process. To investigate this mechanistic proposal and enrich the understanding of this novel reaction, a theoretical study was conducted herein. The formation and interconversion of silylamine and silyl ester intermediates were calculated to be kinetically feasible under the experiment conditions. However, the subsequent amidation via direct elimination on the AcO-Si(L)(L')-NHMe intermediate was found to involve a high energy barrier due to the formation of an unstable silanone. By contrast, the in situ generated salts can promote the amidation process by generating a silanol as the temporary product. Similarly, the anhydride formation mechanism can proceed via direct elimination or salt-assisted elimination on the AcO-Si(L)(L')-OAc intermediate but is less favorable. Finally, we found that the intermolecular nucleophilic addition on the AcO-Si(L)(L')-Cl intermediate is the most favorable mechanism among all the candidates considered. In this mechanism, carboxylic acids or bases can act as self-catalysts to promote the amide bond formation via hydrogen bonding, and the formation of the unstable silanone or anhydride is avoided.
Organometallics97Chu, LLTRUETRUEFALSEFALSE
1540
10.1021/acscatal.0c03903
Cobalt-Catalyzed C(sp(2))-CN Bond Activation: Cross-Electrophile Coupling for Biaryl Formation and Mechanistic Insight
Transition-metal-free dehalogenation of various aryl halides (iodides and bromides) can take place efficiently at 70-110 degrees C in the presence of a catalytic amount of 1, 10-phenanthroline and t-BuOK using THF or Dioxane as solvent. Control experiments indicated that radical transfer occurred between aryl radical and alkyl C-H bond to generate alkyl radical. (C) 2017 Elsevier Ltd. All rights reserved.
ACS Catal.97
Gandon, V; Gosmini, C
FALSETRUEFALSEFALSE
1541
10.1002/adsc.202000537
Palladium-Catalyzed Regioselective Domino Spirocyclization of Carbamoyl Chlorides with Alkynes and Benzynes
A simple and operationally easy protocol for the regioselective synthesis of internal alkenes through a dehydrative cross-coupling and direct coupling procedure has been described using the environmentally benign Ca(II) catalyst. Several alkenes and alcohols underwent the coupling reaction under solvent-free conditions in a short time to produce the desired alkenes. This method is further extended to show the application in the synthesis of novel benzopyran molecules through a cascade strategy. (C) 2016 Elsevier Ltd. All rights reserved.
Adv. Synth. Catal.97Qu, JP; Chen, YFFALSEFALSEFALSEFALSE
1542
10.1039/d0sc01349h
Ultrafast amidation of esters using lithium amides under aerobic ambient temperature conditions in sustainable solvents
We herein report a transition-metal-free cross-coupling between secondary alkyl halides/mesylates and aryl/alkenylboronic acid, providing expedited access to a series of nonchiral/chiral coupling products in moderate to good yields. Stereospecific S(N)2-type coupling is developed for the first time with alkenylboronic adds as pure nucleophiles, offering an attractive alternative to the stereospecific transition-metal-catalyzed C(sp(2))-C(sp(3)) cross-coupling.
Chem. Sci.97Hevia, EFALSEFALSEFALSEFALSE
1543
10.1021/acscatal.9b04823
Zinc-Catalyzed Hydroxyl-Directed Regioselective Ring Opening of Aziridines in S(N)2 Reaction Pathway
ACS Catal.97Wang, CFALSEFALSEFALSEFALSE
1544
10.1021/acs.oprd.8b00325
Process Development for a Locally Acting SGLT1 Inhibitor, LX2761, Utilizing sp(3)-sp(2) Suzuki Coupling of a Benzyl Carbonate
Org. Process Res. Dev.
97Wuo, WXFALSEFALSEFALSEFALSE
1545
10.1016/j.tet.2018.08.050
Highly efficient synthesis of 1,2-disubstituted acetylenes derivatives from the cross-coupling reactions of 1-bromoalkynes with organoalane reagents
Tetrahedron97Li, QHFALSEFALSEFALSEFALSE
1546
10.5059/yukigoseikyokaishi.76.781
Catalytic Asymmetric Synthesis of Natural Products Directed Toward Development of Novel Anti-infective and Anti-cancer Medicines
J. Synth. Org. Chem. Jpn.
97Watanabe, TFALSEFALSEFALSEFALSE
1547
10.1021/jacs.7b12806
(Guanidine)copper Complex-Catalyzed Enantioselective Dynamic Kinetic Allylic Alkynylation under Biphasic Condition
J. Am. Chem. Soc.97Tan, CHFALSEFALSEFALSEFALSE
1548
10.1021/acs.organomet.7b00642
DFT Investigation of Suzuki-Miyaura Reactions with Aryl Sulfamates Using a Dialkylbiarylphosphine-Ligated Palladium Catalyst
Organometallics97Hazari, NFALSEFALSEFALSEFALSE
1549
10.1021/acs.joc.5b01300
Directed Metalation-Suzuki-Miyaura Cross-Coupling Strategies: Regioselective Synthesis of Hydroxylated 1-Methyl-phenanthrenes
J. Org. Chem.97Jorgensen, KBFALSEFALSEFALSEFALSE
1550
10.1039/c5sc01589h
Synthesis of (diarylmethyl)amines using Ni-catalyzed arylation of C(sp(3))-H bonds
Chem. Sci.97Nolan, SPFALSEFALSEFALSEFALSE
1551
10.1021/jo501321m
Nickel-Catalyzed Decarboxylative C-P Cross-Coupling of Alkenyl Acids with P(O)H Compounds
J. Org. Chem.97Gao, YXFALSEFALSEFALSEFALSE
1552
10.1021/om401141r
Density Functional Theory Study of the Mechanisms of Iron-Catalyzed Aminohydroxylation Reactions
Organometallics97Ren, QHFALSEFALSEFALSEFALSE
1553
10.1021/ja4118413
Mechanisms and Origins of Switchable Chemoselectivity of Ni-Catalyzed C(aryl)-O and C(acyl)-O Activation of Aryl Esters with Phosphine Ligands
J. Am. Chem. Soc.97Houk, KNFALSEFALSEFALSEFALSE
1554
10.1039/c4sc00006d
Carbon-fluorine bond cleavage in fluoroarenes via a niobium(III) imido complex: from stoichiometric to catalytic hydrodefluorination
Chem. Sci.97Bergman, RGFALSEFALSEFALSEFALSE
1555
10.1055/s-0033-1340061
Direct Carboxylative Reactions for the Transformation of Carbon Dioxide into Carboxylic Acids and Derivatives
Synthesis97Cai, XHFALSEFALSEFALSEFALSE
1556
10.1039/c3ra23188g
Synthesis of coumarins via PIDA/I-2-mediated oxidative cyclization of substituted phenylacrylic acids
RSC Adv.97Li, JMFALSEFALSEFALSEFALSE
1557
10.1016/j.tetlet.2012.09.028
Ferrous salt-promoted homocoupling of arenediazonium tetrafluoroborates under mild conditions
Tetrahedron Lett.97Qi, CZFALSEFALSEFALSEFALSE
1558
10.1039/c1sc00368b
Nickel-catalyzed cross coupling of non-activated alkyl halides: a mechanistic perspective
Chem. Sci.97Hu, XLFALSEFALSEFALSEFALSE
1559
10.1039/c1cs15100b
Transition metal-catalysed cross-coupling reactions of P-activated enols
Chem. Soc. Rev.97Sellars, JDFALSEFALSEFALSEFALSE
1560
10.1021/om100816d
Mechanistic Insights into C-S Cross-Coupling Reactions Catalyzed by Nickel Bis(phosphinite) Pincer Complexes
Organometallics97Guan, HRFALSEFALSEFALSEFALSE
1561
10.1021/om1003072
Dehalogenation and Hydrogenation of Aromatic Compounds Catalyzed by Nanoparticles Generated from Rhodium Bis(imino)pyridine Complexes
Organometallics97Esteruelas, MAFALSEFALSEFALSEFALSE
1562
10.1002/chem.200900575
Preparation of Polyfunctional Arylmagnesium, Arylzinc, and Benzylic Zinc Reagents by Using Magnesium in the Presence of LiCl
Chem.-Eur. J.97Knochel, PFALSEFALSEFALSEFALSE
1563
10.1021/jo026136s
Cross-coupling reactions of phenylmagnesium halides with fluoroazines and fluorodiazines
J. Org. Chem.97Mongin, FFALSEFALSEFALSEFALSE
1564
10.1021/ar010068z
On inventing reactions for atom economy
Accounts Chem. Res.
97Trost, BMFALSEFALSEFALSEFALSE
1565
10.1021/acscatal.1c05586
Cobalt-Catalyzed C(sp(2))-C(sp(3)) Suzuki-Miyaura Cross-Coupling Enabled by Well-Defined Precatalysts with L,X-Type Ligands
ACS Catal.97Chirik, PJFALSEFALSEFALSEFALSE
1566
10.1002/anie.202113209
Nickel-Catalyzed Stereo- and Enantioselective Cross-Coupling of gem-Difluoroalkenes with Carbon Electrophiles by C-F Bond Activation
Angew. Chem.-Int. Edit.
97Shi, ZZFALSETRUEFALSEFALSE
1567
10.1039/d1gc03724b
Chemical recovery of thermosetting unsaturated polyester resins
Green Chem.97
Xu, SM; Wang, YZ
FALSEFALSEFALSEFALSE
1568
10.1021/jacs.1c08399
Stereoconvergent and -divergent Synthesis of Tetrasubstituted Alkenes by Nickel-Catalyzed Cross-Couplings
J. Am. Chem. Soc.97Sigman, MSFALSEFALSEFALSEFALSE
1569
10.3390/molecules26216579
Recent Advances in the Synthesis of Polyamine Derivatives and Their Applications
Molecules97Maslov, MFALSEFALSEFALSEFALSE
1570
10.1039/d1qo00309g
Ni/NHC catalysis in C-H functionalization using air-tolerant nickelocene and sodium formate for in situ catalyst generation
Org. Chem. Front.97
Chernyshev, VM; Ananikov, VP
FALSEFALSEFALSEFALSE
1571
10.1039/c7ob00911a
Phosphine-catalyzed Friedel-Crafts reaction of naphthols with para-quinone methides: expedient access to triarylmethanes
Org. Biomol. Chem.97Liu, L; Zhang, JLFALSEFALSEFALSEFALSE
1572
10.1021/jacs.7b02389
Harnessing Alkyl Amines as Electrophiles for Nickel-Catalyzed Cross Couplings via C-N Bond Activation
J. Am. Chem. Soc.97Watson, MPFALSETRUEFALSEFALSE
1573
10.1002/anie.201609693
Enantioselective Dearomatization of Naphthol Derivatives with Allylic Alcohols by Cooperative Iridium and Bronsted Acid Catalysis
Angew. Chem.-Int. Edit.
97
Zeng, XF; Zhong, GF
FALSEFALSEFALSEFALSE
1574
10.1002/asia.201600972
Fe-Catalyzed Cross-Coupling Reaction of Vinylic Ethers with Aryl Grignard Reagents
Chem.-Asian J.97
Iwasaki, T; Kambe, N
FALSEFALSEFALSEFALSE
1575
10.1002/cctc.201600456
Base-Free Palladium-Catalyzed Borylation of Aryl Chlorides with Diborons
ChemCatChem97Yorimitsu, HFALSEFALSEFALSEFALSE
1576
10.1016/j.ica.2016.02.004
Adaptation of guest molecules: A simple system that amplifies the gentle perturbation of host lattices from nickel(II) to cobalt(II)
Inorg. Chim. Acta97Tseng, TWFALSEFALSEFALSEFALSE
1577
10.1039/d0cy01886d
Chemoselective heterogeneous iridium catalyzed hydrogenation of cinnamalaniline
Chlorination of the coumarin framework was achieved by using trichloroisocyanuric acid, which has several advantages over N-chlorosuccinimide, particularly with respect to cost-effectiveness and toxicity. The Suzuki-Miyaura cross-coupling of the chlorinated 4-alkoxycoumarins with a range of aryl- and heteroarylboronic acids was then carried out in the presence of Pd(OAc)(2) and 2-(dicyclohexylphosphino)-2,6-dimethoxybiphenyl (SPhos) in an environmentally benign solvent. This transformation afforded the coupled products in yields up to 99%. Sensitive functional groups such as aldehydes and nitriles were tolerated under the reaction conditions, and the protocol could be performed on a gram scale. The cross-coupling method was also successfully extended to related 2-pyrone, 2-pyridone, and 2-quinolone derivatives to give yields up to 96%. This is the first time cross-coupling conditions have been shown to be general across this range of heterocyclic substrates. The demethylation of the Suzuki-Miyaura products allowed for access to 3-aryl-4-hydroxycoumarins.
Catal. Sci. Technol.96Savela, RFALSEFALSEFALSEFALSE
1578
10.1002/tcr.202000148
Employing Photocatalysis for the Design and Preparation of DNA-encoded Libraries: A Case Study
An efficient nickel-catalyzed decarbonylative cyanation reaction which allows the direct functional-group interconversion of readily available esters into the corresponding nitriles was developed. This reaction successfully offers access to structurally diverse nitriles with high efficiency and excellent functional-group tolerance and provides a good alternative to classical synthetic pathways from diazonium salts, or organic halide compounds.
Chem. Rec.96Kolmel, DKTRUEFALSEFALSEFALSE
1579
10.1021/acs.joc.0c02328
Cu-Catalyzed Oxidative Thioesterification of Aroylhydrazides with Disulfides
The control of stereoselectivity in radical reactions is of great importance to organic synthesis. Hence, new concepts and strategies for controlling stereochemistry of radical reactions are emerging continuously. This Review highlights the recent remarkable progress in enantioselective radical cyclization reactions. Initially, the chiral Lewis acid-catalyzed method became a field of central importance for enantioselective radical cyclizations. In recent years, significant progress has been made in enantioselective organocatalysis. In contrast to intermolecular reactions, the successful examples for enantioselective radical cyclizations are still limited. In this Review, the radical cyclizations controlled by chiral Lewis acids, chiral metallic reagents, chiral imidazolidinone catalysts, chiral non-covalent organocatalysts, and chiral thiols are summarized.
J. Org. Chem.96Dong, JYFALSEFALSEFALSEFALSE
1580
10.1021/acs.oprd.0c00367
Recent Advances in Nonprecious Metal Catalysis
An efficient enantioselective Friedel-Crafts alkylation reaction of electron-rich beta-naphthol with in situ generated ortho-quinone methides catalyzed by chiral bifunctional amine-squaramide catalysts has been developed. The chiral triarylmethane derivatives were obtained in good to high yields (up to 97% yield) with high enantioselectivities (up to 97% ee) for most substrates under mild conditions. This study also revealed that the oil-water biphase could significantly improve the efficiency of this catalytic system.
Org. Process Res. Dev.
96Shekhar, SFALSEFALSEFALSEFALSE
1581
10.1016/j.ica.2020.119864
Ru(II) complexes containing (2-(pyren-1-ylmethylene)hydrazinyl) benzothiazole: Synthesis, solid-state structure, computational study and catalysis in N-alkylation reactions
Pyridine-bridged bis-benzimidazolylidene nickel complexes exhibited very high catalytic activity toward cross coupling of inactive (hetero)aryl benzylic ammonium salts with (hetero)aryl and alkenyl boronic acids under mild reaction conditions. Even at 2 mol% catalyst loading, a wide range of substrates for both coupling partners with different steric and electronic properties were well tolerated. (C) 2016 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.
Inorg. Chim. Acta96
Viswanathamurthi, P
FALSEFALSEFALSEFALSE
1582
10.6023/A20070335
Advances on Nickel-Catalyzed C(sp(3))-C(sp(3)) Bond Formation
A simple and efficient protocol for the direct reductive cross-coupling between alkenyl and benzyl halides using a Co/Mn system has been developed. This reaction proceeds smoothly in the presence of [CoBr2(PPh3)(2)] as the catalyst, with NaI as an additive in acetonitrile with a broad scope of functionalized alkenyl and benzyl halides. Different functional groups are tolerated on both coupling partners, thus, significantly extending the general scope of transition-metal-catalyzed benzylation of alkenyl halides. Moderate to excellent yields were also obtained. From a mechanistic point of view, a radical chain mechanism was proposed. This reaction is stereospecific and some studies suggest the retention of the double-bond configuration.
Acta Chim. Sin.96Zhou, QLFALSEFALSEFALSEFALSE
1583
10.1021/acscatal.0c02468
Dynamic Kinetic Asymmetric Amination of Alcohols Assisted by Microwave: Stereoconvergent Access to Tetralin- and Indane-Derived Chiral Amines
A two-step (nucleophilic substitution/palladation by oxidative addition) sequence provides a high-yielding access to a non-symmetrical palladium NNC pincer complex. A number of terminal and internal alkynoic acids with different substitution patterns at the alpha- and beta-positions are regioand diastereoselectively cycloisomerized to the corresponding exocyclic enol lactones in the presence of exceedingly low amounts of the latter palladium complex, so that unprecedented turnover numbers and frequencies ranging from 1,000,000 to 700,000 and from 41,667 to 9722 h(-1), respectively, are achieved. The optimized protocol, based on the use of a catalytic amount of triethylamine as base, allows an easy real-time monitoring of the reaction by NMR spectroscopy. Several pieces of evidence in favor of the direct participation of the above pincer complex as the catalyst of the reaction have been gathered from kinetic and poisoning experiments
ACS Catal.96Lan, YFALSEFALSEFALSEFALSE
1584
10.1055/s-0040-1708003
Pd(0)-Catalyzed Direct Inter- and Intramolecular C-H Functionalization of 4-Carboxyimidazoles
Over the past two decades, there have been major developments in transition metal-catalyzed aminations of aryl halides to form anilines, a common structure found in drug agents, natural product isolates, and fine chemicals. Many of these approaches have enabled highly efficient and selective coupling through the design of specialized ligands, which facilitate reductive elimination from a destabilized metal center. We postulated that a general and complementary method for carbon-nitrogen bond formation could be developed through the destabilization of a metal amido complex via photoredox catalysis, thus providing an alternative approach to the use of structurally complex ligand systems. Here, we report the development of a distinct mechanistic paradigm for aryl amination using ligand-free nickel(II) salts, in which facile reductive elimination from the nickel metal center is induced via a photoredox-catalyzed electron-transfer event.
Synlett96
Baudequin, C; Hoarau, C
FALSEFALSEFALSEFALSE
1585
10.1021/acs.orglett.9b04220
Synthesis of 2-Arylpiperidines via Pd-Catalyzed Arylation of Aza-Achmatowicz Rearrangement Products with Arylboronic Acids
Org. Lett.96Tong, RBFALSEFALSEFALSEFALSE
1586
10.1002/slct.201903251
Base-Promoted Direct Chalcogenylation of 2-Naphthols
ChemistrySelect96Rampon, DSFALSEFALSEFALSEFALSE
1587
10.1002/adsc.201901188
2-Methyltetrahydrofuran (2-MeTHF): A Green Solvent for Pd-NHC-Catalyzed Amide and Ester Suzuki-Miyaura Cross-Coupling by N-C/O-C Cleavage
Adv. Synth. Catal.96Lei, PFALSEFALSEFALSEFALSE
1588
10.1002/anie.201911372
Nickel-Catalyzed Domino Heck-Type Reactions Using Methyl Esters as Cross-Coupling Electrophiles
Angew. Chem.-Int. Edit.
96Newman, SGFALSETRUEFALSEFALSE
1589
10.1021/acs.joc.9b01556
Nickel-Catalyzed Hydroarylation of Alkynes under Reductive Conditions with Aryl Bromides and Water
J. Org. Chem.96Wilger, DJFALSEFALSEFALSEFALSE
1590
10.1039/c9cy00752k
Intermetallic species in the Negishi coupling and their involvement in inhibition pathways
Catal. Sci. Technol.96
Polynski, MV; Pidko, EA
FALSEFALSEFALSEFALSE
1591
10.1016/j.tet.2019.07.007
A SO2F2 mediated mild, practical, and gram-scale dehydroxylative transforming primary alcohols to quaternary ammonium salts
Tetrahedron96Zha, GF; Qin, HLFALSEFALSEFALSEFALSE
1592
10.1021/acs.organomet.9b00060
Scope and Mechanistic Aspect of Nickel-Catalyzed Alkenylation of Benzothiazoles and Related Azoles with Styryl Bromides
Organometallics96Punji, BFALSEFALSEFALSEFALSE
1593
10.1002/adsc.201801527
Alkynyl-B(dan)s in Various Palladium-Catalyzed Carbon-Carbon Bond-Forming Reactions Leading to Internal Alkynes, 1,4-Enynes, Ynones, and Multiply Substituted Alkenes
Adv. Synth. Catal.96Tsuchimoto, TFALSEFALSEFALSEFALSE
1594
10.1016/j.ccr.2019.01.005
Terpyridine-metal complexes: Applications in catalysis and supramolecular chemistry
Coord. Chem. Rev.96
Shi, XD; Song, ZG
FALSEFALSEFALSEFALSE
1595
10.1039/c8ob02312c
Chemoselective reduction of isothiocyanates to thioformamides mediated by the Schwartz reagent
Org. Biomol. Chem.96Pace, VFALSEFALSEFALSEFALSE
1596
10.1039/c8gc02611d
Copper immobilized at a covalent organic framework: an efficient and recyclable heterogeneous catalyst for the Chan-Lam coupling reaction of aryl boronic acids and amines
Green Chem.96Zhang, ZHFALSEFALSEFALSEFALSE
1597
10.6023/cjoc201803013
Progress on Transition-Metal-Catalyzed Cross-Coupling Reactions of Ammonium Salts via C-N Bond Cleavage
Chin. J. Org. Chem.96Chen, YFALSEFALSEFALSEFALSE
1598
10.1039/c7sc03140h
Dual nickel and Lewis acid catalysis for cross-electrophile coupling: the allylation of aryl halides with allylic alcohols
Chem. Sci.96Shu, XZFALSEFALSEFALSEFALSE
1599
10.1080/00268976.2015.1023751
The (A)over-tilde(2) Delta(5/2) <- (X)over-tilde(2) Delta(5/2) electronic band system of nickel acetylide, NiCCH
Mol. Phys.96Morse, MDFALSEFALSEFALSEFALSE
1600
10.1002/chem.201501568
Construction of a Chiral Silicon Center by Rhodium-Catalyzed Enantioselective Intramolecular Hydrosilylation
Chem.-Eur. J.96Naganawa, YFALSEFALSEFALSEFALSE
1601
10.1039/c5dt00032g
Nickel complexes for catalytic C-H bond functionalization
Dalton Trans.96Johnson, SAFALSEFALSEFALSEFALSE
1602
10.1002/adsc.201400442
Palladium-Catalyzed Suzuki Carbonylative Reaction of alpha-Halomethyl Oxime Ethers: A Regioselective Route to Unsymmetrical 1,3-Oxyiminoketones
Adv. Synth. Catal.96Medio-Simon, MFALSEFALSEFALSEFALSE
1603
10.1016/j.molcata.2014.02.006
Synthesis and characterization of magnetic copper ferrite nanoparticles and their catalytic performance in one-pot odorless carbon-sulfur bond formation reactions
J. Mol. Catal. A-Chem.
96Gholinejad, MFALSEFALSEFALSEFALSE
1604
10.1039/c3ob42050g
Recent trends in Pd-catalyzed remote functionalization of carbonyl compounds
Org. Biomol. Chem.96Mazet, CFALSEFALSEFALSEFALSE
1605
10.1002/jhet.1712
An Innovative Protocol for the Synthesis of 3-(Pyridin-2-yl)-5-sec-aminobiphenyl-4-carbonitriles and 9,10-Dihydro-3-(pyridine-2-yl)-1-sec-aminophenanthrene-2-carbonitriles
J. Heterocycl. Chem.
96Mahulikar, PPFALSEFALSEFALSEFALSE
1606
10.1021/jo301086k
Synthesis of Substituted Coumarins via Bronsted Acid Mediated Condensation of Allenes with Substituted Phenols or Anisoles
J. Org. Chem.96Lee, PHFALSEFALSEFALSEFALSE
1607
10.3987/REV-12-736
TRANSITION-METAL-CATALYZED BORYLATION OF ORGANIC HALIDES WITH HYDROBORANES
Heterocycles96Murata, MFALSEFALSEFALSEFALSE
1608
10.1002/adsc.201100151
Room Temperature Nickel(II) Complexes [(4-MeOC6H4)Ni-(PCy3)(2)OTs and Ni(PCy3)(2)X-2]-Catalyzed Cross-Coupling Reactions of Aryl/Alkenyl Sulfonates with Arylboronic Acids
Adv. Synth. Catal.96Hu, QSFALSEFALSEFALSEFALSE
1609
10.1039/c0dt00540a
Cross coupling reactions of polyfluoroarenes via C-F activation
Dalton Trans.96Love, JAFALSEFALSEFALSEFALSE
1610
10.1021/ja0002058
Versatile catalysts for the Suzuki cross-coupling of arylboronic acids with aryl and vinyl halides and triflates under mild conditions
J. Am. Chem. Soc.96Fu, GCFALSEFALSEFALSEFALSE
1611
10.1016/j.scib.2021.08.001
Semi-heterogeneous photo-Cu-dual-catalytic cross-coupling reactions using polymeric carbon nitrides
Sci. Bull.96Su, CLFALSEFALSEFALSEFALSE
1612
10.1021/jacs.1c11170
Nickel-Catalyzed Decarboxylative Coupling of Redox-Active Esters with Aliphatic Aldehydes
J. Am. Chem. Soc.96Montgomery, JFALSEFALSEFALSEFALSE
1613
10.1002/chem.202103700
Preparation of Polyfunctionalized Aromatic Nitriles from Aryl Oxazolines
Chem.-Eur. J.96Knochel, PFALSEFALSEFALSEFALSE
1614
10.1021/acs.organomet.1c00328
Pincer-Nickel Catalyzed Selective Guerbet-Type Reactions
Organometallics96Kumar, AFALSEFALSEFALSEFALSE
1615
10.1039/d1nj01654g
Biorenewable carbon-supported Ru catalyst for N-alkylation of amines with alcohols and selective hydrogenation of nitroarenes
New J. Chem.96Natte, KFALSEFALSEFALSEFALSE
1616
10.1039/d1qo00824b
Decarbonylative sulfide synthesis from carboxylic acids and thioesters via cross-over C-S activation and acyl capture
Org. Chem. Front.96
Liu, CW; Szostak, M
FALSEFALSEFALSEFALSE
1617
10.1002/anie.202014991
Diastereoselective Synthesis of Aryl C-Glycosides from Glycosyl Esters via C-O Bond Homolysis
Angew. Chem.-Int. Edit.
96Diao, TNFALSEFALSEFALSEFALSE
1618
10.1002/ejic.201700057
Nickel(II) N-Heterocyclic Carbene Complexes: Versatile Catalysts for C-C, C-S and C-N Coupling Reactions
Eur. J. Inorg. Chem.96
Puerta, MC; Valerga, P
FALSEFALSEFALSEFALSE
1619
10.1002/anie.201612624
Selective Reductive Removal of Ester and Amide Groups from Arenes and Heteroarenes through Nickel-Catalyzed C-O and C-N Bond Activation
Angew. Chem.-Int. Edit.
96Rueping, MFALSEFALSEFALSEFALSE
1620
10.1021/acs.joc.6b02769
Regioselective 1,4-Conjugate Addition of Grignard Reagents to alpha,beta-Dienones and alpha,beta-gamma,delta-Dienyl Thiol Esters
J. Org. Chem.96Dieter, RKFALSEFALSEFALSEFALSE
1621
10.1002/anie.201512027
Photoinduced Copper-Catalyzed C-H Arylation at Room Temperature
Angew. Chem.-Int. Edit.
96Ackermann, LTRUEFALSEFALSEFALSE
1622
10.1021/acs.joc.5b02830
Copper(I)/Ligand-Catalyzed 5-endo Radical Cyclization - Aromatization of 2,2,2-Trichloroethyl Vinyl Ethers: Synthesis of 2,3-Difunctionalized 4-Chlorofurans
J. Org. Chem.96
Gupta, DK; Soni, VK
FALSEFALSEFALSEFALSE
1623
10.1021/acscatal.5b02619
Direct Asymmetric Synthesis of beta-Bis-Aryl-alpha-Amino Acid Esters via Enantioselective Copper-Catalyzed Addition of p-Quinone Methides
ACS Catal.96Deng, WPFALSEFALSEFALSEFALSE
1624
10.1039/c6cc07032a
Traceless directing group mediated branched selective alkenylation of unbiased arenes
Chem. Commun.96Maiti, DFALSEFALSEFALSEFALSE
1625
10.1021/acs.chemrev.0c01115
Enantioselective Formation of Quaternary Centers by Allylic Alkylation with First-Row Transition-Metal Catalysts
This manuscript describes the Ni-Catalyzed coupling of azoles with aromatic nitriles. The use of BPh3 promotes these arylations with electronically diverse azoles and benzonitriles. While the nickel catalyst is necessary for the arylations of phenyl oxazoles, arylation of benzoxazoles With some nitriles affords the arylated products even in the absence of the Ni-catalyst albeit in lower yield than the catalyzed process The Ni- catalyzed process exhibits higher rates and a broader scope than the uncatalyzed transformation.
Chem. Rev.95Stoltz, BMFALSEFALSEFALSEFALSE
1626
10.1021/acscatal.0c03771
Practical Synthesis of Allyl, Allenyl, and Benzyl Boronates through S(N)1 '-Type Borylation under Heterogeneous Gold Catalysis
In this article a successful protocol was developed to construct carbon carbon bonds by the extrusion of the O atom of ethers-via nickel catalysis in the presence of reductants. This methodology is featured as a highly economic route to construct sp(3)-sp(3) C-C bonds through dual C-O activation of ethers with good functional group tolerance.
ACS Catal.95
Miura, H; Shishido, T
FALSEFALSEFALSEFALSE
1627
10.1002/ejoc.202001382
Diversified Syntheses of Tetrathia[7]helicenes by Metal-Catalyzed Cross-Coupling Reactions
Nickel(II) can be used to catalyze the hetero [2+2+1] cycloaddition of 2-alkynylaryl iso-thiocyanates and isonitriles in 2-methyltetrahydrofuran (2-MeTHF) to give a wide array of thieno[2,3-b]indoles in excellent yields. The reaction is featured by employing as little as 0.3 mol% nickel(II) acetylacetonate [Ni(acac) 2] under air conditions in the absence of any additives (additional reducing agents and external ligands). This is the first successful example to apply nickel(II) directly in hetero [2+2+1] cycloadditions.
Eur. J. Org. Chem.95Cauteruccio, SFALSEFALSEFALSEFALSE
1628
10.1021/acs.orglett.0c03210
Nickel-Catalyzed Three-Component Reductive Alkylacylation of Electron-Deficient Activated Alkenes
A three-step protocol toward 1,1,2-triarylethanes 1 starting with beta-ketosulfones 2 is developed. A facile process is carried out for the (1) reduction of 2 with NaBH4, (2) BF3 center dot OEt2-mediated Friedel-Crafts reactions of the resulting beta-hydroxy sulfones 3, and (3) palladium-catalyzed desulfonylative cross-coupling of the corresponding 5 with aryl iodides 4 in the presence of t-BuOK under warming DMF in acceptable yields. A facile synthesis of CDP-840 (1v) has been studied. (C) 2017 Elsevier Ltd. All rights reserved.
Org. Lett.95Wang, CFALSETRUEFALSEFALSE
1629
10.1039/d0ob01549k
Selective construction of alkaloid scaffolds by alcohol-based direct and mild aerobic oxidative Pictet-Spengler reactions
Various unsymmetrical aryl sulfides were synthesized by nickel-catalyzed C-S bond formation in good to excellent yields. The reactions employed arylsulfonyl chlorides as an aryl thiol source and Mn dust as a reducing agent. The scope and versatility of the method have been successfully demonstrated with 42 examples. Mechanistic studies revealed the existence of an intermediate disulfide substance. A catalytic cycle was proposed including a three-step reduction by Mn for the achievement of the reaction, and Ni(0) and Ni(I) species were supposed to be involved in the reaction mechanism.
Org. Biomol. Chem.95Liu, JP; Xu, QFALSEFALSEFALSEFALSE
1630
10.1039/d0ob01083a
Recent advances in P-III-assisted deoxygenative reactions under photochemical or electrochemical conditions
The syntheses of ten new Ni(II) complexes 5a-5j with H2L tridentate (ONO) Schiff-base ligand (2-((2-oxybenzylidene)amino)phenolate) have been described and fully characterized by means of elemental analysis, FT-IR, electronic, H-1 NMR and C-13 NMR spectroscopy and single-crystal X-ray diffraction. In all [Ni(L)B] complexes (where B are imidazole, 4-benzylpyridine, 2-methyl-5-ethylpyridine, 3-hydroxymethylpyridine, 2-methylbenzimidazole, 2,6-dimethylpyridine, 4-methylpyridine, 2-isopropylbenzimidazole, 4-methylpiperidine or triphenylphosphine) the Schiff base completely deprotonates and coordinates to the metal ion as a dianionic tridentate ligand via the donor oxygens and nitrogen atoms. The coordination number of Ni(II) atoms is four with distorted square-planar stereochemistry. This is in a good agreement with the ligand field band position in their electronic spectra, as well as with the X-ray structure analysis for all complexes under study. Six selected complexes are used as catalysts for Kumada-Corriu cross-coupling reactions and exhibit a moderate to good catalytic activity in the synthesis of biaryl derivatives. (C) 2016 Elsevier Ltd. All rights reserved.
Org. Biomol. Chem.95
Tian, LF; Wang, YH
FALSEFALSEFALSEFALSE
1631
10.1002/chem.202000289
Hydroboration of Alkenes Catalysed by a Nickel N-Heterocyclic Carbene Complex: Reaction and Mechanistic Aspects
We developed an acylative kinetic resolution of secondary carbinols using a binaphthyl-based N,N-4-dimethylaminopyridine (DMAP) derivative 1d with tert-alcohol substituents. The reaction proceeded with a wide range of carbinols with moderate to high selectivity (s) (up to s = 79.5). Kinetic studies revealed that catalyst 1d was more catalytically active than the corresponding bis-methyl ether 1d' or DMAP. Hydrogen bonding between tert-alcohols of the catalyst and secondary carbinols was responsible for the enhanced reaction rate and high enantioselectivity.
Chem.-Eur. J.95
Chetcuti, MJ; Ritleng, V
FALSEFALSEFALSEFALSE
1632
10.1002/anie.201907185
Rapid Access to Highly Functionalized Alkyl Boronates by NiH-Catalyzed Remote Hydroarylation of Boron-Containing Alkenes
Angew. Chem.-Int. Edit.
95Zhu, SLFALSEFALSEFALSEFALSE
1633
10.1002/adsc.201900447
Ligand-Free and Reusable Palladium Nanoparticles-Catalyzed Alkylation of 2-Alkylazaarenes with Activated Ketones under Neutral Conditions
Adv. Synth. Catal.95Sekar, GFALSEFALSEFALSEFALSE
1634
10.1002/cctc.201900230
A Free-Radical Reduction and Cyclization of Alkyl Halides Mediated by FeCl2
ChemCatChem95Rasappan, RFALSEFALSEFALSEFALSE
1635
10.1021/acscatal.9b00884
Methyl Esters as Cross-Coupling Electrophiles: Direct Synthesis of Amide Bonds
ACS Catal.95Newman, SGFALSETRUEFALSEFALSE
1636
10.1039/c8sc04335c
Nickel-catalyzed allylic defluorinative alkylation of trifluoromethyl alkenes with reductive decarboxylation of redox-active esters
Chem. Sci.95Lu, X; Fu, YFALSEFALSEFALSEFALSE
1637
10.1021/acs.joc.8b01320
1,3-Dioxa-[3,3]-sigmatropic Oxo-Rearrangement of Substituted Allylic Carbamates: Scope and Mechanistic Studies
J. Org. Chem.95Cossio, FPFALSEFALSEFALSEFALSE
1638
10.1021/jacs.8b10874
Directed Copper-Catalyzed Intermolecular Heck-Type Reaction of Unactivated Olefins and Alkyl Halides
J. Am. Chem. Soc.95
Fu, JK; Guan, W; Bi, XH
FALSEFALSEFALSEFALSE
1639
10.3390/molecules23102435
Efficient Suzuki-Miyaura C-C Cross-Couplings Induced by Novel Heterodinuclear Pd-bpydc-Ln Scaffolds
Molecules95Ding, FFALSEFALSEFALSEFALSE
1640
10.1021/acscatal.8b02784
Synthesis of gem-Difluoroalkenes via Nickel-Catalyzed Allylic Defluorinative Reductive Cross-Coupling
ACS Catal.95Wang, CFALSEFALSEFALSEFALSE
1641
10.1055/s-0037-1609718
Facile Protocols towards C2-Arylated Benzoxazoles using Fe(III)-Catalyzed C(sp(2)-H) Functionalization and Metal-Free Domino Approach
Synlett95Malakar, CCFALSEFALSEFALSEFALSE
1642
10.1021/acs.joc.7b03198
Synthesis of Polysubstituted Quinolines from alpha-2-Aminoaryl Alcohols Via Nickel-Catalyzed Dehydrogenative Coupling
J. Org. Chem.95De Sarkar, SFALSEFALSEFALSEFALSE
1643
10.1021/acscatal.7b03688
Nickel-Catalyzed Suzuki-Miyaura Coupling of Aliphatic Amides
ACS Catal.95Garg, NKFALSEFALSEFALSEFALSE
1644
10.1055/s-0034-1379878
Copper Nanopowder Catalyzed Cross-Coupling of Diaryl Disulfides with Aryl Iodides in PEG-400
Synlett95Wu, XMFALSEFALSEFALSEFALSE
1645
10.1021/om5007177
Nickel(II) Pincer Carbene Complexes: Oxidative Addition of an Aryl C-H Bond to Form a Ni(II) Hydride
Organometallics95Fout, ARFALSEFALSEFALSEFALSE
1646
10.1007/s10562-014-1449-4
High-Valent Co(III)- and Ni(II)-Catalyzed C-H Activation
Catal. Lett.95Hyster, TKFALSEFALSEFALSEFALSE
1647
10.1063/1674-0068/27/06/640-646
Density Functional Theory Calculations on Ni-Ligand Bond Dissociation Enthalpies
Chin. J. Chem. Phys.
95Yu, HZFALSEFALSEFALSEFALSE
1648
10.1002/asia.201300251
Catalytic Asymmetric Synthesis of Spirooxindoles via Addition of Isothiocyanato Oxindoles to Aldehydes Under Dinuclear Nickel Schiff Base Catalysis
Chem.-Asian J.95Kanai, MFALSEFALSEFALSEFALSE
1649
10.1021/ja209572m
A Water-Soluble Pybox Derivative and Its Highly Luminescent Lanthanide Ion Complexes
J. Am. Chem. Soc.95
de Bettencourt-Dias, A
FALSEFALSEFALSEFALSE
1650
10.1002/chem.201102936
Cyanation of Aryl Bromides with K4[Fe(CN)6] Catalyzed by Dichloro[bis{1-(dicyclohexylphosphanyl)piperidine}]palladium, a Molecular Source of Nanoparticles, and the Reactions Involved in the Catalyst-Deactivation Processes
Chem.-Eur. J.95Frech, CMFALSEFALSEFALSEFALSE
1651
10.1002/ejic.201101036
Nickel-Catalyzed Cross-Coupling with Pincer Ligandsz
Eur. J. Inorg. Chem.95Wang, ZXFALSEFALSEFALSEFALSE
1652
10.1016/j.jorganchem.2011.01.003
Stoichiometric and catalytic C-Cl activation of Aryl Chlorides using an NHC-stabilized nickel(0) complex
J. Organomet. Chem.
95Radius, UFALSEFALSEFALSEFALSE
1653
10.1002/chem.200600502
Nickel(II) complexes of bidentate N-heterocyclic carbene/phosphine ligands: Efficient catalysts for Suzuki coupling of aryl chlorides
Chem.-Eur. J.95Lee, HMFALSEFALSEFALSEFALSE
1654
10.1016/S0957-4166(03)00520-2
Planar chiral 2-ferrocenyloxazolines and 1,1 '-bis(oxazolinyl)ferrocenes-syntheses and applications in asymmetric catalysis
Tetrahedron-Asymmetry
95Bryce, MRFALSEFALSEFALSEFALSE
1655
10.1002/anie.202114365
Photoredox Activation of Inert Alkyl Chlorides for the Reductive Cross-Coupling with Aromatic Alkenes
Angew. Chem.-Int. Edit.
95Lloret-Fillol, JTRUEFALSEFALSEFALSE
1656
10.1002/anie.202116725
Selective Fluoromethyl Couplings of Alkynes via Nickel Catalysis
Angew. Chem.-Int. Edit.
95Chu, LLFALSEFALSEFALSEFALSE
1657
10.1039/d1dt03353k
Theoretical mechanistic study of 4CzIPN/Ni-0-metallaphotoredox catalyzed enantioselective desymmetrization of cyclic meso-anhydrides
Dalton Trans.95Sun, GY; Su, ZMFALSEFALSEFALSEFALSE
1658
10.1039/d1gc03060d
Photoinduced remote heteroaryl migration accompanied by cyanoalkylacylation in continuous flow
Green Chem.95Qiu, JK; Guo, KTRUEFALSEFALSEFALSE
1659
10.1021/acs.joc.1c00910
Combined Experimental and Computational Mechanistic Investigation of the Palladium-Catalyzed Decarboxylative Cross-Coupling of Sodium Benzoates with Chloroarenes
J. Org. Chem.95Topczewski, JJFALSEFALSEFALSEFALSE
1660
10.1002/ejoc.202100367
Propargyl Radicals in Organic Synthesis
Eur. J. Org. Chem.95Green, JRFALSEFALSEFALSEFALSE
1661
10.1002/chem.202100018
Synergistic Effect of NiLDH@YZ Hybrid and Mechanochemical Agitation on Glaser Homocoupling Reaction
Chem.-Eur. J.95Mokhtar, MFALSEFALSEFALSEFALSE
1662
10.1039/d1ob00259g
The transition-metal-catalyzed stereoselective ring-expansion of vinylaziridines and vinyloxiranes
Org. Biomol. Chem.95Punniyamurthy, TFALSEFALSEFALSEFALSE
1663
10.1021/jacs.1c02629
Cobalt-Catalyzed Markovnikov-Selective Radical Hydroacylation of Unactivated Alkenes with Acylphosphonates
J. Am. Chem. Soc.95Li, CZFALSEFALSEFALSEFALSE
1664
10.1002/chem.201702608
Cobalt-Catalyzed Esterification of Amides
Chem.-Eur. J.95
Gosmini, C; Danoun, G
FALSEFALSEFALSEFALSE
1665
10.1016/j.tetlet.2016.08.017
One-pot synthesis of 3-naphtho[2,1-b]furanyl-2-oxindoles from 3-(arylethyny1)-3-hydroxyindolin-2-ones and 2-naphthols
Tetrahedron Lett.95Kim, JNFALSEFALSEFALSEFALSE
1666
10.1002/chem.201603092
Nickel-Catalyzed C-H Chalcogenation of Anilines
Chem.-Eur. J.95Ackermann, LFALSEFALSEFALSEFALSE
1667
10.1016/j.ica.2020.119887
Synthesis and structural characterization of facile ruthenium(II) hydrazone complexes: Efficient catalysts in alpha-alkylation of ketones with primary alcohols via hydrogen auto transfer
A series of NHC-iridium coordination polymers have proven to be robust, efficient and recyclable solid molecular catalysts toward the hydrogenation of biomass levulinic acid (LA) to gamma-valerolactone. Along with quantitative yields attained at 0.01 mol% catalyst loading under 50 atm of H2, the solid molecular catalyst was readily recovered and reused for 12 runs without obvious loss of the selectivity and activity. Remarkably, up to 1.2 X 10(5) TON, an unprecedented value could be achieved in this important transformation. In addition, a number of LA homologues, analogues and derivatives were well tolerated to deliver various intriguing and functional lactones in good to excellent yields, which further confirmed the feasibility of the solid molecular catalysts.
Inorg. Chim. Acta94
Viswanathamurthi, P
FALSEFALSEFALSEFALSE
1668
10.1002/slct.202002270
A Practical Approach to Ureas and Thiocarbamates: SO2F2-Promoted Lossen Rearrangement of Hydroxamic Acid
Advances in nickel catalysis have enabled the employment of the widely available and environmentally benign phenol derivatives as aryl electrophiles in Suzuki-Miyaura cross-coupling reactions. Ni-II-phosphine complexes such as (NiCl2)-Cl-II(PPh3)(2), (NiCl2)-Cl-II(dppf), (NiCl2)-Cl-II(dppe), (NiCl2)-Cl-II(dppp), (NiCl2)-Cl-II(PCy3)(2) and pi-Ni-0 complexes, the classic being Ni(COD)(2)/PCy3, both classes mostly in the presence of a mixed ligand, are some of the most successful precatalysts employed in the cross-coupling of aryl mesylates, sulfamates, carboxylic esters, carbonates, carbamates and methyl ethers with aryl boronic acids, boroxines and neopentylglycolboronates. Here we report that the highly reactive but bench-stable sigma-Ni-II complex, (NiCl)-Cl-II(1-naphthyl)(PCy3)(2) (where sigma refers to the Ni-C bond), exhibits higher efficiency than all previously reported precatalysts and facilitates the quantitative cross-coupling of all six C-O electrophiles mentioned above in reaction times of 0.5 to 24 hours.
ChemistrySelect94Ding, CRFALSEFALSEFALSEFALSE
1669
10.1021/jacs.0c03184
Overcoming Selectivity Issues in Reversible Catalysis: A Transfer Hydrocyanation Exhibiting High Kinetic Control
Nitrogen-containing organic compounds are valuable in many fields of science and industry. The most reliable method for the construction of C(sp(2))-N bonds is undoubtedly palladium-catalyzed amination. In spite of the great achievements made in this area, the use of expensive Pd-based catalysts constitutes an important limitation for large-scale applications. Since nickel is the least expensive and most abundant among the group 10 metals, the interest in Ni-based catalysts for processes typically catalyzed by palladium has grown considerably over the last few years. Herein, we revise the development of Ni-catalyzed amination reactions, emphasizing the most relevant and recent advances in the field.
J. Am. Chem. Soc.94Morandi, BFALSEFALSEFALSEFALSE
1670
10.1002/anie.202005058
Stereoselective Access to Fully Substituted Aldehyde-Derived Silyl Enol Ethers by Iridium-Catalyzed Alkene Isomerization
A copper-catalyzed direct propargylation of polyfluoroarenes with secondary propargyl phosphates has been developed. The reaction proceeds under mild reaction conditions with high efficiency and regioselectivity and provides a concise and straightforward method for the synthesis of polyfluoroarylated derivatives of interest in both life and materials science.
Angew. Chem.-Int. Edit.
94Marek, IFALSEFALSEFALSEFALSE
1671
10.1021/acs.joc.0c00640
Methoxylation of Acyl Fluorides with Tris(2,4,6-trimethoxyphenyl)phosphine via C-OMe Bond Cleavage under Metal-Free Conditions
Functionalized tetrahydrofluorenes were synthesized using a normal electron-demand Diels-Alder cycloaddition reaction between 2-vinylindenes and various dienophiles. Electron rich 2-vinylindenes bearing methoxy groups at the 4- and 7- positions were accessed through their corresponding 2-indenylpivalates obtained using a Pt-catalyzed cycloisomerization reaction. DFT calculations were used to rationalize the observed regioselectivity in the Diels-Alder reaction, and the cycloadditions were extended to a 2-allenylindene substrate. (C) 2016 Elsevier Ltd. All rights reserved.
J. Org. Chem.94Nishihara, YFALSEFALSEFALSEFALSE
1672
10.1039/d0ra02912b
Dehydration in water: frustrated Lewis pairs directly catalyzed allylization of electron-rich arenes and allyl alcohols
A new method for the decarboxylative coupling of alkyl N-hydroxyphthalimide esters (NHP esters) with aryl iodides is presented. In contrast to previous studies that form alkyl radicals from carboxylic acid derivatives, no photocatalyst, light, or arylmetal reagent is needed, only nickel and a reducing agent (Zn). Methyl, primary, and secondary alkyl groups can all be coupled in good yield (77% ave yield). One coupling with an acid chloride is also presented. Stoichiometric reactions of (dtbbpy)Ni(2-tolyl)I with an NHP ester show for the first time that arylnickel(II) complexes can directly react with NHP esters to form alkylated arenes.
RSC Adv.94Wang, JYFALSEFALSEFALSEFALSE
1673
10.1002/adsc.201901670
Selective Formation of 2-(2-Aminophenyl)benzothiazoles via Copper-Catalyzed Aerobic C-C Bond Cleavage of Isatins
A stereoselective hypervalent iodine-promoted oxidative rearrangement of 1,1-disubstituted alkenes has been developed. This practically simple protocol provides access to enantioenriched -arylated ketones without the use of transition metals from readily accessible alkenes.
Adv. Synth. Catal.94Huang, HWFALSEFALSEFALSEFALSE
1674
10.1016/j.isci.2020.100966
Suzuki-Miyaura Coupling Enabled by Aryl to Vinyl 1,4-Palladium Migration
A Nickel-catalyzed reductive process is described for the direct amidation of benzyl and aryl halides using carbodiimides as the amidating agent. Moreover, aryl and benzyl C-O electrophiles such as triflate, acetate, tosylate, trityl ether, and pivalate were converted into amides using this method. The insitu-generated Ni-0 acts as a catalyst for the reaction at room temperature for benzylic substrates, and 70 degrees C for aryl electrophiles. This new nickel-catalyzed reductive coupling protocol provides a general and operationally simple method for the synthesis of diverse amides using carbodiimides. Amides bearing bulky substituents can be synthesized by this strategy in high yield, which demonstrates its effectiveness in amide synthesis.
iScience94Feng, CG; Lin, GQFALSEFALSEFALSEFALSE
1675
10.1002/ejoc.201901851
Nickel-Catalyzed C-O Cross-Coupling Reaction at Low Catalytic Loading with Weak Base Participation
Eur. J. Org. Chem.94Chen, HJFALSEFALSEFALSEFALSE
1676
10.1002/chem.201904545
Generation of Organozinc Reagents by Nickel Diazadiene Complex Catalyzed Zinc Insertion into Aryl Sulfonates
Chem.-Eur. J.94Hintermann, LFALSEFALSEFALSEFALSE
1677
10.1039/c9ob02129a
HClO4 catalysed aldol-type reaction of fluorinated silyl enol ethers with acetals or ketals toward fluoroalkyl ethers
Org. Biomol. Chem.94Zhou, Y; Zhou, JFALSEFALSEFALSEFALSE
1678
10.1073/pnas.1909972116
SuFEx-enabled, agnostic discovery of covalent inhibitors of human neutrophil elastase
Proc. Natl. Acad. Sci. U. S. A.
94Sharpless, KBFALSEFALSEFALSEFALSE
1679
10.1021/acs.orglett.9b01849
CuH-Catalyzed Synthesis of 3-Hydroxyindolines and 2-Aryl-3H-indol-3-ones from o-Alkynylnitroarenes, Using Nitro as Both the Nitrogen and Oxygen Source
Org. Lett.94Yin, BLFALSEFALSEFALSEFALSE
1680
10.1021/acs.orglett.9b02145
Controllable alpha- or beta-Functionalization of alpha-Diazoketones with Aromatic Amides via Cobalt-Catalyzed C-H Activation: A Regioselective Approach to Isoindolinones
Org. Lett.94Li, YZFALSEFALSEFALSEFALSE
1681
10.3390/inorganics7060078
Bulky-Yet-Flexible Carbene Ligands and Their Use in Palladium Cross-Coupling
Inorganics94Cazin, CSJFALSEFALSEFALSEFALSE
1682
10.1021/acs.organomet.8b00878
Nickel(II)- and Palladium(II)-NHC Complexes from Hydroxypyridine Functionalized C,O Chelate Type Ligands: Synthesis, Structure, and Catalytic Activity toward Kumada-Tamao-Corriu Reaction
Organometallics94Anantharaman, GFALSEFALSEFALSEFALSE
1683
10.1021/acscatal.9b00744
Nickel-Catalyzed Stille Cross Coupling of C-O Electrophiles
ACS Catal.94Neufeldt, SRFALSETRUEFALSEFALSE
1684
10.1002/chem.201802635
N-Boc-Amides in Cross-Coupling Reactions
Chem.-Eur. J.94Danoun, GFALSEFALSEFALSEFALSE
1685
10.24820/ark.5550190.p010.866
Cobalt-, copper- and chromium-catalyzed carbon-carbon coupling reactions using a broad spectrum of Grignard reagents as reaction partners
Arkivoc94Dahadha, AAFALSEFALSEFALSEFALSE
1686
10.1002/adsc.201801135
An Efficient Ga(OTf)(3)/Isopropanol Catalytic System for Direct Reduction of Benzylic Alcohols
Adv. Synth. Catal.94Sai, MFALSEFALSEFALSEFALSE
1687
10.1021/acs.orglett.8b02109
Palladium-Catalyzed Carbonylative Synthesis of alpha,beta-Unsaturated Amides from Styrenes and Nitroarenes
Org. Lett.94Peng, JB; Wu, XFFALSEFALSEFALSEFALSE
1688
10.1021/acs.organomet.8b00011
Ni(I)-Hydride Catalyst for Hydrosilylation of Carbon Dioxide and Dihydrogen Generation: Theoretical Prediction and Exploration of Full Catalytic Cycle
Organometallics94Deshmukh, MMFALSEFALSEFALSEFALSE
1689
10.1002/adsc.201701506
Ni-Catalyzed C-F Bond Functionalization of Unactivated Aryl Fluorides and Corresponding Coupling with Oxazoles
Adv. Synth. Catal.94Zhang, HFALSEFALSEFALSEFALSE
1690
10.1002/cctc.201701709
On the Generality of Molecular Volcano Plots
ChemCatChem94Corminboeuf, CFALSEFALSEFALSEFALSE
1691
10.1039/c6dt02995g
Alkyl Grignard cross-coupling of aryl phosphates catalyzed by new, highly active ionic iron(II) complexes containing a phosphine ligand and an imidazolium cation
Dalton Trans.94Sun, HMFALSEFALSEFALSEFALSE
1692
10.1039/c6ra18510j
N-Heterocyclic carbene copper(I) complex-catalyzed synthesis of 2-aryl benzoxazoles and benzothiazoles
RSC Adv.94Tapia, RAFALSEFALSEFALSEFALSE
1693
10.1021/jacs.5b10119
Ni/Cu-Catalyzed Defluoroborylation of Fluoroarenes for Diverse C-F Bond Functionalizations
J. Am. Chem. Soc.94Niwa, TFALSEFALSEFALSEFALSE
1694
10.1021/ja510980d
Organocatalytic Asymmetric Synthesis of 1,1-Diarylethanes by Transfer Hydrogenation
J. Am. Chem. Soc.94Zhu, GYFALSEFALSEFALSEFALSE
1695
10.1039/c5cs00144g
Transition metal-catalyzed allylic substitution reactions with unactivated allylic substrates
Chem. Soc. Rev.94Zhang, WBFALSEFALSEFALSEFALSE
1696
10.1002/chem.201403141
Harnessing the ortho-Directing Ability of the Azetidine Ring for the Regioselective and Exhaustive Functionalization of Arenes
Chem.-Eur. J.94Degennaro, LFALSEFALSEFALSEFALSE
1697
10.1016/j.tet.2014.02.011
Calculated linear free energy relationships in the course of the Suzuki-Miyaura coupling reaction
Tetrahedron94Santelli, MFALSEFALSEFALSEFALSE
1698
10.1039/c3dt53012d
Synthesis of heteroboroxines with MB2O3 core (M = Sb, Bi, Sn)-an influence of the substitution of parent boronic acids
Dalton Trans.94Jambor, RFALSEFALSEFALSEFALSE
1699
10.1021/om400784w
Use of Base Control To Provide High Selectivity between Diaryl Thioether and Diaryl Disulfide for C-S Coupling Reactions of Aryl Halides and Sulfur and a Mechanistic Study
Organometallics94Chen, HYFALSEFALSEFALSEFALSE
1700
10.1021/jo102338a
Mechanistic Studies of Wacker-Type Intramolecular Aerobic Oxidative Amination of Alkenes Catalyzed by Pd(OAc)(2)/Pyridine
J. Org. Chem.94Stahl, SSFALSEFALSEFALSEFALSE
1701
10.1021/ja1083392
Exploring Chromium(III)-Alkyl Bond Homolysis with CpCr[(ArNCMe)(2)CH](R) Complexes
J. Am. Chem. Soc.94Smith, KMFALSEFALSEFALSEFALSE
1702
10.1002/cssc.200800256
Molecular-Weight-Enlarged Multiple-Pincer Ligands: Synthesis and Application in Palladium-Catalyzed Allylic Substitution Reactions
ChemSusChem94Ronde, NJFALSEFALSEFALSEFALSE
1703
10.1039/d1cc05899a
Recent advances on non-precious metal-catalyzed C-H functionalization of N-heteroarenes
Chem. Commun.94Banerjee, DFALSEFALSEFALSEFALSE
1704
10.1039/d1sc04071e
Nickel-catalyzed enantioselective 1,2-vinylboration of styrenes
Chem. Sci.94
Ye, Y; Xie, T; Ye, XY
FALSEFALSEFALSEFALSE
1705
10.1002/cjoc.201600330
One-Pot Synthesis of Triarylmethanes via Metal-Free Reductive Coupling of Diaryl Ketones, Tosylhydrazide, and Arylboronic Acids
Chin. J. Chem.94Liu, P; Liu, YFALSEFALSEFALSEFALSE
1706
10.1002/anie.201510497
Lewis Acid Assisted Nickel-Catalyzed Cross-Coupling of Aryl Methyl Ethers by C-O Bond-Cleaving Alkylation: Prevention of Undesired -Hydride Elimination
Angew. Chem.-Int. Edit.
94
Schoenebeck, F; Rueping, M
FALSEFALSEFALSEFALSE
1707
10.1021/acs.orglett.6b00846
Cp*Co-III-Catalyzed Dehydrative C-H Allylation of 6-Arylpurines and Aromatic Amides Using Allyl Alcohols in Fluorinated Alcohols
Org. Lett.94
Yoshino, T; Matsunaga, S
FALSEFALSEFALSEFALSE
1708
10.1021/acs.joc.0c02605
Visible Light Mediated Photocatalytic N-Radical Cascade Reactivity of gamma,delta-Unsaturated N-Arylsulfonylhydrazones: A General Approach to Structurally Diverse Tetrahydropyridazines
A series of O, N-chelated diarylborinates have been prepared and tested as arylboron counterpart alternative to oxygen-labile diarylborinic acids in palladium catalyzed Suzuki coupling of aryl chlorides. 3-Dimethylaminopropyl diarylborinates (B-5a), featuring a six-membered O, N-chelated boron ring that was confirmed by single crystal X-ray diffraction, displayed a delicately balanced stability and reactivity. Their cross-coupling with structurally various aryl chlorides could be effected as efficiently as that of the parent diarylborinic acids by using 0.1 similar to 1mol% Pd(OAc)(2)/lPr/P(OPh)(3) as catalyst system, to provide the corresponding biaryls in good to excellent yields. (C) 2017 Elsevier B.V. All rights reserved.
J. Org. Chem.93Deagostino, ATRUEFALSEFALSEFALSE
1709
10.1016/j.tetlet.2020.152604
Bidentate geometry-constrained iminopyridyl nickel-catalyzed synthesis of amines or imines via borrowing hydrogen or dehydrogenative condensation
A Pd-catalyzed ring-opening of beta-lactones with various types of amines (primary, secondary, and aryl) to provide beta-hydroxy amides with excellent selectivity toward acyl C-O bond cleavage is reported. The utility of this protocol is demonstrated in an asymmetric kinetic resolution providing enantioenriched a-methylene-beta-lactones.
Tetrahedron Lett.93Jin, LQFALSEFALSEFALSEFALSE
1710
10.1021/acs.orglett.0c01892
[n]Dendralenes as a Platform for Selective Catalysis: Ligand-Controlled Cu-Catalyzed Chemo-, Regio-, and Enantioselective Borylations
Here, we describe a photoredox-assisted catalytic system for the direct reductive coupling of two carbon electrophiles. Recent advances have shown that nickel catalysts are active toward the coupling of sp(3)-carbon electrophiles and that well-controlled, light-driven coupling systems are possible. Our system, composed of a nickel catalyst, an iridium photosensitizer, and an amine electron donor, is capable of coupling halocarbons with high yields. Spectroscopic studies support a mechanism where under visible light irradiation the Ir photosensitizer in conjunction with triethanolamine are capable of reducing a nickel catalyst and activating the catalyst toward cross coupling of carbon electrophiles. The synthetic methodology developed here operates at low 1 mol % catalyst and photosensitizer loadings. The catalytic system also operates without reaction additives such as inorganic salts or bases. A general and effective sp(2)-sp(3) cross-coupling scheme has been achieved that exhibits tolerance to a wide array of functional groups.
Org. Lett.93Mazet, CFALSEFALSEFALSEFALSE
1711
10.1002/anie.202000704
Access to 1,3-Dinitriles by Enantioselective Auto-tandem Catalysis: Merging Allylic Cyanation with Asymmetric Hydrocyanation
1,3-Diarylisobenzofuran-DMAD adducts upon reaction with BF3 center dot OEt2 in DCM at room temperature underwent a regiospecific 1,2-aryl migration followed by the Krapcho decarboxylation to give tri-substituted alpha-naphthols in good yields.
Angew. Chem.-Int. Edit.
93Fang, XJFALSEFALSEFALSEFALSE
1712
10.1021/acs.orglett.9b03434
Ni-Catalyzed Suzuki-Miyaura Cross-Coupling of Aliphatic Amides on the Benchtop
Org. Lett.93Garg, NKFALSEFALSEFALSEFALSE
1713
10.1002/anie.201909543
Visible-Light-Enabled Stereodivergent Synthesis of E- and Z-Configured 1,4-Dienes by Photoredox/Nickel Dual Catalysis
Angew. Chem.-Int. Edit.
93Chu, LLTRUEFALSEFALSEFALSE
1714
10.1021/acs.joc.9b01103
Palladium-Catalyzed Decarbonylative Suzuki-Miyaura Coupling of Amides To Achieve Biaryls via C-N Bond Cleavage
J. Org. Chem.93Zhu, YL; Zeng, ZFALSEFALSEFALSEFALSE
1715
10.1021/acs.joc.9b01113
Generation of Aryl Radicals from Aryl Halides: Rongalite-Promoted Transition-Metal-Free Arylation
J. Org. Chem.93Wang, YHFALSEFALSEFALSEFALSE
1716
10.1021/acs.orglett.9b01755
Cu-Catalyzed Cross-Dehydrogenative Coupling of Heteroaryl C(sp(2))-H and Tertiary C(sp(3))-H Bonds for the Construction of All-Carbon Triaryl Quaternary Centers
Org. Lett.93
Qiu, RH; Kambe, N
FALSEFALSEFALSEFALSE
1717
10.1039/c9cy00009g
Recent advances and prospects in nickel-catalyzed C-H activation
Catal. Sci. Technol.93Anilkumar, GFALSEFALSEFALSEFALSE
1718
10.1021/acs.jpcc.8b08357
Thermally Activated Delayed Fluorescence (Green) in Undoped Film and Exciplex Emission (Blue) in Acridone-Carbazole Derivatives for OLEDs
J. Phys. Chem. C93Agarwal, NFALSEFALSEFALSEFALSE
1719
10.1002/anie.201810145
Palladium-Catalyzed Decarbonylative Borylation of Carboxylic Acids: Tuning Reaction Selectivity by Computation
Angew. Chem.-Int. Edit.
93Szostak, MFALSEFALSEFALSEFALSE
1720
10.1039/c8ob01832d
Decarbonylative cross-coupling of amides
Org. Biomol. Chem.93Szostak, MFALSEFALSEFALSEFALSE
1721
10.1002/asia.201800575
A General Palladium-Phosphine Complex To Explore Aryl Tosylates in the N-Arylation of Amines: Scope and Limitations
Chem.-Asian J.93
So, CM; Kwong, FY
FALSEFALSEFALSEFALSE
1722
10.1002/cctc.201701617
Expedient Synthesis of N-Methyl- and N-Alkylamines by Reductive Amination using Reusable Cobalt Oxide Nanoparticles
ChemCatChem93Jagadeesh, RVFALSEFALSEFALSEFALSE
1723
10.1039/c7dt04560c
Displacement of eta(5)-cyclopentadienyl ligands from half-sandwich C,C-(NHC-cyanoalkyl)-nickel(II) metallacycles: further insight into the structure of the resulting Cp-free nickelacycles and a catalytic activity study
Dalton Trans.93
Chetcuti, MJ; Ritleng, V
FALSEFALSEFALSEFALSE
1724
10.1002/ejoc.201701142
Directed ortho-Metalation of O-Aryl N,N-Dialkylcarbamates: Methodology, Anionic ortho-Fries Rearrangement, and Lateral Metalation
Eur. J. Org. Chem.93Miah, MAJFALSEFALSEFALSEFALSE
1725
10.1039/c7gc02540h
H-Bonding-promoted radical addition of simple alcohols to unactivated alkenes
Green Chem.93Liu, ZQFALSEFALSEFALSEFALSE
1726
10.1039/c6sc01120a
Palladium-catalyzed regioselective and stereo-invertive ring-opening borylation of 2-arylaziridines with bis(pinacolato) diboron: experimental and computational studies
Chem. Sci.93
Takeda, Y; Minakata, S
FALSEFALSEFALSEFALSE
1727
10.1016/j.jorganchem.2015.03.007
Nickel complexes of 1,2,4-triazole derived amido-functionalized N-heterocyclic carbene ligands: Synthesis, theoretical studies and catalytic application
J. Organomet. Chem.
93Ghosh, PFALSEFALSEFALSEFALSE
1728
10.1039/c4ra12658k
Asymmetric synthesis of (1R,2S)-1-amino-2-vinylcyclopropanecarboxylic acid by sequential S(N)2-S(N)2 ' dialkylation of (R)-N-(benzyl)proline-derived glycine Schiff base Ni(II) complex
RSC Adv.93Han, JLFALSEFALSEFALSEFALSE
1729
10.1021/jo400435z
Trineopentylphosphine: A Conformationally Flexible Ligand for the Coupling of Sterically Demanding Substrates in the Buchwald-Hartwig Amination and Suzuki-Miyaura Reaction
J. Org. Chem.93
Shaughnessy, KH
FALSEFALSEFALSEFALSE
1730
10.1021/jo4002382
Studies for the Total Synthesis of Amphidinolide P
J. Org. Chem.93Williams, DRFALSEFALSEFALSEFALSE
1731
10.1002/asia.201000875
Nickel-Catalyzed Allylic Substitution of Simple Alkenes
Chem.-Asian J.93Jamison, TFFALSEFALSEFALSEFALSE
1732
10.1002/ijch.201000033
Pd-, Ni-, Fe-, and Co-Catalyzed Cross-Couplings Using Functionalized Zn-, Mg-, Fe-, and In-Organometallics
Isr. J. Chem.93Knochel, PFALSEFALSEFALSEFALSE
1733
10.1021/jo101023t
Neopentylglycolborylation of ortho-Substituted Aryl Halides Catalyzed by NiCl2-Based Mixed-Ligand Systems
J. Org. Chem.93Percec, VFALSEFALSEFALSEFALSE
1734
10.1055/s-0029-1218756
Metal-Catalyzed Allylation of Organoboranes and Organoboronic Acids
Synthesis93Pigge, FCFALSEFALSEFALSEFALSE
1735
10.1002/aoc.1547
Synthesis and characterization of transition metal complexes of thiophene-2-methylamine: X-ray crystal structure of palladium (II) and platinum (II) complexes and use of palladium(II) complexes as pre-catalyst in Heck and Suzuki cross-coupling reactions
Appl. Organomet. Chem.
93Baysal, AFALSEFALSEFALSEFALSE
1736
10.1016/j.jorganchem.2009.02.019
Phosphine free diamino-diol based palladium catalysts and their application in Suzuki-Miyaura cross-coupling reactions
J. Organomet. Chem.
93Balakrishna, MSFALSEFALSEFALSEFALSE
1737
10.1021/jo801445y
Palladium-phosphinous acid-catalyzed cross-coupling of aryl and acyl halides with aryl-, alkyl-, and vinylzinc reagents
J. Org. Chem.93Wolf, CFALSEFALSEFALSEFALSE
1738
10.1055/s-2002-32945
Metalated sulfonamides and their synthetic applications
Synlett93Familoni, OBFALSEFALSEFALSEFALSE
1739
10.1246/bcsj.75.137
Synthesis of unsymmetrical ketones by palladium-catalyzed cross-coupling reaction of carboxylic anhydrides with organoboron compounds
Bull. Chem. Soc. Jpn.
93Yamamoto, AFALSEFALSEFALSEFALSE
1740
10.1021/ma960557s
Solubilization of regioregular and regioirregular poly(p-phenylene)s via CF3 and OCF3 substituents to generate a model for rigid-rod polymers
Macromolecules93FALSEFALSEFALSEFALSE
1741
10.1002/anie.202201142
Direct Dehydrogenative Access to Unsymmetrical Phenones
Angew. Chem.-Int. Edit.
93Patureau, FWFALSEFALSEFALSEFALSE
1742
10.1016/j.chempr.2021.10.023
Unlocking the Friedel-Crafts arylation of primary aliphatic alcohols and epoxides driven by hexafluoroisopropanol
Chem93
Leboeuf, D; Moran, J
FALSEFALSEFALSEFALSE
1743
10.1021/acscatal.1c04314
Stereodivergent Synthesis of Both Z- and E-Alkenes by Photoinduced, Ni-Catalyzed Enantioselective C(sp(3))-H Alkenylation
ACS Catal.93Huo, HHTRUEFALSEFALSEFALSE
1744
10.1002/tcr.202100224
Direct Access to Amides from Nitro-Compounds via Aminocarbonylation and Amidation Reactions: A Minireview
Chem. Rec.93Batra, SFALSEFALSEFALSEFALSE
1745
10.1021/acs.organomet.1c00085
Synthesis of Triarylmethanes via Palladium-Catalyzed Suzuki-Miyaura Reactions of Diarylmethyl Esters
Organometallics93Hazari, NFALSEFALSEFALSEFALSE
1746
10.1002/anie.202101634
Stereoselective Sc(OTf)(3)-Catalyzed Aldol Reactions of Disubstituted Silyl Enol Ethers of Aldehydes with Acetals
Angew. Chem.-Int. Edit.
93Marek, IFALSEFALSEFALSEFALSE
1747
10.1016/j.tetlet.2017.03.003
Iron-catalyzed C-sp3-C-sp3 bond formation via dehydrative cross coupling reaction: Facile access to new hybrid dihydroquinazolines having quinoline, isoquinoline, quinoxaline and azoles
Tetrahedron Lett.93Reddy, KRFALSEFALSEFALSEFALSE
1748
10.1002/anie.201700433
Enantioselective Iridium-Catalyzed Allylic Substitution with 2-Methylpyridines
Angew. Chem.-Int. Edit.
93You, SLFALSEFALSEFALSEFALSE
1749
10.1002/asia.201601712
Reductive Homocoupling of Organohalides Using Nickel(II) Chloride and Samarium Metal
Chem.-Asian J.93Liu, YJFALSEFALSEFALSEFALSE
1750
10.1002/chem.201605445
Access to Enantiopure Triarylmethanes and 1,1-Diarylalkanes by NHC-Catalyzed Acylative Desymmetrization
Chem.-Eur. J.93
Wong, MW; Zhao, Y
FALSEFALSEFALSEFALSE
1751
10.2174/1570179413666160624092044
Suzuki-Miyaura Cross-Coupling Reaction Catalyzed by Supported Palladium Under Microwave Irradiation
Curr. Org. Synth.93Li, QHFALSEFALSEFALSEFALSE
1752
10.1002/adsc.201600492
Palladium NNC Pincer Complex as an Efficient Catalyst for the Cycloisomerization of Alkynoic Acids
Adv. Synth. Catal.93
SanMartin, R; Dominguez, E
FALSEFALSEFALSEFALSE
1753
10.1002/anie.201604025
Asymmetric Transfer Hydrogenation of Imines using Alcohol: Efficiency and Selectivity are Influenced by the Hydrogen Donor
Angew. Chem.-Int. Edit.
93Zhao, YFALSEFALSEFALSEFALSE
1754
10.1055/s-0035-1561302
Nano-Pd/Al(OH)(3)-Catalyzed Suzuki-Miyaura Coupling Reaction of Potassium Aryl- and Heteroaryltrifluoroborates with Electrophiles in Alcohols
Synlett93Li, X; Wei, WLFALSETRUEFALSEFALSE
1755
10.1039/c5sc03359d
Nickel-catalyzed trifluoromethylthiolation of Csp(2)-O bonds
Chem. Sci.93Schoenebeck, FFALSEFALSEFALSEFALSE
1756
10.1055/s-0040-1706000
Regioselective Oxidative Cross-Coupling Reaction: Synthesis of Imidazo[1,2-a]pyridine Fluorophores
One palladium dichloride adduct of a phosphine-pyridine ligand N-diphenylphosphanyl-2-aminopyridine (L-1) [(L-1)PdCl2] (1) has been prepared and structurally characterized. Compound 1 can be used as an effective catalyst for the Suzuki-Miyaura cross-coupling reactions of unreactive aryl chlorides with aryl boronic acids, and worked much better than its mono- or bidentate phosphine ligands. The reactions with a wide scope of substrates proceeded to give desired products in good to excellent yields. (C) 2017 Elsevier Ltd. All rights reserved.
Synthesis92Ma, CFALSEFALSEFALSEFALSE
1757
10.1021/acs.jcim.0c01041
tmQM Dataset-Quantum Geometries and Properties of 86k Transition Metal Complexes
The N-heterocyclic carbene catalyzed [3 + 3] annulation of indolin-2-imines and bromoenals was developed to give dihydropyridinone-fused indoles in good to high yields, which were transformed to alpha-carbolines with different 2-subsituents by a process of dehydrogenation, tosylation, and palladium catalyzed C-C or C-N coupling reaction.
J. Chem Inf. Model.92Balcells, DFALSEFALSEFALSEFALSE
1758
10.1055/s-0040-1707131
Copper-Catalyzed Methylthiolation of Aryl Iodides and Bromides with Dimethyl Disulfide in Water
Aryl-aryl bond formation constitutes one of the most important subjects in organic synthesis. The recent developments in direct arylation reactions forming aryl-aryl bond have emerged as very attractive alternatives to traditional cross-coupling reactions. Here, we describe a general palladium-catalyzed direct arylation and cyclization of o-iodobiaryls to build a library of tetraphenylenes. This transformation represents one of the very few examples of C-H activation process that involves simultaneous formation of two aryl-aryl bonds. Oxygen plays a vital role by ensuring high reactivity, with air as the promoter furnished the best results. We anticipate this ligand-free and aerobic catalytic system will simplify the synthesis of tetraphenylenes as many of the reported methods involve use of preformed organometallic reagents and will lead to the discovery of highly efficient new direct arylation process.
Synlett92Wu, XMFALSEFALSEFALSEFALSE
1759
10.1039/d0ra02195d
Terpyridine-based Pd(ii)/Ni(ii) organometallic framework nano-sheets supported on graphene oxide-investigating the fabrication, tuning of catalytic properties and synergetic effects
In this paper, we report the construction of pharmacologically relevant isoindolinones and isoindolo[2,1-a] quinolines through the Zn-mediated Barbier-type allylation/lactamization sequential reactions and intramolecular Heck annulation reactions, respectively. The Zn-mediated Barbier-type allylation/lactamization sequential reactions of imine systems derived from alkyl 2-formylbenzoates afforded a library of N-substituted 3-allyl-isoindolinone scaffolds. Then, this route was applied to assemble various N-(2-haloaryl)-3-allyl-isoindolinone derivatives, which were subsequently subjected to the Pd-catalyzed intramolecular Heck-type annulation reaction to afford the corresponding isoindolo[2,1-a] quinoline frameworks. We have shown a formal synthesis of the bio-active isoindolo[2,1-a] quinoline system 1g by synthesizing the dione system 12, which was an intermediate in the Ishihara's scheme pertaining to the synthesis of the bio-active isoindolo[2,1-a] quinoline system 1g.
RSC Adv.92Li, TS; Wu, YJFALSEFALSEFALSEFALSE
1760
10.1021/acs.orglett.0c00960
Titanocene-Catalyzed Reductive Domino Epoxide Ring Opening/Defluorinative Cross-Coupling Reaction
Organocatalyzed highly stereoselective 1,4-thia-Michael addition of mercaptans to linear 2,4-dienones and 2-en-4-ynones was developed using Cinchona alkaloid-based squaramides. Application of only 0.5-1mol% loading afforded products in up to 98:2 e.r. and above 99:1 after a single recrystallization. The adducts of allyl mercaptan can be conveniently further transformed to new chiral 2-substituted 2,5-dihydrothiophenes by ring-closing metathesis.
Org. Lett.92Wang, CFALSEFALSEFALSEFALSE
1761
10.1021/acs.accounts.0c00032
Mechanisms of Nickel-Catalyzed Coupling Reactions and Applications in Alkene Functionalization
PBr3-mediated reductive deoxygenation of alpha-aryl-pyridinemethanols to provide arylmethylpyridines is described, the alcohol substrate scope is explored, free radical trap TEMPO (2,2;6,6-tetramethyl-1-piperidinyloxy) is introduced, and the hydrogen source of the methylene product is defined. The unexpected reaction enabled us to prepare previously inaccessible, novel EP1 antagonists. (C) 2016 Elsevier Ltd. All rights reserved.
Accounts Chem. Res.
92Diao, TFALSEFALSEFALSEFALSE
1762
10.1021/acs.orglett.9b04497
Nickel-Catalyzed Deaminative Acylation of Activated Aliphatic Amines with Aromatic Amides via C-N Bond Activation
Org. Lett.92Matsuo, YFALSEFALSEFALSEFALSE
1763
10.1021/acs.joc.9b02816
Boron-Catalyzed N-Alkylation of Arylamines and Arylamides with Benzylic Alcohols
J. Org. Chem.92Maji, BFALSEFALSEFALSEFALSE
1764
10.1002/adsc.201901009
Transition-Metal-Free Three-Component Synthesis of Tertiary Aryl Amines from Nitro Compounds, Boronic Acids, and Trialkyl Phosphites
Adv. Synth. Catal.92Csaky, AGFALSEFALSEFALSEFALSE
1765
10.1039/c9sc03347e
Ni-catalyzed cross-electrophile coupling between vinyl/aryl and alkyl sulfonates: synthesis of cycloalkenes and modification of peptides
Chem. Sci.92Shu, XZFALSEFALSEFALSEFALSE
1766
10.1021/acs.orglett.9b02034
Enantioselective Synthesis of 4-Aminotetrahydroquinolines via 1,2-Reductive Dearomatization of Quinolines and Copper(I) Hydride-Catalyzed Asymmetric Hydroamination
Org. Lett.92Xiao, Z; You, SLFALSEFALSEFALSEFALSE
1767
10.1002/anie.201902405
A Facile Enantioselective Alkynylation of Chromones
Angew. Chem.-Int. Edit.
92Aponick, AFALSEFALSEFALSEFALSE
1768
10.1021/acs.orglett.9b01048
Nickel-Catalyzed Decarboxylative Alkenylation of Anhydrides with Vinyl Triflates or Halides
Org. Lett.92Liao, XBFALSEFALSEFALSEFALSE
1769
10.1021/jacs.9b00615
Iron-Catalyzed Aerobic Dehydrogenative Kinetic Resolution of Cyclic Secondary Amines
J. Am. Chem. Soc.92Liu, LFALSEFALSEFALSEFALSE
1770
10.1039/c8sc05677c
Catalytic asymmetric allylation of aldehydes with alkenes through allylic C(sp(3))-H functionalization mediated by organophotoredox and chiral chromium hybrid catalysis
Chem. Sci.92
Mitsunuma, H; Kanai, M
FALSEFALSEFALSEFALSE
1771
10.6023/cjoc201809027
Nano-Gold Catalyzed Transesterification of (Hetero)aryl Esters with Alkyl Halides via C-O Activation
Chin. J. Org. Chem.92Bao, YSFALSEFALSEFALSEFALSE
1772
10.1002/anie.201813222
NiH-Catalyzed Remote Asymmetric Hydroalkylation of Alkenes with Racemic -Bromo Amides
Angew. Chem.-Int. Edit.
92Zhu, SLFALSEFALSEFALSEFALSE
1773
10.3390/molecules24040696
Electrochemical Umpolung of Bromide: Transition-Metal-Free Bromination of Indole C-H Bond
Molecules92Chen, JBFALSETRUEFALSEFALSE
1774
10.1002/ajoc.201800535
Palladium-Catalyzed Direct Methylation and Benzylation of Enamides Using Iodomethane and Benzyl Halides with Retention of Alkenyl Moiety
Asian J. Org. Chem.92Ding, RFALSEFALSEFALSEFALSE
1775
10.1039/c8cy00996a
Light-activated Ullmann homocoupling of aryl halides catalyzed using gold nanoparticle-functionalized potassium niobium oxides
Catal. Sci. Technol.92
Hallett-Tapley, GL
FALSEFALSEFALSEFALSE
1776
10.1021/acsomega.8b02155
Nickel-Catalyzed Decarbonylative Alkylation of Aroyl Fluorides Assisted by Lewis-Acidic Organoboranes
ACS Omega92Nishihara, YFALSEFALSEFALSEFALSE
1777
10.1021/acs.orglett.8b02351
Nickel-Catalyzed Csp(2)-Csp(3) Bond Formation via C-F Bond Activation
Org. Lett.92Rueping, MFALSEFALSEFALSEFALSE
1778
10.1002/anie.201805396
An Interrupted Pummerer/Nickel-Catalysed Cross-Coupling Sequence
Angew. Chem.-Int. Edit.
92Procter, DJFALSEFALSEFALSEFALSE
1779
10.1002/ejoc.201800330
Branched-Selective Decarboxylative Heck Reaction with Electronically Unbiased Olefins
Eur. J. Org. Chem.92
Zhang, M; Su, WP
FALSETRUEFALSEFALSE
1780
10.1002/chem.201705842
Nickel-Catalyzed C-S Bond Formation via Decarbonylative Thioetherification of Esters, Amides and Intramolecular Recombination Fragment Coupling of Thioesters
Chem.-Eur. J.92Rueping, MFALSEFALSEFALSEFALSE
1781
10.1039/c7ob02318a
Differentiation of enantiomeric anions by NMR spectroscopy with chiral bisurea receptors
Org. Biomol. Chem.92Ito, S; Asami, MFALSEFALSEFALSEFALSE
1782
10.1002/anie.201711155
Photocatalytic Oxygen Evolution from Functional Triazine-Based Polymers with Tunable Band Structures
Angew. Chem.-Int. Edit.
92Wang, XCTRUEFALSEFALSEFALSE
1783
10.1021/acs.joc.7b02004
Design, Synthesis, and Application of Polymer-Supported Silicon-Transfer Agents for Cross-Coupling Reactions with Organolithium Reagents
J. Org. Chem.92Smith, ABFALSEFALSEFALSEFALSE
1784
10.1039/c5qo00395d
Nickel catalyzed reduction of arenols under mild conditions
Org. Chem. Front.92Shi, ZJFALSEFALSEFALSEFALSE
1785
10.1055/s-0034-1378871
Synthesis of Polyfunctional Secondary Amines by the Reaction of Functionalized Organomagnesium Reagents with Tertiary Nitroalkanes
Synthesis92Dhayalan, VFALSEFALSEFALSEFALSE
1786
10.1002/anie.201408199
Chiral Counteranion Strategy for Asymmetric Oxidative C(sp(3))-H/C(sp(3))-H Coupling: Enantioselective alpha-Allylation of Aldehydes with Terminal Alkenes
Angew. Chem.-Int. Edit.
92Gong, LZFALSEFALSEFALSEFALSE
1787
10.6023/cjoc201307014
Recent Advances in Transition Metal Catalyzed Decarboxylative Coupling Reactions of Alkyl Carboxylic Acid
Chin. J. Org. Chem.92Dai, JJFALSEFALSEFALSEFALSE
1788
10.1002/ejoc.201300592
Palladium(II) Catalyzed Suzuki/Sonogashira Cross-Coupling Reactions of Sulfonates: An Efficient Approach to C2-Functionalized Pyrimidines and Pyridines
Eur. J. Org. Chem.92Quan, ZJFALSEFALSEFALSEFALSE
1789
10.1002/chem.201203666
Mechanistic Study on Ligand-Controlled Cobalt-Catalyzed Regioselectivity-Switchable Hydroarylation of Styrenes
Chem.-Eur. J.92Fu, YFALSEFALSEFALSEFALSE
1790
10.1016/j.jorganchem.2012.05.027
Alkynylboron compounds in organic synthesis
J. Organomet. Chem.
92Nishihara, YFALSEFALSEFALSEFALSE
1791
10.1021/ja310351e
Investigating the Dearomative Rearrangement of Biaryl Phosphine-Ligated Pd(II) Complexes
J. Am. Chem. Soc.92Buchwald, SLFALSEFALSEFALSEFALSE
1792
10.1021/ja307045r
Direct Arylation/Alkylation/Magnesiation of Benzyl Alcohols in the Presence of Grignard Reagents via Ni-, Fe-, or Co-Catalyzed sp(3) C-O Bond Activation
J. Am. Chem. Soc.92Shi, ZJFALSEFALSEFALSEFALSE
1793
10.1016/j.tet.2012.03.072
Palladium-catalyzed coupling reactions of (ArCH2)Ti(O-i-Pr)(3) with aromatic or heteroaromatic bromides
Tetrahedron92Gau, HMFALSEFALSEFALSEFALSE
1794
10.1039/c2sc20103h
Theoretical study of Pd(0)-catalyzed carbohalogenation of alkenes: mechanism and origins of reactivities and selectivities in alkyl halide reductive elimination from Pd(II) species
Chem. Sci.92Lautens, MFALSEFALSEFALSEFALSE
1795
10.1021/jm2010404
Synthesis and Biochemical Evaluation of Delta(2)-Isoxazoline Derivatives as DNA Methyltransferase 1 Inhibitors
J. Med. Chem.92Kuck, DFALSEFALSEFALSEFALSE
1796
10.1002/anie.201007464
Rhodium-Catalyzed Direct Addition of Aryl C-H Bonds to N-Sulfonyl Aldimines
Angew. Chem.-Int. Edit.
92Shi, ZJFALSEFALSEFALSEFALSE
1797
10.1021/om800460h
Osmium-catalyzed allylic alkylation
Organometallics92Esteruelas, MAFALSEFALSEFALSEFALSE
1798
10.1021/ic0518273
Group 10 metal aminopyridinato complexes: Synthesis, structure, and application as aryl-Cl activation and hydrosilane polymerization catalysts
Inorg. Chem.92Kempe, RFALSEFALSEFALSEFALSE
1799
10.1021/jo00106a031
ARYL MESYLATES IN METAL-CATALYZED HOMOCOUPLING AND CROSS-COUPLING REACTIONS .1. FUNCTIONAL SYMMETRICAL BIARYLS FROM PHENOLS VIA NICKEL-CATALYZED HOMOCOUPLING OF THEIR MESYLATES
J. Org. Chem.92PERCEC, VFALSEFALSEFALSEFALSE
1800
10.1021/jo00364a002
COUPLING OF ARYL CHLORIDES BY NICKEL AND REDUCING METALS
J. Org. Chem.92COLON, IFALSEFALSEFALSEFALSE
1801
10.1002/cctc.202101579
C-F Bond Activation and Functionalizations Enabled by Metal-free NHCs and Their Metal Complexes
ChemCatChem92Gandhi, TFALSEFALSEFALSEFALSE
1802
10.1021/acscatal.1c04538
Visible-Light-Promoted Iron-Catalyzed N-Arylation of Dioxazolones with Arylboronic Acids
ACS Catal.92Yu, XQ; Bao, MFALSEFALSEFALSEFALSE
1803
10.1126/science.abj4213
Univariate classification of phosphine ligation state and reactivity in cross-coupling catalysis
Science92Doyle, AGFALSEFALSEFALSEFALSE
1804
10.1021/acs.inorgchem.1c02157
Bottom-Up Approach for the Rational Loading of Linear Oligomers and Polymers with Lanthanides
Inorg. Chem.92Piguet, CFALSEFALSEFALSEFALSE
1805
10.1002/anie.202108336
Enantioselective Lactonization by pi-Acid-Catalyzed Allylic Substitution: A Complement to pi-Allylmetal Chemistry
Angew. Chem.-Int. Edit.
92Aponick, AFALSEFALSEFALSEFALSE
1806
10.1055/a-1577-7638
Transition-Metal-Catalyzed Nucleophilic Dearomatization of Electron-Deficient Heteroarenes
Synthesis92Xia, YFALSETRUEFALSEFALSE
1807
10.1021/jacs.1c03827
Ni-Catalyzed Ligand-Controlled Regiodivergent Reductive Dicarbofunctionalization of Alkenes
J. Am. Chem. Soc.92Kong, WQFALSEFALSEFALSEFALSE
1808
10.1039/d1sc02575a
Stereoselective tandem iridium-catalyzed alkene isomerization-cope rearrangement of omega-diene epoxides: efficient access to acyclic 1,6-dicarbonyl compounds
Chem. Sci.92Marek, IFALSEFALSEFALSEFALSE
1809
10.1021/acs.organomet.1c00017
The Mechanism and Origin of Enantioselectivity in the Rhodium-Catalyzed Asymmetric Ring-Opening Reactions of Oxabicyclic Alkenes with Organoboronic Acids: A DFT Investigation
Organometallics92Chen, LDFALSEFALSEFALSEFALSE
1810
10.1002/poc.4250
Metal-free catalytic activation and borylation of the -H bond of 1-methyl pyrrole using adamantane-derived aminoborane frustrated Lewis pairs: A density functional theory study
J. Phys. Org. Chem.92Ganguly, BFALSEFALSEFALSEFALSE
1811
10.1039/d1cy00374g
Reactions of nickel(0) with organochlorides, organobromides, and organoiodides: mechanisms and structure/reactivity relationships
Catal. Sci. Technol.92Nelson, DJFALSEFALSEFALSEFALSE
1812
10.1021/jacs.7b05574
Nickel-Catalyzed C-H Silylation of Arenes with Vinylsilanes: Rapid and Reversible beta-Si Elimination
J. Am. Chem. Soc.92Johnson, SAFALSEFALSEFALSEFALSE
1813
10.1039/c6qo00515b
Calcium mediated C-F bond substitution in fluoroarenes towards C-chalcogen bond formation
Org. Chem. Front.92Ranu, BCFALSEFALSEFALSEFALSE
1814
10.1021/acscatal.6b01816
Switch to Allylic Selectivity in Cobalt-Catalyzed Dehydrogenative Heck Reactions with Unbiased Aliphatic Olefins
ACS Catal.92Maiti, DFALSEFALSEFALSEFALSE
1815
10.1002/ejoc.201501570
Sequential Synthesis of Organosilicon-Linked 2-Methoxypyridines by Non-Cryogenic ortho-Metallation Using the nBu(2)TMPMg center dot Li Reagent and Hydrosilylation
Eur. J. Org. Chem.92Sosnicki, JGFALSEFALSEFALSEFALSE
1816
10.1039/d0ob02518f
Revisiting the synthesis of aryl nitriles: a pivotal role of CAN
Ni-mediated trifluoromethylation of an aryl-Br bond in model macrocyclic ligands (L-n-Br) has been thoroughly studied, starting with an oxidative addition at Ni-0 to obtain well-defined aryl-Ni-II-Br complexes ([L-n-Ni-II]Br). Abstraction of the halide with AgX (X=OTf- or ClO4-) thereafter provides [L-n-Ni-II](OTf). The nitrate analogue has been obtained through a direct C-H activation of an aryl-H bond using Ni-II salts, and this route has been studied by X-ray absorption spectroscopy (XAS). Crystallographic XRD and XAS characterization has shown a tight macrocyclic coordination in the aryl-Ni-II complex, which may hamper direct reaction with nucleophiles. On the contrary, enhanced reactivity is observed with oxidants, and the reaction of [L-n-Ni-II](OTf) with CF3+ sources afforded L-n-CF3 products in quantitative yield. A combined experimental and theoretical mechanistic study provides new insights into the operative mechanism for this transformation. Computational analysis indicates the occurrence of an initial single electron transfer (SET) to 5-(trifluoromethyl)dibenzothiophenium triflate (TDTT), producing a transient L-1-Ni-III/CF3 center dot adduct, which rapidly recombines to form a [L-1-Ni-IV-CF3](X)(2) intermediate species. A final facile reductive elimination affords L-1-CF3. The well-defined square-planar model system studied here permits to gain fundamental knowledge on the rich redox chemistry of nickel, which is sought to facilitate the development of new Ni-based trifluoromethylation methodologies.
Org. Biomol. Chem.91Bora, UFALSEFALSEFALSEFALSE
1817
10.1021/acs.joc.0c02478
Manganese Catalyzed Direct Amidation of Esters with Amines
The applicability of computational descriptors extracted from metal pyridine-oxazoline complexes to relate both site and enantioselectivity to structural diversity was investigated. A group of computationally derived features (e.g., metal NBO charges, steric descriptors, torsion angles) were acquired for a library of pyridine-oxazoline ligands. Correlation studies were employed to examine steric/electronic features described by each descriptor, followed by application of the said descriptors in modeling the results of two reaction types, the site-selective redox-relay Heck reaction and the enantioselective Carroll rearrangement, affording simple, well-validated models. Through experimental validation and extrapolation, parameters derived from ground state metal complexes were found to be advantageous over those from the free ligand.
J. Org. Chem.91Liu, NFALSEFALSEFALSEFALSE
1818
10.1021/acs.joc.0c02400
Efficient alpha-Alkylation of Arylacetonitriles with Secondary Alcohols Catalyzed by a Phosphine-Free Air-Stable Iridium(III) Complex
Photoredox catalysis has experienced a revitalized interest from the synthesis community during the past decade. For example, photoredox/Ni dual catalysis protocols have been developed to overcome several inherent limitations of palladium-catalyzed cross-couplings by invoking a single-electron transmetalation pathway. This Perspective highlights advances made by our laboratory since the inception of the photoredox/Ni cross-coupling of benzyltrifluoroborates with aryl bromides. In addition to broadening the scope of trifluoroborate coupling partners, research using readily oxidized hypervalent silicates as radical precursors that demonstrate functional group compatibility is highlighted. The pursuit of electrophilic coupling partners beyond (hetero)aryl bromides has also led to the incorporation of several new classes of C(sp(2))-hybridized substrates into light-mediated cross-coupling. Advances to expand the radical toolbox by utilizing feedstock chemicals (e.g., aldehydes) to access radicals that were previously inaccessible from trifluoroborates and silicates are also emphasized. Additionally, several organic photocatalysts have been investigated as replacements for their expensive iridium- and ruthenium-based counterparts. Lastly, the net C H functionalization of the radical partner in an effort to improve atom economy is presented. An underlying theme in all of these studies is the value of generating radicals in a catalytic manner, rather than stoichiometrically.
J. Org. Chem.91Bagh, BFALSEFALSETRUETRUE
1819
10.1021/jacs.0c09949
Carbamoyl Fluoride-Enabled Enantioselective Ni-Catalyzed Carbocarbamoylation of Unactivated Alkenes
A convenient and efficient approach for the formation of nitrogen heterocycle-fused imidazo[1,2-a]pyridine and benzo[b]selenophenes has been developed through copper-catalyzed direct selenylation of readily available 2-(2-bromophenyl)imidazo[1,2-a]pyridines via regioselective cleavage of C(sp(2)) Br and C(sp(2)) H bonds using readily available selenium powder as the selenylating reagents under ligand-and base-free conditions in air. Preliminary mechanistic investigations indicated that radical species were involved in the present transformation. [GRAPHICS]
J. Am. Chem. Soc.91Luan, YX; Ye, MCFALSEFALSEFALSEFALSE
1820
10.1021/acs.orglett.0c02528
Carboxyl-Assisted meta-Selective C-H Functionalizations of Benzylsulfonamides
This report describes the synthesis and characterization of a family of unsymmetrical NCN pincer Ni(II) complexes 2-8 with NHC-triazole arms. All of these complexes have been fully characterized by X-ray single crystal analysis, NMR spectroscopy, and elemental analysis. Complexes 2 and 4-6 were square planar with a chloride trans to the carbene carbon atoms. Complex 3 was a paramagnetic octahedral complex with its central metal surrounded by two NCN pincer ligands. Complexes 7 and 8 contain [(NHC)(2)Ni-2-OH] moieties bearing a OH bridge. Both the [(NHC)(2)Ni-2-OH] complexes 7 and 8 and [(NCNHCN)Ni-Cl] complexes 2 and 4-6 were synthesized similarly via the reactions of the in situ formed Ag-NHCs from the corresponding imidazolium salts with [NiCl2(PPh3)(2)]. The catalytic activities of all complexes for Suzuki-Miyaura cross-coupling were examined. Under the optimized conditions, complex 4 was active in the Suzuki-Miyaura cross-coupling reactions of aryl iodides and aryl bromides at 110 degrees C. Aryl chlorides were successfully coupled in the presence of triphenylphosphine as an additive.
Org. Lett.91Li, SD; Li, GFALSEFALSEFALSEFALSE
1821
10.1002/ejoc.202000623
Exploring the Versatility of 7-Alkynylcycloheptatriene Scaffolds Under pi-Acid Catalysis
A novel and efficient TMSCl-mediated cyclization reaction of easily prepared 2-propynolphenols/anilines is developed to give 4-chloro-2H-chromenes and 1,2-dihydroquinolines in good to efficient yields. It is noted that TMSCl acts not only as a promoter in this reaction, and also as the chloro source. Both tertiary and secondary propargylic alcohols with diverse functional groups were tolerated under mild conditions. Moreover, this method can be enlarged to gram scale (yield up to 90%). (C) 2016 Elsevier Ltd. All rights reserved.
Eur. J. Org. Chem.91
Bour, C; Gandon, V
FALSEFALSEFALSEFALSE
1822
10.1021/jacs.0c04670
Sulfonate Versus Sulfonate: Nickel and Palladium Multimetallic Cross-Electrophile Coupling of Aryl Triflates with Aryl Tosylates
The Heck reaction between arenes and allyl acetate has led to cinnamyl derivatives and allyl. products depending on the regioselectivity of beta-elimination. The regioselectivity can be controlled by the solvent in the Rh(III)-catalyzed arene allyl acetate coupling via C-H activation: (1) in THF, cinnamyl derivatives via beta-H elimination were generated; (2) in MeOH, allyl products via beta-OAc elimination were produced. Both routes have advantages such as excellent gamma-selectivity toward allyl acetate, good to excellent yields, and broad substrate scope.
J. Am. Chem. Soc.91Weix, DJFALSETRUEFALSEFALSE
1823
10.1039/d0sc01471k
Sequential C-O decarboxylative vinylation/C-H arylation of cyclic oxalates via a nickel-catalyzed multicomponent radical cascade
(1R,2S)-1-Amino-2-vinylcyclopropane-1-carboxylic acid (vinyl-ACCA) is the essential pharmacophoric unit in a new generation of highly potent hepatitis C virus (HCV) NS3/4A protease inhibitors. Currently, there are over a dozen drugs under development that use the special properties of this highly sterically constrained tailor-made amino acid, underscoring the extremely high demand for the asymmetric synthesis of (1R,2S)-vinyl-ACCA. This work presents a comprehensive overview of methods that have been developed to date for the preparation of (1R,2S)-vinyl-ACCA and its optical isomers. The presented data are grouped in three sections based on the biocatalytic, catalytic, and stoichiometric source of chirality. Aspects of operational convenience, practicality, and scalability are critically discussed.
Chem. Sci.91Chu, LLFALSEFALSEFALSEFALSE
1824
10.1002/ejoc.201901853
The Binomial Copper-Catalysis and Asymmetric Ring Opening of Strained Heterocycles: Past and Future Challenges
A representative substrate scope investigation for an enantioselective catalytic ketone-reduction has been performed as a single reaction on a mixture containing equimolar amounts of nine (9) prototypical compounds. The resulting analyte pool containing 18 potential products from nine different reactions could all be completely resolved in a single chromatographic injection using comprehensive two-dimensional gas chromatography (GCxGC) with time-of-flight mass spectrometry, allowing for simultaneous determination of percent conversion and enantiomeric excess for each substrate. The results obtained for an enantioselective iron-catalyzed asymmetric transfer hydrogenation using this one-pot/single-analysis approach were similar to those reported for the individualized reactions, demonstrating the utility of this strategy for streamlining substrate scope investigations. Moreover, for this particular catalyst, activity and selectivity were not greatly affected by the presence of other ketones or enantioenriched reduced products. This approach allows for faster and greener analyses that are central to new reaction development, as well as an opportunity to gain further insights into other established transformations.
Eur. J. Org. Chem.91Pineschi, MFALSEFALSEFALSEFALSE
1825
10.1039/c9qo01391a
Catalytic asymmetric 1,4-type Friedel-Crafts (hetero)arylations of 1-azadienes: the highly enantioselective syntheses of chiral hetero-triarylmethanes
Org. Chem. Front.91
Deng, YH; Shao, ZH
FALSEFALSEFALSEFALSE
1826
10.1039/c9cc07710c
Nickel-catalyzed reductive defunctionalization of esters in the absence of an external reductant: activation of C-O bonds
Chem. Commun.91Chatani, NFALSEFALSEFALSEFALSE
1827
10.1021/acscatal.9b03366
Decarboxylative Phosphine Synthesis: Insights into the Catalytic, Autocatalytic, and Inhibitory Roles of Additives and Intermediates
ACS Catal.91Larionov, OVFALSEFALSEFALSEFALSE
1828
10.1021/jacs.9b07857
Modular Dual-Tasked C-H Methylation via the Catellani Strategy
J. Am. Chem. Soc.91Zhou, QHFALSEFALSEFALSEFALSE
1829
10.1002/anie.201906264
Regioselective Synthesis of Fused Furans by Decarboxylative Annulation of alpha,beta-Alkenyl Carboxylic Acid with Cyclic Ketone: Synthesis of Di-Heteroaryl Derivatives
Angew. Chem.-Int. Edit.
91
Lahiri, GK; Maiti, D
FALSEFALSEFALSEFALSE
1830
10.1002/anie.201904774
A Bulky Chiral N-Heterocyclic Carbene Nickel Catalyst Enables Enantioselective C-H Functionalizations of Indoles and Pyrroles
Angew. Chem.-Int. Edit.
91Cramer, NFALSEFALSEFALSEFALSE
1831
10.1055/s-0037-1611518
Direct Synthesis of Deuterium-Labeled O -, S -, N -Vinyl Derivatives from Calcium Carbide
Synthesis91Ananikov, VPFALSEFALSEFALSEFALSE
1832
10.1016/j.cclet.2019.04.008
Recent progress in transition metal catalyzed cross coupling of nitroarenes
Chin. Chem. Lett.91
Peng, LF; Tang, ZL
FALSEFALSEFALSEFALSE
1833
10.1002/anie.201903377
Cobalt-Catalyzed Enantioselective Hydroboration/Cyclization of 1,7-Enynes: Asymmetric Synthesis of Chiral Quinolinones Containing Quaternary Stereogenic Centers
Angew. Chem.-Int. Edit.
91Ge, SZFALSEFALSEFALSEFALSE
1834
10.1021/jacs.9b00097
A Unified Explanation for Chemoselectivity and Stereospecificity of Ni-Catalyzed Kumada and Cross-Electrophile Coupling Reactions of Benzylic Ethers: A Combined Computational and Experimental Study
J. Am. Chem. Soc.91Hong, XFALSETRUEFALSEFALSE
1835
10.1021/jacs.9b00931
Regio- and Enantioselective C-H Cyclization of Pyridines with Alkenes Enabled by a Nickel/N-Heterocyclic Carbene Catalysis
J. Am. Chem. Soc.91Shi, SLFALSEFALSEFALSEFALSE
1836
10.6023/cjoc201810020
Theoretical Advances on the Mechanism of Transition Metal-Catalyzed C-F Functionalization
Chin. J. Org. Chem.91Lan, YFALSEFALSEFALSEFALSE
1837
10.1002/jhet.3280
A Highly Efficient Catalyst for the Suzuki-Miyaura Cross-Coupling Reaction of 5-(5-chloropyridin-3-yl)-3-methyl-1,3,4-oxadiazol-2(3H)-one
J. Heterocycl. Chem.
91Padusha, MSAFALSEFALSEFALSEFALSE
1838
10.3389/fcimb.2018.00230
The Pseudomonas Quinolone Signal (PQS): Not Just for Quorum Sensing Anymore
Front. Cell. Infect. Microbiol.
91Lin, JSFALSEFALSEFALSEFALSE
1839
10.1002/adsc.201800150
Application of 7-Indolylmethanols in Catalytic Asymmetric Arylations with Tryptamines: Enantioselective Synthesis of 7-indolylmethanes
Adv. Synth. Catal.91Mei, GJ; Shi, FFALSEFALSEFALSEFALSE
1840
10.1002/anie.201713278
Alkenylation of C(sp(3))-H Bonds by Zincation/Copper-Catalyzed Cross-Coupling with Iodonium Salts
Angew. Chem.-Int. Edit.
91Wang, QFALSEFALSEFALSEFALSE
1841
10.1021/acs.joc.7b01468
Hypervalent Iodine-Mediated Oxidative Rearrangement of N-H Ketimines: An Umpolung Approach to Amides
J. Org. Chem.91Zhao, JFFALSEFALSEFALSEFALSE
1842
10.1021/jacs.7b08064
Remote Migratory Cross-Electrophile Coupling and Olefin Hydroarylation Reactions Enabled by in Situ Generation of NiH
J. Am. Chem. Soc.91Zhu, SLFALSETRUEFALSEFALSE
1843
10.1002/ejoc.201500630
Nickel-Catalyzed Decarbonylative Coupling of Aryl Esters and Arylboronic Acids
Eur. J. Org. Chem.91Love, JAFALSEFALSEFALSEFALSE
1844
10.1021/acs.joc.5b00647
(Z)-Selective Enol Triflation of alpha-Alkoxyacetoaldehydes: Application to Synthesis of (Z)-Allylic Alcohols via Cross-Coupling Reaction and [1,2-Wittig Rearrangement
J. Org. Chem.91Ukaji, YFALSEFALSEFALSEFALSE
1845
10.1515/pac-2014-1108
Gas-phase studies of metal catalyzed decarboxylative cross-coupling reactions of esters
Pure Appl. Chem.91O'Hair, RAJFALSEFALSEFALSEFALSE
1846
10.1039/c5ob00958h
Benzyllithiums bearing aldehyde carbonyl groups. A flash chemistry approach
Org. Biomol. Chem.91Yoshida, JFALSEFALSEFALSEFALSE
1847
10.1080/00397911.2014.880789
PALLADIUM-CATALYZED SELECTIVE alpha-ARYLATION OF ORTHO-BROMOACETOPHENONES
Synth. Commun.91Satyanarayana, GFALSEFALSEFALSEFALSE
1848
10.1021/jo400803s
Mild Negishi Cross-Coupling Reactions Catalyzed by Acenaphthoimidazolylidene Palladium Complexes at Low Catalyst Loadings
J. Org. Chem.91Tu, TFALSEFALSEFALSEFALSE
1849
10.1021/ja4034999
Functional-Group-Tolerant, Nickel-Catalyzed Cross-Coupling Reaction for Enantioselective Construction of Tertiary Methyl-Bearing Stereocenters
J. Am. Chem. Soc.91Jarvo, ERFALSEFALSEFALSEFALSE
1850
10.1021/jo3018878
Synthesis of Pinacol Arylboronates from Aromatic Amines: A Metal-Free Transformation
J. Org. Chem.91Mo, FYFALSEFALSEFALSEFALSE
1851
10.1021/om300205c
[Pd(IPr*(acac)Cl]: An Easily Synthesized, Bulky Precatalyst for C-N Bond Formation
Organometallics91Nolan, SPFALSEFALSEFALSEFALSE
1852
10.1002/ejoc.201101527
Catalyst-Free Suzuki-Type Coupling of Allylic Bromides with Arylboronic Acids
Eur. J. Org. Chem.91Scrivanti, AFALSEFALSEFALSEFALSE
1853
10.1248/cpb.59.714
Regio- and Enantioselective Allylic Substitution with Less Active N- or O-Nucleophiles Catalyzed by Iridium-Complex of Bis(oxazolinyl)pyridine
Chem. Pharm. Bull.91Miyabe, HFALSEFALSEFALSEFALSE
1854
10.1021/om9006399
N-Heterocyclic Carbene-Based Nickel Complexes: Synthesis and Catalysis in Cross-Couplings of Aryl Chlorides with ArMX (M = Mg or Zn)
Organometallics91Wang, ZXFALSEFALSEFALSEFALSE
1855
10.1021/jo9714674
Synthesis of alpha- and beta-C-aryl Delta(2)-glycopyranosides from p-tert-butylphenyl Delta(2)-glycopyranosides via Grignard reagents
J. Org. Chem.91Sinou, DFALSEFALSEFALSEFALSE
1856
10.1039/d1ra08961g
Four- and five-coordinate nickel(II) complexes bearing new diphosphine-phosphonite and triphosphine-phosphite ligands: catalysts for N-alkylation of amines
RSC Adv.91Mani, GFALSEFALSEFALSEFALSE
1857
10.1021/acsanm.1c03169
Proline-Cu Complex Based 1,3,5-Triazine Coated on Fe3O4 Magnetic Nanoparticles: A Nanocatalyst for the Knoevenagel Condensation of Aldehyde with Malononitrile
ACS Appl. Nano Mater.
91Ramazani, AFALSEFALSEFALSEFALSE
1858
10.1021/acscatal.1c04533
Nickel- and Palladium-Catalyzed Cross-Coupling of Stibines with Organic Halides: Site-Selective Sequential Reactions with Polyhalogenated Arenes
ACS Catal.91Yin, SF; Qiu, RHFALSEFALSEFALSEFALSE
1859
10.1039/d1qo01269j
Ruthenium-catalysed chemoselective alkytation of nitroarenes with alkanols
Org. Chem. Front.91Xu, BHFALSEFALSEFALSEFALSE
1860
10.1002/adsc.202100594
Copper-Catalysed Electrophilic Amination of Aryl(alkenyl) Boronic Acids with Nitrogen-Containing Hypervalent Iodine (III) Reagent
Adv. Synth. Catal.91Yuan, WMFALSETRUEFALSEFALSE
1861
10.1039/d1ob00955a
Recent developments in catalytic cross-couplings with unsaturated carboxylates
Org. Biomol. Chem.91Li, JFALSEFALSEFALSEFALSE
1862
10.1002/anie.202104430
Stereoselective Synthesis of C-Vinyl Glycosides via Palladium-Catalyzed C-H Glycosylation of Alkenes
Angew. Chem.-Int. Edit.
91He, G; Chen, GFALSEFALSEFALSEFALSE
1863
10.1021/acs.joc.1c01057
(DiMeIHept(Cl))Pd: A Low-Load Catalyst for Solvent-Free (Melt) Amination
J. Org. Chem.91Organ, MGFALSEFALSEFALSEFALSE
1864
10.1039/d1nj01698a
Achiral and chiral NNN-pincer nickel complexes with oxazolinyl backbones: application in transfer hydrogenation of ketones
New J. Chem.91Punji, BFALSEFALSEFALSEFALSE
1865
10.1002/anie.202100949
Bimetallic Cooperative Catalysis for Decarbonylative Heteroarylation of Carboxylic Acids via C-O/C-H Coupling
Angew. Chem.-Int. Edit.
91Szostak, MFALSEFALSEFALSEFALSE
1866
10.1039/c7dt01805c
Phosphine-functionalized NHC Ni(II) and Ni(0) complexes: synthesis, characterization and catalytic properties
Dalton Trans.91
Fructos, MR; Belderrain, TR
FALSEFALSEFALSEFALSE
1867
10.1039/c7cc00255f
Quantifying and understanding the steric properties of N-heterocyclic carbenes
Chem. Commun.91Nolan, SPFALSEFALSEFALSEFALSE
1868
10.1002/hc.21360
One-pot green synthesis of benzoxazole derivatives through molecular sieve-catalyzed oxidative cyclization reaction
Heteroatom Chem.91Huang, YZFALSEFALSEFALSEFALSE
1869
10.1002/jhet.2652
Selective and Efficient Formylation of Indoles (C3) and Pyrroles (C2) Using 2,4,6-Trichloro-1,3,5-Triazine/Dimethylformamide (TCT/DMF) Mixed Reagent
J. Heterocycl. Chem.
91Iranpoor, NFALSEFALSEFALSEFALSE
1870
10.1002/tcr.201600078
Renovation of Optically Active Phenanthrolines as Powerful Chiral Ligands for Versatile Asymmetric Metal Catalysis
Chem. Rec.91
Naganawa, Y; Nishiyama, H
FALSEFALSEFALSEFALSE
1871
10.1016/j.mcat.2020.111344
DFT study on the mechanism of palladium(0)-catalyzed reaction of o-iodoanilines, CO2, and CO
A formal synthesis of fumagillol, a congener of fumagillin that possesses varied biological activity, is disclosed. Initial attempts at preparing an allylic sulfide via an a-chloro sulfide met with failure. The successful route involves a carbonyl-ene reaction, one-pot stannyl cupration, methylation of resulting alkenyl copper and further Stille-coupling of the alkenyl stannane as the key steps. (C) 2017 Elsevier Ltd. All rights reserved.
Mol. Catal.90
Wang, MY; Liu, JY
FALSEFALSEFALSEFALSE
1872
10.1002/anie.202010386
Enantio- and Regioselective NiH-Catalyzed Reductive Hydroarylation of Vinylarenes with Aryl Iodides
Efficient Bronsted acid-catalyzed allylation of benzhydryl alcohols has been developed. The reaction occurs within 5 min in the presence of sub-stoichiometric amounts of HBF4 center dot OEt2 to afford the desired products in good to excellent yields. A variety of functional groups were tolerated under the developed conditions including amides, aldehydes, hydroxyl and carboxylic acid. (C) 2016 Elsevier Ltd. All rights reserved.
Angew. Chem.-Int. Edit.
90Zhu, SLFALSEFALSEFALSEFALSE
1873
10.1021/jacs.0c07126
Quinim: A New Ligand Scaffold Enables Nickel-Catalyzed Enantioselective Synthesis of alpha-Alkylated gamma-Lactam
The transmetal-catalyzed enantioselective cross-coupling reaction of secondary benzylic electrophiles with organoaluminum reagents has been developed. The reaction of secondary benzylic electrophiles with alkynylaluminum reagents provides a mild way for the chiral propargyl compounds bearing aromatic group in high yields with good enantioselectivities using NiBr2 diglyrne and (R)-iPr-Pybox as the catalytic system. The reaction of secondary benzylic electrophiles with alkenylaluminum reagents affords the corresponding chiral aryl alkenes in moderate yields with excellent stereoselectivities using commercially available PdCl2 and (R)-BINAP as the catalytic system.
J. Am. Chem. Soc.90Qu, JP; Chen, YFFALSEFALSEFALSEFALSE
1874
10.1021/acs.joc.0c01274
Ni-Catalyzed Iterative Alkyl Transfer from Nitrogen Enabled by the In Situ Methylation of Tertiary Amines
The synthesis and structure of the first 1,2-bis(NHSi)-substituted ortho-carborane [(LSi:)C](2)B10H10 (termed SiCCSi) is reported (NHSi=N-heterocyclic silylene; L=PhC(NtBu)(2)). Its suitability to serve as a reliable bis(silylene) chelating ligand for transition metals is demonstrated by the formation of [SiCCSi]NiBr2 and [SiCCSi]Ni(CO)(2) complexes. The CO stretching vibration modes of the latter indicate that the Si-II atoms in the SiCCSi ligand are even stronger sigma donors than the P-III atoms in phosphines and C-II atoms in N-heterocyclic carbene (NHC) ligands. Moreover, the strong donor character of the [SiCCSi] ligand enables [SiCCSi]NiBr2 to act as an outstanding precatalyst (0.5mol% loading) in the catalytic aminations of arenes, surpassing the activity of previously known molecular Ni-based precatalysts (1-10mol%).
J. Org. Chem.90Roberts, AGFALSEFALSEFALSEFALSE
1875
10.1021/acs.joc.0c00561
Manganese(I)-Catalyzed Sustainable Synthesis of Quinoxaline and Quinazoline Derivatives with the Liberation of Dihydrogen
An efficient Suzuki-Miyaura cross-coupling reaction of perfluorinated arenes with aryl boronate esters using NHC nickel complexes as catalysts is described. The efficiencies of different boronate esters (p-tolyl-Beg, p-tolyl-Bneop, p-tolyl-Bpin, p-tolyl-Bcat) and the corresponding boronic acid (p-tolyl-B(OH)(2)) in this type of cross-coupling reaction were evaluated (eg, ethyleneglycolato; neop, neopentylglycolato; pin, pinacolato; cat, catecholato). Aryl-Beg was shown to be the most reactive boronate ester among those studied. The use of CsF as an additive is essential for an efficient reaction of hexafluorobenzene with aryl neopentylglycolboronates.
J. Org. Chem.90Balaraman, EFALSEFALSEFALSEFALSE
1876
10.1055/s-0039-1691590
Difluorocarbene-Based Cyanation of Aryl Iodides
Instead of using aryl halides, aryl sulfides, typically poisonous to transition-metal catalysts, were found to serve as aryl electrophiles in the catalytic -arylation of ketimines, a class of carbonyl derivatives. Low catalyst loadings (down to 0.5mol%) of a palladium-NHC complex are sufficient for efficient arylation. -Arylated ketimine products are useful for the synthesis of various azaarenes, including 2,3-diarylpyrroles, an indole, and pyrrolediones.
Synlett90
Guo, Y; Yao, X; Zheng, X
FALSEFALSEFALSEFALSE
1877
10.1021/acs.orglett.0c00554
Nickel-Catalyzed Cross-Coupling of Alkyl Carboxylic Acid Derivatives with Pyridinium Salts via C-N Bond Cleavage
An economical, and practical copper(II) triflate-catalyzed aerobic oxidative C-H functionalization of glycine derivatives with olefins and organoboranes has been established. The mild reaction has an excellent functional group tolerance, and exhibits a broad scope with respect to both glycine derivatives and the two types of nucleophilic components, allowing for the facile synthesis of diverse substituted quinolines and glycine derivatives bearing various patterns of functionalities in the alpha-position.
Org. Lett.90Rasappan, RFALSEFALSEFALSEFALSE
1878
10.1039/c9qi00975b
In situ transformation of a tridentate to a tetradentate unsymmetric Schiff base ligand via deaminative coupling in Ni(ii) complexes: crystal structures, magnetic properties and catecholase activity study
Inorg. Chem. Front.90Ghosh, AFALSEFALSEFALSEFALSE
1879
10.1002/adsc.201901136
Ligand-Controlled C-O Bond Coupling of Carboxylic Acids and Aryl Iodides: Experimental and Computational Insights
Adv. Synth. Catal.90
Zhang, XH; Chen, J; Huang, Y
FALSEFALSEFALSEFALSE
1880
10.1021/acs.joc.9b01957
Palladium-Catalyzed syn-Stereocontrolled Ring Opening of Oxabicyclic Alkenes with Arylsulfonyl Hydrazides
J. Org. Chem.90Yang, DQFALSEFALSEFALSEFALSE
1881
10.1248/cpb.c19-00215
Chemical Studies on Bioactive Natural Products Directed toward Development of Novel Antiinfective and Anticancer Medicines
Chem. Pharm. Bull.90Watanabe, TFALSEFALSEFALSEFALSE
1882
10.1002/ejoc.201800849
Iron-Catalyzed Coupling of Propargyl Bromides and Alkyl Grignard Reagents
Eur. J. Org. Chem.90Cardenas, DJFALSEFALSEFALSEFALSE
1883
10.1002/cctc.201800609
Copper-(II) Catalyzed N-Formylation and N-Acylation of Aromatic, Aliphatic, and Heterocyclic Amines and a Preventive Study in the C-N Cross Coupling of Amines with Aryl Halides
ChemCatChem90Jagtap, SVFALSEFALSEFALSEFALSE
1884
10.1002/anie.201704513
Visible-Light-Driven Palladium-Catalyzed Radical Alkylation of C-H Bonds with Unactivated Alkyl Bromides
Angew. Chem.-Int. Edit.
90Yu, DGFALSEFALSEFALSEFALSE
1885
10.1021/jacs.7b09482
Factors Controlling the Reactivity and Chemoselectivity of Resonance Destabilized Amides in Ni-Catalyzed Decarbonylative and Nondecarbonylative Suzuki-Miyaura Coupling
J. Am. Chem. Soc.90Hong, XFALSEFALSEFALSEFALSE
1886
10.1021/acs.biomac.7b01049
Glycosidase Inhibition by Multivalent Presentation of Heparan Sulfate Saccharides on Bottlebrush Polymers
Biomacromolecules
90Nguyen, HMFALSEFALSEFALSEFALSE
1887
10.1039/c6ra19069c
B(C6F5)(3) catalysed 1,6-conjugate allylation of para-quinone methides: expedient access to allyl diarylmethanes
RSC Adv.90Anand, RVFALSEFALSEFALSEFALSE
1888
10.1002/cctc.201500724
Palladium-Catalyzed Carboxylation of Benzyl Chlorides with Atmospheric Carbon Dioxide in Combination with Manganese/Magnesium Chloride
ChemCatChem90Yu, AFALSEFALSEFALSEFALSE
1889
10.1002/ejoc.201500734
An Air-Stable Nickel(0) Phosphite Precatalyst for Primary Alkylamine C-N Cross-Coupling Reactions
Eur. J. Org. Chem.90Stewart, SGFALSEFALSEFALSEFALSE
1890
10.1021/acs.accounts.5b00223
Stereospecific Nickel-Catalyzed Cross-Coupling Reactions of Benzylic Ethers and Esters
Accounts Chem. Res.
90Jarvo, ERFALSEFALSEFALSEFALSE
1891
10.1055/s-0034-1379206
Microwave-Assisted Copper-Catalyzed Cross-Coupling Reaction of Thiols with Aryl Iodides in Water
Synthesis90Chen, YAFALSEFALSEFALSEFALSE
1892
10.1002/chem.201402433
Investigations of Scope and Mechanism of Nickel-Catalyzed Transformations of Glycosyl Trichloroacetimidates to Glycosyl Trichloroacetamides and Subsequent, Atom-Economical, One-Step Conversion to alpha-Urea-Glycosides
Chem.-Eur. J.90Nguyen, HMFALSEFALSEFALSEFALSE
1893
10.3987/COM-14-12996
NICKEL-CATALYZED LIGAND-FREE SYNTHESIS OF BENZOXAZOLES AND OXAZOLINES VIA ISOCYANIDE INSERTION
Heterocycles90Wang, JMFALSEFALSEFALSEFALSE
1894
10.1016/j.tet.2014.01.035
Construction of polyaromatics via photocyclization of 2-(fur-3-yl) ethenylarenes, using a 3-furyl group as an isopropenyl equivalent synthon
Tetrahedron90Ho, JHFALSEFALSEFALSEFALSE
1895
10.1016/j.tet.2013.09.060
One-pot synthesis of multisubstituted quaterphenyls and cyclopropanes
Tetrahedron90Chang, MYFALSEFALSEFALSEFALSE
1896
10.1002/adsc.201200929
A DeacetylationDiazotationCoupling Sequence: Palladium- Catalyzed CC Bond Formation with Acetanilides as Formal Leaving Groups
Adv. Synth. Catal.90Schmidt, BFALSEFALSEFALSEFALSE
1897
10.1016/j.tet.2012.06.037
Stereoselective photoinduced electrocyclic ring closure of aromatic enehydrazides. Asymmetric synthesis of 3-aryl dihydroisoquinolones and tetrahydroisoquinolines
Tetrahedron90Couture, AFALSEFALSEFALSEFALSE
1898
10.1021/ol203043h
Regioselective Pd-Catalyzed Aerobic Aza-Wacker Cyclization for Preparation of Isoindolinones and Isoquinolin-1(2H)-ones
Org. Lett.90Zhang, WBFALSEFALSEFALSEFALSE
1899
10.1021/jo101917x
Cu-Catalyzed Carbon-Heteroatom Coupling Reactions under Mild Conditions Promoted by Resin-Bound Organic Ionic Bases
J. Org. Chem.90Fu, YFALSEFALSEFALSEFALSE
1900
10.1021/jo100391e
Ligand-Controlled Selectivity in the Desymmetrization of meso Cyclopenten-1,4-diols via Rhodium(I)-Catalyzed Addition of Arylboronic Acids
J. Org. Chem.90Lautens, MFALSEFALSEFALSEFALSE
1901
10.1039/b809676g
Palladium- (and nickel-) catalyzed vinylation of aryl halides
Chem. Commun.90Denmark, SEFALSEFALSEFALSEFALSE
1902
10.1016/j.tet.2007.10.081
An inexpensive and highly stable ligand 1,4-bis(2-hydroxy-3,5-di-tert-butylbenzyl)piperazine for Mizoroki-Heck and room temperature Suzuki-Miyaura cross-coupling reactions
Tetrahedron90Balakrishna, MSFALSEFALSEFALSEFALSE
1903
10.1021/om070094m
1-indenyldialkylphosphines and cyclopentadienyldialkylphosphines as ligands for high-activity palladium-catalyzed cross-coupling reactions with aryl chlorides
Organometallics90Plenio, HFALSEFALSEFALSEFALSE
1904
10.1021/jo0498866
Selective iron-catalyzed cross-coupling reactions of Grignard reagents with enol triflates, acid chlorides, and dichloroarenes
J. Org. Chem.90Furstner, AFALSEFALSEFALSEFALSE
1905
10.1021/jo026449n
Nickel(0)-catalyzed cross-coupling of alkyl arenesulfonates with aryl Grignard reagents
J. Org. Chem.90Park, KFALSEFALSEFALSEFALSE
1906
10.1021/ja00181a043
TRANSITION-METAL PROMOTED REACTIONS .34. UNIFIED SYNTHESIS OF VINYLSILANES AND SILYLATED BUTADIENES - NICKEL-CATALYZED OLEFINATION AND SILYLOLEFINATION OF DITHIOACETALS
J. Am. Chem. Soc.90FALSEFALSEFALSEFALSE
1907
10.1002/anie.202107127
Synergistic Catalysis by Bronsted Acid/Carbodicarbene Mimicking Frustrated Lewis Pair-Like Reactivity
Angew. Chem.-Int. Edit.
90Ong, TGFALSEFALSEFALSEFALSE
1908
10.1002/chem.201702867
Synthesis of Amidines from Amides Using a Nickel-Catalyzed Decarbonylative Amination through CO Extrusion Intramolecular Recombination Fragment Coupling
Chem.-Eur. J.90Rueping, MFALSEFALSEFALSEFALSE
1909
10.1007/s12039-017-1338-7
Synthesis and characterization of six-membered pincer nickelacycles and application in alkylation of benzothiazole
J. Chem. Sci.90Punji, BFALSEFALSEFALSEFALSE
1910
10.1002/chem.201702200
Visible-Light-Mediated Dual Decarboxylative Coupling of Redox-Active Esters with alpha, beta-Unsaturated Carboxylic Acids
Chem.-Eur. J.90Duan, XHFALSEFALSEFALSEFALSE
1911
10.1039/c7cy01040k
A new route to pi-extended polycyclic aromatic hydrocarbons via cross-dehydrogenative coupling
Catal. Sci. Technol.90Jafarpour, FFALSEFALSEFALSEFALSE
1912
10.1002/anie.201611162
An NHC-Silyl-NHC Pincer Ligand for the Oxidative Addition of C-H, N-H, and O-H Bonds to Cobalt(I) Complexes
Angew. Chem.-Int. Edit.
90Deng, LFALSEFALSEFALSEFALSE
1913
10.1021/acscatal.6b00801
Nickel-Catalyzed C-sp2-C-sp3 Cross-Coupling via C-O Bond Activation
ACS Catal.90Rueping, MFALSEFALSEFALSEFALSE
1914
10.1002/anie.202010840
Ligand-Controlled Regiodivergence in Nickel-Catalyzed Hydroarylation and Hydroalkenylation of Alkenyl Carboxylic Acids
To date, cleavage of the C-N bond in aromatic amides has been achieved in molecules with a distorted constitutional framework around the nitrogen atom. In this report, a nickel-catalyzed reduction of planar amides to the corresponding lower hydrocarbon homologue has been reported. This involves a one-pot reductive cleavage of the C-N bond followed by a tandem C-CO bond break in the presence of a hydride source. Substrate scope circumscribes deamidation examples which proceed via oxidative addition of nickel in the amide bonds of nontwisted amides. Mechanistic studies involving isolation and characterization of involved intermediates via different spectroscopic techniques reveal a deeper introspection into the plausible catalytic cycle for the methodology.
Angew. Chem.-Int. Edit.
89Engle, KMFALSEFALSEFALSEFALSE
1915
10.1002/ejoc.202000296
H-*BEA Zeolite-Catalyzed Nucleophilic Substitution in Allyl Alcohols Using Sulfonamides, Amides, and Anilines
Described herein is the development of Ir(III)-catalyzed direct C-H amidation using azidoformates as a readily deprotectable amino source. Substrates with unactivated methyl C(sp(3))-H and aromatic or olefinic C(sp(2)) -H bonds were smoothly reacted by the iridium-based catalyst system to provide the corresponding primary alkylamines and anilines upon the subsequent removal of N-protecting groups, such as Boc, Fmoc, Cbz, pNZ, or Troc. A brief mechanistic study and synthetic applications are also presented.
Eur. J. Org. Chem.89
Ohtsuki, A; Okumura, K
FALSEFALSEFALSEFALSE
1916
10.1021/acs.joc.0c00458
Lewis Acid Mediated Electrophilic Cyanation of 2,2 '-Biphenols
Coordination of the reactive phosphinitopyridylphenyl PONCPh ligand L-H to NiBr2 initially yields paramagnetic brown NiBr2(LH) (1), but addition of triethylamine results in fast and facile cyclometalation at Ni-II, giving NiBr(kappa(3)-P,N,C-L) (2) as well-defined species. This is a rare example of direct cydometalation at Ni-II from a C-H bond in a ligand structure other than encumbering ligands (e.g., ECE pincers). Diamagnetic yellow complex 2 reacts instantaneously with HBF4 to give purple [NiBr(kappa(3)-P,N-LH)]BF4 (3). A very unusual (an)agostic Ni(C-Ph-H) interaction in the solid-state structure of 3 was unequivocally demonstrated using single-crystal X-ray crystallography and was interpreted by density functional theory calculations (quantum theory of atoms in molecules and electron localization function analysis). These compounds may be viewed as models for key intermediates in the Ni-catalyzed C-H functionalization of arenes.
J. Org. Chem.89Zhao, WXFALSETRUEFALSEFALSE
1917
10.1002/ejoc.202000142
Metal Free, Direct and Selective Deoxygenation of alpha-Hydroxy Carbonyl Compounds: Access to alpha,alpha-Diaryl Carbonyl Compounds
A method for the phosphanylation of 1-tert-butyl-1H-pyrrole was developed which allowed selective preparation of the 3,4-bis(dibromophosphanyl)-1H-pyrrole derivative - the key intermediate in the synthesis of pyrrole-derived diphosphanes which are useful in coordination chemistry and catalysis. These compounds were isolated and characterized, and their structures unambiguously confirmed by single crystal X-ray analysis. (C) 2016 Elsevier Ltd. All rights reserved.
Eur. J. Org. Chem.89Kumar, AFALSEFALSEFALSEFALSE
1918
10.1021/acs.jchemed.9b00753
Environmentally Friendly Organic Chemistry Laboratory Experiments for the Undergraduate Curriculum: A Literature Survey and Assessment
A highly enantioselective rhodium(I)-catalyzed dearomative arylation or alkenylation of easily available N-alkylquinolinium salts is reported, thus providing an effective and practical approach to the synthesis of dihydroquinolines in up to 99%ee. This reaction tolerates a wide range of functional groups with respect to both the organic boronic acids and the quinoline starting materials. Moreover, the synthetic utility of this protocol is demonstrated in the formal asymmetric synthesis of bioactive tetrahydroquinoline and the total syntheses of (-)-angustureine and (+)-cuspareine.
J. Chem. Educ.89Mohan, RSFALSEFALSEFALSEFALSE
1919
10.1002/ejoc.201901730
Water Phase, Room Temperature, Ligand-Free Suzuki-Miyaura Cross-Coupling: A Green Gateway to Aryl Ketones by C-N Bond Cleavage
N,N,O-Tridentate palladium(II) complexes [Pd(OAc){R-C4H8N2(CH2Ar)}] (R = Ph, Ar = 4-tBu-C6H3-OH (4a)) and [2,4-di-tBu-C6H2-OH, R = benzyl (4b)] 4a and 4b have been synthesized from the corresponding 2-((4-arylpiperazin-1-yl) methyl) phenol ligands 3a and 3b in quantitative yields. The synthesized ligands and their palladium(II) complexes were characterized by NMR, IR and HRMS analyses. Complex 4a has been used as an efficient catalyst for the Suzuki cross-coupling reaction of 5-iodovanillin and 5-bromosalicylaldehyde with various arylboronic acids in low catalytic amounts (0.01-0.05 mol% of 4a). Moreover, this catalytic system is even applicable for Suzuki coupling reactions of deactivated aryl bromides and aryl chlorides, affording the cross-coupling products in good to excellent yields with a broad substrate scope.
Eur. J. Org. Chem.89
Liu, TT; Zhu, YL; Zeng, Z
FALSEFALSEFALSEFALSE
1920
10.1002/ajoc.202000007
Copper-Catalyzed Cross-Coupling of Benzylic Bromides with Arylboronic Acids: Synthesis of Diarylalkanes and Preliminary Antifungal Evaluation Against Magnaporthe Grisea
Asian J. Org. Chem.89
Wang, ZH; Tang, RY; Li, ZD
FALSEFALSEFALSEFALSE
1921
10.1002/ejoc.201901471
Ruthenium(II) Catalysed Highly Regioselective C-3 Alkenylation of Indolizines and Pyrrolo[1,2-a]quinolines
Eur. J. Org. Chem.89Dawande, SGFALSEFALSEFALSEFALSE
1922
10.1021/acscatal.9b03012
Pd-Catalyzed Cross-Coupling Reactions Promoted by Biaryl Phosphorinane Ligands
ACS Catal.89Shekhar, SFALSEFALSEFALSEFALSE
1923
10.1021/acscatal.9b03352
Nickel/Cobalt-Catalyzed C(sp(3))-C(sp(3)) Cross-Coupling of Alkyl Halides with Alkyl Tosylates
ACS Catal.89Komeyama, KFALSEFALSEFALSEFALSE
1924
10.1002/cssc.201900990
alpha-Alkylation of Ketones with Secondary Alcohols Catalyzed by Well-Defined Cp*Co-III-Complexes
ChemSusChem89Sundararaju, BFALSEFALSEFALSEFALSE
1925
10.1021/jacs.9b02220
Total Synthesis of Caprazamycin A: Practical and Scalable Synthesis of syn-beta-Hydroxyamino Acids and Introduction of a Fatty Acid Side Chain to 1,4-Diazepanone
J. Am. Chem. Soc.89
Tsukano, C; Takemoto, Y
FALSEFALSEFALSEFALSE
1926
10.1002/adsc.201801085
New Aspects of Recently Developed Rhodium(N-Heterocyclic Carbene)-Catalyzed Organic Transformations
Adv. Synth. Catal.89Kim, MFALSEFALSEFALSEFALSE
1927
10.3390/molecules24071234
An Efficient, One-Pot Transamidation of 8-Aminoquinoline Amides Activated by Tertiary-Butyloxycarbonyl
Molecules89Yi, J; Yuan, RXFALSEFALSEFALSEFALSE
1928
10.1021/acs.joc.8b03078
Mechanism of Rhodium(III)-Catalyzed C-H Activation/Annulation of Aromatic Amide with alpha-Allenol: A Computational Study
J. Org. Chem.89Li, YFALSEFALSEFALSEFALSE
1929
10.1039/c8ob02856g
The roles of Lewis acidic additives in organotransition metal catalysis
Org. Biomol. Chem.89Dobereiner, GEFALSEFALSEFALSEFALSE
1930
10.1055/s-0037-1610379
Palladium(0)-Catalyzed Difunctionalization of 1,3-Dienes: From Racemic to Enantioselective
Synthesis89Gong, LZFALSEFALSEFALSEFALSE
1931
10.1039/c8qo01044g
Ni-Catalyzed 1,2-iminoacylation of alkenes via a reductive strategy
Org. Chem. Front.89Wang, CFALSEFALSEFALSEFALSE
1932
10.1021/acscatal.8b02815
Acyl and Decarbonylative Suzuki Coupling of N-Acetyl Amides: Electronic Tuning of Twisted, Acyclic Amides in Catalytic Carbon-Nitrogen Bond Cleavage
ACS Catal.89Szostak, MFALSETRUEFALSEFALSE
1933
10.1039/c8ob01481g
Nickel-catalyzed direct C-H bond sulfenylation of acylhydrazines
Org. Biomol. Chem.89Weng, J; Lu, GFALSEFALSEFALSEFALSE
1934
10.1002/anie.201806790
Nickel-Catalyzed Amination of Silyloxyarenes through C-O Bond Activation
Angew. Chem.-Int. Edit.
89Montgomery, JFALSEFALSEFALSEFALSE
1935
10.1039/c8sc00827b
Cu-catalyzed enantioselective synthesis of tertiary benzylic copper complexes and their in situ addition to carbonyl compounds
Chem. Sci.89Meng, FKFALSEFALSEFALSEFALSE
1936
10.1021/acs.joc.8b00228
Cooperative Catalysis-Enabled Asymmetric alpha-Arylation of Aldehydes Using 2-Indolylmethanols as Arylation Reagents
J. Org. Chem.89Shi, FFALSEFALSEFALSEFALSE
1937
10.1021/acs.orglett.8b00583
Acceptorless Dehydrogenation of Hydrocarbons by Noble-Metal-Free Hybrid Catalyst System
Org. Lett.89Kanai, MFALSEFALSEFALSEFALSE
1938
10.1021/acs.orglett.7b03713
Nickel-Catalyzed Domino Heck Cyclization/Suzuki Coupling for the Synthesis of 3,3-Disubstituted Oxindoles
Org. Lett.89Kong, WQFALSEFALSEFALSEFALSE
1939
10.1016/j.tetlet.2017.11.049
A green synthesis of unsymmetrical triarylmethanes via indium (III) triflate catalyzed Friedel Crafts alkylation of o-hydroxy bisbenzylic alcohols under solvent free conditions
Tetrahedron Lett.89Panda, GFALSEFALSEFALSEFALSE
1940
10.1055/s-0036-1589057
Hydrogen-Bond-Promoted Friedel-Crafts Reaction of Secondary Propargylic Fluorides: Preparation of 1-Alkyl-1-aryl-2-alkynes
Synlett89Paquin, JFFALSEFALSEFALSEFALSE
1941
10.1055/s-0036-1588508
Copper-Catalyzed C-S Bond Formation via the Cleavage of C-O Bonds in the Presence of S-8 as the Sulfur Source
Synthesis89Rostami, AFALSEFALSEFALSEFALSE
1942
10.1002/tcr.201700017
Cascades of Interrupted Pummerer Reaction-Sigmatropic Rearrangement
Chem. Rec.89Yorimitsu, HFALSEFALSEFALSEFALSE
1943
10.1016/j.jcou.2014.11.002
An effective Ni/Zn catalyst system for the chemical fixation of carbon dioxide with epoxides
J. CO2 Util.89Yang, HJFALSEFALSEFALSEFALSE
1944
10.1016/j.tetlet.2014.11.112
Recent advances in copper-catalyzed propargylic substitution
Tetrahedron Lett.89Hu, XPFALSEFALSEFALSEFALSE
1945
10.1039/c4cc08846h
Synthesis of polyfunctional secondary amines by the addition of functionalized zinc reagents to nitrosoarenes
Chem. Commun.89Knochel, PFALSEFALSEFALSEFALSE
1946
10.1039/c5nj01354b
Theoretical study on homolytic C(sp(2))-O cleavage in ethers and phenols
New J. Chem.89Zheng, WRFALSEFALSEFALSEFALSE
1947
10.1002/chem.201404398
Palladium-Catalysed Direct Cross-Coupling of Organolithium Reagents with Aryl and Vinyl Triflates
Chem.-Eur. J.89Feringa, BLFALSEFALSEFALSEFALSE
1948
10.1016/j.jct.2014.01.006
Thermodynamic properties of 1-phenylnaphthalene and 2-phenylnaphthalene
J. Chem. Thermodyn.
89Chirico, RDFALSEFALSEFALSEFALSE
1949
10.1002/chem.201304861
Borylation of Unactivated Aryl Chlorides under Mild Conditions by Using Diisopropylaminoborane as a Borylating Reagent
Chem.-Eur. J.89Pucheault, MFALSEFALSEFALSEFALSE
1950
10.1021/ja210249h
Nickel-Catalyzed C-H/C-O Coupling of Azoles with Phenol Derivatives
J. Am. Chem. Soc.89Itami, KFALSEFALSEFALSEFALSE
1951
10.1021/om201190v
Scope and Mechanistic Study of the Coupling Reaction of alpha,beta-Unsaturated Carbonyl Compounds with Alkenes: Uncovering Electronic Effects on Alkene Insertion vs Oxidative Coupling Pathways
Organometallics89Yi, CSFALSETRUEFALSEFALSE
1952
10.1039/c2sc00923d
Direct oxidative arylation via rhodium-catalyzed C-C bond cleavage of secondary alcohols with arylsilanes
Chem. Sci.89Lei, ZQFALSEFALSEFALSEFALSE
1953
10.1002/anie.201202136
Enantioselective Rhodium-Catalyzed Addition of Potassium Alkenyltrifluoroborates to Cyclic Imines
Angew. Chem.-Int. Edit.
89Lam, HWFALSEFALSEFALSEFALSE
1954
10.1021/ol200101x
Pd-Catalyzed Desulfitative Heck Coupline with Dioxygen as the Terminal Oxidant
Org. Lett.89Deng, GJFALSEFALSEFALSEFALSE
1955
10.1002/pola.24046
Disassembly via an Environmentally Friendly and Efficient Fluorous Phase Constructed with Dendritic Architectures
J. Polym. Sci. Pol. Chem.
89Percec, VFALSEFALSEFALSEFALSE
1956
10.1039/c0dt00021c
Half-sandwich NHC-nickel(II) complexes as pre-catalysts for the fast Suzuki coupling of aryl halides: a comparative study
Dalton Trans.89Ritleng, VFALSEFALSEFALSEFALSE
1957
10.1021/ja907882n
Predicting the Structure of Supramolecular Dendrimers via the Analysis of Libraries of AB(3) and Constitutional Isomeric AB(2) Biphenylpropyl Ether Self-Assembling Dendrons
J. Am. Chem. Soc.89Percec, VFALSEFALSEFALSEFALSE
1958
10.1002/chem.200801879
Enantioselective Iridium-Catalyzed Allylic Arylation
Chem.-Eur. J.89Alexakis, AFALSEFALSEFALSEFALSE
1959
10.1021/jo00126a047
ARYL MESYLATES IN METAL-CATALYZED HOMO-COUPLING AND CROSS-COUPLING REACTIONS .4. SCOPE AND LIMITATIONS OF ARYL MESYLATES IN NICKEL-CATALYZED CROSS-COUPLING REACTIONS
J. Org. Chem.89PERCEC, VFALSEFALSEFALSEFALSE
1960
10.1039/d2qo00041e
Amine-directed Mizoroki-Heck arylation of free allylamines
Org. Chem. Front.89
Landge, VG; Young, MC
FALSEFALSEFALSEFALSE
1961
10.1039/d1cc01132d
Base promoted gem-difluoroolefination of alkyl triflones
Chem. Commun.89Xu, BFALSEFALSEFALSEFALSE
1962
10.1002/slct.201700684
Glycerol as a Recyclable Solvent for Copper-Mediated Ligand-Free C-S Cross-Coupling Reaction: Application to Synthesis of Gemmacin Precursor
ChemistrySelect89Kumar, AVFALSEFALSEFALSEFALSE
1963
10.1021/jacs.6b12329
Palladium-Catalyzed Suzuki-Miyaura Coupling of Aryl Esters
J. Am. Chem. Soc.89Newman, SGFALSEFALSEFALSEFALSE
1964
10.1002/adsc.201600689
Air Stable Iron(II) PNP Pincer Complexes as Efficient Catalysts for the Selective Alkylation of Amines with Alcohols
Adv. Synth. Catal.89Kirchner, KFALSEFALSEFALSEFALSE
1965
10.1021/acs.joc.6b00667
Palladium-Catalyzed syn-Stereocontrolled Ring-Opening of Oxabicyclic Alkenes with Sodium Arylsulfinates
J. Org. Chem.89Yang, DQFALSEFALSEFALSEFALSE
1966
10.1002/anie.201600697
Nickel-Catalyzed Carboxylation of Benzylic C-N Bonds with CO2
Angew. Chem.-Int. Edit.
89Martin, RFALSEFALSEFALSEFALSE
1967
10.1039/c6dt01183g
Coordination reactions of 2-pyridinecarboxaldehyde-phenylhydrazonatolithium with selected transition metal (Zn, Sn, Fe, Co, Ni and Zr) chlorides and its coupling reaction with dichloromethane
Dalton Trans.89Liu, DSFALSEFALSEFALSEFALSE
1968
10.1007/3418_2015_129
Iron-Catalyzed C-H Bond Activation
Top. Organomet. Chem.
89
Ilies, L; Nakamura, E
FALSEFALSEFALSEFALSE
1969
10.1021/acs.joc.0c02441
Synthesis of Polysubstituted Isoindolinones via Radical Cyclization of 1,3-Dicarbonyl Ugi-4CR Adducts Using Tetrabutylammonium Persulfate and TEMPO
An intermolecular, three-component reductive dicarbofunctionalization of alkenes is presented here. The combination of Ni catalysis with TDAE as final reductant enables the direct formation of Csp(3)-Csp(3) and Csp(3)-Csp(2) bonds across a variety of pi-systems using two different electrophiles that are sequentially activated with exquisite selectivity under mild reaction conditions.
J. Org. Chem.88
Polindara-Garcia, LA
FALSEFALSEFALSEFALSE
1970
10.1021/jacs.0c09545
Iron-Ceatalyzed Highly para-Selective Difluoromethylation of Arenes
An enantioselective Pd-II/Bronsted acid-catalyzed carbonylative carbocyclization of enallenes ending with a cross-dehydrogenative coupling (CDC) with a terminal alkyne was developed. VAPOL phosphoric acid was found as the best co-catalyst among the examined 28 chiral acids, for inducing the enantioselectivity of alpha-chiral ketones. As a result, a number of chiral cyclopentenones were easily synthesized in good to excellent enantiomeric ratio with good yields.
J. Am. Chem. Soc.88Ji, SJ; Zhao, YSFALSEFALSEFALSEFALSE
1971
10.1039/d0ob01928c
An aerobic and green C-H cyanation of terminal alkynes
A decarboxylative coupling reaction with an alkynyl carboxylic acid and aryl iodides in the presence of a nickel catalyst was developed. When the reaction was conducted with NiCl2 (10 mol%), Xantphos (15 mol Mn (1.0 equiv), and Cs2CO3 (1.5 equiv), the desired diaryl alkynes were formed in moderated to good yields. Furthermore, this method does not produce the diyne, which is formed in the homocoupling of alkynyl carboxylic acids. (C) 2017 Elsevier Ltd. All rights reserved.
Org. Biomol. Chem.88Zhang, SLFALSEFALSEFALSEFALSE
1972
10.1055/s-0040-1705966
Recent Developments in Heck-Type Reaction of Unactivated Alkenes and Alkyl Electrophiles
A novel asymmetric radical trifluoromethylarylation of alkenes has been developed, which provides an efficient approach to access chiral CF3-containing 1,1-diarylmethane derivatives with good to excellent enantio-selectivity. Various vinyl arenes and aryl boronic acids are compatible with these conditions. The utility of the method is demonstrated by accessing modified bioactive molecules.
Synthesis88Fu, JKFALSETRUEFALSEFALSE
1973
10.1002/adsc.202000370
Recent Progress on Reductive Coupling of Nitroarenes by Using Organosilanes as Convenient Reductants
The direct C-H amination of arenes is an important strategy to streamline the discovery and preparation of functional molecules. Herein, we report an operationally simple arene C-H amination reaction that, in contrast to most literature precedent, affords directly the synthetically versatile primary aniline products without relying on protecting group manipulations. Inexpensive Fe(II)-sulfate serves as a convenient catalyst for the transformation. The reaction tolerates a wide scope of arenes, including structurally complex drugs. Importantly, the arene substrates are used as limiting reagents in the transformation. This operationally simple transformation should considerably accelerate the discovery of medicines and functional molecules.
Adv. Synth. Catal.88Gao, YFALSEFALSEFALSEFALSE
1974
10.1021/acscatal.0c00618
Revealing the Strong Relationships between Ligand Conformers and Activation Barriers: A Case Study of Bisphosphine Reductive Elimination
A method for the arylboration of 1-arylalkenes with bis(pinacolato)diboron and aryl chlorides or tosylates by cooperative Ni/CU catalysis has been developed, which affords 2-bory1-1,1-diarylalkanes in high regio- and stereoselectivity. Under the applied conditions, this method is tolerant toward various functional groups, including silyl ether, alkoxycarbonyl, and aminocarbonyl moieties.
ACS Catal.88Jugovic, TMEFALSEFALSEFALSEFALSE
1975
10.1002/anie.201912753
Nickel-Catalyzed Electrochemical Reductive Relay Cross-Coupling of Alkyl Halides to Aryl Halides
Angew. Chem.-Int. Edit.
88Mei, TSFALSETRUEFALSEFALSE
1976
10.1039/c9nj04436a
Recyclable bimetallic CuMoO4 nanoparticles for C-N cross-coupling reaction under mild conditions
New J. Chem.88Rout, LFALSEFALSEFALSEFALSE
1977
10.1039/c9ob01244c
Copper-catalysed borylation of aryl chlorides
Org. Biomol. Chem.88
Radius, U; Marder, TB
FALSEFALSEFALSEFALSE
1978
10.1021/acs.joc.9b00632
Iridium(I)-Catalyzed C-C and C-N Bond Formation Reactions via the Borrowing Hydrogen Strategy
J. Org. Chem.88
Gulcemal, S; Gulcemal, D
FALSEFALSEFALSEFALSE
1979
10.1021/jacs.9b02312
Ni-Catalyzed Suzuki-Miyaura Cross-Coupling of alpha-Oxo-vinylsulfones To Prepare C-Aryl Glycals and Acyclic Vinyl Ethers
J. Am. Chem. Soc.88Niu, DWFALSEFALSEFALSEFALSE
1980
10.1080/00397911.2019.1582065
Transition metal- and oxidant-free sulfonylation of 1-sulfonyl-1H-1,2,3-triazoles to enols for the synthesis of sulfonate derivatives
Synth. Commun.88He, XWFALSEFALSEFALSEFALSE
1981
10.1002/cjoc.201800500
Free Radical Pathway Cleavage of C-O Bonds for the Synthesis of Alkylboron Compounds
Chin. J. Chem.88Fu, YFALSEFALSEFALSEFALSE
1982
10.1002/cssc.201801443
Ni-Catalyzed alpha-Alkylation of Unactivated Amides and Esters with Alcohols by Hydrogen Auto-Transfer Strategy
ChemSusChem88Balaraman, EFALSEFALSEFALSEFALSE
1983
10.1039/c8qo00799c
DDQ-mediated regioselective C-S bond formation: efficient access to allylic sulfides
Org. Chem. Front.88Jiang, HFFALSEFALSEFALSEFALSE
1984
10.1021/acs.joc.8b00510
Ligand-Free Iron-Catalyzed Carbon(sp(2))-Carbon(sp(2)) Cross-Coupling of Alkenyllithium with Vinyl Halides
J. Org. Chem.88
Peng, XS; Wong, HNC
FALSEFALSEFALSEFALSE
1985
10.1002/cctc.201701710
Improving the Thermodynamic Profiles of Prospective Suzuki-Miyaura Cross-Coupling Catalysts by Altering the Electrophilic Coupling Component
ChemCatChem88Corminboeuf, CFALSETRUEFALSEFALSE
1986
10.1002/ajoc.201700464
Nickel-Catalyzed C-N Cross-Coupling of Primary Imines with Subsequent InSitu [2+2] Cycloaddition or Alkylation
Asian J. Org. Chem.88Stewart, SGFALSEFALSEFALSEFALSE
1987
10.1039/c6ob01638c
Facile synthesis of nonsymmetrical heteroaryl-substituted triarylmethanes via the FeCl3 center dot 6H(2)O-catalyzed two-step Friedel-Crafts-type reaction
Org. Biomol. Chem.88
Jaratjaroonphong, J
FALSEFALSEFALSEFALSE
1988
10.1021/jacs.5b01913
Mono-Oxidation of Bidentate Bis-phosphines in Catalyst Activation: Kinetic and Mechanistic Studies of a Pd/Xantphos-Catalyzed C-H Functionalization
J. Am. Chem. Soc.88Eastgate, MDFALSEFALSEFALSEFALSE
1989
10.1021/acs.orglett.5b01030
Expedient Access to Unsymmetrical Diarylindolylmethanes through Palladium-Catalyzed Domino Electrophilic Cyclization-Extended Conjugate Addition Approach
Org. Lett.88Anand, RVFALSETRUEFALSEFALSE
1990
10.1002/chem.201500652
beta-Hydrogen Elimination Reactions of Nickel and Palladium Methoxides Stabilised by PCP Pincer Ligands
Chem.-Eur. J.88Campora, JFALSEFALSEFALSEFALSE
1991
10.1021/jacs.5b04404
Diastereo- and Enantioselective Iridium Catalyzed Coupling of Vinyl Aziridines with Alcohols: Site-Selective Modification of Unprotected Diols and Synthesis of Substituted Piperidines
J. Am. Chem. Soc.88Krische, MJFALSEFALSEFALSEFALSE
1992
10.1021/jo502446k
Copper-Catalyzed C(sp(3))-OH Cleavage with Concomitant C-C Coupling: Synthesis of 3-Substituted Isoindolinones
J. Org. Chem.88Rao, HSPFALSEFALSEFALSEFALSE
1993
10.1039/c5nj00867k
One-pot odorless thia-Michael reaction by copper ferrite nanoparticle-catalyzed reaction of elemental sulfur, aryl halides and electron-deficient alkenes
New J. Chem.88Gholinejad, MFALSEFALSEFALSEFALSE
1994
10.3390/ecsoc-19-a031
Asymmetric photoinduced electrocyclic ring closure of chiral aromatic enehydrazides. Application to the asymmetric synthesis of 3-aryl dihydroisoquinolones and tetrahydroisoquinolines.
88Deniau, EFALSEFALSEFALSEFALSE
1995
10.1039/c4cy01736f
Magnetically retrievable silica-based nickel nanocatalyst for Suzuki-Miyaura cross-coupling reaction
Catal. Sci. Technol.88Sharma, RKFALSEFALSEFALSEFALSE
1996
10.1039/c5ra09765g
C-C/C-N cross-coupling reactions of aryl sulfonates catalyzed by an eco-friendly and reusable heterogeneous catalyst: wool-Pd complex
RSC Adv.88Wang, XCFALSEFALSEFALSEFALSE
1997
10.1002/anie.201407083
Practical and Highly Selective C-H Functionalization of Structurally Diverse Ethers
Angew. Chem.-Int. Edit.
88Liu, LFALSEFALSEFALSEFALSE
1998
10.1016/j.jorganchem.2013.07.068
Exploring the reactivity of nickel complexes in hydrodecyanation reactions
J. Organomet. Chem.
88Enthaler, SFALSEFALSEFALSEFALSE
1999
10.6023/A12110984
Roles of Bases in Transition-Metal Catalyzed Organic Reactions
Acta Chim. Sin.88Ouyang, KBFALSEFALSEFALSEFALSE
2000
10.1016/j.tet.2012.02.054
Allylic activation across an Ir-Sn heterobimetallic catalyst: nucleophilic substitution and disproportionation of allylic alcohol
Tetrahedron88Roy, SFALSEFALSEFALSEFALSE
2001
10.1055/s-0031-1289687
Noncryogenic Synthesis of Functionalized 2-Methoxypyridines by Halogen-Magnesium Exchange Using Lithium Dibutyl(isopropyl) magnesate(1-) and Lithium Chloride
Synthesis88Sosnicki, JGFALSEFALSEFALSEFALSE
2002
10.1021/ic201849u
Electrochemical Illumination of Intramolecular Communication in Ferrocene-Containing tris-beta-Diketonato Aluminum(III) Complexes; Cytotoxicity of Al(FcCOCHCOCF(3))(3)
Inorg. Chem.88Swarts, JCFALSETRUEFALSEFALSE
2003
10.1021/ol2020847
Enantioselective Conjugate Addition of Alkenylboronic Acids to Indole-Appended Enones
Org. Lett.88May, JAFALSEFALSEFALSEFALSE
2004
10.1246/cl.2011.894
Cross-coupling Reactions of Organoboranes: An Easy Method for C-C Bonding
Chem. Lett.88Suzuki, AFALSEFALSEFALSEFALSE
2005
10.1016/j.tetlet.2010.08.100
Carbamic acid 2-trimethylsilylethyl ester as a new ammonia equivalent for palladium-catalyzed amination of aryl halides
Tetrahedron Lett.88Selvakumar, KFALSEFALSEFALSEFALSE
2006
10.1016/S1872-2067(09)60089-9
N-Heterocyclic Carbenes: Versatile Reagents for Nickel-Catalyzed Coupling Reactions
Chin. J. Catal.88Chen, WZFALSEFALSEFALSEFALSE
2007
10.1021/cg9010746
Structural Features in Crystals of Derivatives of Benzene with Multiple Contiguous Phenyl Substituents
Cryst. Growth Des.88Wuest, JDFALSEFALSEFALSEFALSE
2008
10.1021/jo0625655
Synthesis of optically active bifunctional building blocks through enantioselective copper-catalyzed allylic alkylation using Grignard reagents
J. Org. Chem.88Feringa, BLFALSEFALSEFALSEFALSE
2009
10.1002/anie.200500099
Cobalt(II)-catalyzed cross-coupling of polyfunctional aryl copper reagents with aryl bromides and chlorides
Angew. Chem.-Int. Edit.
88Knochel, PFALSEFALSEFALSEFALSE
2010
10.1007/s10904-022-02340-x
Magnetically Recoverable Palladium Nanocatalyst [Pd(II)-Benz-Am-Fe3O4@SiO2] for Ullmann Type Homocoupling of Aryl halides with N2H4 as an Efficient Reductant
J. Inorg. Organomet. Polym. Mater.
88Pore, DMFALSEFALSEFALSEFALSE
2011
10.1021/acscatal.1c04479
Entering Chemical Space with Theoretical Underpinning of the Mechanistic Pathways in the Chan-Lam Amination
ACS Catal.88Koley, DFALSEFALSEFALSEFALSE
2012
10.6023/cjoc202105016
Progress in the Synthesis of C(sp(2))-C(sp(3)) Bond by Reductive Heck Reactions of Alkenes
Chin. J. Org. Chem.88Liu, JCFALSEFALSEFALSEFALSE
2013
10.1039/d1ra04947j
Evaluation of P-bridged biaryl phosphine ligands in palladium-catalysed Suzuki-Miyaura cross-coupling reactions
RSC Adv.88Maumela, MCFALSEFALSEFALSEFALSE
2014
10.1002/aoc.6364
Chitosan nanoparticles functionalized poly-2-hydroxyaniline supported CuO nanoparticles: An efficient heterogeneous and recyclable nanocatalyst for N-arylation of amines with phenylboronic acid at ambient temperature
Appl. Organomet. Chem.
88Seyedi, NFALSEFALSEFALSEFALSE
2015
10.1002/hlca.202100056
Fe-Catalyzed Intramolecular Cross-Dehydrogenative Arylation (CDA), Efficient Synthesis of 1-Arylnaphthalenes and 4-Arylcoumarins
Helv. Chim. Acta88Liu, FFALSEFALSEFALSEFALSE
2016
10.1016/j.tetlet.2017.04.001
NADH coenzyme model compound as photocatalyst for the direct arylation of (hetero)arenes
Tetrahedron Lett.88Xu, HJFALSEFALSEFALSEFALSE
2017
10.1021/acscatal.7b00397
Ligand-Promoted Direct C-H Arylation of Simple Arenes: Evidence for a Cooperative Bimetallic Mechanism
ACS Catal.88Hong, SHFALSEFALSEFALSEFALSE
2018
10.1002/chem.201604893
Alternative Mechanistic Strategy for Enzyme Catalysis in a Ni-Dependent Lactate Racemase (LarA): Intermediate Destabilization by the Cofactor
Chem.-Eur. J.88Chung, LWFALSEFALSEFALSEFALSE
2019
10.1021/acs.organomet.6b00532
N-Heterocyclic Carbene Based Nickel and Palladium Complexes: A DFT Comparison of the Mizoroki-Heck Catalytic Cycles
Organometallics88Cundari, TRFALSEFALSEFALSEFALSE
2020
10.1021/acs.organomet.6b00473
Reaction of Phenyl Iso(thio)cyanate with N-Heterocyclic Carbene-Supported Nickel Complexes: Formation of Nickelacycles
Organometallics88Wolf, RFALSEFALSEFALSEFALSE
2021
10.1021/jacs.6b05788
Directing Group in Decarboxylative Cross-Coupling: CopperCatalyzed Site-Selective C-N Bond Formation from Nonactivated Aliphatic Carboxylic Acids
J. Am. Chem. Soc.88Xiao, B; Fu, YFALSEFALSEFALSEFALSE
2022
10.1021/acs.joc.6b00002
Open-Shell Phenalenyl in Transition Metal-Free Catalytic C-H Functionalization
J. Org. Chem.88Mandal, SKFALSEFALSEFALSEFALSE
2023
10.1002/chem.201504844
Enantioselective Oxidative Rearrangements with Chiral Hypervalent Iodine Reagents
Chem.-Eur. J.88Wirth, TFALSEFALSEFALSEFALSE
2024
10.1021/jacs.5b11889
Discovery and Computational Rationalization of Diminishing Alternation in [n]Dendralenes
J. Am. Chem. Soc.88Sherburn, MSFALSEFALSEFALSEFALSE
2025
10.1021/jacs.0c10471
Direct Enantioselective C(sp(3))-H Acylation for the Synthesis of alpha-Amino Ketones
As we celebrate the 50th birthday of the discovery of poly(2-alkyl/aryl-2-oxazoline)s (PAOx) this year we see a research field that is rapidly expanding after some lesser academic activity in the nineties. This renewed interest in PAOx stems from the fact that this polymer class combines high synthetic versatility with good biocompatibility, opening up the way to highly functional (biocompatible) materials. PAOx are prepared by living cationic ring-opening polymerization (CROP) of 2-oxazolines, which will be the in-depth focus off this review. The variety of 2-oxazoline monomers that are readily available or can easily be synthesized, allows for tuning of polymer properties and introduction of diverse functionalities as well as provides access to different polymer architectures. Moreover, thanks to the living nature of the CROP, well-defined polymers with narrow molar mass distribution and high end-group fidelity can be obtained. (C) 2016 Elsevier Ltd. All rights reserved.
J. Am. Chem. Soc.87Huo, HHFALSEFALSEFALSEFALSE
2026
10.1002/anie.202010244
Divergent Coupling of Benzocyclobutenones with Indoles via C-H and C-C Activations
We report the first copper-catalyzed/mediated borylative ring opening reaction of epoxides. This process represents a direct borylative C(sp(3))-O bond cleavage of terminal epoxide substrates with commercially available diboron reagents. A wide range of epoxides with different functional groups are involved, and were subsequently converted to the corresponding beta-hydroxyl boronic esters smoothly. Moreover, the ring opening product beta-pinacol boronate alcohol provided a more beneficial approach for the formation of C-C and C-N bonds.
Angew. Chem.-Int. Edit.
87Wei, HFALSEFALSEFALSEFALSE
2027
10.1016/j.jorganchem.2020.121411
Hydrazone complexes of ruthenium(II): Synthesis, crystal structures and catalytic applications in N-alkylation reactions
A set of synthetic approaches was developed and applied to the synthesis of eight frame-shifted isoprenoid diphosphate analogues. These analogues were designed to increase or decrease the methylene units between the double bonds and/or the pyrophosphate moieties of the isoprenoid structure. Evaluation of mammalian GGTase-I and FTase revealed that small structural changes can result in substantial changes in substrate activity.
J. Organomet. Chem.
87
Viswanathamurthi, P
FALSEFALSEFALSEFALSE
2028
10.1002/anie.202007668
Stereoinduction in Metallaphotoredox Catalysis
The first example of site-selective silylation of C(sp(3))-H bonds mediated by a [1,5]-hydrogen transfer is reported. This reaction occurs selectively at the alpha-position of benzamides with a combination of tert-butylmagnesium chloride and a catalytic amount of 4,4'-di-tert-butylbipyridine (dtbpy) ligand and provides a facile route for the creation of biologically interesting alpha-sila benzamides. Late-stage functionalization of the incorporated silyl moieties facilitates the synthesis of N-formyl, cis-enamine, beta-hydroxyl, amino, and pyrrole-containing derivatives.
Angew. Chem.-Int. Edit.
87Molander, GAFALSEFALSEFALSEFALSE
2029
10.1021/acs.joc.0c00530
Nickel(II)-(NNO)-N-Lambda-O-Lambda Pincer Type Complex-Catalyzed N-alkylation of Amines with Alcohols via the Hydrogen Autotransfer Reaction
A novel methodology for the efficient synthesis of 3-aryloxindoles from isatin derivatives was developed. The methodology involves the formation of an oxindole having a phosphate moiety at the C-3 position via the [1,2]-phospha-Brook rearrangement under BrOnsted base catalysis followed by palladium-catalyzed cross-coupling with aryl boron reagents. The one-pot synthesis of 3-aryloxindoles from isatin derivatives is also described.
J. Org. Chem.87Ramesh, RFALSEFALSEFALSEFALSE
2030
10.1021/jacs.9b13117
Enantioselective Ni-Catalyzed Electrochemical Synthesis of Biaryl Atropisomers
Unsymmetrical biaryls were synthesized by oxidative coupling reactions, between aromatic primary alcohols and arylboronic acids through the C-C bond cleavage of the primary alcohols chelated With a rhodium catalyst. The desired unsymmetrical biaryl products were obtained in good to excellent yields under the optimized reaction conditions. A wide variety of functionalities are compatible with the reaction under the optimized conditions. This new coupling strategy provides a favorable method to construct valuable biaryl compounds from aromatic primary alcohols which are cheap; environmentally friendly, and easily accessible substrates.
J. Am. Chem. Soc.87Mei, TSFALSETRUEFALSEFALSE
2031
10.1016/j.mcat.2020.110841
Novel iota carrageenan-based RhCl3 as an efficient and recyclable catalyst in Suzuki cross coupling
Phosphonium salt-activated, Pd-catalyzed Suzuki-Miyaura and Sonogashira cross-coupling reactions of cyclic 1,3-diones in the synthesis of beta-substituted cyclic enones are described. These transformations exhibit good isolated yield and high generality with respect to both substrates and coupling partners. Extension of the substrate scope to cyclic 1,3-dione equivalents, such as 2-cyanocyclohexanone (4), is also briefly examined.
Mol. Catal.87
Wolfson, A; Levy-Ontman, O
FALSEFALSEFALSEFALSE
2032
10.1016/j.cclet.2019.08.049
The synthesis and structure of pyridine-oxadiazole iridium complexes and catalytic applications: Non-coordinating-anion-tuned selective C-N bond formation
Deuterium labeled aromatic and heteroaromatic compounds are synthesized in good to excellent yields with >98% deuterium purity via palladium catalyzed deuterodehalogenation reaction using commercially available and inexpensive reagents. Selective deuteration of bromoaniline is also demonstrated without H/D exchange in an amino N-H group.
Chin. Chem. Lett.87Wang, DWFALSEFALSEFALSEFALSE
2033
10.1002/anie.201915840
NiH-Catalyzed Migratory Defluorinative Olefin Cross-Coupling: Trifluoromethyl-Substituted Alkenes as Acceptor Olefins to Form gem-Difluoroalkenes
Angew. Chem.-Int. Edit.
87Zhu, SLFALSEFALSEFALSEFALSE
2034
10.1039/c9qo01402k
A combined experimental and computational study of NHC-promoted desulfonylation of tosylated aldimines
Org. Chem. Front.87Li, TJ; Yao, CSFALSEFALSEFALSEFALSE
2035
10.1021/acs.biomac.9b01282
Replacing Cu(II)Br-2 with Me-6-TREN in Biphasic Cu(0)/TREN Catalyzed SET-LRP Reveals the Mixed-Ligand Effect
Biomacromolecules
87Percec, VFALSEFALSEFALSEFALSE
2036
10.1021/jacs.9b10026
Mechanism of Ni-Catalyzed. Reductive 1,2-Dicarbofunctionalization of Alkenes
J. Am. Chem. Soc.87Diao, TNFALSEFALSEFALSEFALSE
2037
10.1021/acs.joc.9b02068
Direct Amidation of Carboxylic Acids with Nitroarenes
J. Org. Chem.87
Cheung, CW; Ma, JA
FALSEFALSEFALSEFALSE
2038
10.1002/anie.201910168
Photochemical Asymmetric Nickel-Catalyzed Acyl Cross-Coupling
Angew. Chem.-Int. Edit.
87Melchiorre, PTRUEFALSEFALSEFALSE
2039
10.7536/PC181037
Acylation Using Carboxylic Acids as Acylating Agents: Applications in Organic Synthesis
Prog. Chem.87Chang, JBFALSEFALSEFALSEFALSE
2040
10.1021/acs.inorgchem.8b02960
Assessing the Metal-Metal Interactions in a Series of Heterobimetallic Nb/M Complexes (M = Fe, Co, Ni, Cu) and Their Effect on Multielectron Redox Properties
Inorg. Chem.87Thomas, CMFALSEFALSEFALSEFALSE
2041
10.1021/acs.joc.8b02588
Amination of Aromatic Halides and Exploration of the Reactivity Sequence of Aromatic Halides
J. Org. Chem.87Gong, HFALSEFALSEFALSEFALSE
2042
10.1021/acs.orglett.8b03627
Iridium-Catalyzed Enantioselective Allyl-Allyl Cross-Coupling of Racemic Allylic Alcohols with Allylboronates
Org. Lett.87Yang, YRFALSEFALSEFALSEFALSE
2043
10.1021/acscatal.8b03930
Nickel-Catalyzed Reductive Electrophilic Ring Opening of Cycloketone Oxime Esters with Aroyl Chlorides
ACS Catal.87Wang, CFALSETRUEFALSEFALSE
2044
10.1039/c8sc01741g
Carboxylate-directed C-H allylation with allyl alcohols or ethers
Chem. Sci.87Goossen, LJFALSEFALSEFALSEFALSE
2045
10.1039/c8ob00687c
Promoter free allylation of trichloroacetimidates with allyltributylstannanes under thermal conditions to access the common 1,1-diarylbutyl pharmacophore
Org. Biomol. Chem.87Chisholm, JDFALSEFALSEFALSEFALSE
2046
10.1021/acs.orglett.7b03440
Weakly Coordinating, Ketone-Directed Cp*Co(III)-Catalyzed C-H Allylation on Arenes and Indoles
Org. Lett.87Maji, MSFALSEFALSEFALSEFALSE
2047
10.1021/acscatal.7b02817
An Efficient and Selective Nickel-Catalyzed Direct N-Alkylation of Anilines with Alcohols
ACS Catal.87Banerjee, DFALSEFALSEFALSEFALSE
2048
10.1002/anie.201707906
Electrochemically Enabled, Nickel-Catalyzed Amination
Angew. Chem.-Int. Edit.
87Baran, PSFALSETRUEFALSEFALSE
2049
10.1002/anie.201706581
Tritopic NHC Precursors: Unusual Nickel Reactivity and Ethylene Insertion into a C(sp(3))-H Bond
Angew. Chem.-Int. Edit.
87
Wesolek, M; Braunstein, P
FALSEFALSEFALSEFALSE
2050
10.1021/acs.organomet.5b00874
Mixed NHC/Phosphine Ni(II) Complexes: Synthesis and Their Applications as Versatile Catalysts for Selective Cross-Couplings of ArMgX with Aryl Chlorides, Fluorides, and Methyl Ethers
Organometallics87Sun, HMFALSEFALSEFALSEFALSE
2051
10.1021/acs.joc.5b01787
Unified Protocol for Cobalt-Catalyzed Oxidative Assembly of Two Aryl Metal Reagents Using Oxygen as an Oxidant
J. Org. Chem.87Duan, XFFALSEFALSEFALSEFALSE
2052
10.1021/acs.joc.5b01248
Copper-Catalyzed Thioetherification Reactions of Alkyl Halides, Triphenyltin Chloride, and Arylboronic Acids with Nitroarenes in the Presence of Sulfur Sources
J. Org. Chem.87Rostami, AFALSEFALSEFALSEFALSE
2053
10.1021/jacs.5b05076
Unsymmetrical Diarylmethanes by Ferroceniumboronic Acid Catalyzed Direct Friedel-Crafts Reactions with Deactivated Benzylic Alcohols: Enhanced Reactivity due to Ion-Pairing Effects
J. Am. Chem. Soc.87McCubbin, JAFALSEFALSEFALSEFALSE
2054
10.1002/ejoc.201500156
Dithiooxamide as an Effective Sulfur Surrogate for Odorless High-Yielding Carbon-Sulfur Bond Formation in Wet PEG200 as an Eco-Friendly, Safe, and Recoverable Solvent
Eur. J. Org. Chem.87Firouzabadi, HFALSEFALSEFALSEFALSE
2055
10.1002/ajoc.201402275
Organocatalyzed Asymmetric Alkylation of Stable Aryl or Heteroaryl(3-indolyl)methylium o-Benzenedisulfonimides
Asian J. Org. Chem.87Barbero, MFALSEFALSEFALSEFALSE
2056
10.1039/C5QO00243E
Direct borylation of benzyl alcohol and its analogues in the absence of bases
Org. Chem. Front.87Cao, ZCFALSEFALSEFALSEFALSE
2057
10.1002/chem.201404692
Lewis and Bronsted Acid Cocatalyzed Reductive Deoxyallenylation of Propargylic Alcohols with 2-Nitrobenzenesulfonylhydrazide
Chem.-Eur. J.87Bi, XHFALSEFALSEFALSEFALSE
2058
10.1021/ja5076426
Stereospecific Cross-Coupling Reactions of Aryl-Substituted Tetrahydrofurans, Tetrahydropyrans, and Lactones
J. Am. Chem. Soc.87Jarvo, ERFALSEFALSEFALSEFALSE
2059
10.1002/chem.201404310
Alkene Carboboration Enabled by Synergistic Catalysis
Chem.-Eur. J.87Brown, MKFALSEFALSEFALSEFALSE
2060
10.1021/ol501887a
Palladium-Catalyzed Allylic Esterification via C-C Bond Cleavage of a Secondary Homoallyl Alcohol
Org. Lett.87Kang, QFALSEFALSEFALSEFALSE
2061
10.1002/chem.201303809
Nickel-Catalyzed Csp(2)-Csp(3) Bond Formation by Carbon-Fluorine Activation
Chem.-Eur. J.87Love, JAFALSEFALSEFALSEFALSE
2062
10.1039/c4ob00677a
Nickel-catalyzed substitution reactions of propargyl halides with organotitanium reagents
Org. Biomol. Chem.87Li, QHFALSEFALSEFALSEFALSE
2063
10.1595/147106713X672311
The Directed ortho Metallation-Cross-Coupling Fusion: Development and Application in Synthesis Platinum group metals catalytic synthetic strategy for pharmaceutical, agrochemical and other industrial products
Platin. Met. Rev.87Board, JFALSEFALSEFALSEFALSE
2064
10.1002/ejoc.201201463
Ruthenium-Catalyzed Selective Aerobic Oxidative ortho-Alkenylation of Substituted Phenols with Alkenes through C-H Bond Activation
Eur. J. Org. Chem.87Jeganmohan, MFALSEFALSEFALSEFALSE
2065
10.1039/c3sc52142g
Prediction of suitable catalyst by H-1 NMR: asymmetric synthesis of multisubstituted biaryls by chiral phosphoric acid catalyzed asymmetric bromination
Chem. Sci.87Akiyama, TFALSEFALSEFALSEFALSE
2066
10.1021/om3006036
Electron Transfer Studies on Ferrocenylthiophenes: Synthesis, Properties, and Electrochemistry
Organometallics87Lang, HFALSETRUEFALSEFALSE
2067
10.1021/jo3005149
Cobalt-Catalyzed Vinylation of Aromatic Halides Using beta-Halostyrene: Experimental and DFT Studies
J. Org. Chem.87Gosmini, CFALSEFALSEFALSEFALSE
2068
10.1021/ja205167e
En Route to a Molecular Sheaf: Active Metal Template Synthesis of a [3]Rotaxane with Two Axles Threaded through One Ring
J. Am. Chem. Soc.87Leigh, DAFALSEFALSEFALSEFALSE
2069
10.1021/ja2039248
Enantioselective Construction of All-Carbon Quaternary Centers by Branch-Selective Pd-Catalyzed Allyl Allyi Cross-Coupling
J. Am. Chem. Soc.87Morken, JPFALSEFALSEFALSEFALSE
2070
10.1021/jo1018969
Palladium-Catalyzed Indole, Pyrrole, and Furan Arylation by Aryl Chlorides
J. Org. Chem.87Daugulis, OFALSEFALSEFALSEFALSE
2071
10.1002/adsc.200900790
Copper-Catalyzed Asymmetric Allylic Alkylation of Racemic Cyclic Substrates: Application of Dynamic Kinetic Asymmetric Transformation (DYKAT)
Adv. Synth. Catal.87Alexakis, AFALSEFALSEFALSEFALSE
2072
10.1002/ejoc.200900067
N-Heterocyclic Carbene Derived Nickel-Pincer Complexes: Efficient and Applicable Catalysts for Suzuki-Miyaura Coupling Reactions of Aryl/Alkenyl Tosylates and Mesylates
Eur. J. Org. Chem.87Inamoto, KFALSEFALSEFALSEFALSE
2073
10.1021/op8000178
UnyLinker: An efficient and scaleable synthesis of oligonucleotides utilizing a universal linker molecule: A novel approach to enhance the purity of drugs
Org. Process Res. Dev.
87Ravikumar, VTFALSEFALSEFALSEFALSE
2074
10.1002/chem.200702030
Ruthenium-catalyzed synthesis of allylic alcohols: Boronic acid as a hydroxide source
Chem.-Eur. J.87Carreaux, FFALSEFALSEFALSEFALSE
2075
10.1002/anie.200604629
alpha-Oxygenated crotyltitanium and dyotropic rearrangement in the total synthesis of discodermolide
Angew. Chem.-Int. Edit.
87Betzer, JFFALSEFALSEFALSEFALSE
2076
10.1021/jo0520994
Synthesis of functionalized benzylsilanes from arylzinc compounds and (iodomethyl)trimethylsilane by means of a novel Rh catalysis
J. Org. Chem.87Takagi, KFALSEFALSEFALSEFALSE
2077
10.1002/cber.19861190324
STEREOSELECTIVE SYNTHESIS OF ALCOHOLS .22. E/Z-SELECTIVITY ON ADDITION OF ALPHA-SUBSTITUTED ALLYLBORONATES TO ALDEHYDES
Chem. Ber.-Recl.87HOFFMANN, RWFALSEFALSEFALSEFALSE
2078
10.1021/ja00300a031
ELIMINATION-REACTIONS OF ALPHA,BETA-DIHYDROXYSILANES - STEREOSPECIFIC SYNTHESIS OF SILYL ENOL ETHERS FROM VINYLSILANES
J. Am. Chem. Soc.87HUDRLIK, PFFALSEFALSEFALSEFALSE
2079
10.1002/anie.202200215
Nickel-Catalyzed Reductive C(sp(2))-Si Coupling of Chlorohydrosilanes via Si-Cl Cleavage
Angew. Chem.-Int. Edit.
87Shu, XZFALSEFALSEFALSEFALSE
2080
10.1002/anie.202117843
Design and Synthesis of Tunable Chiral 2,2 '-Bipyridine Ligands: Application to the Enantioselective Nickel-Catalyzed Reductive Arylation of Aldehydes
Angew. Chem.-Int. Edit.
87Li, PFFALSEFALSEFALSEFALSE
2081
10.1039/d2qo00004k
Redox-neutral dehydrogenative cross-coupling of alcohols and amines enabled by nickel catalysis
Org. Chem. Front.87Rong, ZQFALSEFALSEFALSEFALSE
2082
10.1002/adsc.202101388
Cross-Electrophile Coupling between Aryl/Vinyl Triflates and Vinyl Tosylates for the Synthesis of gem-Difluoroalkenes via Ni/Pd Cooperative Catalysis
Adv. Synth. Catal.87
Zhang, XM; Lian, Z
FALSETRUEFALSEFALSE
2083
10.6023/cjoc202104049
Progress in the Synthesis of Aroyl Compounds
Chin. J. Org. Chem.87Zeng, MFALSEFALSEFALSEFALSE
2084
10.1038/s41467-021-25702-4
Selective deoxygenative alkylation of alcohols via photocatalytic domino radical fragmentations
Nat. Commun.87Wu, XSFALSEFALSEFALSEFALSE
2085
10.1021/acs.inorgchem.0c03664
Recovering the Thermally Activated Delayed Fluorescence in Aggregation-Induced Emitters of Carborane
Inorg. Chem.87Tao, SLFALSEFALSEFALSEFALSE
2086
10.1055/s-0036-1588845
Nickel-Catalyzed Negishi Cross-Coupling of N-Acylsuccinimides: Stable, Amide-Based, Twist-Controlled Acyl-Transfer Reagents via N-C Activation
Synthesis87Szostak, MFALSEFALSEFALSEFALSE
2087
10.1021/acs.orglett.7b00447
Palladium-Catalyzed Formylation of Arylzinc Reagents with S-Phenyl Thioformate
Org. Lett.87
Haraguchi, R; Fukuzawa, S
FALSEFALSEFALSEFALSE
2088
10.1016/j.carres.2016.10.008
Utilization of bench-stable and readily available nickel(II) triflate for access to 1,2-cis-2-aminoglycosides
Carbohydr. Res.87Nguyen, HMFALSEFALSEFALSEFALSE
2089
10.1021/acscatal.6b01681
Enantioselective Synthesis of Di- and Tri-Arylated All-Carbon Quaternary Stereocenters via Copper-Catalyzed Allylic Arylations with Organolithium Compounds
ACS Catal.87Feringa, BLFALSEFALSEFALSEFALSE
2090
10.1246/bcsj.20160135
Kinetic Resolution of Secondary Carbinols by a Chiral N,N-4-Dimethylaminopyridine Derivative Containing a 1,1 '- Binaphthyl Unit: Hydrogen Bonding Affects Catalytic Activity and Enantioselectivity
Bull. Chem. Soc. Jpn.
87
Mandai, H; Suga, S
FALSEFALSEFALSEFALSE
2091
10.1021/acscatal.6b01120
Nickel-Catalyzed C-H Alkynylation of Anilines: Expedient Access to Functionalized Indoles and Purine Nucleobases
ACS Catal.87Ackermann, LFALSEFALSEFALSEFALSE
2092
10.1055/s-0035-1561408
Peracetic Acid Mediated sp(2) C-H Selenation of Arenes
Synlett87Lee, CFFALSEFALSEFALSEFALSE
2093
10.1021/acs.joc.6b00329
Palladium-Catalyzed Carbamate-Directed Regioselective Halogenation: A Route to Halogenated Anilines
J. Org. Chem.87Moghaddam, FMFALSEFALSEFALSEFALSE
2094
10.1002/anie.201511487
Photosensitizer-Free Visible-Light-Mediated Gold-Catalyzed 1,2-Difunctionalization of Alkynes
Angew. Chem.-Int. Edit.
87Hashmi, ASKTRUEFALSEFALSEFALSE
2095
10.1002/anie.201600248
alpha-Arylation of Ketimines with Aryl Sulfides at a Low Palladium Catalyst Loading
Angew. Chem.-Int. Edit.
87Yorimitsu, HFALSEFALSEFALSEFALSE
2096
10.1021/acs.organomet.1c00009
Manganese-Catalyzed C(alpha)-Alkylation of Oxindoles with Secondary Alcohols via Borrowing Hydrogen
Despite advances in organometallic cross-coupling of alkyl electrophiles, there are few stereoselective reactions of chiral, nonracemic substrates. Herein we report a stereospecific carbonylative coupling of alkyl tosylates and dienes producing enantioenriched dienones. This catalytic process proceeds under low pressure and mild conditions using a simple cobalt catalyst and extends to diverse tosylate and diene coupling partners. The transformation constitutes a unique, convergent approach to the asymmetric synthesis of valuable carbonyl compounds from easily accessed starting materials.
Organometallics86Madhu, VFALSEFALSEFALSEFALSE
2097
10.1021/acs.orglett.0c03542
Nickel-Catalyzed Regioselective Hydroarylation of Internal Enamides
C-H (hetero) arylation of aromatic compounds using transition-metal catalysts has garnered much attention from the synthetic chemistry community as a next-generation coupling method for constructing (hetero) biaryl motifs. This account describes our recent achievements in transitionmetal-catalyzed aromatic C-H arylation and its applications to the synthesis of bioactive molecules.
Org. Lett.86Chen, YFFALSEFALSEFALSEFALSE
2098
10.1021/jacs.0c09275
Aryl Amination Using Soluble Weak Base Enabled by a Water-Assisted Mechanism
The case is made for transitioning organic chemistry from a developed discipline that remains highly dependent upon organic solvents to one that will be sustainable, based on water as the reaction medium. Processes in hand that today achieve the same bond constructions characteristic of traditional organic synthesis, but can be accomplished under environmentally responsible conditions, are discussed as representative of the potential that lies ahead.
J. Am. Chem. Soc.86Carrow, BPFALSEFALSEFALSEFALSE
2099
10.1016/j.jcat.2020.07.032
Controllable preparation of Ni-CeO2 nanoparticles anchored on Al-Mg oxide spheres (AMO) by hydrophobic driving mechanism for dehydrogenative homo-coupling of pyridines
The present study demonstrates the utilization of insitu generated supramolecular ensemble of aggregates of pentacenequinone derivative 3 and cadmium nanoparticles (CdNPs) as an efficient catalytic system for (1) oxidant free, controlled and selective monofunctionalization and hetero/homo difunctionalization of 1,4-benzoquinone by C-H activation at room temperature (2) photocatalytic C-H functionalization of azoles with bromoarenes and (3) C-H functionalization of benzothiazole with simple arenes in ecofriendly conditions under visible light irradiations. Thus, a range of C2-arylated quinone and azole derivatives are synthesized from simple substrates using this newly developed catalytic/photocatalytic system under economic and ecofriendly conditions.
J. Catal.86
Zhou, YM; Zhang, YW; Hu, YJ
FALSEFALSEFALSEFALSE
2100
10.1155/2020/1543081
Synthesis of Phenols via Metal-Free Hydroxylation of Aryl Boronic Acids with Aqueous TBHP
A facile and straightforward synthesis of unsymmetrical triary-lmethanes and stereogenic methanes have been realized through the Friedel-Crafts type alkylation of arenes with alkoxyalu-minium intermediate generated in situ from aldehyde, arene and AlBr3 at room temperature in presence of catalytic quantity of AlBr3. This protocol is successful with diversity of starting materials and desired products were obtained in moderate to good yields. The displacement of -OAlBr2 with catalytic quantity of AlBr3 generated the reactive carbocation like intermediate which underwent subsequent reaction with another nucleophile (either -C, -S or -O nucleophile) and furnished the corresponding substituted products. The mechanism of the controlled, sequential reaction has been investigated by density functional theory calculations. Our model suggests that the involvement of penta coordinate complex in which the cleavage of C - OAlBr2 bond is favoured over N - AlBr2 bond at room temperature, in presence of additional catalyst.
J. Chem.86Shaikh, TMFALSEFALSEFALSEFALSE
2101
10.1002/ejoc.202000167
Ruthenium Catalyzed N-Alkylation of Cyclic Amines with Primary Alcohols
We report nickel-catalyzed cross-coupling of methoxyarenes with alkylmagnesium halides, in which a methoxy group is eliminated. A wide range of alkyl groups, including those bearing beta-hydrogens, can be introduced directly at the ipso position of anisole derivatives. We demonstrate that the robustness of a methoxy group allows this alkylation protocol to be used to synthesize elaborate molecules by combining it with traditional cross coupling reactions or oxidative transformation. The success of this method is dependent on the use of alkylmagnesium iodides, but not chlorides or bromides, which highlights the importance of the halide used in developing catalytic reactions using Grignard reagents.
Eur. J. Org. Chem.86Savela, RFALSEFALSEFALSEFALSE
2102
10.1002/ejoc.202000077
Selective Conversion of Benzylic Phosphates into Diarylmethanes Through Al(OTf)(3)-Catalyzed Friedel-Crafts-Type Benzylation
New carbon-carbon bond formation reactions expand our horizon of retrosynthetic analysis for the synthesis of complex organic molecules. Although many methods are now available for the formation of C(sp(2))-C(sp(3)) and C(sp(3))-C(sp(3)) bonds via transition metal-catalyzed cross-coupling of alkyl organometallic reagents, direct use of readily available olefins in a formal fashion of hydrocarbonation to make C(sp(2))-C(sp(3)) and C(sp(3))-C(sp(3)) bonds remains to be developed. Here we report the discovery of a general process for the intermolecular reductive coupling of unactivated olefins with alkyl or aryl electrophiles under the promotion of a simple nickel catalyst system. This new reaction presents a conceptually unique and practical strategy for the construction of C(sp(2))-C(sp(3)) and C(sp(3))-C(sp(3)) bonds without using any organometallic reagent. The reductive olefin hydrocarbonation also exhibits excellent compatibility with varieties of synthetically important functional groups and therefore, provides a straightforward approach for modification of complex organic molecules containing olefin groups.
Eur. J. Org. Chem.86
Yurino, T; Ohkuma, T
FALSEFALSEFALSEFALSE
2103
10.1021/acscatal.0c00789
Engaging alpha-Fluorocarboxylic Acids Directly in Decarboxylative C-C Bond Formation
Memory of chirality' (MOC) is an important concept for the development of efficient asymmetric transformations. However, the phenomenon of MOC in C-H functionalization is still rare. In the past decades, three types of intramolecular C-H amination involving C-H insertion of metal nitrenoids, 1-aza-2-azoniaallene salts, and benzamides to construct N-heterocyclic compounds have been developed in Du Bois, Brewer, and our group, respectively. In these reactions, the formation of a C-N bond does not result in the loss of stereochemical information at the stereogenic center. Here, we discuss the scope, mechanism, and application of these transformations and provide a perspective on the development of this field in future.
ACS Catal.86Koh, MJFALSEFALSEFALSEFALSE
2104
10.1016/j.chempr.2019.12.010
Visible-Light-Induced Nickel-Catalyzed Cross-Coupling with Alkylzirconocenes from Unactivated Alkenes
Nickel(0)-catalyzed cross-coupling of heteroaryl-containing diarylmethanes with both aryl bromides and chlorides has been achieved. The success of this reaction relies on the introduction of a unique nickel/NIXANTPHOS-based catalyst system, which provides a direct route to triarylmethanes from heteroaryl-containing diarylmethanes. Reactivity studies indicate the Ni(NIXANTPHOS)-based catalyst exhibits enhanced reactivity over XANTPHOS derivatives and other Ni(phosphine)-based catalysts in the reactions examined.
Chem86Jiang, CFALSEFALSEFALSEFALSE
2105
10.1021/acs.orglett.0c00199
Photoredox/Nickel Dual-Catalyzed Reductive Cross Coupling of Aryl Halides Using an Organic Reducing Agent
Org. Lett.86Rueping, MTRUEFALSEFALSEFALSE
2106
10.1002/anie.201906148
Synthesis of Arylacetaldehydes by Iridium-Catalyzed Arylation of Vinylene Carbonate with Arylboronic Acids
Angew. Chem.-Int. Edit.
86Hayashi, TFALSEFALSEFALSEFALSE
2107
10.1002/cssc.201900784
Nickel-Catalyzed Stereodivergent Synthesis of E- and Z-Alkenes by Hydrogenation of Alkynes
ChemSusChem86
Jagadeesh, RV; Beller, M
FALSEFALSEFALSEFALSE
2108
10.1002/ejoc.201900478
A Transition-Metal-Free One-Pot Cascade Process for Transformation of Primary Alcohols (RCH2OH) to Nitriles (RCN) Mediated by SO2F2
Eur. J. Org. Chem.86Sun, B; Qin, HLFALSEFALSEFALSEFALSE
2109
10.1055/s-0037-1611793
1,10-Phenanthroline- or Electron-Promoted Cyanation of Aryl Iodides
Synlett86
Mitsudo, K; Suga, S
FALSETRUEFALSEFALSE
2110
10.1002/chem.201900498
Phosphazene Base tBu-P4 Catalyzed Methoxy-Alkoxy Exchange Reaction on (Hetero)Arenes
Chem.-Eur. J.86
Shigeno, M; Kondo, Y
FALSEFALSEFALSEFALSE
2111
10.1021/acscatal.8b04787
Asymmetric Hydrophosphination of Heterobicyclic Alkenes: Facile Access to Phosphine Ligands for Asymmetric Catalysis
ACS Catal.86Wang, JFALSEFALSEFALSEFALSE
2112
10.1021/jacs.8b12063
A Mild and Direct Site-Selective sp(2) C-H Silylation of (Poly)Azines
J. Am. Chem. Soc.86Martin, RFALSEFALSEFALSEFALSE
2113
10.1002/anie.201809003
Copper-Catalyzed Ring Opening of Benzofurans and an Enantioselective Hydroamination Cascade
Angew. Chem.-Int. Edit.
86
Zhang, X; You, SL
FALSEFALSEFALSEFALSE
2114
10.1055/s-0037-1611062
Direct Conversion of Benzyl Ethers into Aryl Nitriles
Synlett86Wang, JJFALSEFALSEFALSEFALSE
2115
10.1002/anie.201805611
A Simple, Broad-Scope Nickel(0) Precatalyst System for the Direct Amination of Allyl Alcohols
Angew. Chem.-Int. Edit.
86Sweeney, JBFALSEFALSEFALSEFALSE
2116
10.1021/acs.orglett.8b01600
Regioselective Copper-Catalyzed Oxidative Coupling of alpha-Alkylated Styrenes with Tertiary Alkyl Radicals
Org. Lett.86Hu, XH; Loh, TPFALSEFALSEFALSEFALSE
2117
10.1021/jacs.8b03163
Ni-Catalyzed Regioselective beta,delta-Diarylation of Unactivated Olefins in Ketimines via Ligand-Enabled Contraction of Transient Nickellacycles: Rapid Access to Remotely Diarylated Ketones
J. Am. Chem. Soc.86Giri, RFALSEFALSEFALSEFALSE
2118
10.1021/jacs.8b02547
Enantioselective Ni-Al Bimetallic Catalyzed exo-Selective C-H Cyclization of Imidazoles with Alkenes
J. Am. Chem. Soc.86Ye, MCFALSEFALSEFALSEFALSE
2119
10.6023/cjoc201709041
Recent Advance of Palladium-Catalyzed Cross-Coupling Reactions of Organoalanes with Electrophiles Reagents
Chin. J. Org. Chem.86Li, QHFALSETRUEFALSEFALSE
2120
10.1021/acs.orglett.8b00080
Decarbonylative C-P Bond Formation Using Aromatic Esters and Organophosphorus Compounds
Org. Lett.86Yamaguchi, JFALSEFALSEFALSEFALSE
2121
10.1002/anie.201707134
Nickel-Catalyzed Asymmetric Reductive Heck Cyclization of Aryl Halides to Afford Indolines
Angew. Chem.-Int. Edit.
86Zhou, JSFALSEFALSEFALSEFALSE
2122
10.1021/acscatal.7b02540
Site-Selective C-H/C-N Activation by Cooperative Catalysis: Primary Amides as Arylating Reagents in Directed C-H Arylation
ACS Catal.86Szostak, MFALSEFALSEFALSEFALSE
2123
10.1002/ejic.201500852
1,2,4-Triazole-Based N-Heterocyclic Carbene Nickel Complexes - Synthesis and Catalytic Application
Eur. J. Inorg. Chem.86Sortais, JBFALSEFALSEFALSEFALSE
2124
10.1021/acs.orglett.5b02380
Transition-Metal-Free Cross-Coupling of Aryl and N-Heteroaryl Cyanides with Benzylic Zinc Reagents
Org. Lett.86Knochel, PFALSEFALSEFALSEFALSE
2125
10.1021/acs.orglett.5b01229
Directed Amination of Aryl Methyl Ethers Mediated by Ti(NMe2)(4) at Room Temperature
Org. Lett.86Li, YHFALSEFALSEFALSEFALSE
2126
10.1021/acs.joc.5b00364
Enantioselective Copper-Catalyzed Alkynylation of Benzopyranyl Oxocarbenium Ions
J. Org. Chem.86Watson, MPFALSEFALSEFALSEFALSE
2127
10.1002/adsc.201400970
Nickel-Catalyzed Reductive Benzylation of Aldehydes with Benzyl Halides and Pseudohalides
Adv. Synth. Catal.86Iranpoor, NFALSEFALSEFALSEFALSE
2128
10.6023/cjoc201409007
Advances in the Synthetic Methods of Terphenyls
Chin. J. Org. Chem.86Shi, WFALSEFALSEFALSEFALSE
2129
10.1002/anie.201410322
Nickel-Catalyzed Dehydrogenative Cross-Coupling: Direct Transformation of Aldehydes into Esters and Amides
Angew. Chem.-Int. Edit.
86Dong, VMFALSEFALSEFALSEFALSE
2130
10.1039/c5ra06753g
Synthesis of new surfactant-like triazine-functionalized ligands for Pd-catalyzed Heck and Sonogashira reactions in water
RSC Adv.86Iranpoor, NFALSEFALSEFALSEFALSE
2131
10.1002/anie.201409450
Rhodium(III)/Copper(II)-Promoted trans-Selective Heteroaryl Acyloxylation of Alkynes: Stereodefined Access to trans-Enol Esters
Angew. Chem.-Int. Edit.
86Cramer, NFALSEFALSEFALSEFALSE
2132
10.1021/ol502815p
Oxidant-Switchable Selective Synthesis of 2-Aminobenzimidazoles via C-H Amination/Acetoxylation of Guanidines
Org. Lett.86Zhang, WXFALSEFALSEFALSEFALSE
2133
10.1016/j.ica.2014.05.023
Synthesis of Ni(II) complexes with unsymmetric [O,N,O ']-pincer ligands and their use as precatalysts in carbon-carbon bond formations to access diarylmethanes
Inorg. Chim. Acta86Enthaler, SFALSEFALSEFALSEFALSE
2134
10.1002/adsc.201300720
Stereocontrol in Palladium-Catalyzed Propargylic Substitutions: Kinetic Resolution to give Enantioenriched 1,5-Enynes and Propargyl Acetates
Adv. Synth. Catal.86Morken, JPFALSEFALSEFALSEFALSE
2135
10.1021/ol4027073
Reigoselective Arylation of Thiazole Derivatives at 5-Position via Pd Catalysis under Ligand-Free Conditions
Org. Lett.86Shi, ZJFALSEFALSEFALSEFALSE
2136
10.1021/ol400295z
Palladium-Catalyzed Desulfitative Cross-Coupling Reaction of Sodium Sulfinates with Benzyl Chlorides
Org. Lett.86Deng, GJFALSEFALSEFALSEFALSE
2137
10.1021/jo3027824
Palladium-Catalyzed Cross-Coupling of Aziridinylmetal Species, Generated by Sulfinyl-Magnesium Exchange, with Aryl Bromides: Reaction Optimization, Scope, and Kinetic Investigations
J. Org. Chem.86Bull, JAFALSEFALSEFALSEFALSE
2138
10.1002/aoc.2871
Bi(III)-catalyzed C-S cross-coupling reaction
Appl. Organomet. Chem.
86Chakraborty, DFALSEFALSEFALSEFALSE
2139
10.1039/c1dt10426h
Bis(imidate)palladium(II) complexes with labile ligands. Mimics of classical precursors?
Dalton Trans.86Serrano, JLFALSEFALSEFALSEFALSE
2140
10.1002/chem.201001201
[Pd(Cl)(2){P(NC5H10)(C6H11)(2)}(2)]-A Highly Effective and Extremely Versatile Palladium-Based Negishi Catalyst that Efficiently and Reliably Operates at Low Catalyst Loadings
Chem.-Eur. J.86Frech, CMFALSEFALSEFALSEFALSE
2141
10.1002/ejoc.200900252
Binaphthalene-Derived Iminium Salt Catalysts for Highly Enantioselective Asymmetric Epoxidation
Eur. J. Org. Chem.86Page, PCBFALSEFALSEFALSEFALSE
2142
10.1021/cg8004163
Formation of Infinite Linear Mercury Metal Chains Assisted by Face-to-Face pi-pi (Aryl-Aryl) Stacking Interactions
Cryst. Growth Des.86Lu, KLFALSEFALSEFALSEFALSE
2143
10.5059/yukigoseikyokaishi.65.761
Development of optically active chiral Ligands ferrocenyloxazolinylphosphines (FOXAP) and their application to catalytic asymmetric reactions
J. Synth. Org. Chem. Jpn.
86Nishibayashi, YFALSEFALSEFALSEFALSE
2144
10.1246/bcsj.76.1233
Metallation reactions on 2,2 '-bis(diphenylphosphinoyl)-1,1 '-binaphthyl [BINAP(O)(2)]
Bull. Chem. Soc. Jpn.
86Widhalm, MFALSEFALSEFALSEFALSE
2145
10.1021/ja00252a029
PALLADIUM-CATALYZED COUPLING OF ARYL TRIFLATES WITH ORGANOSTANNANES
J. Am. Chem. Soc.86FALSEFALSEFALSEFALSE
2146
10.1021/acs.accounts.1c00329
Transition Metal (Ni, Cu, Pd)-Catalyzed Alkene Dicarbofunctionalization Reactions
Accounts Chem. Res.
86Giri, RFALSEFALSEFALSEFALSE
2147
10.1002/chem.202101090
1,2-Carbopentafluorophenylation of Alkynes: The Metallomimetic Pull-Push Reactivity of Tris(pentafluorophenyl)borane
Chem.-Eur. J.86Shibuya, MFALSEFALSEFALSEFALSE
2148
10.1002/anie.202100810
sp(3) Bis-Organometallic Reagents via Catalytic 1,1-Difunctionalization of Unactivated Olefins
Angew. Chem.-Int. Edit.
86Martin, RFALSEFALSEFALSEFALSE
2149
10.1021/acscatal.7b00300
Modular Synthesis of Enantioenriched 1,1,2-Triarylethanes by an Enantioselective Arylboration and Cross-Coupling Sequence
ACS Catal.86Liao, JFALSEFALSEFALSEFALSE
2150
10.1016/j.tet.2017.01.050
n-Butyllithium-mediated synthesis of N-aryl tertiary amines by reactions of fluoroarenes with secondary amines at room temperature
Tetrahedron86Cao, SFALSEFALSEFALSEFALSE
2151
10.1002/ajoc.201600596
Construction of Tertiary Amides: Ni-II-Catalyzed N-Arylation of Secondary Acyclic Amides (2-Picolinamides) with Aryl Halides
Asian J. Org. Chem.86Babu, SAFALSEFALSEFALSEFALSE
2152
10.1055/s-0035-1561673
Synthesis of Thioethers Using Triethylamine-Activated Phosphorus Decasulfide (P4S10)
Synthesis86
Cinar, ME; Ozturk, T
FALSEFALSEFALSEFALSE
2153
10.1002/ajoc.201600319
Palladium-Catalyzed Suzuki-Miyaura Coupling Reactions of Boronic Acid Derivatives with Aryl Chlorides
Asian J. Org. Chem.86Qiu, LQFALSEFALSEFALSEFALSE
2154
10.1002/chem.201504718
Rhodium-Catalyzed Synthesis of Chiral Spiro-9-silabifluorenes by Dehydrogenative Silylation: Mechanistic Insights into the Construction of Tetraorganosilicon Stereocenters
Chem.-Eur. J.86
Murai, M; Takai, K
FALSEFALSEFALSEFALSE
2155
10.1016/j.saa.2015.10.015
In vitro anticancer activities of Schiff base and its lanthanum complex
Spectroc. Acta Pt. A-Molec. Biomolec. Spectr.
86Kumar, DFALSEFALSEFALSEFALSE
2156
10.5059/yukigoseikyokaishi.74.45
Ruthenium-Catalyzed Stereoselective Allylic Substitutions
J. Synth. Org. Chem. Jpn.
86Kawatsura, MFALSEFALSEFALSEFALSE
2157
10.1016/j.ica.2020.120043
Synthesis, characterization and catalytic activity of PEPPSI-type palladium-NHC complexes
Catalytic C-H bond activation, which was an elusive subject of chemical research until the 1990s, has now become a standard synthetic method for the formation of new C-C and C-heteroatom bonds. The synthetic potential of C-H activation was first described for ruthenium catalysis and is now widely exploited by the use of various precious metals. Driven by the increasing interest in chemical utilization of ubiquitous metals that are abundant and nontoxic, iron catalysis has become a rapidly growing area of research, and iron-catalyzed C-H activation has been most actively explored in recent years. In this review, we summarize the development of stoichiometric C-H activation, which has a long history, and catalytic C-H functionalization, which emerged about 10 years ago. We focus in this review on reactions that take place via reactive organoiron intermediates, and we excluded those that use iron as a Lewis acid or radical initiator. The contents of this review are categorized by the type of C-H bond cleaved and the type of bond formed thereafter, and it covers, the reactions of simple substrates and substrates possessing a directing group that anchors the catalyst to the substrate, providing an overview of iron-mediated and iron-catalyzed C-H activation reported in the literature by October 2016.
Inorg. Chim. Acta85Hamdi, NFALSEFALSEFALSEFALSE
2158
10.1055/a-1337-5153
Homogeneous Palladium-Catalyzed Selective Reduction of 2,2 '-Biphenols Using HCO2H as Hydrogen Source
The merger of transition metal catalysis and photocatalysis, termed metallaphotocatalysis, has recently emerged as a versatile platform for the development of new, highly enabling synthetic methodologies. Photoredox catalysis provides access to reactive radical species under mild conditions from abundant, native functional groups, and, when combined with transition metal catalysis, this feature allows direct coupling of non-traditional nucleophile partners. In addition, photocatalysis can aid fundamental organometallic steps through modulation of the oxidation state of transition metal complexes or through energy-transfer-mediated excitation of intermediate catalytic species. Metallaphotocatalysis provides access to distinct activation modes, which are complementary to those traditionally used in the field of transition metal catalysis, thereby enabling reaction development through entirely new mechanistic paradigms. This Review discusses key advances in the field of metallaphotocatalysis over the past decade and demonstrates how the unique mechanistic features permit challenging, or previously elusive, transformations to be accomplished.
Synthesis85
Yang, W; Zhao, WX
FALSEFALSETRUETRUE
2159
10.1039/d0qo00785d
The present and future synthetic strategies of structural modifications of sinomenine
The iron-catalyzed methylation of arylboron compounds has been developed for the first time using iodomethane (CH3I) as the electrophile. In the presence of catalytic amounts of an iron-bisphosphine complex and MgBr2, Suzuki-Miyaura-type cross-coupling reactions of CH3I with various arylboron compounds proceed smoothly under mild conditions to afford the corresponding methylated aromatic compounds in good yields.
Org. Chem. Front.85
Liu, L; Wong, VKW
FALSEFALSEFALSEFALSE
2160
10.1021/acs.orglett.0c03757
Palladium-Catalyzed Directed Atroposelective C-H Allylation via beta-H Elimination: 1,1-Disubstituted Alkenes as Allyl Surrogates
A new route for the direct cross-coupling of alkyl and allylic halides using electrochemical technique has been developed in aqueous media under air. Catalyzed by Pd(OAc)(2), the Zn-mediated allylic alkylations proceed smoothly between a full range of alkyl halides (primary, secondary, and tertiary) and substituted allylic halides. Protectiondeprotection of acidic hydrogen in the substrates is avoided.
Org. Lett.85Shi, BFFALSEFALSEFALSEFALSE
2161
10.1016/j.mcat.2020.111048
Development and application of palladium nanoparticles on renewable polysaccharides as catalysts for the Suzuki cross-coupling of halobenzenes and phenylboronic acids
A mild approach for the decarboxylative aminomethylation of aryl sulfonates by the combination of photoredox and nickel catalysis through C-O bond cleavage is described for the first time. A wide range of aryl triflates as well as aryl mesylates, tosylates and alkenyl triflates afford the corresponding products in good to excellent yields.
Mol. Catal.85Levy-Ontman, OFALSEFALSEFALSEFALSE
2162
10.1016/j.tet.2020.131103
Steric effects on deprotonative generation of cyclohexynes and 1,2-cyclohexadienes from cyclohexenyl triflates by magnesium amides
Palladium-catalyzed syn-stereocontrolled ring opening reactions of oxabenzonorbornadienes with a wide range of sodium arylsulfinates were investigated, affording the desired products in good to excellent yields under an air atmosphere. This protocol provides a low-cost new viable and convenient method toward the synthesis of cis-2-aryl-1,2-dihydronaphthalen-1-ol with good functional group tolerance. In addition, the cis configuration of 3da was established by X-ray diffraction analysis, and a plausible mechanism, for the ring opening reaction was proposed.
Tetrahedron85Okano, KFALSEFALSEFALSEFALSE
2163
10.1002/anie.202004758
Room-Temperature Guerbet Reaction with Unprecedented Catalytic Efficiency and Enantioselectivity
The presented work describes the synthesis of new six-and seven-membered haloamidinium salts and their reaction with different metals. The isolated metal complexes were tested in a catalytic reaction. Two different synthetic routes were applied to prepare five different salts. Chloroamidinium salts were very water-sensitive in comparison to their corresponding bromoamidinium salts. Hence, the preparation of the less sensitive bromoamidinium salts was higher prioritized. The formed salts were converted with metal sources to N-heterocyclic carbene (NHC) metal complexes through an oxidative insertion into the C-X bond. This type of formation is less examined for the synthesis of extended NHC metal complexes. Pd(PPh3)(4) and cobalt powder were applied as metal sources, whereby two palladium complexes were isolated, characterized, and their crystal and molecular structures determined. The palladium complexes were investigated in the Suzuki-Miyaura reaction and showed promising catalytic activity.
Angew. Chem.-Int. Edit.
85Zhao, YFALSEFALSEFALSEFALSE
2164
10.1080/00397911.2020.1761392
Ni-Catalyzed desilylative annulation of benzamides and acrylamides with alkynylsilanes: Access to 3-Methyleneisoindolin-1-one and 5-Methylene-1H-pyrrol-2(5H)-one derivatives
Methods that can directly arylate pyridines have significant potential in synthetic chemistry. Herein, we present palladium catalyzed C-H arylation of pyridines with aryl triflates that occurs regioselectively at the C3 positions of the pyridine core. A variety of aryl triflates and pyridines were applicable to the reaction to provide C3-arylated pyridines regardless of sterics or electronics of the pyridine cores.
Synth. Commun.85Lin, CFALSEFALSEFALSEFALSE
2165
10.1021/jacs.0c02405
Exhaustive Reduction of Esters Enabled by Nickel Catalysis
Two dinuclear complexes [Ni-2(mu-bpym)(fum)(2)(H2O)(6)]center dot 5H(2)O (1, bpym = 2,2'-bipyrimidine, fum = trans-fumarate) and [Co-2(mu-bpym)(fum)(2)(H2O)(6)]center dot 2H(2)O (2) were assembled from MCl2 center dot 6H(2)O (M = Ni, Co), 2,2'-bipyrimidine, and trans-fumaric acid at ambient temperature. In particular, compounds 1 and 2 adopt almost the same molecular structure, but 1 hosts an infinite water chain while 2 traps a discrete tetrameric water cluster. It would arise from the guest water aggregates and would depend on the very slight differences in the coordination chemistry of the Ni(II) and Co(II) centers. The significant influence of metal ions on the resulting structures and the reversible dehydration/rehydration of the complexes further detailed. Photoluminescence spectra of 1 and 2 in the solid state at room temperature were obtained and studied. Magnetic studies showed that both of 1 and 2 afforded a dominant antiferromagnetic coupling between the metal ions. (C) 2016 Elsevier B.V. All rights reserved.
J. Am. Chem. Soc.85Newman, SGFALSEFALSETRUETRUE
2166
10.1021/acs.inorgchem.0c00153
Carbodicarbene Ligand Redox Noninnocence in Highly Oxidized Chromium and Cobalt Complexes
Nickel catalysed Suzuki reactions of phenyl boronic acids with aryl diazonium salts in glycerol as a reaction medium are reported. Various aryl diazonium salts were efficiently reacted with aryl boronic acids under optimized conditions to give the respective diaryl compounds in good to excellent yields. The base free conditions and use of glycerol as a solvent, which can be recycled successfully for up to five consecutive cycles, make the present protocol environmentally benign in nature.
Inorg. Chem.85Ye, SFFALSEFALSEFALSEFALSE
2167
10.1021/acs.joc.9b03104
Nickel-Catalyzed Direct Synthesis of Quinoxalines from 2-Nitroanilines and Vicinal Diols: Identifying Nature of the Active Catalyst
J. Org. Chem.85Kundu, SFALSEFALSEFALSEFALSE
2168
10.1002/ejoc.201901362
LiI/TBHP Mediated Oxidative Cross-Coupling of P(O)-H Compounds with Phenols and Various Nucleophiles: Direct Access to the Synthesis of Organophosphates
Eur. J. Org. Chem.85Reddy, KRFALSEFALSEFALSEFALSE
2169
10.1021/acs.orglett.9b03147
Nickel-Catalyzed Reductive 1,2-Dialkynylation of Alkenes Bearing an 8-Aminoquinoline Directing Group
Org. Lett.85Yao, HQ; Lin, AJFALSEFALSEFALSEFALSE
2170
10.1021/jacs.9b08586
Chromium(II)-Catalyzed Diastereoselective and Chemoselective Csp(2)-Csp(3) Cross-Couplings Using Organomagnesium Reagents
J. Am. Chem. Soc.85Li, J; Knochel, PFALSEFALSEFALSEFALSE
2171
10.1055/s-0037-1611898
Deuterated Aryl Alkyl Ethers Synthesis via Nucleophilic Etherification of Aryl Alkyl Ethers and Thioethers with Deuterated Alcohols
Synlett85Wang, XQFALSEFALSEFALSEFALSE
2172
10.1016/j.jorganchem.2019.06.003
Evaluating stereoelectronic properties of bulky dialkylterphenyl phosphine ligands
J. Organomet. Chem.
85
Moreno, JJ; Carmona, E
FALSEFALSEFALSEFALSE
2173
10.1021/acs.joc.9b00649
Nickel-Catalyzed Cross-Coupling of Umpolung Carbonyls and Alkyl Halides
J. Org. Chem.85Li, CJFALSEFALSEFALSEFALSE
2174
10.1016/j.jorganchem.2019.01.017
Anionic Bismuth(III) chloride cluster with diselenide countercations: Application in C-S cross coupling reactions
J. Organomet. Chem.
85Ganesan, PFALSEFALSEFALSEFALSE
2175
10.1021/acs.orglett.8b04030
Construction of Vicinal Quaternary Carbon Centers via Cobalt-Catalyzed Asymmetric Reverse Prenylation
Org. Lett.85Li, CKFALSEFALSEFALSEFALSE
2176
10.1021/jacs.8b12142
Oxalic Diamides and tert-Butoxide: Two Types of Ligands Enabling Practical Access to Alkyl Aryl Ethers via Cu-Catalyzed Coupling Reaction
J. Am. Chem. Soc.85Ma, DWFALSEFALSEFALSEFALSE
2177
10.1055/s-0037-1610084
Vinylation of Benzylic Amines via C-N Bond Functionalization of Benzylic Pyridinium Salts
Synthesis85Watson, MPFALSEFALSEFALSEFALSE
2178
10.1002/chem.201801541
Donor-influenced Structure-Activity Correlations in Stoichiometric and Catalytic Reactions of Lithium Monoamido-Monohydrido-Dialkylaluminates
Chem.-Eur. J.85Mulvey, REFALSEFALSEFALSEFALSE
2179
10.1039/c8sc01538d
Copper-catalyzed enantioselective 1,2-borylation of 1,3-dienes
Chem. Sci.85Mazet, CFALSEFALSEFALSEFALSE
2180
10.1021/acs.organomet.7b00651
Counteranion-Controlled Ag2O-Mediated Benzimidazolium Ring Opening and Its Application in the Synthesis of Palladium Pincer-Type Complexes
Organometallics85Liu, N; Dai, BFALSEFALSEFALSEFALSE
2181
10.1021/acs.organomet.7b00632
Mild sp(2)Carbon-Oxygen Bond Activation by an Isolable Ruthenium(II) Bis(dinitrogen) Complex: Experiment and Theory
Organometallics85Crimmin, MRFALSEFALSEFALSEFALSE
2182
10.1039/c6ob01171c
A practical oxidative C-H functionalization of N-carbamoyl tetrahydro-beta-carbolines with diverse potassium trifluoroborates
Org. Biomol. Chem.85Liu, LFALSEFALSEFALSEFALSE
2183
10.1021/acs.orglett.5b01701
Cobalt(III)-Catalyzed Directed C-H Allylation
Org. Lett.85Glorius, FFALSEFALSEFALSEFALSE
2184
10.1246/bcsj.20140387
The Nickel(II)-Catalyzed Direct Benzylation, Allylation, Alkylation, and Methylation of C-H Bonds in Aromatic Amides Containing an 8-Aminoquinoline Moiety as the Directing Group
Bull. Chem. Soc. Jpn.
85Chatani, NFALSEFALSEFALSEFALSE
2185
10.1002/chem.201404618
Experimental and Theoretical Approaches to the Influence of the Addition of Pyrene to a Series of Pd and Ni NHC-Based Complexes: Catalytic Consequences
Chem.-Eur. J.85Poyatos, MFALSEFALSEFALSEFALSE
2186
10.1021/jo502485u
alpha-Allenyl Ethers as Starting Materials for Palladium Catalyzed Suzuki Miyaura Couplings of Allenylphosphine Oxides with Arylboronic Acids
J. Org. Chem.85Wu, LFALSEFALSEFALSEFALSE
2187
10.1021/jo501665e
Sequential One-Pot Access to Molecular Diversity through Aniline Aqueous Borylation
J. Org. Chem.85Blanchet, JFALSEFALSEFALSEFALSE
2188
10.1021/jo500840s
[Bmim]PF6-Promoted Ligandless Suzuki-Miyaura Coupling Reaction of Potassium Aryltrifluoroborates in Water
J. Org. Chem.85Liu, LFFALSEFALSEFALSEFALSE
2189
10.1002/cjoc.201400015
Accurate Prediction of Ir-H Bond Dissociation Enthalpies by Density Functional Theory Methods
Chin. J. Chem.85Yu, HZFALSEFALSEFALSEFALSE
2190
10.1039/c3ob42088d
Selective synthesis of indazoles and indoles via triazene-alkyne cyclization switched by different metals
Org. Biomol. Chem.85Yu, HZFALSEFALSEFALSEFALSE
2191
10.1039/c3ra45178j
Transformations of X (C, O, N)-CN bonds: cases of selective X (C, O, N)-C activation
RSC Adv.85Wang, RFALSEFALSEFALSEFALSE
2192
10.1039/c4qo00097h
Palladium-catalyzed direct C-H allylation of arenes without directing groups
Org. Chem. Front.85Ying, CHFALSEFALSEFALSEFALSE
2193
10.1021/ol402494e
Palladium-Catalyzed sp(2) and sp(3) C-H Bond Activation and Addition to Isatin toward 3-Hydroxy-2-oxindoles
Org. Lett.85Yang, SDFALSEFALSEFALSEFALSE
2194
10.1016/j.jorganchem.2013.05.006
Structural influences on the electrochemistry of 1,1 '-di(hydroxyalkyl) ferrocenes. Structure of [Fe{eta(5)-C5H4-CH(OH)-(CH2)(3)OH}(2)]
J. Organomet. Chem.
85Swarts, JCFALSEFALSEFALSEFALSE
2195
10.1021/om400370v
Mechanistic Study of Palladium-Catalyzed Chemoselective C(sp(3))-H Activation of Carbamoyl Chloride
Organometallics85Fu, YFALSEFALSEFALSEFALSE
2196
10.1016/j.tet.2011.07.048
Rapid access to 4-substituted-pyrones and 2(5H)-furanones via a palladium-catalyzed C-OH bond activation
Tetrahedron85Peng, YYFALSEFALSEFALSEFALSE
2197
10.1039/c0dt01211d
Heterobimetallic complexes containing an N-heterocyclic carbene based multidentate ligand and catalyzed tandem click/Sonogashira reactions
Dalton Trans.85Chen, WZFALSEFALSEFALSEFALSE
2198
10.1055/s-0030-1258116
Transition-Metal-Catalyzed Cross-Couplings of Aryl Tosylates or Mesylates with Organoindium Reagents
Synlett85Wu, JFALSEFALSEFALSEFALSE
2199
10.1016/j.tetlet.2009.12.033
Ni(COD)(2)/4-ClC6H4COR-catalyzed addition reactions of arylboroxines with aldehydes
Tetrahedron Lett.85Hu, QSFALSEFALSEFALSEFALSE
2200
10.1002/anie.200804146
Modular Approach to Silicon-Bridged Biaryls: Palladium-Catalyzed Intramolecular Coupling of 2-(Arylsilyl)aryl Triflates
Angew. Chem.-Int. Edit.
85Shimizu, MFALSEFALSEFALSEFALSE
2201
10.5059/yukigoseikyokaishi.63.312
Recent developments of biaryl synthesis via cross-coupling reactions of areneboronic acid derivatives
J. Synth. Org. Chem. Jpn.
85Suzuki, AFALSEFALSEFALSEFALSE
2202
10.5059/yukigoseikyokaishi.62.314
Carbon-carbon bond formations using acylzirconocene chloride complexes as a donor of nucleophilic acyl group
J. Synth. Org. Chem. Jpn.
85Hanzawa, YFALSEFALSEFALSEFALSE
2203
10.1055/s-0041-1737762
Nickel-Catalyzed Reductive Cross-Coupling of Benzylic Sulfonium Salts with Aryl Iodides
Synlett85Wu, FFALSEFALSEFALSEFALSE
2204
10.1021/acsomega.1c06430
Bulky Di(1-adamantyl)phosphinous Acid-Ligated Pd(II) Precatalysts for Suzuki Reactions of Unreactive Aryl Chlorides
ACS Omega85Chang, YCFALSEFALSEFALSEFALSE
2205
10.1002/cssc.202101924
Electrochemical Reductive Arylation of Nitroarenes with Arylboronic Acids
ChemSusChem85Yi, H; Lei, AWFALSETRUEFALSEFALSE
2206
10.1039/d1cc05257h
Nickel-catalyzed enantioselective umpolung hydrogenation for stereoselective synthesis of beta-amido esters
Chem. Commun.85Zhou, JSFALSEFALSEFALSEFALSE
2207
10.6023/cjoc202102025
t-BuOK-Mediated Reductive Desulfonylation/Dehydrogenation for the Synthesis of 2-Substituted 1,3-Dienes and Their [4+2] Cycloaddition Reactions
Chin. J. Org. Chem.85Miao, T; Wang, LFALSEFALSEFALSEFALSE
2208
10.1021/acs.accounts.1c00075
Recent Advances in Theoretical Studies on Transition-Metal-Catalyzed Carbene Transformations
Accounts Chem. Res.
85Qi, XT; Lan, YFALSEFALSEFALSEFALSE
2209
10.1021/acs.joc.1c00577
Nickelocene as an Air- and Moisture-Tolerant Precatalyst in the Regioselective Synthesis of Multisubstituted Pyridines
J. Org. Chem.85Hong, SYFALSEFALSEFALSEFALSE
2210
10.1002/ejic.202100148
Stereoelectronic Characterization and Catalytic Potential of a 1,3-Bis(2,6-terphenyl)-Substituted N-Heterocyclic Carbene
Eur. J. Inorg. Chem.85McKay, AIFALSEFALSEFALSEFALSE
2211
10.6023/cjoc202009048
Transamidation of N-Benzyl-N-Boc-amides under Transition Metal-Free and Base-Free Conditions
Chin. J. Org. Chem.85Lei, CAHFALSEFALSEFALSEFALSE
2212
10.1039/d0nj05711h
A post-synthetically modified metal-organic framework for copper catalyzed denitrative C-N coupling of nitroarenes under heterogeneous conditions
New J. Chem.85Koner, SFALSEFALSEFALSEFALSE
2213
10.1248/cpb.c17-00487
Ethereal C O Bond Cleavage Mediated by Ni(0)-Ate Complex: A DFT Study
Chem. Pharm. Bull.85
Wang, C; Uchiyama, M
FALSEFALSEFALSEFALSE
2214
10.1002/slct.201700580
Agro-Waste Extract Based Solvents: Emergence of Novel Green Solvent for the Design of Sustainable Processes in Catalysis and Organic Chemistry
ChemistrySelect85
Mondal, M; Bora, U
FALSEFALSEFALSEFALSE
2215
10.1002/chem.201603124
Progress in Enantioselective Radical Cyclizations
Chem.-Eur. J.85Miyabe, HFALSEFALSEFALSEFALSE
2216
10.1002/ajoc.201600535
Selective C(sp(2))-H Functionalization of Arenes for Amination Reactions by Using Photoredox Catalysis
Asian J. Org. Chem.85Pandey, GTRUEFALSEFALSEFALSE
2217
10.1021/acs.orglett.6b02656
Practical Cross-Coupling between O-Based Electrophiles and Aryl Bromides via Ni Catalysis
Org. Lett.85Shi, ZJFALSETRUEFALSEFALSE
2218
10.1039/c5nj02227d
Immobilized Pd(0) nanoparticles on phosphine-functionalized graphene as a highly active catalyst for Heck, Suzuki and N-arylation reactions
New J. Chem.85
Fareghi-Alamdari, R
FALSEFALSEFALSEFALSE
2219
10.1016/j.ica.2020.120191
Ni(II) complexes of tripodal N4 ligands as catalysts for alkane hydroxylation and O-arylation of phenol: Structural and reactivity effects induced by fluoro substitution
The electrochemical synthesis of pyrazolidine-3,5-diones and benzoxazoles by N-N bond formation and C,O linkage, respectively, represents an easy access to medicinally relevant structures. Electrochemistry as a key technology ensures a safe and sustainable approach. We gained insights in the mechanism of these reactions by combining cyclovoltammetric and synthetic studies. The electron-transfer behavior of anilides and dianilides was studied and led to the following conclusion: The N N bond formation involves a diradical as intermediate, whereas the benzoxazole formation is based on a cationic mechanism. Besides these studies, we developed a synthetic route to mixed dianilides as starting materials for the N N coupling. The compatibility with valuable functionalities like triflates and mesylates for follow-up reactions as well as the comparison of different electrochemical setups also enhanced the applicability of this method.
Inorg. Chim. Acta84Kumar, SFALSEFALSEFALSEFALSE
2220
10.1021/acs.chemrev.0c00157
Carbon-Carbon Bond Cleavage at Allylic Positions: Retro-allylation and Deallylation
We report an efficient means of sp(2)-sp(3) cross coupling for a variety of terminal monosubstituted olefins with aryl electrophiles using Pd and CuH catalysis. In addition to its applicability to a range of aryl bromide substrates, this process was also suitable for electron-deficient aryl chlorides, furnishing higher yields than the corresponding aryl bromides in these cases. The optimized protocol does not require the use of a glovebox and employs air-stable Cu and Pd complexes as precatalysts. A reaction on 10 mmol scale further highlighted the practical utility of this protocol. Employing a similar protocol, a series of cyclic alkenes were also examined. Cyclopentene was shown to undergo efficient coupling under these conditions. Lastly, deuterium-labeling studies indicate that deuterium scrambling does not take place in this sp(2)-sp(3) cross coupling, implying that beta-hydride elimination is not a significant process in this transformation.
Chem. Rev.84Yorimitsu, HFALSEFALSEFALSEFALSE
2221
10.1016/j.mcat.2020.111366
Pd-catalyzed oxidative homocoupling of arylboronic acids in WEPA: A sustainable access to symmetrical biaryls under added base and ligand-free ambient conditions
We report a C-F reductive elimination from a characterized first-row aryl metal fluoride complex. Reductive elimination from the presented nickel(III) complexes is faster than C-F bond formation from any other characterized aryl metal fluoride complex.
Mol. Catal.84
Venkateswarlu, K
FALSEFALSEFALSEFALSE
2222
10.1021/acs.orglett.0c03947
Chiral Phosphoric Acid-Catalyzed Enantioselective Construction of 2,3-Disubstituted Indolines
C-C bond forming reactions incarnate the core of organic synthesis because of their fundamental applications to molecular diversity and complexity. In recent years, use of carboxylic acid as one of the coupling partners in place of conventional organometallic reagents has seen an upsurge due to its potency to generate similar organometallic intermediates after decarboxylation. This Review provides an overview on the most recent progress in the field of C-C bond formation involving decarboxylation as a key step. Different important developments, which are not included in earlier Reviews in this area, have been summarized with representative examples and discussions on their reaction mechanisms.
Org. Lett.84Masson, GFALSEFALSEFALSEFALSE
2223
10.1039/d0cy01679a
Phosphine-free pincer-ruthenium catalyzed biofuel production: high rates, yields and turnovers of solventless alcohol alkylation
Nine Ni(II)-NHC complexes of the type [CpNiBr(NHC)], each containing either a symmetric or asymmetric alkyl/benzyl/phenylethyl imidazolium ligand, effectively catalysed the anaerobic oxidation of a series of secondary alcohols, including 1-phenylethanol to yield acetophenone. Catalytic reactions performed using (KOBu)-Bu-t as a mild base and 1,2-dibromobenzene as both oxidant and solvent cleanly converted secondary alcohols to their corresponding ketones in high yield using conventional heating, and almost quantitatively using microwave heating. Catalytic activity of the nine [CpNiBr(NHC)] complexes were evaluated separately under optimized conditions, where the more electron-donating NHC-bearing Ni complexes (1, 2, and 5) proved to be more efficient than the electron-witdrawing NHC ligand analogues (6, 8, and 9). Substrate screening studies revealed that secondary alcohols bearing electron-withdrawing functional groups were less efficiently oxidized. Catalyst concentration optimization studies were aimed at finding a catalyst concentration to limit the effects of catalyst deactivation, while also maintaining reasonable TONs. Additional characterization of selected Ni(II) complexes have been included, comprising three single crystal X-ray structure determinations, and a DFT study on the mechanistic reaction pathways of the alcohol oxidation reaction as well as alpha-ketone arylation, a potential secondary competitive catalytic reaction. (C) 2017 Elsevier B.V. All rights reserved.
Catal. Sci. Technol.84Kumar, AFALSEFALSEFALSEFALSE
2224
10.1039/d0dt02937h
C-C coupling formation using nitron complexes
A Pd-catalyzed enantioselective C-H arylation of phosphinamides with aryl boronic acids is presented. With readily affordable amino acid derivatives as chiral ligands, the reaction proceeded efficiently to afford the P-stereogenic phosphinamides in up to 75% yield and with 99% ee under mild conditions. Most importantly, the reaction could be performed on a large scale for various substrates. This method provides an alternative and reliable way for accessing P-stereogenic phosphinamides. (C) 2017 Elsevier Ltd. All rights reserved.
Dalton Trans.84Turkmen, HFALSEFALSEFALSEFALSE
2225
10.1002/adsc.202000985
Nickel-Catalyzed Direct Trifluoroethylation of Aryl Iodides with 1,1,1-Trifluoro-2-Iodoethane via Reductive Coupling
A novel and efficient Fe-catalyzed direct C-H amination (NH2) of arenes is reported using a new redox-active aminating reagent. The reaction is simple, and can be performed under air, mild, and redox-neutral conditions. This protocol has a broad substrate scope and could be used in the late-stage modification of bioactive compounds. Mechanistic studies demonstrate that a radical pathway could be involved in this transformation.
Adv. Synth. Catal.84Wang, XSFALSEFALSEFALSEFALSE
2226
10.1055/s-0040-1707356
Palladium-Catalyzed Cross-Coupling Reactions of 4-Tosyl-oxyquinazolines with Indoles: An Efficient Approach to 4-(1H-Indol-1-yl)quinazolines
Stereoselective allyl isomerization and regiospecific allyl arylation reactions of allylarenes with a catalytic system comprising nickel(II) with an aryl Grignard reagent were studied. Both reactions are triggered by allylic internal C(sp(2))-H activation by in-situ-formed Ni-0, which is inserted into the C-H bond at the 2-position of the allyl moiety without a directing group. The isomerization of allylarene to 1-propenylarene favors the E isomer and proceeds with quantitative conversion. The arylation takes place through oxidative cross-coupling of allylarenes with excess Grignard reagent. It occurs regiospecifically at the position of C(sp(2))-H activation and represents a new method for the synthesis of 1,1-disubstituted olefins. The results of deuterium labeling experiments reveal an alkenyl/alkyl mechanism involving allylic internal C(sp(2))-H activation and multiple intermolecular 1,2-, 1,3-, and 2,3-hydride shifts. These methods represent new approaches to the functionalization of olefins, and the mechanistic investigations could be helpful for the discovery and design of new strategies for olefin functionalization.
Synthesis84Peng, YYFALSEFALSEFALSEFALSE
2227
10.1021/jacs.0c05254
Asymmetric Ni-Catalyzed Radical Relayed Reductive Coupling
Highly enantioselective, copper-catalyzed ring opening of bicyclic hydrazines using a diboron reagent was accomplished with (R,R)-taniaphos as a chiral ligand. Desymmetrization of various bicyclic hydrazines by boryl substitution afforded 3-Bpin-4-hydrazino-cyclopentene derivatives with enantioselectivity up to >99% under mild conditions. The resulting allylic boron products were utilized in further organic transformations. Kinetic resolution of a racemic bicyclic oxazine gave useful information about the relative rates of C-O and C-N bond cleavage.
J. Am. Chem. Soc.84Nevado, CFALSEFALSEFALSEFALSE
2228
10.1021/acs.inorgchem.0c01115
Phosphorus Analogues of [Ni(bpy)(2)]: Synthesis and Application in Carbon-Halogen Bond Activation
A robust copper-catalyzed or transition-metal-free cross-coupling of gem-difluoroalkenes with tertiary, secondary, and primary alkyl Grignard reagents has been developed. Remarkably, the tertiary and secondary alkylation of gem-difluoroalkenes proceeded very smoothly in the presence of 2S mol % of CuCN or under transition-metal-free conditions, affording the tertiary and secondary alkyl-substituted fluoroalkenes in good to excellent yields with excellent Z stereoselectivity.
Inorg. Chem.84Wolf, RFALSEFALSEFALSEFALSE
2229
10.1002/anie.202006322
Nickel-Catalyzed Allylmethylation of Alkynes with Allylic Alcohols and AlMe3: Facile Access to Skipped Dienes and Trienes
Cross-electrophile coupling of aryl halides with alkyl halides has thus far been primarily conducted with stoichiometric metallic reductants in amide solvents. This report demonstrates that the use of tetrakis(dimethylamino) ethylene (TDAE) as an organic reductant enables the use of non-amide solvents, such as acetonitrile or propylene oxide, for the coupling of benzyl chlorides and alkyl iodides with aryl halides. Furthermore, these conditions work for several electron-poor heterocycles that are easily reduced by manganese. Finally, we demonstrate that TDAE addition can be used as a control element to 'hold' a reaction without diminishing yield or catalyst activity.
Angew. Chem.-Int. Edit.
84Li, WFFALSEFALSEFALSEFALSE
2230
10.1039/d0sc01084g
General and selective synthesis of primary amines using Ni-based homogeneous catalysts
A visible-light-induced and copper-promoted perfluoroalkylation of benzamides was successfully developed under the assistance of an 8-aminoquinoline directing group. It provides a straightforward method for the synthesis of ortho-perfluoroalkyl-substituted benzoic acid derivatives. The reaction employs a cheap organic dye eosin Y as the photoredox catalyst and is run under the irradiation of a 26 W fluorescent LED light bulb.
Chem. Sci.84
Jiao, H; Beller, M; Jagadeesh, RV
FALSEFALSEFALSEFALSE
2231
10.1021/jacs.0c01475
General C(sp(2))-C(sp(3)) Cross-Electrophile Coupling Reactions Enabled by Overcharge Protection of Homogeneous Electrocatalysts
The [n]dendralenes are a family of acyclic hydrocarbons which, by virtue of their ability to rapidly generate structural complexity, have attracted significant recent synthetic attention. [3]Dendralene through [8]dendralene have been previously prepared but no higher member of the family has been reported to date. Here, we describe the first chemical syntheses of the higher dendralenes, [9]dendralene through [12]dendralene. We also report a detailed investigation into the spectroscopic properties and chemical reactivity of the complete family of fundamental hydrocarbons, [3]dendralene to [12]dendralene. These studies reveal the first case of diminishing alternation in behavior in a series of related structures. We also report a comprehensive series of computational studies, which trace this dampening oscillatory effect in both spectroscopic measurements and chemical reactivity to conformational preferences.
J. Am. Chem. Soc.84Sevov, CSFALSETRUEFALSEFALSE
2232
10.1016/j.tet.2020.130925
Metal-catalyzed C-H bond functionalization of phenol derivatives
Transition-metal-catalyzed C-H activation represents one of most attractive research fields in modern organic chemistry while theoretical studies have become a popular and effective tool for elucidating mechanism nowadays. The recent achievements in the cross field of the two orientations are reviewed in this article. The first part introduced the advances in theoretical study on transition-metal-catalyzed C-H activation. The elegant work reported mainly in and after 2013, classified according to the mechanisms of C-H activation, were covered. The second part provided an analysis on the distribution of quantum-chemical methods, solvation models and basis sets in the collected theoretical studies.
Tetrahedron84Al Mamari, HHFALSEFALSEFALSEFALSE
2233
10.1002/anie.201915790
A Neutral and Aromatic Boron-Rich Inorganic Benzene
While in the early days of palladium-catalyzed allylic alkylations mainly stabilized carbanions, such as malonates, have been used as standard nucleophiles, during the last 10-15 years also non stabilized enolates became more and more popular. Efficient protocols have been developed allowing their highly regio- as well as stereoselective allylations. In addition, catalysts based on other transition metals enlarge the synthetic potential of these valuable transformations, since each metal (complex) shows its own, typical reaction behaviour. This review will cover the new developments in this fast developing field.
Angew. Chem.-Int. Edit.
84Kinjo, RFALSEFALSEFALSEFALSE
2234
10.1002/anie.201913281
Rhodium-Catalyzed Remote C(sp(3))-H Borylation of Silyl Enol Ethers
Angew. Chem.-Int. Edit.
84Zhao, WXFALSEFALSEFALSEFALSE
2235
10.1021/acscatal.9b03172
Nickel-Catalyzed Enantioselective Reductive Aryl Fluoroalkenylation of Alkenes
ACS Catal.84Kong, WQFALSEFALSEFALSEFALSE
2236
10.1002/anie.201904156
Iridium-Catalyzed Asymmetric Allylic Aromatization Reaction
Angew. Chem.-Int. Edit.
84You, SLFALSEFALSEFALSEFALSE
2237
10.1039/c9cy00938h
Metal-catalysed radical carbonylation reactions
Catal. Sci. Technol.84Mankad, NPFALSEFALSEFALSEFALSE
2238
10.1021/acs.orglett.9b01373
Copper(I)-Catalyzed Intramolecular Asymmetric Double C-Arylation for the Formation of Chiral Spirocyclic Bis-oxindoles
Org. Lett.84Zhou, GX; Cai, QFALSEFALSEFALSEFALSE
2239
10.1016/j.tet.2018.11.073
A simple, direct synthesis of 3-vinylindoles from the carbocation-catalysed dehydrative cross-coupling of ketones and indoles. A combined experimental and computational study
Tetrahedron84
Barbero, M; Ghigo, G
FALSEFALSEFALSEFALSE
2240
10.1039/c8nj05288c
Vilsmeier-Haack reagent mediated synthetic transformations with an immobilized iridium complex photoredox catalyst
New J. Chem.84Shen, YMFALSEFALSEFALSEFALSE
2241
10.1021/acs.organomet.8b00723
Stepwise versus Concerted Reductive Elimination Mechanisms in the Carbon-Iodide Bond Formation of (DPEphos)RhMeI2 Complex
Organometallics84Hong, XFALSEFALSEFALSEFALSE
2242
10.1002/adsc.201800783
Mild Access to N-Formylation of Primary Amines using Ethers as C1 Synthons under Metal-Free Conditions
Adv. Synth. Catal.84Wang, JJFALSEFALSEFALSEFALSE
2243
10.1021/jacs.8b08190
Ni-Catalyzed Enantioselective Reductive Diarylation of Activated Alkenes by Domino Cyclization/Cross-Coupling
J. Am. Chem. Soc.84Kong, WQFALSEFALSEFALSEFALSE
2244
10.1016/j.jfluchem.2018.07.008
Recent advances towards sulfur (VI) fluoride exchange (SuFEx) click chemistry
J. Fluor. Chem.84
Fattah, TA; Saeed, A
FALSEFALSEFALSEFALSE
2245
10.1016/j.jorganchem.2018.02.030
A sustainable heterogenized palladium catalyst for Suzuki-Miyaura cross coupling reaction of azaheteroaryl halides in aqueous media
J. Organomet. Chem.
84Karvembu, RFALSEFALSEFALSEFALSE
2246
10.1002/ejoc.201701143
Directed ortho-Metalation of Aryl Amides, O-Carbamates, and Methoxymethoxy Systems: Directed Metalation Group Competition and Cooperation
Eur. J. Org. Chem.84
Miah, MAJ; Snieckus, V
FALSEFALSEFALSEFALSE
2247
10.1021/acs.orglett.7b03669
Catalytic Ester to Stannane Functional Group Interconversion via Decarbonylative Cross-Coupling of Methyl Esters
Org. Lett.84Rueping, MFALSEFALSEFALSEFALSE
2248
10.1021/acssuschemeng.7b02739
Magnetically Recoverable Heterobimetallic Co2Mn3O8: Selective and Sustainable Oxidation and Reduction Reactions
ACS Sustain. Chem. Eng.
84Pratihar, SFALSEFALSEFALSEFALSE
2249
10.1016/j.jorganchem.2015.04.017
Synthesis of arylboronates by boron-induced ipso-deantimonation of triarylstibanes with boron trihalides and its application in one-pot two-step transmetallation/cross-coupling reactions
J. Organomet. Chem.
84Yasuike, SFALSEFALSEFALSEFALSE
2250
10.1021/acs.inorgchem.5b00893
From Stiba- and Bismaheteroboroxines to N,C,N-Chelated Diorganoantimony(III) and Bismuth(III) Cations-An Unexpected Case of Aryl Group Migration
Inorg. Chem.84Dostal, LFALSEFALSEFALSEFALSE
2251
10.1002/adsc.201500030
C-N Coupling of Indoles and Carbazoles with Aromatic Chlorides Catalyzed by a Single-Component NHC-Nickel(0) Precursor
Adv. Synth. Catal.84Belderrain, TRFALSEFALSEFALSEFALSE
2252
10.1021/ja511730k
Synthesis, Characterization, and Unique Catalytic Activities of a Fluorinated Nickel Enolate
J. Am. Chem. Soc.84Ohashi, MFALSEFALSEFALSEFALSE
2253
10.1002/chem.201402825
[(p-Cymene) RuCl2](2): An Efficient Catalyst for Highly Regioselective Allylic Alkylations of Chelated Amino Acid Ester Enolates
Chem.-Eur. J.84Kazmaier, UFALSEFALSEFALSEFALSE
2254
10.1039/c4dt00815d
Palladium dichloride adduct of N,N-bis-(diphenylphosphanylmethyl)-2-aminopyridine: synthesis, structure and catalytic performance in the decarboxylative cross-coupling of 4-picolinic acid with aryl bromide
Dalton Trans.84Ren, ZGFALSEFALSEFALSEFALSE
2255
10.1021/ol403028a
Pd(II)-Catalyzed C(sp(2))-H Hydroxylation with R-2(O)P-Coordinating Group
Org. Lett.84Yang, SDFALSEFALSEFALSEFALSE
2256
10.1002/adsc.201201022
Copper-Catalyzed C-Arylation and Denitrogenation of Tetrazoles: Domino Synthesis of 1,3-Diaminoisoquinoline Derivatives
Adv. Synth. Catal.84Fu, HFALSEFALSEFALSEFALSE
2257
10.1016/j.apcata.2012.09.048
Superb efficient and recycle polymer-anchored systems for palladium catalyzed Suzuki cross-coupling reactions in water
Appl. Catal. A-Gen.84Temel, HFALSEFALSEFALSEFALSE
2258
10.1021/ic2027219
Experimental Fingerprints for Redox-Active Terpyridine in [Cr(tpy)(2)] (PF6)(n) (n=3-0), and the Remarkable Electronic Structure of [Cr(tpy)(2)](1-)
Inorg. Chem.84Sproules, SFALSETRUEFALSEFALSE
2259
10.1021/om2005904
Iron-Catalyzed Cross-Coupling Reactions between Arylzinc Reagents and Alkyl Halides Bearing beta-Fluorines
Organometallics84Qing, FLFALSEFALSEFALSEFALSE
2260
10.1021/jo201339z
Cyclization Reaction for the Synthesis of Polysubstituted Naphthalenes in the Presence of Au(I) Precatalysts
J. Org. Chem.84Youn, SWFALSEFALSEFALSEFALSE
2261
10.1021/jo1022052
Transition-Metal-Free O-, S-, and N-Arylation of Alcohols, Thiols, Amides, Amines, and Related Heterocycles
J. Org. Chem.84Ramon, DJFALSEFALSEFALSEFALSE
2262
10.1016/j.jorganchem.2010.08.047
Nickel-catalyzed, base-mediated amination/hydroamination reaction sequence for a modular synthesis of indoles
J. Organomet. Chem.
84Ackermann, LFALSEFALSEFALSEFALSE
2263
10.1016/j.jorganchem.2008.08.008
Towards asymmetric Au-catalyzed hydroxy- and alkoxycyclization of 1,6-enynes
J. Organomet. Chem.
84Michelet, VFALSEFALSEFALSEFALSE
2264
10.1016/j.jorganchem.2006.02.042
Development of an amphiphilic resin-dispersion of nanopalladium catalyst: Design, preparation, and its use in aquacatalytic hydrodechlorination and aerobic oxidation
J. Organomet. Chem.
84Uozumi, YFALSEFALSEFALSEFALSE
2265
10.1021/ja980222l
The stereochemical dichotomy in palladium(0)- and nickel(0)-catalyzed allylic substitution
J. Am. Chem. Soc.84Kocovsky, PFALSEFALSEFALSEFALSE
2266
10.1021/jo970362y
Rapid fluorous Stille coupling reactions conducted under microwave irradiation
J. Org. Chem.84FALSEFALSEFALSEFALSE
2267
10.1021/ma00124a005
SYNTHESIS OF FUNCTIONAL POLYPHENYLENES FROM SUBSTITUTED HYDROQUINONES VIA NICKEL(0)-CATALYZED POLYMERIZATION OF THEIR BISMESYLATES
Macromolecules84PERCEC, VFALSEFALSEFALSEFALSE
2268
10.1002/adsc.202101469
Gold-Catalyzed Reaction of Anthranils with Alkynyl Sulfones for the Regioselective Formation of 3-Hydroxyquinolines
Adv. Synth. Catal.84Wu, YFFALSEFALSEFALSEFALSE
2269
10.1021/acs.joc.1c02580
<p>Pd-Catalyzed Coupling of N-Tosylhydrazones with Benzylic Phosphates: Toward the Synthesis of Di- or Tri-Substituted Alkenes</p>
J. Org. Chem.84
Tran, C; Hamze, A
FALSEFALSEFALSEFALSE
2270
10.1002/anie.202114556
Reductive Alkylation of Alkenyl Acetates with Alkyl Bromides by Nickel Catalysis
Angew. Chem.-Int. Edit.
84Shu, XZFALSEFALSEFALSEFALSE
2271
10.1002/cctc.202101013
Stable Pd(0) Complexes with Ferrocene Bisphosphanes Bearing Phosphatrioxaadamantyl Substituents Efficiently Catalyze Selective C-H Arylation of Benzoxazoles by Aryl Chlorides
ChemCatChem84Stepnicka, PFALSEFALSEFALSEFALSE
2272
10.1021/acs.joc.1c00570
Construction of gem-Difluoroenol Esters through Catalytic O-Selective Addition of Difluoroenoxysilanes to Ketenes
J. Org. Chem.84Pan, BW; Zhou, YFALSEFALSEFALSEFALSE
2273
10.1016/j.ica.2021.120300
Structural and catalytic properties of the [Ni(BIPHEP)X-2] complexes, BIPHEP=2,2-diphenylphosphino-1,1-biphenyl; X = Cl, Br
Inorg. Chim. Acta84Kyritsis, PFALSEFALSEFALSEFALSE
2274
10.1021/acs.joc.7b01566
Synthesis of 3-Arylbenzofuran-2-ylphosphines via Rhodium Catalyzed Redox-Neutral C-H Activation and Their Applications in Palladium-Catalyzed Cross-Coupling of Aryl Chlorides
J. Org. Chem.84Li, BFALSEFALSEFALSEFALSE
2275
10.1039/c7qo00318h
Metal-free phosphonation of benzoxazoles and benzothiazoles under oxidative conditions
Org. Chem. Front.84Guo, SM; Cai, HFALSEFALSEFALSEFALSE
2276
10.1039/c7ob01337j
Synthesis of 1H-indole-3-sulfonates via palladium-catalyzed tandem reactions of 2-alkynyl arylazides with sulfonic acids
Org. Biomol. Chem.84
Zhang, XX; Rao, WD
FALSEFALSEFALSEFALSE
2277
10.1002/anie.201603068
Nickel-Catalyzed Decarbonylative Borylation of Amides: Evidence for Acyl C-N Bond Activation
Angew. Chem.-Int. Edit.
84Shi, ZZFALSEFALSEFALSEFALSE
2278
10.1016/j.jorganchem.2016.03.027
(Ferrocenylthienyl) phosphines: Synthesis, electrochemistry and their use in Suzuki-Miyaura C, C coupling
J. Organomet. Chem.
84Lang, HFALSEFALSEFALSEFALSE
2279
10.1016/j.tet.2016.04.018
Synthesis of 1,1-diarylethylenes
Tetrahedron84Chang, MYFALSEFALSEFALSEFALSE
2280
10.1021/acs.organomet.6b00059
A Transmetalation Reaction Enables the Synthesis of [F-18]5-Fluorouracil from [F-18]Fluoride for Human PET Imaging
Organometallics84Ritter, TFALSEFALSEFALSEFALSE
2281
10.1039/c6ra11116e
Expedient access to unsymmetrical triarylmethanes through N-heterocyclic carbene catalysed 1,6-conjugate addition of 2-naphthols to para-quinone methides
RSC Adv.84Anand, RVFALSEFALSEFALSEFALSE
2282
10.1039/c6cc02412b
Highly mono-selective ortho-trifluoromethylation of benzamides via 8-aminoquinoline assisted Cu-promoted C-H activations
Chem. Commun.84Tan, ZFALSEFALSEFALSEFALSE
2283
10.2174/1570179418666210224124931
Applications of Nickel(II) Compounds in Organic Synthesis
An efficient solvent-free nickel-catalyzed method for C-H bond arylation of arenes and indoles has been developed, which proceeds expeditiously through chelation assistance. The reaction is highly selective for mono-arylation and tolerates sensitive and structurally diverse functionalities, such as halides, ethers, amines, indole, pyrrole and carbazole. This reaction represents the first example of a nickel-catalyzed C-H arylation by monochelate assistance and symbolizes a rare precedent in solvent-free C-H arylation. Mechanistic investigations by various controlled reactions, kinetic studies, and deuterium labeling experiments suggest that the arylation follows a single electron transfer (SET) pathway involving the turnover-limiting C-H nickelation process.
Curr. Org. Synth.83De, SKFALSEFALSEFALSEFALSE
2284
10.1021/acs.joc.9b01851
C-N Bond Activation of N,N '-Dialkylacylhydrazines Mediated by beta-Fragmentation of Nitrogen-Centered Radical
J. Org. Chem.83Yuan, Y; Jia, XDFALSEFALSEFALSEFALSE
2285
10.1007/s11164-018-3671-y
Ni-0 NPs anchored on acid-activated montmorillonite (Ni-0-Mont) as a highly efficient and reusable nanocatalyst for synthesis of biscoumarins and bisdimedones
Res. Chem. Intermed.
83Zeynizadeh, BFALSEFALSEFALSEFALSE
2286
10.1021/jacs.8b11868
Cyclometalated Iridium-PhanePhos Complexes Are Active Catalysts in Enantioselective Allene-Fluoral Reductive Coupling and Related Alcohol-Mediated Carbonyl Additions That Form Acyclic Quaternary Carbon Stereocenters
J. Am. Chem. Soc.83Krische, MJFALSEFALSEFALSEFALSE
2287
10.1002/anie.201809889
Nickel as a Lewis Base in a T-Shaped Nickel(0) Germylene Complex Incorporating a Flexible Bis(NHC) Ligand
Angew. Chem.-Int. Edit.
83Roesler, RFALSEFALSEFALSEFALSE
2288
10.1021/acs.organomet.8b00589
Modifications to the Aryl Group of dppf-Ligated Ni sigma-Aryl Precatalysts: Impact on Speciation and Catalytic Activity in Suzuki-Miyaura Coupling Reactions
Organometallics83Hazari, NFALSEFALSEFALSEFALSE
2289
10.1021/jacs.8b08605
Ti-Catalyzed Radical Alkylation of Secondary and Tertiary Alkyl Chlorides Using Michael Acceptors
J. Am. Chem. Soc.83Lin, SFALSEFALSEFALSEFALSE
2290
10.1039/c8qo00591e
One-pot transition-metal free transamidation to sterically hindered amides
Org. Chem. Front.83Zeng, ZFALSEFALSEFALSEFALSE
2291
10.1002/anie.201802434
Metal-Catalyzed Remote Functionalization of omega-Ene Unsaturated Ethers: Towards Functionalized Vinyl Species
Angew. Chem.-Int. Edit.
83Marek, IFALSEFALSEFALSEFALSE
2292
10.1002/chem.201800765
Cooperative Iodide Pd(0)-Catalysed Coupling of Alkoxyallenes and N-Tosylhydrazones: A Selective Synthesis of Conjugated and Skipped Dienes
Chem.-Eur. J.83Deagostino, AFALSEFALSEFALSEFALSE
2293
10.1002/ajoc.201800002
Copper-Catalyzed Direct C-H Bond Arylation of Benzoxazoles with Anilines
Asian J. Org. Chem.83Wang, CWFALSEFALSEFALSEFALSE
2294
10.1246/cl.171212
Copper-mediated Decarboxylative Coupling of Benzamides with Potassium Malonate Monoesters via Directed C-H Cleavage
Chem. Lett.83
Hirano, K; Miura, M
FALSEFALSEFALSEFALSE
2295
10.1002/ajoc.201700446
Nickel-Catalyzed C-H Heteroarylation of Chiral Oxazolines
Asian J. Org. Chem.83Lu, ZFALSEFALSEFALSEFALSE
2296
10.1021/acs.orglett.8b00114
Nickel-Catalyzed Desymmetrizing Cross-Electrophile Coupling of Cyclic Meso-Anhydrides
Org. Lett.83
Mao, JY; Walsh, PJ
FALSETRUEFALSEFALSE
2297
10.1021/jacs.7b08579
Low-Valent, High-Spin Chromium-Catalyzed Cleavage of Aromatic Carbon Nitrogen Bonds at Room Temperature: A Combined Experimental and Theoretical Study
J. Am. Chem. Soc.83Zeng, XMFALSEFALSEFALSEFALSE
2298
10.3762/bjoc.11.280
Recent advances in copper-catalyzed asymmetric coupling reactions
Beilstein J. Org. Chem.
83Zhou, FTFALSEFALSEFALSEFALSE
2299
10.1002/anie.201412319
CH Alkenylations with Alkenyl Acetates, Phosphates, Carbonates, and Carbamates by Cobalt Catalysis at 23 degrees C
Angew. Chem.-Int. Edit.
83Ackermann, LFALSEFALSEFALSEFALSE
2300
10.1002/anie.201411518
Efficient Synthesis of Sterically Hindered Arenes Bearing Acyclic Secondary Alkyl Groups by Suzuki-Miyaura Cross-Couplings
Angew. Chem.-Int. Edit.
83Tang, WJFALSEFALSEFALSEFALSE
2301
10.1246/cl.141084
Rhodium-catalyzed Borylation of Aryl and Alkenyl Pivalates through the Cleavage of Carbon-Oxygen Bonds
Chem. Lett.83Tobisu, MFALSEFALSEFALSEFALSE
2302
10.1021/jo5024393
Transition-Metal-Free Synthesis of Carbazoles by Photostimulated Reactions of 2 '-Halo[1,1 '-biphenyI]-2-amines
J. Org. Chem.83Pierini, ABTRUEFALSEFALSEFALSE
2303
10.1016/j.poly.2014.07.018
Synthesis, spectral characterization and crystal structure of Ni(II) pyridoxal thiosemicarbazone complexes and their recyclable catalytic application in the nitroaldol (Henry) reaction in ionic liquid media
Polyhedron83
Viswanathamurthi, P
FALSEFALSEFALSEFALSE
2304
10.1039/c4ra10203g
C-N and C-P bond formation via cross dehydrative coupling reaction: an efficient synthesis of novel 3,4-dihydroquinazolines
RSC Adv.83Reddy, KRFALSEFALSEFALSEFALSE
2305
10.1021/jo402106q
Base-Promoted Formal Arylation of Benzo[d]oxazoles with Acyl Chloride
J. Org. Chem.83Cheng, JFALSEFALSEFALSEFALSE
2306
10.6023/cjoc201301020
Research and Progress in Chiral Binuclear Catalyst of First Row Transition Metal and Corresponding Nonlinear Effect
Chin. J. Org. Chem.83Zhu, YLFALSEFALSEFALSEFALSE
2307
10.1016/j.poly.2013.02.059
Intramolecular electronic communication in ferrocene-based beta-diketonato copper(II) complexes as observed by an electrochemical study
Polyhedron83Lang, HFALSEFALSEFALSEFALSE
2308
10.1021/ol4007162
One-Pot Synthesis of Diarylamines from Two Aromatic Amines via Oxidative Dearomatization-Imino Exchange-Reductive Aromatization
Org. Lett.83Wang, WBFALSEFALSEFALSEFALSE
2309
10.1002/adsc.201200364
Microwave-Promoted Suzuki-Miyaura Cross-Coupling of Aryl Imidazolylsulfonates in Water
Adv. Synth. Catal.83Alonso, DAFALSEFALSEFALSEFALSE
2310
10.1002/chem.201200305
Phosphine-Mediated Domino Benzannulation Strategy for the Construction of Highly Functionalized Multiaryl Skeletons
Chem.-Eur. J.83Huang, YFALSEFALSEFALSEFALSE
2311
10.1021/ar200055y
Organogold Reactivity with Palladium, Nickel, and Rhodium: Transmetalation, Cross-Coupling, and Dual Catalysis
Accounts Chem. Res.
83Blum, SAFALSEFALSEFALSEFALSE
2312
10.1039/c1ob05597f
Nano-CuFe2O4 as a magnetically separable and reusable catalyst for the synthesis of diaryl/aryl alkyl sulfides via cross-coupling process under ligand-free conditions
Org. Biomol. Chem.83Nageswar, YVDFALSEFALSEFALSEFALSE
2313
10.1016/S0065-2725(10)09902-2
Heterocyclic BINAP Analogues
Adv. Heterocycl. Chem.
83Arshad, NFALSEFALSEFALSEFALSE
2314
10.1246/bcsj.82.778
Metal-Mediated Retro-Allylation of Homoallyl Alcohols for Highly Selective Organic Synthesis
Bull. Chem. Soc. Jpn.
83Yorimitsu, HFALSEFALSEFALSEFALSE
2315
10.1039/d2sc00174h
A reactivity model for oxidative addition to palladium enables quantitative predictions for catalytic cross-coupling reactions
Chem. Sci.83Paci, I; Leitch, DCFALSEFALSEFALSEFALSE
2316
10.1039/d2sc00147k
Me-2(CH2 = CH)SiCN: a bifunctional ethylene equivalent for Diels-Alder reaction based controllable tandem synthesis
Chem. Sci.83Yu, JSFALSEFALSEFALSEFALSE
2317
10.1021/acscatal.1c02307
Nickel-Catalyzed Reductive Cross-Coupling of Heteroaryl Chlorides and Aryl Chlorides
ACS Catal.83Lautens, MFALSEFALSEFALSEFALSE
2318
10.1002/aoc.6430
Advances in non-palladium-catalysed Stille couplings
Appl. Organomet. Chem.
83Anilkumar, GFALSEFALSEFALSEFALSE
2319
10.1021/jacs.1c07230
Conversion of Primary Alcohols and Butadiene to Branched Ketones via Merged Transfer Hydrogenative Carbonyl Addition-Redox Isomerization Catalyzed by Rhodium
J. Am. Chem. Soc.83Krische, MJFALSEFALSEFALSEFALSE
2320
10.1055/a-1503-6330
C-O-Selective Cross-Coupling of Chlorinated Phenol Derivatives
Synlett83Neufeldt, SRFALSEFALSEFALSEFALSE
2321
10.1021/acs.orglett.1c00626
Stereo- and Regioselective cis-Hydrophosphorylation of 1,3-Enynes Enabled by the Visible-Light Irradiation of NiCl2(PPh3)(2)
Org. Lett.83Hou, H; Zhu, SQFALSEFALSEFALSEFALSE
2322
10.1002/adsc.201700654
Iron-Mediated Oxidative C-H Alkylation of S,S-Functionalized Internal Olefins via C(sp(2))-H/C(sp(3))-H Cross-Coupling
Adv. Synth. Catal.83Yu, ZKFALSEFALSEFALSEFALSE
2323
10.1021/jacs.6b12653
Isolable and Readily Handled Halophosphonium Pre-reagents for Hydro- and Deuteriohalogenation
J. Am. Chem. Soc.83Snyder, SAFALSEFALSEFALSEFALSE
2324
10.1021/acs.organomet.7b00208
Oxidative Addition of Aryl Electrophiles to a Prototypical Nickel(0) Complex: Mechanism and Structure/Reactivity Relationships
Organometallics83Nelson, DJFALSETRUEFALSEFALSE
2325
10.1021/acs.joc.6b02595
CuCl-Catalyzed Ullmann-Type C-N Cross-Coupling Reaction of Carbazoles and 2-Bromopyridine Derivatives
J. Org. Chem.83She, YB; Li, GJFALSEFALSEFALSEFALSE
2326
10.1002/anie.201606513
Nickel- and Photoredox-Catalyzed Cross-Coupling Reactions of Aryl Halides with 4-Alkyl-1,4-dihydropyridines as Formal Nucleophilic Alkylation Reagents
Angew. Chem.-Int. Edit.
83Nishibayashi, YTRUEFALSEFALSEFALSE
2327
10.1039/c5ra26182a
Polymeric beta-alanine incarcerated Pd(II) catalyzed allylic etherification in water: a mild and efficient method for the formation of C(sp(3))-O bonds
RSC Adv.83Islam, SMFALSEFALSEFALSEFALSE
2328
10.1016/j.ica.2021.120294
Ru(II)-NHC catalysed N-Alkylation of amines with alcohols under solvent-free conditions
A novel method of nucleophilic ring-opening of meso-epoxides with 4-aryl-NH-1,2,3-triazoles has been developed under metal-free conditions. The epoxide-ring opening process were carried out in the presence of organic bases (DABCO/Et3N) in acetonitrile at 85 degrees C to afford a regioisomeric mixture of trans-2-(4-aryl-2H-1,2,3-triazol-2yl) cycloalkanols (2,4-disubstituted triazoles) as major adducts and trans-2-(4-aryl-1H-1,2,3-triazol-1-yl)cycloalkanols (1,4-disubstituted triazoles) as minor adducts in excellent combined chemical yields (isolated yield up to 99%).
Inorg. Chim. Acta82Ozdemir, IFALSEFALSEFALSEFALSE
2329
10.1021/jacs.0c08823
General Method for Enantioselective Three-Component Carboarylation of Alkenes Enabled by Visible-Light Dual Photoredox/Nickel Catalysis
An enantioselective iridium-catalyzed allylic substitution with a set of highly unstabilized nucleophiles generated in situ from 2-methylpyridines is described. Enantioen-riched 2-substituted pyridines,which are frequently encountered in natural products and pharmaceuticals, could be easily constructed by this simple method in good yields and excellent enantioselectivity. The synthetic utility of the pyridine products is demonstrated through the synthesis of a key intermediate of a reported Na+/H+ exchanger inhibitor and the total synthesis of (-)-lycopladine A.
J. Am. Chem. Soc.82Chu, LLTRUEFALSEFALSEFALSE
2330
10.1016/j.tet.2020.131648
Isosterically designed chiral catalysts: Rationale, optimization and their application in enantioselective nucleophilic addition to aldehydes
Because diaryl ethers are present as an important motif in pharmaceuticals and natural products, extensive studies for the development of novel methods have been conducted. A conventional method for the construction of the diaryl ether moiety is the intermolecular cross-coupling reaction of aryl halides and phenols with a copper or palladium catalyst. We developed a catalytic decarbonylative etherification of aromatic esters using a palladium or nickel catalyst with our enabling diphosphine ligand to give the corresponding diaryl ethers. The present reaction can be conducted on grain scale in excellent yield. This reaction not only functions in an intramolecular setting but also allows for a crossetherification using other phenols.
Tetrahedron82Li, YMFALSEFALSEFALSEFALSE
2331
10.1021/acscatal.0c03993
Nickel-Catalyzed Cross-Electrophile Coupling Reactions for the Synthesis of gem-Difluorovinyl Arenes
A palladium-catalyzed cross-coupling between aryl esters and anilines is reported, enabling access to diverse amides. The reaction takes place via activation of the C-O bond by oxidative addition with a Pd-NHC complex, which enables the use of relatively non-nucleophilic anilines that otherwise require stoichiometric activation with strong bases in order to react. High yields of aromatic, aliphatic, and heterocyclic products are obtained. A range of activated esters are evaluated in the presence and absence of catalyst, demonstrating that the catalytic methodology substantially increases the types of electrophiles that can be utilized for amide bond formation the absence of harsh bases.
ACS Catal.82Lian, ZFALSETRUEFALSEFALSE
2332
10.1055/s-0040-1707166
Stereoselective Rhodium-Catalyzed Isomerization of Stereoisomeric Mixtures of Arylalkenes
Chemical transformations that result in either the formation or cleavage of carbon-heteroatom bonds are among the most important processes in the chemical sciences. Herein, we present a review on the reactivity of well-defined, late-transition metal complexes that result in the making and breaking of C-N, C-O and C-S bonds via fundamental organometallic reactions, i.e. oxidative addition, reductive elimination, insertion and elimination reactions. When appropriate, emphasis is placed on structural and spectroscopic characterization techniques, as well as mechanistic data.
Synthesis82Li, T; Zhao, WXFALSEFALSEFALSEFALSE
2333
10.1021/acs.orglett.0c02752
Cobalt-Catalyzed Defluorosilylation of Aryl Fluorides via Grignard Reagent Formation
This manuscript describes the design, synthesis, characterization, and reactivity studies of organometallic Ni-III complexes of general structure TpNi(III)(R)(R-1) (Tp = tris(pyrazolyl)borate). With appropriate selection of the R and R-1 ligands, the complexes are stable at room temperature and can be characterized by cyclic voltammetry, EPR spectroscopy, and X-ray crystallography. Upon heating, many of these Ni-III compounds undergo C(sp(2))-C(sp(2)) or C(sp(3))-C(sp(2)) bond-forming reactions that are challenging at lower oxidation states of nickel.
Org. Lett.82Lee, EFALSEFALSEFALSEFALSE
2334
10.1002/aoc.5828
Immobilization of Au nanoparticles on poly(glycidyl methacrylate)-functionalized magnetic nanoparticles for enhanced catalytic application in the reduction of nitroarenes and Suzuki reaction
A novel procedure for the synthesis of functionalized symmetrical biaryl compounds is described. The reaction proceeds via the oxidative homocoupling of arylzinc species formed by cobalt catalysis in the presence of air or p-benzoquinone depending on the nature of the functional group.
Appl. Organomet. Chem.
82Pourjavadi, AFALSEFALSEFALSEFALSE
2335
10.1021/jacs.0c03708
Enantioselective Three-Component Fluoroalkylarylation of Unactivated Olefins through Nickel-Catalyzed Cross-Electrophile Coupling
A 1,6-addition arylation reaction of para-quinone methides with alpha-isocyanoacetamides and electron-rich aromatic compounds under metal-free conditions has been developed. BF3 center dot Et2O plays two roles in the reaction: catalyzing the cyclization of alpha-isocyanoacetamides to give oxazoles, and activating the para-quinone methides to achieve the 1,6-addition arylation process. The reaction shows good functional group tolerance, scalability, and regioselectivity. It is a consice protocol for the synthesis of diverse unsymmetrical triarylmethanes. Further transformation of the resulting triarylmethanes provides an efficient route to some functionalized molecules.
J. Am. Chem. Soc.82Chu, LLFALSETRUEFALSEFALSE
2336
10.1002/adsc.202000122
Suzuki-Miyaura Cross-Coupling of Amides using Well-Defined, Air-Stable [(PR3)(2)Pd(II)X-2] Precatalysts
A simple and general synthesis of a series of quinoline-based isoindolin-l-ones, namely N-substituted 7-bromo-2,3-dihydro-1H-pyrrolo-[3,4-b]quinolin-1-ones through a one-pot reaction of ethyl 6-bromo-2-(chloromethyl)quinoline-3-carboxylate with various amines in refluxing EtOH-AcOH (v/v, 10:1) solvent system was described. A mechanism involving consecutive Williamson-type reaction of the 2-chloromethyl group with amine followed by intramolecular C-N bond cyclization process is proposed.
Adv. Synth. Catal.82Szostak, MFALSEFALSEFALSEFALSE
2337
10.3390/nano10040632
Ultrasound-Assisted Hydrazine Reduction Method for the Preparation of Nickel Nanoparticles, Physicochemical Characterization and Catalytic Application in Suzuki-Miyaura Cross-Coupling Reaction
Palladium catalyzed, nondirected C3-selective arylation of pyridines with arenes and heteroarenes in the presence of 1,10-phenanthroline as the ligand has been developed. The optimized conditions allow for a highly C3-selective arylation of pyridines, affording various 3,3'-bipyridines and 3-arylpyridines.
Nanomaterials82Palinko, IFALSEFALSEFALSEFALSE
2338
10.1021/acs.joc.9b02705
Nickel-Catalyzed Transformation of Alkene-Tethered Oxime Ethers to Nitriles by a Traceless Directing Group Strategy
J. Org. Chem.82
Tsuji, H; Kawatsura, M
FALSEFALSEFALSEFALSE
2339
10.1021/jacs.9b12554
Nickel/Photo-Cocatalyzed Asymmetric Acyl-Carbamoylation of Alkenes
J. Am. Chem. Soc.82Wang, CTRUEFALSEFALSEFALSE
2340
10.1021/acs.joc.9b02465
Recent Advances in Titanium Radical Redox Catalysis
J. Org. Chem.82Lin, SFALSEFALSEFALSEFALSE
2341
10.1021/acs.orglett.9b02990
General Synthesis of N-Alkylation of Amines with Secondary Alcohols via Hydrogen Autotransfer
Org. Lett.82Balaraman, EFALSEFALSEFALSEFALSE
2342
10.1002/anie.201907375
A Mechanistic Analysis of the Palladium-Catalyzed Formation of Branched Allylic Amines Reveals the Origin of the Regio- and Enantioselectivity through a Unique Inner-Sphere Pathway
Angew. Chem.-Int. Edit.
82Huang, GPFALSEFALSEFALSEFALSE
2343
10.1021/acs.joc.9b01438
Sulfur-Mediated Allylic C-H Arylation, Epoxidation, and Aziridination
J. Org. Chem.82Li, PFFALSEFALSEFALSEFALSE
2344
10.1039/c9qo00536f
Visible light driven, nickel-catalyzed aryl esterification using a triplet photosensitiser thioxanthen-9-one
Org. Chem. Front.82Li, HX; Lang, JPFALSEFALSEFALSEFALSE
2345
10.1021/acs.orglett.9b01968
Ammonia as Ultimate Amino Source in Synthesis of Primary Amines via Nickel-Promoted C-H Bond Amination
Org. Lett.82Tan, ZFALSEFALSEFALSEFALSE
2346
10.1039/c9cc02199j
PdCl2(CH3CN)(2)-catalyzed regioselective C-H olefinations of 2-amino biaryls with vinylsilanes as unactivated alkenes
Chem. Commun.82Cui, YM; Xu, LWFALSEFALSEFALSEFALSE
2347
10.1039/c9sc00633h
Bronsted acid and Pd-PHOX dual-catalysed enantioselective addition of activated C-pronucleophiles to internal dienes
Chem. Sci.82Malcolmson, SJFALSEFALSEFALSEFALSE
2348
10.1021/acscatal.9b00688
Palladium-Catalyzed Remote 1,n-Arylamination of Unactivated Terminal Alkenes
ACS Catal.82Lin, AJ; Yao, HQFALSEFALSEFALSEFALSE
2349
10.1021/jacs.8b13652
Rhodium-Catalyzed Aldehyde Arylation via Formate-Mediated Transfer Hydrogenation: Beyond Metallic Reductants in Grignard/Nozaki-Hiyami-Kishi-Type Addition
J. Am. Chem. Soc.82Krische, MJFALSEFALSEFALSEFALSE
2350
10.1002/ajoc.201800569
Pd/Zn Co-catalyzed Asymmetric Ring-Opening Reactions of Aza/Oxabicyclic Alkenes with Oximes
Asian J. Org. Chem.82Fan, BMFALSEFALSEFALSEFALSE
2351
10.1021/acs.joc.8b02666
Nickel-Catalyzed Synthesis of N-Substituted Pyrroles Using Diols with Aryl- and Alkylamines
J. Org. Chem.82Banerjee, DFALSEFALSEFALSEFALSE
2352
10.1021/acs.orglett.8b02854
Catalytic sp(3)C-CN Bond Cleavage: Ni-Mediated Phosphorylation of Alkylnitriles
Org. Lett.82Chen, TQFALSEFALSEFALSEFALSE
2353
10.1002/cssc.201801641
Metal-Organic-Framework-Derived Co3S4 Hollow Nanoboxes for the Selective Reduction of Nitroarenes
ChemSusChem82Queen, WLFALSEFALSEFALSEFALSE
2354
10.1002/anie.201803668
Divergent Synthesis of CF3-Substituted Allenyl Nitriles by Ligand-Controlled Radical 1,2-and 1,4-Addition to 1,3-Enynes
Angew. Chem.-Int. Edit.
82Liu, GSFALSEFALSEFALSEFALSE
2355
10.1002/aoc.4273
Chitosan-Supported Ni particles: An Efficient Nanocatalyst for Direct Amination of Phenols
Appl. Organomet. Chem.
82Hajipour, ARFALSEFALSEFALSEFALSE
2356
10.6023/cjoc201708058
Progress in the Synthesis of Arylated Coumarin Derivatives
Chin. J. Org. Chem.82Yuan, JWFALSEFALSEFALSEFALSE
2357
10.1021/acscatal.7b03215
Transition-Metal-Catalyzed Monoarylation of Ammonia
ACS Catal.82Schranck, JFALSEFALSEFALSEFALSE
2358
10.1021/acs.joc.7b02560
Hydroxy-Assisted Regio- and Stereoselective Synthesis of Functionalized 4-Methylenepyrrolidine Derivatives via Phosphine-Catalyzed [3+2] Cycloaddition of Allenoates with o-Hydroxyaryl Azomethine Ylides
J. Org. Chem.82Zhou, QFFALSEFALSEFALSEFALSE
2359
10.1002/anie.201506437
Selective Alkenylation and Hydroalkenylation of Enol Phosphates through Direct C-H Functionalization
Angew. Chem.-Int. Edit.
82Loh, TPFALSEFALSEFALSEFALSE
2360
10.1002/chem.201501811
Perfluoroalkyl and -aryl Zinc Ate Complexes: Generation, Reactivity, and Synthetic Application
Chem.-Eur. J.82Hirano, KFALSEFALSEFALSEFALSE
2361
10.1016/j.tet.2015.02.088
Rhodium-catalyzed cross-coupling of aryl carbamates with arylboron reagents
Tetrahedron82Tobisu, MFALSEFALSEFALSEFALSE
2362
10.1021/acs.orglett.5b01127
C-sp(3)-C-sp(3) Bond Cleavage in the Palladium-Catalyzed Aminohydroxylation of Allylic Hydrazones Using Atmospheric Oxygen as the Sole Oxidant
Org. Lett.82Loh, TPFALSEFALSEFALSEFALSE
2363
10.1021/jacs.5b02212
Dynamic Kinetic Asymmetric Amination of Alcohols: From A Mixture of Four Isomers to Diastereo- and Enantiopure alpha-Branched Amines
J. Am. Chem. Soc.82Zhao, YFALSEFALSEFALSEFALSE
2364
10.1002/anie.201410875
Nickel-Catalyzed Monoarylation of Ammonia
Angew. Chem.-Int. Edit.
82Stradiotto, MFALSEFALSEFALSEFALSE
2365
10.1039/c5cc02254a
Ni(II)/BINOL-catalyzed alkenylation of unactivated C(sp(3))-H bonds
Chem. Commun.82Shi, BFFALSEFALSEFALSEFALSE
2366
10.1039/c4dt03320e
Tetragonal Cu2Se nanoflakes: synthesis using selenated propylamine as Se source and activation of Suzuki and Sonogashira cross coupling reactions
Dalton Trans.82Singh, AKFALSEFALSEFALSEFALSE
2367
10.1039/c5cc02256h
Asymmetric synthesis of quaternary alpha-fluoro-beta-keto-amines via detrifluoroacetylative Mannich reactions
Chem. Commun.82Han, JLFALSEFALSEFALSEFALSE
2368
10.1039/c4ob02488e
Direct construction of 2-alkylbenzo-1,3-azoles via C-H activation of alkanes for C-C and C-X (X = O, S) bond formation
Org. Biomol. Chem.82Yadav, LDSFALSEFALSEFALSEFALSE
2369
10.1021/jo501697n
Nickel(II)-Catalyzed Direct Arylation of C-H Bonds in Aromatic Amides Containing an 8-Aminoquinoline Moiety as a Directing Group
J. Org. Chem.82Chatani, NFALSEFALSEFALSEFALSE
2370
10.1016/j.saa.2014.04.185
Microwave assisted synthesis, characterization and biocidal activities of some new chelates of carbazole derived Schiff bases of cadmium and tin metals
Spectroc. Acta Pt. A-Molec. Biomolec. Spectr.
82Kumar, DFALSEFALSEFALSEFALSE
2371
10.1021/jo501406v
Asymmetric Organocatalytic Cascade Reaction of Aldehydes with 2-Amino-beta-nitrostyrenes: Synthesis of Chiral Tetrahydroquinolines and Dihydroquinolines
J. Org. Chem.82Kim, SGFALSEFALSEFALSEFALSE
2372
10.1021/om401028d
N-Heterocyclic Carbene-Palladium(II)-4,5-Dihydrooxazole Complexes: Synthesis and Catalytic Activity toward Amination of Aryl Chlorides
Organometallics82Lu, JMFALSEFALSEFALSEFALSE
2373
10.1016/j.tetlet.2013.10.071
Synthesis of highly soluble fluorescent pi-extended 2-(2-thienyl)benzothiazole derivatives via oxidative cyclization of 2-thienylthioanilide as the key step
Tetrahedron Lett.82Konishi, GFALSEFALSEFALSEFALSE
2374
10.1002/chem.201302621
Sustainable Catalysis: Rational Pd Loading on MIL-101Cr-NH2 for More Efficient and Recyclable Suzuki-Miyaura Reactions
Chem.-Eur. J.82Zou, XDFALSEFALSEFALSEFALSE
2375
10.1002/anie.201307028
Formal Ring-Opening/Cross-Coupling Reactions of 2-Pyrones: Iron-Catalyzed Entry into Stereodefined Dienyl Carboxylates
Angew. Chem.-Int. Edit.
82Furstner, AFALSEFALSEFALSEFALSE
2376
10.1002/pola.26473
Synthesis, surface property, micellization and pH responsivity of fluorinated gradient copolymers
J. Polym. Sci. Pol. Chem.
82Luo, ZHFALSEFALSEFALSEFALSE
2377
10.1039/c3ra44884c
Kumada-Tamao-Corriu cross-coupling reaction of O-based electrophiles with Grignard reagents via C-O bond activation
RSC Adv.82Wang, ZLFALSEFALSEFALSEFALSE
2378
10.1007/3418_2012_42
Catalytic Transformations Involving the Activation of sp(2) Carbon-Oxygen Bonds
Top. Organomet. Chem.
82Tobisu, MFALSEFALSEFALSEFALSE
2379
10.1021/ol300671y
Well-Defined Ruthenium(II) Carboxylate as Catalyst for Direct C-H/C-O Bond Arylations with Phenols in Water
Org. Lett.82Ackermann, LFALSEFALSEFALSEFALSE
2380
10.1016/j.ica.2011.02.058
Diferrocenes containing thiadiazole connectivities
Inorg. Chim. Acta82Lang, HFALSEFALSEFALSEFALSE
2381
10.1016/j.tet.2010.11.042
Silica supported palladium-phosphine complex: recyclable catalyst for Suzuki-Miyaura cross-coupling reactions at ambient temperature
Tetrahedron82Li, PHFALSEFALSEFALSEFALSE
2382
10.1039/c1ra00406a
Reusable and efficient CoCl2 center dot 6H(2)O/cationic 2,2 '-bipyridyl system-catalyzed S-arylation of aryl halides with thiols in water under air
RSC Adv.82Lan, MTFALSEFALSEFALSEFALSE
2383
10.1016/j.tetlet.2009.03.108
Ruthenium N-heterocyclic carbene catalysts for selective reduction of nitriles to primary amines
Tetrahedron Lett.82Beller, MFALSEFALSEFALSEFALSE
2384
10.1055/s-0028-1087347
Synthesis of Unsymmetrical Heterobiaryls Using Palladium-Catalyzed Cross-Coupling Reactions of Lithium Organozincates
Synlett82Mongin, FFALSEFALSEFALSEFALSE
2385
10.1021/jo020297e
Nickel-on-charcoal-catalyzed aromatic aminations and Kumada couplings: Mechanistic and synthetic aspects
J. Org. Chem.82Lipshutz, BHFALSEFALSEFALSEFALSE
2386
10.1016/S0040-4020(01)00560-9
Synthetic use of 1,1,2,2-tetraphenyldisilane for the preparation of biaryls through the intramolecular free radical ipso-substitution of N-(2-bromoaryl) arenesulfonamides
Tetrahedron82Togo, HFALSEFALSEFALSEFALSE
2387
10.1002/1521-3765(20001016)6:20<3706::AID-CHEM3706>3.3.CO;2-G
doi.org/10.1002/1521-3765(20001016)6:20<3706::AID-CHEM3706>3.3.CO;2-G
Nickel-catalyzed [2+2] cycloaddition of alkynes with activated cyclic alkenes: Synthesis and novel ring expansion studies of cyclobutene products
Chem.-Eur. J.82Cheng, CHFALSEFALSEFALSEFALSE
2388
10.1135/cccc20000729
Stereoconservative cyanation of [1,1 '-binaphthalene]2,2 '-dielectrophiles. An alternative approach to homochiral C-2-symmetric [1,1 '-binaphthalene]2,2 '-dicarbonitrile and its transformations
Collect. Czech. Chem. Commun.
82Putala, MFALSEFALSEFALSEFALSE
2389
10.1021/jacs.1c12203
Using Data Science To Guide Aryl Bromide Substrate Scope Analysis in a Ni/Photoredox-Catalyzed Cross-Coupling with Acetals as Alcohol-Derived Radical Sources
J. Am. Chem. Soc.82Doyle, AGTRUEFALSEFALSEFALSE
2390
10.1021/jacs.1c10368
Nickel-Catalyzed Ipso/Ortho Difunctionalization of Aryl Bromides with Alkynes and Alkyl Bromides via a Vinyl-to-Aryl 1,4-Hydride Shift
J. Am. Chem. Soc.82Zhu, SLFALSEFALSEFALSEFALSE
2391
10.1016/j.tet.2021.132539
Acylative kinetic resolution of 1,1 '-binaphthyl-8,8 '-diamines by organocatalysis
Tetrahedron82Kawabata, TFALSEFALSEFALSEFALSE
2392
10.1039/d1qo01579f
Ni(ii)-Catalyzed intermolecular selective Heck-type arylation of unactivated alkenes with arylboronic acids
Org. Chem. Front.82Lin, CFALSEFALSEFALSEFALSE
2393
10.6023/cjoc202105053
Transition Metal-Catalyzed C-P Bond Activation
Chin. J. Org. Chem.82Luan, YX; Ye, MCFALSEFALSEFALSEFALSE
2394
10.1039/d1cc03404a
Recent advances in transition metal-catalyzed (1,n) annulation using (de)-hydrogenative coupling with alcohols
Chem. Commun.82Banerjee, DFALSEFALSEFALSEFALSE
2395
10.1055/a-1545-7563
Iridium-Catalyzed Transfer Hydrogenation for Construction of Quinolines from 2-Aminobenzyl Alcohols with Enones in Water
Synthesis82Luo, RSFALSEFALSEFALSEFALSE
2396
10.1016/j.jorganchem.2021.121925
Palladium(II) Complexes Bearing a Mixed Set of aNHC/Py/PR3/I-2 Ligands: Applications in alpha-Arylation of Amide and Suzuki-Miyaura Coupling Reactions
J. Organomet. Chem.
82Maity, RFALSEFALSEFALSEFALSE
2397
10.1021/acscatal.1c00951
Redox-Neutral Nickel-Catalyzed Cross-Coupling Reactions of (Homo)allylic Alcohols and Aryltriflates
ACS Catal.82Rong, ZQFALSEFALSEFALSEFALSE
2398
10.1039/d1sc01430g
Ortho-aryl substituted DPEphos ligands: rhodium complexes featuring C-H anagostic interactions and B-H agostic bonds
Chem. Sci.82Weller, ASFALSEFALSEFALSEFALSE
2399
10.1002/ejoc.202100194
Amination of Aryl Halides Mediated by Electrogenerated Nickel from Sacrificial Anode
Eur. J. Org. Chem.82
Sengmany, S; Leonel, E
FALSETRUEFALSEFALSE
2400
10.1039/d1qo00140j
A simple removable aliphatic nitrile template 2-cyano-2,2-di-isobutyl acetic acid for remote meta-selective C-H functionalization
Org. Chem. Front.82Satyanarayana, GFALSEFALSEFALSEFALSE
2401
10.1002/ejoc.201700514
N-Methylpyrrolidin-2-one-Promoted Formation of Functional Esters through C-O Bond Cleavage
Eur. J. Org. Chem.82
Liu, JM; Tang, QH
FALSEFALSEFALSEFALSE
2402
10.1002/ejoc.201601311
Green and Scalable Palladium-on-Carbon-Catalyzed Tsuji-Trost Coupling Reaction Using an Efficient and Continuous Flow System
Eur. J. Org. Chem.82Len, CFALSEFALSEFALSEFALSE
2403
10.1021/jacs.6b10998
A Mild and Ligand-Free Ni-Catalyzed Silylation via C-OMe Cleavage
J. Am. Chem. Soc.82Martin, RFALSEFALSEFALSEFALSE
2404
10.1039/c6cc09685a
Coupling of C(sp(3))-H bonds with C(sp(2))-O electrophiles: mild, general and selective
Chem. Commun.82Yu, DGFALSEFALSEFALSEFALSE
2405
10.1039/c6dt03241a
Platinum(0)-mediated C-O bond activation of ethers via an S(N)2 mechanism
Dalton Trans.82Lledos, AFALSEFALSEFALSEFALSE
2406
10.1016/j.tet.2016.10.059
Amidation via ligand-free direct oxidative C(sp(3))-H/N-H coupling with Cu-CPO-27 metal-organic framework as a recyclable heterogeneous catalyst
Tetrahedron82Phan, NTSFALSEFALSEFALSEFALSE
2407
10.1016/j.tetlet.2016.04.089
Palladium-catalyzed double C-H functionalization of 2-aryl-1,3-dicarbonyl compounds: a facile access to alkenylated benzopyrans
Tetrahedron Lett.82Bollikolla, HBFALSEFALSEFALSEFALSE
2408
10.1080/00397911.2016.1192651
Use of 2,4,6-trichloro-1,3,5-triazine (TCT) as organic catalyst in organic synthesis
Synth. Commun.82Jain, SFALSEFALSEFALSEFALSE
2409
10.1039/d0ob02348e
Mild and efficient copper-catalyzed oxidative cyclization of oximes with 2-aminobenzyl alcohols at room temperature: synthesis of polysubstituted quinolines
The development of the site-selective Suzuki-Miyaura cross-coupling of dibromoanthracene as an efficient strategy toward organic light emitting diodes (OLEDs) is disclosed in this article. An unprecedented step-economic palladacycle-promoted triple Suzuki coupling protocol allowed the synthesis of three new OLED emitters and could prove to be a useful general strategy for researchers working in this field. Characterization of the synthesized molecules by UV-vis spectroscopy and thermogravimetric analysis-differential scanning calorimetry followed by density functional theory studies of the different properties strongly confirms the derivatives possess more significant hole mobility character than electron transfer capability.
Org. Biomol. Chem.81Liu, YLFALSEFALSEFALSEFALSE
2410
10.1002/tcr.202000108
Catalytic Asymmetric Total Synthesis of Leucinostatin A
A pillar[5]arene-based N-heterocyclic carbene ligand was prepared by reaction of bromoethoxy pillar[5]arene with excess 1-methylimidazole at 130 A degrees C in the absence of solvent and used as a catalyst for the Suzuki coupling reaction. Excellent yields were obtained when the Suzuki reactions were carried out under ambient atmosphere in ethanol, employing 0.2 mol% ligand, 1 mol% PdCl2(CH3CN)(2) and 1.5 mmol of K2CO3. The novel pillar[5]arene-based imidazolium salt is a promising material for the construction of highly active supramolecular catalytic systems.
Chem. Rec.81
Watanabe, T; Shibasaki, M
FALSEFALSEFALSEFALSE
2411
10.1002/cctc.202000876
Nickel-Catalyzed Synthesis ofN-(Hetero)aryl Carbamates from Cyanate Salts and Phenols Activated with Cyanuric Chloride
Using a recently discovered precatalyst, the first Pd-catalyzed Suzuki-Miyaura reactions using aryl sulfamates that occur at room temperature are reported. In complementary work, it is demonstrated that a related precatalyst can facilitate the coupling of aryl silanolates, which are less toxic and reactive nucleophiles than boronic acids with aryl chlorides. By combining our results using modern electrophiles and nucleophiles, the first Hiyama-Denmark reactions using aryl sulfamates are reported.
ChemCatChem81
Inaloo, ID; Esmaeilpour, M
FALSEFALSEFALSEFALSE
2412
10.1021/jacs.0c06139
Development of an Aryl Amination Catalyst with Broad Scope Guided by Consideration of Catalyst Stability
A system consisting of catalytic amounts of [(p-cym)RuCl2](2)/PEt3 center dot HBF4, K2CO3 as the base, and NMP as the solvent efficiently mediates the ortho-C-H arylation of benzoic acids with aryl bromides at 100 degrees C. Replacing the phosphine ligand with the amino acid dl-pipecolinic acid enables the analogous transformation with aryl chlorides. The key advantage of this broadly applicable transformation is the use of an inexpensive ruthenium catalyst in combination with simple carboxylates as directing groups, which can either be tracelessly removed or used as anchor points for decarboxylative ipso substitutions.
J. Am. Chem. Soc.81Buchwald, SLFALSEFALSEFALSEFALSE
2413
10.1039/d0ob00711k
Recent development in the synthesis ofC-glycosides involving glycosyl radicals
A decarboxylative Mizoroki-Heck coupling of aryl halides with cinnamic acids has been developed in which the carboxylate group directs the arylation into its -position before being tracelessly removed through protodecarboxylation. In the presence of a copper/palladium catalyst, both electron-rich and electron-deficient aryl bromides and chlorides bearing numerous functionalities were successfully coupled with broadly available cinnamates, with selective formation of 1,1-disubstituted alkenes. This reaction concept, in which the carboxylate acts as a deciduous directing group, ideally complements traditional 1,2-selective Heck reactions of styrenes.
Org. Biomol. Chem.81Hu, XGFALSEFALSEFALSEFALSE
2414
10.1021/jacs.0c04812
Cross-Electrophile Coupling of Unactivated Alkyl Chlorides
In the presence of a diatylborinic acid catalyst, glycosyl methanesulfonates engage in regio- and; stereoselective couplings, with partially protected pyranoside and furanoside acceptors. The methanesulfonate donors are prepared in situ from glycosyl hemiacetals, and are coupled under mild, operationally simple conditions (amine base, organoboron catalyst, room temperature). The borinic acid: catalyst not only influences site-selectivity via activation of 1,2- or 1,3-diol motifs, but also has a pronounced effect on the stereochemical outcome: 1,2-trans-linked disaccharides are obtained selectively in the absence of neighboring group participation. Reaction progress kinetic analysis was used to obtain insight into the mechanism of glycosylation, both in the presence of catalyst and in its absence, while rates of interconversion of methanesulfonate anomers were determined by NMR exchange spectroscopy (EXSY): Together, the results suggest that although the uncatalyzed and catalyzed reactions give rise to opposite stereochemical outcomes, both proceed by associative mechanisms.
J. Am. Chem. Soc.81MacMillan, DWCFALSETRUEFALSEFALSE
2415
10.1246/cl.200190
Synthesis of Thioxanthones through Formal C-H Thiolation of Benzoic Acid Esters and Acid-mediated Direct Cyclization
A cross-coupling reaction between enol derivatives and silyl ketene acetals catalyzed by GaBr3 took place to give the corresponding a-alkenyl esters. GaBr3 showed the most effective catalytic ability, whereas other metal salts such as BF3 center dot OEt2, AlCl3, PdCl2, and lanthanide triflates were not effective. Various types of enol ethers and vinyl carboxylates as enol derivatives are amenable to this coupling. The scope of the reaction with silyl ketene acetals was also broad. We successfully observed an alkylgallium intermediate by using NMR spectroscopy, suggesting a mechanism involving anti-carbogallation among GaBr3, an enol derivative, and a silyl ketene acetal, followed by syn-beta-alkoxy elimination from the alkylgallium. Based on kinetic studies, the turnover-limiting step of the reaction using a vinyl ether and a vinyl carboxylate involved syn-beta-alkoxy elimination and anti-carbogallation, respectively. Therefore, the leaving group had a significant effect on the progress of the reaction. Theoretical calculations analysis suggest that the moderate Lewis acidity of gallium would contribute to a flexible conformational change of the alkylgallium intermediate and to the cleavage of the carbon-oxygen bond in the beta-alkoxy elimination process, which is the turnover-limiting step in the reaction between a vinyl ether and a silyl ketene acetal.
Chem. Lett.81Yoshida, SFALSEFALSEFALSEFALSE
2416
10.1021/acs.orglett.0c00108
Dehydrative Cross-Coupling of Allylic Alcohols with Alkynes
Org. Lett.81Xie, PZ; Loh, TPFALSEFALSEFALSEFALSE
2417
10.1002/anie.201914175
Nickel/Photoredox-Catalyzed Asymmetric Reductive Cross-Coupling of Racemic alpha-Chloro Esters with Aryl Iodides
Angew. Chem.-Int. Edit.
81Mao, JYTRUEFALSEFALSEFALSE
2418
10.1002/anie.201916534
Nickel-Catalyzed Asymmetric Hydrogenation of 2-Amidoacrylates
Angew. Chem.-Int. Edit.
81Zhang, WBFALSEFALSEFALSEFALSE
2419
10.1021/acs.orglett.9b04392
Cu-Catalyzed Alkylarylation of Vinylarenes with Masked Alkyl Electrophiles
Org. Lett.81Li, YJ; Bao, HLFALSETRUEFALSEFALSE
2420
10.1002/anie.201912803
Iridium-Catalyzed Hydrochlorination and Hydrobromination of Alkynes by Shuttle Catalysis
Angew. Chem.-Int. Edit.
81Morandi, BFALSEFALSEFALSEFALSE
2421
10.1021/acscatal.9b04390
Enantioselective Access to gamma-All-Carbon Quaternary Center-Containing Cyclohexanones by Palladium-Catalyzed Desymmetrization
ACS Catal.81Liu, WBFALSEFALSEFALSEFALSE
2422
10.1002/chem.201903668
Vinyl Triflate-Aldehyde Reductive Coupling-Redox Isomerization Mediated by Formate: Rhodium-Catalyzed Ketone Synthesis in the Absence of Stoichiometric Metals
Chem.-Eur. J.81Krische, MJFALSEFALSEFALSEFALSE
2423
10.1021/acs.orglett.9b02572
Reductive C-O, C-N, and C-S Cleavage by a Zirconium Catalyzed Hydrometalation/beta-Elimination Approach
Org. Lett.81Streuff, JFALSEFALSEFALSEFALSE
2424
10.1002/anie.201907045
Nickel-Catalyzed Regioselective Hydroalkylation and Hydroarylation of Alkenyl Boronic Esters
Angew. Chem.-Int. Edit.
81Hu, XLFALSEFALSEFALSEFALSE
2425
10.1039/c9cc03975a
Nickel-catalyzed borrowing hydrogen annulations: access to diversified N-heterocycles
Chem. Commun.81
Yang, P; Ma, Y; Tang, B
FALSEFALSEFALSEFALSE
2426
10.1021/acs.joc.9b00703
Palladium-Catalyzed C(sp(2))-N Bond Cross-Coupling with Triaryl Phosphates
J. Org. Chem.81So, CMFALSEFALSEFALSEFALSE
2427
10.1002/adsc.201801351
Palladium Catalyzed Controllable Mono- or Di-Allylic Substitution Reaction of Benzothiazolylacetate with Allylic Alcohols
Adv. Synth. Catal.81
Zeng, XF; Zhong, GF
FALSEFALSEFALSEFALSE
2428
10.1021/acs.joc.8b02609
Nickel-Catalyzed Alkylation of Ketone Enolates: Synthesis of Monoselective Linear Ketones
J. Org. Chem.81Banerjee, DFALSEFALSEFALSEFALSE
2429
10.1021/acs.joc.8b02180
Carboxylic Acid-Promoted Single-Step Indole Construction from Simple Anilines and Ketones via Aerobic Cross-Dehydrogenative Coupling
J. Org. Chem.81Xiao, ZYFALSEFALSEFALSEFALSE
2430
10.1039/c8qo00764k
Ni-Catalyzed dehydrogenative coupling of primary and secondary alcohols with methyl-N-heteroaromatics
Org. Chem. Front.81Balaraman, EFALSEFALSEFALSEFALSE
2431
10.1002/ejoc.201801132
Synthesis of Functionalized Arenopyrans and Arenylsulfanes by Reacting Nitroallylic Acetates with Arenols and Arenethiols
Eur. J. Org. Chem.81Namboothiri, INNFALSEFALSEFALSEFALSE
2432
10.1002/anie.201803228
Nickel-Catalyzed Reductive Cross-Coupling of Aryl Halides with Monofluoroalkyl Halides for Late-Stage Monofluoroalkylation
Angew. Chem.-Int. Edit.
81Wang, XSFALSEFALSEFALSEFALSE
2433
10.1021/acs.joc.8b00340
C-Glycosidation of Unprotected Di- and Trisaccharide Aldopyranoses with Ketones Using Pyrrolidine-Boric Acid Catalysis
J. Org. Chem.81Tanaka, FFALSEFALSEFALSEFALSE
2434
10.1021/acs.orglett.8b00413
Photochemical Nickel-Catalyzed Reductive Migratory Cross-Coupling of Alkyl Bromides with Aryl Bromides
Org. Lett.81Yin, GYTRUEFALSEFALSEFALSE
2435
10.1039/c7qo00934h
Nickel-catalyzed direct difluoromethylation of aryl boronic acids with BrCF2H
Org. Chem. Front.81Wang, XSFALSEFALSEFALSEFALSE
2436
10.1515/pac-2017-0706
The coupling of carbon dioxide with ethene to produce acrylic acid sodium salt in one pot by using Ni(II) and Pd(II)-phosphine complexes as precatalysts
Pure Appl. Chem.81Vavasori, AFALSEFALSEFALSEFALSE
2437
10.1039/c7ob01793f
Oxidative C-H functionalization of N-carbamoyl 1,2-dihydroquinolines
Org. Biomol. Chem.81Liu, LFALSEFALSEFALSEFALSE
2438
10.1021/acs.joc.5b01977
Transition-Metal-Free Synthesis of Carbonyl-Containing Oxindoles from N-Arylacrylamides and alpha-Diketones via TBHP- or Oxone-Mediated Oxidative Cleavage of C(sp(2))-C(sp(2)) Bonds
J. Org. Chem.81Guo, CCFALSEFALSEFALSEFALSE
2439
10.1016/j.jfluchem.2015.01.004
Synthesis of alpha,alpha-difluoro-beta-amino carbonyl-containing sulfonamides and related compounds
J. Fluor. Chem.81Han, JLFALSEFALSEFALSEFALSE
2440
10.1039/c5ob01874a
A diphenyl ether derived bidentate secondary phosphine oxide as a preligand for nickel-catalyzed C-S cross-coupling reactions
Org. Biomol. Chem.81Guan, HRFALSEFALSEFALSEFALSE
2441
10.1021/om500637k
Exceptional Behavior of Ni2O2 Species Revealed by ESI-MS and MS/MS Studies in Solution. Application of Superatomic Core To Facilitate New Chemical Transformations
Organometallics81Ananikov, VPFALSEFALSEFALSEFALSE
2442
10.1002/chem.201405246
A Stereoselective Switch: Enantiodivergent Approach to the Synthesis of Isoflavanones
Chem.-Eur. J.81Guiry, PJFALSEFALSEFALSEFALSE
2443
10.1002/anie.201402922
Metal-Catalyzed Dealkoxylative C-aryl-C-sp3 Cross-Coupling-Replacement of Aromatic Methoxy Groups of Aryl Ethers by Employing a Functionalized Nucleophile
Angew. Chem.-Int. Edit.
81Rueping, MFALSEFALSEFALSEFALSE
2444
10.1021/jo500507s
Cross-Electrophile Coupling: Principles of Reactivity and Selectivity
J. Org. Chem.81Weix, DJFALSETRUEFALSEFALSE
2445
10.1021/ar500035q
Carbonylation Reactions of Alkyl Iodides through the Interplay of Carbon Radicals and Pd Catalysts
Accounts Chem. Res.
81Ryu, IFALSEFALSEFALSEFALSE
2446
10.1039/c3ra45790g
Ultrasound-assisted C-C coupling reactions catalyzed by unique SPION-A-Pd(EDTA) as a robust nanocatalyst
RSC Adv.81Khosropour, ARFALSEFALSEFALSEFALSE
2447
10.1039/c4ra12251h
Suzuki-Miyaura coupling of phosphinoyl-alpha-allenic alcohols with arylboronic acids catalyzed by a palladium complex on water: an efficient method to generate phosphinoyl 1,3-butadienes and derivatives
RSC Adv.81Wu, LFALSEFALSEFALSEFALSE
2448
10.1002/anie.201304492
C-H Alkenylation of Azoles with Enols and Esters by Nickel Catalysis
Angew. Chem.-Int. Edit.
81Yamaguchi, JFALSEFALSEFALSEFALSE
2449
10.1002/ejoc.201300558
Reaction of Two Differently Functionalized Oxiranes with Nickel Perchlorate: A Modular Entry to Highly Substituted 1,3-Dioxolanes
Eur. J. Org. Chem.81Zhang, JLFALSEFALSEFALSEFALSE
2450
10.1021/jo400539x
Tandem Synthesis of Pyrroloacridones via [3+2] Alkyne Annulation/Ring-Opening with Concomitant Intramolecular Aldol Condensation
J. Org. Chem.81Verma, AKFALSEFALSEFALSEFALSE
2451
10.1002/cjoc.201200753
Accurate Prediction of AuP Bond Strengths by Density Functional Theory Methods
Chin. J. Chem.81Fu, YFALSEFALSEFALSEFALSE
2452
10.1021/jo301335x
Cross-Coupling of Diarylborinic Acids and Anhydrides with Arylhalides Catalyzed by a Phosphite/N-Heterocyclic Carbene Co-supported Palladium Catalyst System
J. Org. Chem.81Zou, GFALSEFALSEFALSEFALSE
2453
10.1021/jo301270t
N-Heterocyclic Carbene-Palladium(II)-1-Methylimidazole Complex-Catalyzed Suzuki-Miyaura Coupling of Aryl Sulfonates with Arylboronic Acids
J. Org. Chem.81Shao, LXFALSEFALSEFALSEFALSE
2454
10.1002/anie.201205987
Direct Pd-Catalyzed Cross-Coupling of Functionalized Organoaluminum Reagents
Angew. Chem.-Int. Edit.
81Knochel, PFALSEFALSEFALSEFALSE
2455
10.1002/chem.201103050
Biphenyl-Based Diaminophosphine Oxides as Air-Stable Preligands for the Nickel-Catalyzed Kumada-Tamao-Corriu Coupling of Deactivated Aryl Chlorides, Fluorides, and Tosylates
Chem.-Eur. J.81Jin, ZFALSEFALSEFALSEFALSE
2456
10.1002/chem.201101930
Nickel-Catalyzed C-P Cross-Coupling by C-CN Bond Cleavage
Chem.-Eur. J.81Yang, SDFALSEFALSEFALSEFALSE
2457
10.1002/chem.201001943
Borylation of Aryl and Alkenyl Carbamates through Ni-Catalyzed C-O Activation
Chem.-Eur. J.81Shi, ZJFALSEFALSEFALSEFALSE
2458
10.1039/c1cs15122c
Silicon-based cross-coupling reaction: an environmentally benign version
Chem. Soc. Rev.81Nakao, YFALSEFALSEFALSEFALSE
2459
10.1002/chem.201002653
A General Palladium-Catalyzed Carbonylative Sonogashira Coupling of Aryl Triflates
Chem.-Eur. J.81Beller, MFALSEFALSEFALSEFALSE
2460
10.1021/ja106682m
Nickel-Catalyzed Stereoselective Glycosylation with C(2)-N-Substituted Benzylidene D-Glucosamine and Galactosamine Trichloroacetimidates for the Formation of 1,2-cis-2-Amino Glycosides. Applications to the Synthesis of Heparin Disaccharides, GPI Anchor Pseudodisaccharides, and alpha-GalNAc
J. Am. Chem. Soc.81Nguyen, HMFALSEFALSEFALSEFALSE
2461
10.1002/anie.201002782
Asymmetric Nanocatalysis: N-Heterocyclic Carbenes as Chiral Modifiers of Fe3O4/Pd nanoparticles
Angew. Chem.-Int. Edit.
81Glorius, FFALSEFALSEFALSEFALSE
2462
10.1055/s-2008-1067194
Iron-catalyzed alkenylation of Grignard reagents by enol phosphates
Synthesis81Cahiez, GFALSEFALSEFALSEFALSE
2463
10.1016/j.tetlet.2007.05.119
Phosphinite- and phosphite-based type I palladacycles as highly active catalysts for addition reactions of arylboronic acids with aldehydes, alpha,beta-unsaturated ketones, alpha-ketoesters, and aldimines
Tetrahedron Lett.81Hu, QSFALSEFALSEFALSEFALSE
2464
10.1021/om049455d
Catalytic transmetalation of alkoxychromium(0) carbenes to late transition metals: Self-dimerization and cyclopropanation reactions
Organometallics81Sierra, MAFALSEFALSEFALSEFALSE
2465
10.1021/jo035834p
Cross-coupling and dehalogenation reactions catalyzed by (N-heterocyclic carbene)Pd(allyl)Cl complexes
J. Org. Chem.81Nolan, SPFALSEFALSEFALSEFALSE
2466
10.1063/5.0079574
Quantum chemistry-augmented neural networks for reactivity prediction: Performance, generalizability, and explainability
J. Chem. Phys.81Coley, CWFALSEFALSEFALSEFALSE
2467
10.1002/anie.202115592
Alkyl-GeMe3: Neutral Metalloid Radical Precursors upon Visible-Light Photocatalysis
Angew. Chem.-Int. Edit.
81Xiao, BTRUEFALSEFALSEFALSE
2468
10.1021/acs.inorgchem.1c03042
Magnetic Silica-Coated Picolylamine Copper Complex [Fe3O4@SiO2@GP/Picolylamine-Cu(II)]-Catalyzed Biginelli Annulation Reaction
Inorg. Chem.81Ramazani, AFALSEFALSEFALSEFALSE
2469
10.1055/s-0040-1707817
Nickel-Catalyzed Negishi-Type Arylation of Trialkylsulfonium Salts
Synlett81Yorimitsu, HFALSEFALSEFALSEFALSE
2470
10.1021/acs.joc.1c01724
Fluoride-Triggered Synthesis of 1-Aryl-2,2-difluoroalkenes via Desilylative Defluorination of (1-Aryl)-2,2,2-trifluoroethyl-silanes
J. Org. Chem.81Ollevier, TFALSEFALSEFALSEFALSE
2471
10.1021/jacs.1c05670
Enantioselective Reductive Divinylation of Unactivated Alkenes by Nickel-Catalyzed Cyclization Coupling Reaction
J. Am. Chem. Soc.81Shu, XZFALSEFALSEFALSEFALSE
2472
10.1002/anie.202106109
Palladium/TY-Phos-Catalyzed Asymmetric Intermolecular alpha-Arylation of Aldehydes with Aryl Bromides
Angew. Chem.-Int. Edit.
81Zhang, JLFALSEFALSEFALSEFALSE
2473
10.1021/acs.joc.6b02865
Copper-Catalyzed Selenylation of Imidazo[1,2-a]pyridines with Selenium Powder via a Radical Pathway
J. Org. Chem.81
Yang, DD; Wang, H
FALSEFALSEFALSEFALSE
2474
10.1016/j.tet.2016.11.058
Iron catalysis for the synthesis of ligands: Exploring the products of hydrophosphination as ligands in cross-coupling
Tetrahedron81Webster, RLFALSEFALSEFALSEFALSE
2475
10.1007/s00706-016-1879-3
Recent advancements on the use of 2-methyltetrahydrofuran in organometallic chemistry
Mon. Chem.81Pace, VFALSEFALSEFALSEFALSE
2476
10.1039/c7ra04817c
Regio- and stereoselective syntheses of allylic thioethers under metal free conditions
RSC Adv.81Badsara, SSFALSEFALSEFALSEFALSE
2477
10.1002/chem.201605095
Nickel-Catalyzed N-Arylation of Primary Amides and Lactams with Activated (Hetero)aryl Electrophiles
Chem.-Eur. J.81Stradiotto, MFALSETRUEFALSEFALSE
2478
10.1002/anie.201606979
A Bis(silylene)-Substituted ortho-Carborane as a Superior Ligand in the Nickel-Catalyzed Amination of Arenes
Angew. Chem.-Int. Edit.
81Driess, MFALSEFALSEFALSEFALSE
2479
10.1021/acs.organomet.6b00457
Cobalt Phosphino-alpha-Iminopyridine-Catalyzed Hydrofunctionalization of Alkenes: Catalyst Development and Mechanistic Analysis
Organometallics81Rauchfuss, TBFALSEFALSEFALSEFALSE
2480
10.1002/anie.201605744
Branched Arylalkenes from Cinnamates: Selectivity Inversion in Heck Reactions by Carboxylates as Deciduous Directing Groups
Angew. Chem.-Int. Edit.
81Goossen, LJFALSEFALSEFALSEFALSE
2481
10.1021/acscatal.6b01869
A Facile Access to Primary Alkylamines and Anilines via Ir(III)-Catalyzed C-H Amidation Using Azidoformates
ACS Catal.81Chang, SFALSEFALSEFALSEFALSE
2482
10.1021/jacs.6b06943
Borinic Acid Catalyzed Stereo- and Regioselective Couplings of Glycosyl Methanesulfonates
J. Am. Chem. Soc.81Taylor, MSFALSEFALSEFALSEFALSE
2483
10.1021/acs.orglett.6b01837
Nickel-Catalyzed Reductive Cross-Coupling of Aryl Bromides with Alkyl Bromides: Et3N as the Terminal Reductant
Org. Lett.81Li, W; Lei, AWFALSEFALSEFALSEFALSE
2484
10.1016/j.tet.2016.02.033
Intramolecular carbonyl-ene reactions in the synthesis of peri-oxygenated hydroaromatics
Tetrahedron81Mal, DFALSEFALSEFALSEFALSE
2485
10.1039/d0cc07783f
C-CN bond formation: an overview of diverse strategies
Pincer complexes can act as efficient catalysts for many industrially important organic transformations under environmentally benign and mild conditions. The NNN pincer ligands have been prepared from the reactions between pyridine-2,6-dicarbonyldichloride and benzylamine or its derivatives in the presence of 4-dimethylaminopyridine (DMAP). Pd(II) complexes containing NNN pincer ligand and acetonitrile/triphenylphosphine have been synthesized and characterized by analytical, spectroscopic (FT-IR, UV-Visible, H-1, C-13 & P-31 NMR and Mass) and single crystal X-ray diffraction techniques. Single crystal X-ray analysis reveals a distorted square planar geometry around Pd in all the complexes. These pincer complexes have been used as catalysts in Suzuki-Miyaura cross-coupling reaction. The effect of ancillary ligands (CH3CN and PPh3) in the complexes has been investigated towards the coupling reaction. The conversions have been determined from GC analyses. Scope of the system has been extended with various substituted halides. (C) 2017 Elsevier B.V. All rights reserved.
Chem. Commun.80Maiti, DFALSEFALSEFALSEFALSE
2486
10.1002/ajoc.202000634
Atom-Economic Alk(en)ylations of Esters, Amides, and Methyl Heteroarenes Utilizing Alcohols Following Dehydrogenative Strategies
A nickel-catalyzed coupling of azaarylmethylamines with aryl chlorides has been achieved. NIXANTPHOS together with low cost NiBr2 was successfully developed and optimized to exhibit high reactivity at 2.5 mol% loading. Under optimized reaction conditions, aryl(azaaryl)methylamine products were afforded in good to excellent yields (22 examples, up to 98% yield).
Asian J. Org. Chem.80Rit, AFALSEFALSEFALSEFALSE
2487
10.1002/ejoc.202001458
C(sp(2))-Si Bond Functionalization through Intramolecular Activation by Alkoxides
Palladium-catalyzed intramolecular direct C-H arylations for the synthesis of hitherto unknown fused hetero systems containing an incorporated pyrrolo[2,3-d]pyrimidine scaffold are described. Pyrimido[5', 4': 4,5] pyrrolo[2,1-a]isoindoles were synthesized from 2,4-diarylpyrrolo[2,3-d]pyrimidines and o-bromobenzyl bromides by using a cascade N-benzylation/C-H arylation reaction sequence. A series of pyrimido[5', 4': 4,5]pyrrolo[1,2-f]phenanthridines were successfully assembled via a domino process involving the palladium-catalyzed direct double C-H arylation reactions of 2,4,7-triarylpyrrolo[2,3-d]pyrimidines with o-bromoiodobenzenes.
Eur. J. Org. Chem.80
Oble, J; Perez-Luna, A
FALSEFALSEFALSEFALSE
2488
10.1002/adsc.202000794
A Strategy for Accessing Aldehydes via Palladium-Catalyzed C-O/C-N Bond Cleavage in the Presence of Hydrosilanes
A simple and efficient Ru(II)-catalyzed transfer hydrodehalogenation of organic halides using 2-propanol solvent as the hydride source was reported. This methodology is applicable for hydrodehalogenation of a variety of aromatic halides and alpha-haloesters and amides without additional ligand, and quantitative yields were achieved in many cases. The potential synthetic application of this method was demonstrated by efficient gram-scale transformation with catalyst loading as low as 0.5 mol %.
Adv. Synth. Catal.80Liu, TT; Zeng, ZFALSEFALSEFALSEFALSE
2489
10.1002/ajoc.202000443
Palladium-Catalyzed Direct C-H Arylation of Arenes Promoted by Quaternary Ammonium Salt
The reaction mechanism of Ni(COD)(2) catalyzed hydrodesulfurization of aryl sulfide PhSMe with HSiMe3 as the reducing agent has been studied by using density functional theory methods. Both PhSMe-coordinated pathway and ligandless pathway have been identified and compared. It is found that these two reaction pathways are kinetically competitive and the s-complex assisted metathesis (s-CAM) transition state is the highest point on each energy profile for both pathways. Moreover, both the singlet and triplet reaction pathways of ligand substitutions have been compared and found that both singlet and triplet reaction mechanisms are competitive for the ligand substitution of COD with PhSMe on PhSMe-coordinated pathway while the triplet mechanism holds a distinct advantage over singlet one for that of COD with HSiMe3 on ligandless pathway.
Asian J. Org. Chem.80Hong, SHFALSEFALSEFALSEFALSE
2490
10.3390/catal10091084
Syntheses of 3,3-Disubstituted Dihydrobenzofurans, Indolines, Indolinones and Isochromanes by Palladium-Catalyzed Tandem Reaction Using Pd(PPh3)(2)Cl-2/(+/-)-BINAP as a Catalytic System
Nickel-catalyzed Buchwald-Hartwig amination of pyrimidin-2-yl tosylates with indole and benzimidazole was achieved using Ni (dppp)Cl-2 as catalyst, yielding a variety of novel C2-substituted pyrimidine derivatives in good yields. This reaction proved to be tolerant of various pyrimidin-2-yl tosylates bearing either electron-donating or electron-withdrawing groups as well as nucleophiles including indole, benzimidazole and 1,2,4-triazole. Copyright (C) 2016 John Wiley & Sons, Ltd.
Catalysts80Yue, GZFALSEFALSEFALSEFALSE
2491
10.1021/acs.orglett.0c02271
Nickel-Catalyzed Dehydrogenation of N-Heterocycles Using Molecular Oxygen
New forms of click chemistry present new opportunities in materials science. Sulfur(VI) fluoride exchange (SuFEx) is a recently discovered click reaction between molecules containing SOxF groups and silyl ethers, two functionalities that are orthogonal to all other known click chemistries, that generates sulfate or sulfonate connections upon the addition of certain organobases or fluoride sources. SuFEx also has several important advantages over other click reactions in that it is insensitive to ambient oxygen and water, and its precursor materials, especially SOxF, are chemically, UV, and thermally inert. This Concept article focuses on the unique reactivity of SuFEx and its relation to building high molecular weight polymers and surface coatings, both of which make it a powerful new tool for materials science.
Org. Lett.80Banerjee, DFALSEFALSEFALSEFALSE
2492
10.1016/j.jorganchem.2020.121337
Recent advances and prospects in the nickel- catalyzed cyanation
Synthesis of triarylmethanes via metal-free reductive coupling of diaryl ketone, tosylhydrazide, and arylboronic acids has been developed. This methodology is realized via one-pot two-step reactions involving the preparation of N-tosylhydrazones by reacting tosylhydrazide with diaryl ketone derivatives, followed by the reductive coupling with arylboronic acid in the presence of potassium carbonate to afford various triarylmethanes analogues in moderate to good yields. Importantly, the system presented here enables the use of easily accessible starting materials and a series of substrates with diverse functional group could be tolerant in this reaction. This approach could also be particularly useful for the synthesis of triaryl-substituted carbazolyl compounds.
J. Organomet. Chem.
80Mathew, TVFALSEFALSEFALSEFALSE
2493
10.1021/acs.organomet.0c00387
Theoretical Study on the Formation of Ni(PR3)(Aryl)F Complexes Observed in Ni-Catalyzed Decarbonylative C-C Coupling of Acyl Fluorides
3-Naphthofuranyl-2-oxindoles were synthesized by the reaction of 3-(arylethynyl)-3-hydroxyindolin-2-ones and 2-naphthols via Friedel-Crafts reaction and a following Michael type 5-exo-dig cyclization. In addition, dihydrofuranyl-spirooxindoles were synthesized from 3-(ortho-hydroxyaryl)-2-oxindoles by base-catalyzed cyclization reaction. (C) 2016 Elsevier Ltd. All rights reserved.
Organometallics80Stirling, AFALSEFALSEFALSEFALSE
2494
10.1021/jacs.0c03298
Catalytic and Photochemical Strategies to Stabilized Radicals Based on Anomeric Nucleophiles
Nickel-catalyzed cross-coupling reactions of aryl esters, carbamates, carbonates, ethers and arenols are reviewed. Carbon-oxygen bonds in these phenol derivatives cannot be activated by palladium, a typical cross-coupling catalyst, but a low valent nickel species in conjunction with a strong sigma-donor ligand is uniquely effective for achieving this. The review is organized primarily by substrate class and secondarily by coupling partners, encompassing organometallics, heteroatom nucleophiles, C-H bonds and many others. Although the reactions in this category are covered thoroughly, each reaction is described only briefly, so that it is possible to quickly overview the spectrum of nickel-catalyzed cross-coupling reactions of inert phenol derivatives. The robustness of inert phenol derivatives under typically used catalytic conditions as well as their utility as a directing group allow unique synthetic applications of these new C-O cross-coupling reactions, which is also included in cases where appropriate. Mechanistic aspects of C-O bond activation by nickel are also summarized, highlighting their diversity compared with the C-X bond activation involved in conventional cross-coupling processes.
J. Am. Chem. Soc.80Hong, XTRUEFALSEFALSEFALSE
2495
10.1021/acscatal.0c00393
Nickel-Catalyzed Amination of Aryl Thioethers: A Combined Synthetic and Mechanistic Study
Herein, we report an efficient, ligand-free, and additive-free Suzuki-Miyaura coupling that is compatible with the aromatic sulfonyl fluoride functional group. The protocol proceeds at room temperature, on water, and offers facile access to a wide range of biaryl sulfonyl fluorides as bioorthogonal click reagents.
ACS Catal.80Morandi, BFALSEFALSEFALSEFALSE
2496
10.1002/anie.201912408
Enantioselective Synthesis of Isoxazolines Enabled by Palladium-Catalyzed Carboetherification of Alkenyl Oximes
Angew. Chem.-Int. Edit.
80Zhang, JLFALSEFALSEFALSEFALSE
2497
10.1039/c9ob02258a
The impact of cation structure upon the acidity of triazolium salts in dimethyl sulfoxide
Org. Biomol. Chem.80Harper, JBFALSEFALSEFALSEFALSE
2498
10.1016/j.tet.2019.130640
Ligand-controlled phosphine-free Co(II)-catalysed cross-coupling of secondary and primary alcohols
Tetrahedron80Li, HXFALSEFALSEFALSEFALSE
2499
10.1021/acs.orglett.9b02820
Palladium-Catalyzed Highly Regioselective Aromatic Substitution of Benzylic Ammonium Salts with Amines
Org. Lett.80Tian, SKFALSEFALSEFALSEFALSE
2500
10.1021/acscatal.9b02641
Rhodium-Catalyzed Synthesis of Amides from Functionalized Blocked Isocyanates
ACS Catal.80Beauchemin, AMFALSEFALSEFALSEFALSE
2501
10.1002/ajoc.201900435
A Highly Stable Porous Viologen Polymer for the Catalysis of Debromination Coupling of Benzyl Bromides with High Recyclability
Asian J. Org. Chem.80
Zhang, DW; Li, ZT
FALSEFALSEFALSEFALSE
2502
10.1021/jacs.9b03863
Highly Enantioselective Cross-Electrophile Aryl-Alkenylation of Unactivated Alkenes
J. Am. Chem. Soc.80Shu, XZFALSETRUEFALSEFALSE
2503
10.1021/acs.orglett.9b00774
Direct Transformation of Aryl 2-Pyridyl Esters to Secondary Benzylic Alcohols by Nickel Relay Catalysis
Org. Lett.80Qu, JP; Chen, YFFALSEFALSEFALSEFALSE
2504
10.1055/s-0037-1609636
Nickel-Catalyzed Decarboxylative Coupling of Alkynyl Carboxylates with Aryl Tosylates and Mesylates
Synthesis80Kalyani, DFALSEFALSEFALSEFALSE
2505
10.1016/j.tetlet.2018.12.043
Iron-catalyzed delta-selective conjugate addition of methyl and cyclopropyl Grignard reagents to alpha,beta,gamma,delta-unsaturated esters and amides
Tetrahedron Lett.80Urabe, HFALSEFALSEFALSEFALSE
2506
10.1039/c8qo01389f
Cp*Co(iii)-catalyzed N-alkylation of amines with secondary alcohols
Org. Chem. Front.80Sundararaju, BFALSEFALSEFALSEFALSE
2507
10.6023/cjoc201806038
Recent Advance in Ni-Catalyzed Reductive Cross-Coupling to Construct C(sp(2))-C(sp(2)) and C(sp(2))-C(sp(3)) Bonds
Chin. J. Org. Chem.80Jia, QFFALSEFALSEFALSEFALSE
2508
10.1021/acs.joc.8b02191
Metal-Free Regioselective Monocyanation of Hydroxy-, Alkoxy-, and Benzyloxyarenes by Potassium Thiocyanate and Silica Sulfuric Acid as a Cyanating Agent
J. Org. Chem.80Sardarian, ARFALSEFALSEFALSEFALSE
2509
10.2174/1570179416666191104093533
Application of Palladium-Catalyzed Cross-Coupling Reactions in Organic Synthesis
Curr. Org. Synth.80Dwivedi, JFALSEFALSEFALSEFALSE
2510
10.1080/00958972.2018.1540779
Synthesis, characterization, and catalytic activity of a new series of Ni(II), Cu(II), and Zn(II) complexes of N,N-O,O mixed-bidentate ligands for C-C cross-coupling reactions
J. Coord. Chem.80Bharathi, KSFALSEFALSEFALSEFALSE
2511
10.1002/slct.201802644
NCN Nickel(II) Pincer Complexes of 5-tert-Butyl-1,3-bis(N-substituted benzimidazol-2 '-yl)benzenes: Solid and Solution State Behaviour
ChemistrySelect80Singh, HBFALSEFALSEFALSEFALSE
2512
10.1039/c8nj02184h
One-step highly selective borylation/Suzuki cross-coupling of two distinct aryl bromides in pure water
New J. Chem.80Duan, XHFALSEFALSEFALSEFALSE
2513
10.1002/ejoc.201800253
Cobalt(II)-Catalyzed N-Acylation of Amines through a Transamidation Reaction
Eur. J. Org. Chem.80Gong, HFALSEFALSEFALSEFALSE
2514
10.1016/j.apcata.2018.04.031
Stilbene synthesis through decarboxylative cross-coupling of substituted cinnamic acids with aryl halides
Appl. Catal. A-Gen.80Djakovitch, LFALSEFALSEFALSEFALSE
2515
10.1002/anie.201712829
Stereospecific Nucleophilic Substitution with Arylboronic Acids as Nucleophiles in the Presence of a CONH Group
Angew. Chem.-Int. Edit.
80Tang, WJFALSEFALSEFALSEFALSE
2516
10.1002/asia.201701766
Programmable Self-Assembly of Heterometallic Palladium(II)-Copper(II) 1D Grid-Chain using Dinuclear Palladium(II) Corners with Pyrazole-Carboxylic Acid Ligands
Chem.-Asian J.80Tong, J; Yu, SYFALSEFALSEFALSEFALSE
2517
10.1021/acs.organomet.8b00046
Ni(COD)(2)-Catalyzed ipso-Silylation of 2-Methoxynaphthalene: A Density Functional Theory Study
Organometallics80Avasare, VFALSEFALSEFALSEFALSE
2518
10.1039/c8sc00210j
Copper-catalyzed formylation of alkenyl C-H bonds using BrCHCl2 as a stoichiometric formylating reagent
Chem. Sci.80Wang, XSFALSEFALSEFALSEFALSE
2519
10.1055/s-0037-1609093
Recent Progress in Methylation of (Hetero)Arenes by Cross-Coupling or C-H Activation
Synlett80Liao, XBFALSEFALSEFALSEFALSE
2520
10.1021/acs.joc.7b02588
Rapidly Activating Pd-Precatalyst for Suzuki-Miyaura and Buchwald-Hartwig Couplings of Aryl Esters
J. Org. Chem.80Hazari, NFALSEFALSEFALSEFALSE
2521
10.1002/asia.201701342
Transition-Metal-Free Reaction of Aryltrimethylammonium Iodides with Arylzinc Reagents
Chem.-Asian J.80Wang, ZXFALSEFALSEFALSEFALSE
2522
10.1021/acs.orglett.7b02983
Access to Substituted Propenoic Acids via Rh(III)-Catalyzed C-H Allylation of (Hetero)Arenes with Methyleneoxetanones
Org. Lett.80Li, XWFALSEFALSEFALSEFALSE
2523
10.1007/s10904-017-0636-3
Silica Functionalized Magnetic Nickel Ferrite Nanoparticles as an Efficient Recyclable Catalyst for S-Arylation in Aqueous Medium
J. Inorg. Organomet. Polym. Mater.
80Islam, SMFALSEFALSEFALSEFALSE
2524
10.1021/acs.joc.5b00825
Ascorbic Acid Promoted Oxidative Arylation of Vinyl Arenes to 2-Aryl Acetophenones without Irradiation at Room Temperature under Aerobic Conditions
J. Org. Chem.80Ranu, BCFALSEFALSEFALSEFALSE
2525
10.1002/ejoc.201500321
The Aza-Achmatowicz Reaction: Facile Entry into Functionalized Piperidinones
Eur. J. Org. Chem.80Rutjes, FPJTFALSEFALSEFALSEFALSE
2526
10.1021/ja510563d
Traceless Directing Groups in Radical Cascades: From Oligoalkynes to Fused Helicenes without Tethered Initiators
J. Am. Chem. Soc.80Alabugin, IVFALSEFALSEFALSEFALSE
2527
10.1039/c4cc09899d
Rhodium-catalysed direct C-H allylation of N-sulfonyl ketimines with allyl carbonates
Chem. Commun.80Qin, OYFALSEFALSEFALSEFALSE
2528
10.1002/ejoc.201402919
Nickel-Catalyzed Desulfitative Suzuki-Miyaura Cross-Coupling of N,N-Disulfonylmethylamines and Arylboronic Acids
Eur. J. Org. Chem.80Yu, JJFALSEFALSEFALSEFALSE
2529
10.1021/ja5029793
Ni-Catalyzed Direct Reductive Amidation via C-O Bond Cleavage
J. Am. Chem. Soc.80Martin, RFALSEFALSEFALSEFALSE
2530
10.1039/c4sc01257g
A synthetic and mechanistic investigation into the cobalt(I) catalyzed amination of aryl halides
Chem. Sci.80Fout, ARFALSEFALSEFALSEFALSE
2531
10.1039/c4ra08517e
Monodisperse amorphous CuB23 alloy short nanotubes: novel efficient catalysts for Heck coupling of inactivated alkyl halides and alkenes
RSC Adv.80Tong, DGFALSEFALSEFALSEFALSE
2532
10.1039/c3ob41376d
Efficient cross-coupling of aryl Grignard reagents with alkyl halides by recyclable ionic iron(III) complexes bearing a bis(phenop-functionalized benzimidazolium cation
Org. Biomol. Chem.80Sun, HMFALSEFALSEFALSEFALSE
2533
10.1016/j.tetlet.2013.07.043
Nickel-catalyzed decarboxylative cycloaddition of isatoic anhydrides with alkenes
Tetrahedron Lett.80Yang, SDFALSEFALSEFALSEFALSE
2534
10.1021/ja401344e
Nickel-Catalyzed Direct Alkylation of C-H Bonds in Benzamides and Acrylamides with Functionalized Alkyl Halides via Bidentate-Chelation Assistance
J. Am. Chem. Soc.80Chatani, NFALSEFALSEFALSEFALSE
2535
10.1002/adsc.201200771
Lewis Acid-Catalyzed Ring-Opening Functionalizations of 1,4-Epoxy-1,4-dihydronaphthalenes
Adv. Synth. Catal.80Sawama, YFALSEFALSEFALSEFALSE
2536
10.1021/ja302640p
alpha-Glycosylation by D-Glucosamine-Derived Donors: Synthesis of Heparosan and Heparin Analogues That Interact with Mycobacterial Heparin-Binding Hemagglutinin
J. Am. Chem. Soc.80Chyan, CLFALSEFALSEFALSEFALSE
2537
10.1021/om300154m
Pd(eta(3)-1-PhC3H4)(eta(5)-C5H5), an Unusually Effective Catalyst Precursor for Suzuki-Miyaura Cross-Coupling Reactions Catalyzed by Bis-Phosphine Palladium(0) Compounds
Organometallics80Baird, MCFALSEFALSEFALSEFALSE
2538
10.1039/c2dt30886j
Nickel complexes supported by quinoline-based ligands: synthesis, characterization and catalysis in the cross-coupling of arylzinc reagents and aryl chlorides or aryltrimethylammonium salts
Dalton Trans.80Wang, ZXFALSEFALSEFALSEFALSE
2539
10.1039/c1sc00230a
Nickel-catalyzed amination of aryl carbamates and sequential site-selective cross-couplings
Chem. Sci.80Garg, NKFALSEFALSEFALSEFALSE
2540
10.1039/c0sc00498g
Ru-catalyzed activation of sp(3) C-O bonds: O- to N-alkyl migratory rearrangement in pyridines and related heterocycles
Chem. Sci.80Dong, VMFALSEFALSEFALSEFALSE
2541
10.1002/ejoc.200901084
Nickel-Catalyzed Solvent-Free Three-Component Coupling of Aldehyde, Alkyne and Amine
Eur. J. Org. Chem.80Pitchumani, KFALSEFALSEFALSEFALSE
2542
10.1021/jo025822o
Remote electronic effects in the rhodium-catalyzed nucleophilic ring opening of oxabenzonorbornadienes
J. Org. Chem.80Lautens, MFALSEFALSEFALSEFALSE
2543
10.1016/S0040-4020(02)00857-8
Pd-catalyzed regioselective acylation of alpha,beta-unsaturated ketone derivatives by acylzirconocene chloride as an acyl group donor
Tetrahedron80Hanzawa, YFALSEFALSEFALSEFALSE
2544
10.1016/S0040-4020(01)87666-3
REGIOCHEMICAL DIVERSITY IN ALLYLIC ALKYLATIONS VIA MOLYBDENUM CATALYSTS
Tetrahedron80TROST, BMFALSEFALSEFALSEFALSE
2545
10.1002/anie.202112876
Nickel-Catalyzed Reductive C-Ge Coupling of Aryl/Alkenyl Electrophiles with Chlorogermanes
Angew. Chem.-Int. Edit.
80Shu, XZFALSETRUEFALSEFALSE
2546
10.1039/d1sc05451a
Ligand-controlled regioselective and chemodivergent defluorinative functionalization of gem-difluorocyclopropanes with simple ketones
Chem. Sci.80Lv, LY; Li, ZPFALSEFALSEFALSEFALSE
2547
10.1021/acs.joc.1c01930
pH-Mediated Selective Synthesis of N-Allylic Alkylation or N-Alkylation Amines with Allylic Alcohols via an Iridium Catalyst in Water
J. Org. Chem.80Luo, RSFALSEFALSEFALSEFALSE
2548
10.1038/s41467-021-24031-w
Catalyst-free carbosilylation of alkenes using silyl boronates and organic fluorides via selective C-F bond activation
Nat. Commun.80Shibata, NFALSEFALSEFALSEFALSE
2549
10.1039/d0ra10248b
Biradical o-iminobenzosemiquinonato(1-) complexes of nickel(ii): catalytic activity in three-component coupling of aldehydes, amines and alkynes
RSC Adv.80Safaei, EFALSEFALSEFALSEFALSE
2550
10.1246/cl.200793
Synthesis of Polymers with Regulated Repeating Structures by Utilizing Chain Walking Strategy
Chem. Lett.80Takeuchi, DFALSEFALSEFALSEFALSE
2551
10.1002/anie.202101076
Diverse Synthesis of Chiral Trifluoromethylated Alkanes via Nickel-Catalyzed Asymmetric Reductive Cross-Coupling Fluoroalkylation
Angew. Chem.-Int. Edit.
80Wang, XSFALSEFALSEFALSEFALSE
2552
10.1021/acs.jpcc.7b06972
First-Principles Molecular Dynamics Analysis of Ligand-Free Suzuki-Miyaura Cross-Coupling in Water: Transmetalation and Reductive Elimination
J. Phys. Chem. C80
Hirakawa, T; Morikawa, Y
FALSEFALSEFALSEFALSE
2553
10.1002/anie.201703704
Enantioselective Synthesis of Tetrahydroquinolines by Borrowing Hydrogen Methodology: Cooperative Catalysis by an Achiral Iridacycle and a Chiral Phosphoric Acid
Angew. Chem.-Int. Edit.
80Yu, ZFALSEFALSEFALSEFALSE
2554
10.1002/anie.201703174
Mizoroki-Heck Cyclizations of Amide Derivatives for the Introduction of Quaternary Centers
Angew. Chem.-Int. Edit.
80Garg, NKFALSEFALSEFALSEFALSE
2555
10.1021/acs.orglett.7b00556
Nickel-Catalyzed Synthesis of Primary Aryl and Heteroaryl Amines via C-O Bond Cleavage
Org. Lett.80Rueping, MFALSEFALSEFALSEFALSE
2556
10.1002/chem.201700680
Mild, Aqueous -Arylation of Ketones: Towards New Diversification Tools for Halogenated Metabolites and Drug Molecules
Chem.-Eur. J.80
Marelli, E; Goss, RJM
FALSEFALSEFALSEFALSE
2557
10.1002/open.201600096
Direct Assembly of Prenylated Heteroarenes through a Cascade Minisci Reaction/Dehydration Sequence
ChemistryOpen80Wang, HGFALSEFALSEFALSEFALSE
2558
10.1021/acscatal.6b02323
Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling of Amides via Site-Selective N-C Bond Cleavage by Cooperative Catalysis
ACS Catal.80Szostak, MFALSEFALSEFALSEFALSE
2559
10.1039/c6nj01118g
Earth abundant metal complexes of donor functionalised N-heterocyclic carbene ligands: synthesis, characterisation and application as amination catalysts
New J. Chem.80Bala, MDFALSEFALSEFALSEFALSE
2560
10.6023/cjoc201601007
Progress in Iron Complexes-Catalyzed Organic Reactions
Chin. J. Org. Chem.80He, XWFALSEFALSEFALSEFALSE
2561
10.1016/j.tet.2015.11.016
Efficient and practical catalyst-free-like dehydrative N-alkylation of amines and sulfinamides with alcohols initiated by aerobic oxidation of alcohols under air
Tetrahedron80Xu, QFALSEFALSEFALSEFALSE
2562
10.1039/d1gc00141h
Metal-free amino-controlled electrochemical intramolecular C-O and C-N couplings by site-selective activation of aryl C-N and C-O bonds
A palladium-catalyzed C(sp(3))-C(sp(2)) Suzuki-Miyaura cross-coupling of aryl boronic acids and alpha-(trifluoromethyl)benzyl tosylates is reported. A readily available, air-stable palladium catalyst was employed to access a wide range of functionalized 1,1-diaryl-2,2,2-trifluoroethanes. Enantioenriched alpha-(trifluoromethyl)benzyl tosylates were found to undergo cross-coupling to give the corresponding enantioenriched cross-coupled products with an overall inversion in configuration. The crucial role of the CF3 group in promoting this transformation is demonstrated by comparison with non-fluorinated derivatives.
Green Chem.79Li, JHFALSEFALSEFALSEFALSE
2563
10.1016/j.ica.2020.120182
Unsymmetrical nickel (PCN) pincer complexes with a benzothiazole side-arm: Synthesis, characterization and electrochemical properties
Transition-metal-catalyzed or metal-free azide alkyne cycloadditions are methods to access 1,4 or 1,5-disubstituted 1,2,3-triazoles. Although the copper catalyzed cycloaddition to access 1,4-disubstituted products has been applied to biomolecular reaction systems, the azide alkyne cycloaddition to access the complementary 1,5-regioisomers under aqueous and ambient conditions remains a challenge due to limited substrate scope or moisture-/air-sensitive catalysts. Herein, we report a method to access 1,5-disubstituted 1,2,3-triazoles using a Cp2Ni/Xantphos catalytic system. The reaction proceeds both in water and organic solvents at room temperature. This protocol is simple and scalable with a broad substrate scope including both aliphatic and aromatic substrates. Moreover, triazoles attached with carbohydrates or amino acids are prepared via this cycloaddition.
Inorg. Chim. Acta79
Luconi, L; Rossin, A
FALSEFALSEFALSEFALSE
2564
10.1039/d0ob02489a
Highly enantioselective one-pot sequential synthesis of valerolactones and pyrazolones bearing all-carbon quaternary stereocentres
Pd/C was found to be an efficient and convenient metal catalyst in the homocoupling reaction for the synthesis of symmetrical biaryl diamides. The catalyst system Pd/C-KOAc showed high catalytic activity, and a variety of symmetrical biaryl diamides were conveniently synthesized from 2-halo-N-phenylbenzamides in moderate to good yields.
Org. Biomol. Chem.79Da, CSFALSEFALSEFALSEFALSE
2565
10.1002/anie.202011036
Enantioselective Intermolecular Heck and Reductive Heck Reactions of Aryl Triflates, Mesylates, and Tosylates Catalyzed by Nickel
The first example of palladium-catalyzed direct fotmylation,a arylzinc reagents using S-phenyl thioformate is reported. The reaction proceeded: under mild conditions, allowing high functional group tolerance. In: addition, the developed fotmylation method was used to prepare deuterated and C-13-labeled aryl aldehydes from isotope-labeled S-phenyl;., thioformates. Moreover, this procedure was applied to an alkenylzinc halide, affording the corresponding end.
Angew. Chem.-Int. Edit.
79Zhou, JSFALSEFALSEFALSEFALSE
2566
10.1002/aoc.5983
Palladium-catalyzed cross-coupling reactions of coumarin derivatives: An overview
A new method for the synthesis of 2-arylquinazolin-4-(3H)-ones that involves a three-component coupling reaction of 2-bromobenzamide, aryl aldehydes, and aqueous ammonia has been developed. This protocol employs Cu-Mn spinel oxide as a heterogeneous catalyst and does not require the presence of a ligand or external oxidant. Key features of the reaction include a recyclable catalyst, ligand-free conditions, and a wide scope of possible substrates. The mechanism begins with the replacement of the bromine atom with NH2 from aqueous ammonia followed by imine formation, intramolecular ring cyclization (C-N bond formation), and aromatization.
Appl. Organomet. Chem.
79Mathew, TVFALSEFALSEFALSEFALSE
2567
10.1021/acs.orglett.0c02215
Decarboxylative Cross-Coupling of Acyl Fluorides with Potassium Perfluorobenzoates
Alkyl oxalates, prepared from their corresponding alcohols, are engaged for the first time as carbon radical fragments in metallaphotoredox catalysis. In this report, we demonstrate that alcohols, native organic functional groups, can be readily activated with simple oxalyl chloride to become radical precursors in a net redox-neutral C-sp(3)-C-sp(2) cross-coupling with a broad range of aryl halides. This alcohol-activation coupling is successfully applied to the functionalization of a naturally occurring steroid and the expedient synthesis of a medicinally relevant drug lead.
Org. Lett.79Nishihara, YFALSEFALSEFALSEFALSE
2568
10.1039/d0gc01194k
Palladium nano-particles as a recyclable catalyst for C-O bond formation under solvent free conditions
The cobalt-catalyzed chelation assisted ortho C-H allylation of aromatic amides with unactivated aliphatic alkenes is reported. The reaction proceeds in air under mild reaction conditions, providing allylated products in good to excellent yields with high E-selectivities. This operationally simple method shows a high functional group tolerance.
Green Chem.79Khan, AFALSEFALSEFALSEFALSE
2569
10.1039/d0ob00881h
Synthesis of quinazoin-4-ones through an acid ion exchange resin mediated cascade reaction
Aryl carbamates were for the first time applied as electrophiles in the cross-coupling with arylsilanes via nickel or iron catalysis to construct valuable biaryl compounds. This new coupling reaction features a good group tolerance and non-sensitivity to steric hindrance on both aryl carbamates and arylsilanes.
Org. Biomol. Chem.79Li, WMFALSEFALSEFALSEFALSE
2570
10.1007/s11426-019-9732-5
Photoredox/palladium-cocatalyzed enantioselective alkylation of secondary benzyl carbonates with 4-alkyl-1,4-dihydropyridines
2-Methallyl aromatic aldehydes, synthesized by Suzuki coupling of 2-formylphenylboronic acids, are shown to provide cycloalkylidene ene products under acidic conditions. Susceptibility of the products to aromatization is manoeuvred by varying the reaction conditions and catalysts including binol-derived Brensted acid catalysts. A peri-effect is identified as a controlling factor for the aromatizations. Several oxidative transformations of an ene product are carried out as model studies of hydroaromatic polyketide natural products. (C) 2016 Elsevier Ltd. All rights reserved.
Sci. China-Chem.79Yu, SYTRUEFALSEFALSEFALSE
2571
10.1021/acs.orglett.0c00551
Rhodium(III) Catalyzed Regioselective and Stereospecific Allylic Arylation in Water by beta-Fluorine Elimination of the Allylic Fluoride: Toward the Synthesis of Z-Alkenyl-Unsaturated Amides
A highly enantioselective copper/N-heterocyclic carbene catalyzed allylic arylation with organolithium compounds is presented. The use of commercial or readily prepared aryllithium reagents in the reaction with allyl bromides affords a variety of chiral diarylvinylmethanes, comprising a privileged structural motif in pharmaceuticals, in high yields with good to excellent regio- and enantioselectivities. The versatility of this new transformation is illustrated in the formal synthesis of the marketed drug tolterodine (Detrol).
Org. Lett.79Bouzbouz, SFALSEFALSEFALSEFALSE
2572
10.1002/anie.201916014
Migratory Hydrogenation of Terminal Alkynes by Base/Cobalt Relay Catalysis
Copper-catalyzed electrophilic amination of a triarylboroxin using an N-methoxyamine to give quick access to a variety of anilines was reported. The reaction was especially useful for syntheses of functionalized anilines when combined with our previously reported nucleophilic addition to N-methoxyamides.
Angew. Chem.-Int. Edit.
79Liu, QFALSEFALSEFALSEFALSE
2573
10.1002/anie.201915864
Asymmetric Three-Component Heck Arylation/Amination of Nonconjugated Cyclodienes
Angew. Chem.-Int. Edit.
79Zhou, JSFALSEFALSEFALSEFALSE
2574
10.1021/jacs.9b12328
Potent Reductants via Electron-Primed Photoredox Catalysis: Unlocking Aryl Chlorides for Radical Coupling
J. Am. Chem. Soc.79Wickens, ZKTRUETRUEFALSEFALSE
2575
10.1002/anie.201911012
Synthesis of All-Carbon Quaternary Centers by Palladium-Catalyzed Olefin Dicarbofunctionalization
Angew. Chem.-Int. Edit.
79Glorius, FFALSEFALSEFALSEFALSE
2576
10.1021/jacs.9b08961
Mechanism and Scope of Nickel-Catalyzed Decarbonylative Borylation of Carboxylic Acid Fluorides
J. Am. Chem. Soc.79Sanford, MSFALSEFALSEFALSEFALSE
2577
10.1039/c9dt02876e
Computational assessment on the Tolman cone angles for P-ligands
Dalton Trans.79Jover, JFALSEFALSEFALSEFALSE
2578
10.1021/acs.orglett.9b02577
Nickel-Catalyzed Asymmetric Intramolecular Reductive Heck Reaction of Unactivated Alkenes
Org. Lett.79Wang, CFALSEFALSEFALSEFALSE
2579
10.1021/acsomega.9b00567
Base Metal-Catalyzed Direct Olefinations of Alcohols with Sulfones
ACS Omega79Maji, BFALSEFALSEFALSEFALSE
2580
10.1002/slct.201803770
Copper Immobilized on Isonicotinic Acid Hydrazide Functionalized Nano-Magnetite as a Novel Recyclable Catalyst for Direct Synthesis of Phenols and Anilines
ChemistrySelect79
Soleiman-Beigi, M
FALSEFALSEFALSEFALSE
2581
10.1039/c8qo01425f
Ruthenium(ii)-catalyzed C-O/C-S cyclization for the synthesis of 5-membered O-containing and S-containing heterocycles
Org. Chem. Front.79Hu, LHFALSEFALSEFALSEFALSE
2582
10.1002/aoc.4691
NiFe2O4 as a magnetically recoverable nanocatalyst for odourless C-S bond formation via the cleavage of C-O bond in the presence of S-8 under mild and green conditions
Appl. Organomet. Chem.
79Zolfigol, MAFALSEFALSEFALSEFALSE
2583
10.1016/j.tet.2019.01.015
Practical and scalable preparation of Minodronic acid and Zolpidem from 2-chloroimidazole[1,2-a]pyridines
Tetrahedron79Lei, XSFALSEFALSEFALSEFALSE
2584
10.1039/c8sc04996c
Direct N-O bond formation via oxidation of amines with benzoyl peroxide
Chem. Sci.79
Banerjee, A; Yamamoto, H
FALSEFALSEFALSEFALSE
2585
10.1002/slct.201803144
Ligand-Free Cu-Catalyzed Suzuki Coupling of Alkynyl Bromides with Boronic Acids in Ethanol Under Microwave Irradiation
ChemistrySelect79Anilkumar, GFALSEFALSEFALSEFALSE
2586
10.1021/jacs.8b12634
Investigating the Role of Ligand Electronics on Stabilizing Electrocatalytically Relevant Low-Valent Co(I) Intermediates
J. Am. Chem. Soc.79
Sigman, MS; Minteer, SD
FALSETRUEFALSEFALSE
2587
10.1039/c8ob02539h
Efficient synthesis of esters through oxone- catalyzed dehydrogenation of carboxylic acids and alcohols
Org. Biomol. Chem.79Quan, ZJFALSEFALSEFALSEFALSE
2588
10.1126/science.aat2299
Enantiodivergent Pd-catalyzed C-C bond formation enabled through ligand parameterization
Science79Biscoe, MRFALSEFALSEFALSEFALSE
2589
10.1021/jacs.8b09849
A Highly Reduced Ni-Li-Olefin Complex for Catalytic Kumada-Corriu Cross-Couplings
J. Am. Chem. Soc.79Cornella, JFALSEFALSEFALSEFALSE
2590
10.1002/adsc.201701563
Pd-PEPPSI: Water-Assisted Suzuki-Miyaura Cross-Coupling of Aryl Esters at Room Temperature using a Practical Palladium-NHC (NHC=N-Heterocyclic Carbene) Precatalyst
Adv. Synth. Catal.79Szostak, MFALSEFALSEFALSEFALSE
2591
10.1186/s12915-017-0427-x
A Drosophila female pheromone elicits species-specific long-range attraction via an olfactory channel with dual specificity for sex and food
BMC Biol.79
Lebreton, S; Becher, PG; Witzgall, P
FALSEFALSEFALSEFALSE
2592
10.1021/jacs.5b08103
Ni-Catalyzed Borylation of Aryl Fluorides via C-F Cleavage
J. Am. Chem. Soc.79Martin, RFALSEFALSEFALSEFALSE
2593
10.1002/anie.201502379
Ligand-Free Copper-Catalyzed Negishi Coupling of Alkyl-, Aryl-, and Alkynylzinc Reagents with Heteroaryl Iodides
Angew. Chem.-Int. Edit.
79Giri, RFALSEFALSEFALSEFALSE
2594
10.1039/c5cc01163a
A sustainable and simple catalytic system for direct alkynylation of C(sp(2))-H bonds with low nickel loadings
Chem. Commun.79Shi, BFFALSEFALSEFALSEFALSE
2595
10.1039/c4cc10431e
Nickel-catalyzed and benzoic acid-promoted direct sulfenylation of unactivated arenes
Chem. Commun.79Lu, HJFALSEFALSEFALSEFALSE
2596
10.1002/chem.201404705
[(IPent) PdCl2(morpholine)]: A Readily Activated Precatalyst for Room-Temperature, Additive-Free Carbon-Sulfur Coupling
Chem.-Eur. J.79Organ, MGFALSEFALSEFALSEFALSE
2597
10.1021/ol503004a
Structurally Diverse alpha-Substituted Benzopyran Synthesis through a Practical Metal-Free C(sp(3))-H Functionalization
Org. Lett.79Lou, HXFALSEFALSEFALSEFALSE
2598
10.1021/jo501361k
Cobalt-Catalyzed C-H Arylations, Benzylations, and Alkylations with Organic Electrophiles and Beyond
J. Org. Chem.79Ackermann, LFALSETRUEFALSEFALSE
2599
10.1055/s-0033-1339108
Copper-Catalyzed Cross-Coupling of Aryl- and Heteroaryltriethoxysilanes with Aryl and Heteroaryl Iodides and Bromides
Synthesis79Giri, RFALSEFALSEFALSEFALSE
2600
10.1021/jo500619f
Nickel-Catalyzed Cross-Coupling of Aryl Fluorides and Organozinc Reagents
J. Org. Chem.79Wang, ZXFALSEFALSEFALSEFALSE
2601
10.1021/ol500292c
Synthesis of Chiral alpha-Diarylacetic Esters by Stereospecific 1,2-Aryl Migration Promoted by in Situ Generated Acetals from Benzoins
Org. Lett.79Balamurugan, RFALSEFALSEFALSEFALSE
2602
10.1002/chem.201303637
Copper-Catalyzed Aromatic C-H Bond Cyanation by C-CN Bond Cleavage of Inert Acetonitrile
Chem.-Eur. J.79Shen, ZMFALSEFALSEFALSEFALSE
2603
10.1055/s-0033-1339918
Palladium-Catalyzed Cyanation of Quinazoline-4-tosylates for Access to 4-CN-Functionalized Quinazolines
Synthesis79Peng, YYFALSEFALSEFALSEFALSE
2604
10.1021/ja407589e
Mechanism and Selectivity in Nickel-Catalyzed Cross-Electrophile Coupling of Aryl Halides with Alkyl Halides
J. Am. Chem. Soc.79Weix, DJFALSETRUEFALSEFALSE
2605
10.1002/ejoc.201201635
Desymmetrization and Switching of Stereoselectivity in Direct Organocatalytic Michael Addition of Ketones to 1,1-Bis(phenylsulfonyl)ethylene
Eur. J. Org. Chem.79Chen, KMFALSEFALSEFALSEFALSE
2606
10.1021/ic302153s
Synthesis and Structural Characterization of Heteroboroxines with MB2O3 Core (M = Sb, Bi, Sn)
Inorg. Chem.79De Proft, FFALSEFALSEFALSEFALSE
2607
10.1002/ejoc.201201263
Metal-Free Synthesis of Secondary Arylamines: An Aliphatic-to-Aromatic Transformation
Eur. J. Org. Chem.79Maycock, CDFALSEFALSEFALSEFALSE
2608
10.1002/adsc.201200280
Bronsted Acid-Promoted Divergent Reactions of Enaminones: Efficient Synthesis of Fused Pyrroles with Different Substitution Patterns
Adv. Synth. Catal.79Jiang, BFALSEFALSEFALSEFALSE
2609
10.1002/chem.201201394
Palladium-Catalyzed Mono-alpha-Arylation of Acetone with Aryl Imidazolylsulfonates
Chem.-Eur. J.79Ackermann, LFALSEFALSEFALSEFALSE
2610
10.1021/cs300028y
Iron-Catalyzed Direct Suzuki-Miyaura Reaction: Theoretical and Experimental Studies on the Mechanism and the Regioselectivity
ACS Catal.79Hu, CWFALSEFALSEFALSEFALSE
2611
10.1039/c1ob06743e
Copper-catalyzed N-alkylation of amides and amines with alcohols employing the aerobic relay race methodology
Org. Biomol. Chem.79Xu, QFALSEFALSEFALSEFALSE
2612
10.1002/adsc.201100165
Synthesis of Arylated Quinolines by Chemo- and Site-selective Suzuki-Miyaura Reactions of 5,7-Dibromo-8-(trifluoromethanesulfonyloxy)quinoline
Adv. Synth. Catal.79Langer, PFALSEFALSEFALSEFALSE
2613
10.1016/j.tetlet.2010.11.133
Cross-coupling reactions of alkenylsilanols with fluoroalkylsulfonates: development and optimization of a mild and stereospecific coupling process
Tetrahedron Lett.79Denmark, SEFALSEFALSEFALSEFALSE
2614
10.1039/c1cc11930c
One pot iridium-catalyzed asymmetrical double allylations of sodium sulfide: a fast and economic way to construct chiral C-2-symmetric bis(1-substituted-allyl)sulfane
Chem. Commun.79Zhao, XMFALSEFALSEFALSEFALSE
2615
10.1002/ijch.201000032
Cobalt-Catalyzed Cross-Coupling Reactions Aryl Halides
Isr. J. Chem.79Gosmini, CFALSEFALSEFALSEFALSE
2616
10.1055/s-0029-1218275
Tunable, Regioselective Control of Iodine-Catalyzed Allylic Substitution of Cyclic Baylis-Hillman Adducts with Indoles
Synlett79Liu, LFALSEFALSEFALSEFALSE
2617
10.1016/j.tet.2007.06.043
Catalytic, asymmetric alkylation of imines
Tetrahedron79Ferraris, DFALSEFALSEFALSEFALSE
2618
10.1016/j.jorganchem.2007.01.021
Electron transfer, in organonickel complexes of alpha-diimines: Versatile redox catalysts for C-C or C-P coupling reactions - A review
J. Organomet. Chem.
79Klein, AFALSETRUEFALSEFALSE
2619
10.1002/adsc.200505409
Nickel(0)/imidazolium carbene catalyst system for efficient cross-coupling of aryl bromides and chlorides with organomanganese reagents
Adv. Synth. Catal.79Schneider, RFALSEFALSEFALSEFALSE
2620
10.1016/j.tet.2005.03.078
Pd-2(dba)(3)/Xantphos-catalyzed cross-coupling of thiols and aryl bromides/triflates
Tetrahedron79Perrio, SFALSEFALSEFALSEFALSE
2621
10.1016/j.tetasy.2004.06.052
In situ enzymatic screening (ISES) of P,N-ligands for Ni(0)-mediated asymmetric intramolecular allylic amination
Tetrahedron-Asymmetry
79Berkowitz, DBFALSEFALSEFALSEFALSE
2622
10.1016/j.tet.2003.06.001
Synthesis and reactivity of lithium tri(quinolinyl)magnesates
Tetrahedron79Mongin, FFALSEFALSEFALSEFALSE
2623
10.1016/0022-328X(95)06042-U
Regio- and stereoselective a(4)-umpolung reactions of alpha,beta-unsaturated esters to 1,6-dicarbonyl compounds by addition of enantiopure nucleophiles to racemic tetracarbonyl(eta(3)-allyl)iron(1+) complexes
J. Organomet. Chem.
79Enders, DFALSEFALSEFALSEFALSE
2624
10.5059/yukigoseikyokaishi.46.356
MOLECULAR-BASIS OF CATALYTIC REACTIONS INVOLVING OLEFIN AND ALLYL COMPLEXES OF GROUP-10 METALS
J. Synth. Org. Chem. Jpn.
79KUROSAWA, HFALSEFALSEFALSEFALSE
2625
10.1002/chem.202103653
Regioselective Fluorination of Acenes: Tailoring of Molecular Electronic Levels and Solid-State Properties
Chem.-Eur. J.79Witte, GFALSETRUEFALSEFALSE
2626
10.1002/aoc.6549
DFT study on the mechanisms of alpha-C cross coupling of pi-bonds catalyzed by iron complexes
Appl. Organomet. Chem.
79Ren, QHFALSEFALSEFALSEFALSE
2627
10.1002/cctc.202101455
Nickel(II)-Catalyzed Selective (E)-Olefination of Methyl Heteroarenes Using Benzyl Alcohols via Acceptorless Dehydrogenative Coupling Reaction
ChemCatChem79Ramesh, RFALSEFALSEFALSEFALSE
2628
10.1039/d1cc05949a
Contrasteric coupling of allenes and tetrahydroisoquinolines by iron-catalysed allenic C(sp(2))-H functionalisation
Chem. Commun.79
Wang, YD; Wang, YM
FALSEFALSEFALSEFALSE
2629
10.1021/acs.joc.1c00613
Stereoselective Synthesis of cis-2-Ene-1,4-diones via Aerobic Oxidation of Substituted Furans Catalyzed by ABNO/HNO3
J. Org. Chem.79
Zhang, ZG; Xie, XM
FALSEFALSEFALSEFALSE
2630
10.3390/molecules26175390
Porphyrin N-Pincer Pd(II)-Complexes in Water: A Base-Free and Nature-Inspired Protocol for the Oxidative Self-Coupling of Potassium Aryltrifluoroborates in Open-Air
Molecules79
Venkateswarlu, K
FALSEFALSEFALSEFALSE
2631
10.1055/a-1581-0934
Nickel-Catalyzed Paired Electrochemical Cross-Coupling of Aryl Halides with Nucleophiles
Synthesis79Li, CFALSETRUEFALSEFALSE
2632
10.1021/acs.joc.1c01325
N,N,N',N'-Tetramethylethylenediamine-Enabled PhotoredoxCatalyzed C-H Methylation of N-Heteroarenes
J. Org. Chem.79
Chen, K; Xiang, HY; Yang, H
TRUEFALSEFALSEFALSE
2633
10.1002/chem.202102347
ChemBead Enabled High-Throughput Cross-Electrophile Coupling Reveals a New Complementary Ligand
Chem.-Eur. J.79Wang, YFALSETRUEFALSEFALSE
2634
10.1246/bcsj.20210148
YCatalyzed Intramolecular Aromatic C-H Acylation of 2-Arylbenzoyl Fluorides
Bull. Chem. Soc. Jpn.
79
Ogiwara, Y; Sakai, N
FALSEFALSEFALSEFALSE
2635
10.1021/acs.orglett.7b01631
Chiral Cyclic Ligand-Enabled Iridium-Catalyzed Asymmetric Arylation of Unactivated Racemic Allylic Alcohols with Anilines
Org. Lett.79Fu, HFALSEFALSEFALSEFALSE
2636
10.1002/chem.201701665
Lanthanide Ions Coupled with Photoinduced Electron Transfer Generate Strong Reduction Potentials from Visible Light
Chem.-Eur. J.79Konig, BTRUETRUEFALSEFALSE
2637
10.1002/anie.201610203
NHC-Organocatalyzed C-Ar-O Bond Cleavage: Mild Access to 2-Hydroxybenzophenones
Angew. Chem.-Int. Edit.
79Glorius, FFALSEFALSEFALSEFALSE
2638
10.1055/s-0036-1588893
Synthesis of Di- and Triarylmethanes through Palladium-Catalyzed Reductive Coupling of N-Tosylhydrazones and Aryl Bromides
Synthesis79Wang, JBFALSEFALSEFALSEFALSE
2639
10.1021/jacs.7b00268
Facile Route to Quadruply Annulated Borepins
J. Am. Chem. Soc.79Wagner, MFALSEFALSEFALSEFALSE
2640
10.1016/j.tet.2016.12.068
One-pot reductive coupling reactions of acetyl naphthalene derivatives, tosylhydrazide, with arylboronic acids
Tetrahedron79Liu, P; Liu, YFALSEFALSEFALSEFALSE
2641
10.1002/anie.201604696
Decarbonylative Silylation of Esters by Combined Nickel and Copper Catalysis for the Synthesis of Arylsilanes and Heteroarylsilanes
Angew. Chem.-Int. Edit.
79Rueping, MFALSEFALSEFALSEFALSE
2642
10.1021/acs.orglett.6b02236
Nickel-Catalyzed Ortho-Arylation of Unactivated (Hetero)aryl C-H Bonds with Arylsilanes Using a Removable Auxiliary
Org. Lett.79Shi, BFFALSEFALSEFALSEFALSE
2643
10.1039/c6cc04410g
Atom-economical cobalt-catalysed regioselective coupling of epoxides and aziridines with alkenes
Chem. Commun.79Morandi, BFALSEFALSEFALSEFALSE
2644
10.1016/j.apcatb.2020.119425
Size and stability modulation of Pd nanoparticles on porous hypercrosslinked ionic polymer for heterogeneous aerobic oxidative coupling of diaryl ether
Classical methods for achieving nucleophilic substitutions of alkyl electrophiles (S(N)1 and S(N)2) have limited scope and are not generally amenable to enantioselective variants that employ readily available racemic electrophiles. Radical-based pathways catalyzed by chiral transition-metal complexes provide an attractive approach to addressing these limitations.
Appl. Catal. B-Environ.
78Wang, JFALSEFALSEFALSEFALSE
2645
10.1021/acs.orglett.0c03342
Nickel-Catalyzed Directed Cross-Electrophile Coupling of Phenolic Esters with Alkyl Bromides
An efficient silver-catalyzed intermolecular decarboxylative arylation of quinolines has been developed using cheap aromatic carboxylic acids as arylating reagents under microwave irradiation. The reaction demonstrates a broad substrate scope and excellent functional group tolerance. This method provided an effective and easy way to synthesize arylated quinoline derivatives. The radical trapping experiments showed that this process involved the radical mechanism.
Org. Lett.78Wang, CFALSETRUEFALSEFALSE
2646
10.1002/chem.202004132
Directing Group-Promoted Inert C-O Bond Activation Using Versatile Boronic Acid as a Coupling Agent
An one-pot approach to benzoxazole ring from 2-aminophenol and aldehydes utilizing molecular sieve as the catalyst have been developed. The new oxidative cyclization reaction excluded the usage of hazardous chemical reagents, transition-metal catalysts, chemical oxidants, or strong acids, and, therefore, reduced the production of toxic chemical waste. This offers an environmentally friendly pathway for the synthesis of various benzoxazole derivatives. [GRAPHICS] .
Chem.-Eur. J.78Ong, TGFALSEFALSEFALSEFALSE
2647
10.1016/j.jorganchem.2020.121543
Synthesis and structures of amido-functionalized N-heterocyclic nickel(II) carbene complexes
A nickel-based catalyst was employed for the first time in the crossing-coupling of indenoindoles with bromo-/iodoarenes. A simple and practical method was provided for the synthesis of N-aryl substituted indenoindole and the mechanism of this reaction was discussed. (C) 2016 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.
J. Organomet. Chem.
78Liu, FCFALSEFALSEFALSEFALSE
2648
10.1039/d0qo01016b
Palladium-catalyzed tandem reaction of epoxynitriles with arylboronic acids in aqueous medium: divergent synthesis of furans and pyrroles
A two-step synthesis sequence furnishes quadruply annulated borepins in high yields. The first step involves a nucleophilic substitution reaction between aryl-BF3K salts (aryl = mesityl, phenyl) and lithiated bromonapthalene derivatives LiNaph(Br,R) (HNaph(Br,R) = 8-bromonaphthalene (a), 5-bromoacenaphthene (b), 5-bromoacenaphthylene (c)). In the second step, the resulting heteroleptic triarylboranes aryl-B(Naph(Br,R)), (3a-c) are subjected to an intramolecular Ni-mediated Yamamoto reaction to close the seven-membered rings and create the borepins 4a-c. Only in the case of 3b is the Yamamoto reaction accompanied by a C-H activation reaction furnishing the 7-hydro-7-borabenzo[de]anthracene derivative 5. The product ratio 4b/5 can be influenced by control of the local Ni(0) concentration. The borepins 4a-c are benchtop stable and highly soluble even in hexane. Compounds 4a-c undergo reversible one-electron reduction; 4c is also able to accept a second electron in a reversible manner and already at moderate potential values (E-1/2 = -1.49 V and -1.84 V (vs FcH/FcH(+))). 4a, 4b, and 5 show photoluminescence in the blue-green region of the spectrum, while 4c is nonfluorescent, which is likely attributable to an intramolecular charge-transfer transition.
Org. Chem. Front.78Lv, NN; Chen, JXFALSEFALSEFALSEFALSE
2649
10.1055/s-0040-1705954
Nickel-Catalyzed Decarbonylative Alkynylation of Acyl Fluorides with Terminal Alkynes under Copper-Free Conditions
The development of fluorinated sulfone derivatives as versatile electrophiles for Suzuki Miyaura cross-coupling reactions is described. Introducing electron-withdrawing groups on the aryl ring of the sulfone facilitates the Pd-catalyzed activation of C-SO2 bonds. Cross-coupling reactions with fluorinated sulfone electrophiles are reported, leading to a variety of multiply arylated products in good yields. The reactivity of this unusual electrophile is benchmarked versus common electrophiles and its use in iterative cross-couplings for concise synthesis of biologically active molecules is described.
Synlett78Nishihara, YFALSEFALSEFALSEFALSE
2650
10.1002/ajoc.202000485
Facile Construction of 3,4-dihydro-2H-1,2,4-Benzothiadiazine 1,1-Dioxides via Redox-Neutral Cascade Condensation/[1,7]-Hydride Transfer/Cyclization
The widespread and large scale use of platinum group metals, especially palladium, in a wide variety of industrial applications has seen their levels in wastewater streams, roadside dust and even pharmaceuticals significantly rise over recent years. Due to the possible environmental damage and potential health risk this may cause, there is now substantial demand for inexpensive, efficient and robust methods for the detection of palladium. Based upon self-immolative linker technologies, we have designed and synthesised a number of allyl ether-functionalised electrochemical probes to determine the optimum probe structure required to deliver a ratiometric electrochemical detection method capable of achieving a limit of detection of<1mg/mL within 20min through the use of disposable screen-printed carbon electrodes. Combined with an enzymatic assay, this method was then used to achieve a proof-of-principle ratiometric electrochemical molecular logic gate. [GRAPHICS]
Asian J. Org. Chem.78Wang, L; Li, SSFALSEFALSEFALSEFALSE
2651
10.1039/d0qo00479k
Computational study of catalyst-controlled regiodivergent pathways in hydroboration of 1,3-dienes: mechanism and origin of regioselectivity
A new transfer hydrofunctionalization strategy to turnover H-M-II-X complexes has enabled both intra- and intermolecular Mizoroki-Heck (MH)-type reactions of aryl cyanides that are challenging to realize under traditional, basic conditions. Initially, a cascade carbonickelation/MH reaction of 2-cyanostyrenes was achieved using a key alkyne transfer hydrocyanation step. Mechanistic experiments supported the proposed catalytic cycle, including the turnover-enabling transfer hydrocyanation step. The reactivity was then extended to the intermolecular MH reaction of benzonitriles and styrenes.
Org. Chem. Front.78Li, JFALSEFALSEFALSEFALSE
2652
10.1002/ejoc.202000672
Intramolecular Nickel-Catalyzed Ring-Opening Reactions of Oxabenzonorbornadienes with C-1-Tethered Aryl Halides: An Improvement of Method
A facile method that allows for Ni(cod)(2) to be used on the benchtop is reported. The procedure involves the preparation of paraffin Ni(cod)(2) capsules, which are stable to air and moisture. It is demonstrated that these readily available capsules can be used to promote a range of Ni(cod)(2)-catalyzed transformations. These studies are expected to promote the further use of Ni(cod)(2) in organic synthesis.
Eur. J. Org. Chem.78Tam, WFALSEFALSEFALSEFALSE
2653
10.1021/jacs.0c02860
Gold-Catalyzed Chemoselective Couplings of Polyfluoroarenes with Aryl Germanes and Downstream Diversification
The most important methods for the preparation of polyfunctional Zn and Mg reagents are highlighted. New perspectives for increasing the synthetic potential of these reagents including the use of Lewis acid catalysis, in situ trapping reactions, continuous flow conditions, and solid, air-stable zinc organometallics are described.
J. Am. Chem. Soc.78Schoenebeck, FFALSEFALSEFALSEFALSE
2654
10.1021/acs.joc.9b03500
Acyl Cyanides as Bifunctional Reagent: Application in Copper-Catalyzed Cyanoamidation and Cyanoesterification Reaction
A new strategy for the synthesis of acyl beta-C-glycosides is described. The reactivity of glyconitriles toward organometallic reagents such as organomagnesium or organolithium derivatives was studied, affording acyl beta-C-glycosides in moderate to good yields. In this study, glycal formation was efficiently prevented by deprotonating the hydroxyl group in position 2 of the glyconitriles during the process.
J. Org. Chem.78Chen, ZW; Ye, MFALSEFALSEFALSEFALSE
2655
10.1016/j.chempr.2020.01.009
Access to Chiral Bisphenol Ligands (BPOL) through Desymmetrizing Asymmetric Ortho-Selective Halogenation
Easily reachable electron-poor/rich primary and secondary benzylic phosphates are suitably used as substrates for Friedel-Crafts benzylation reactions with only 1.2 equiv activated/deactivated arenes (no additional solvent) to access structurally and electronically diverse polyarylated alkanes with excellent yields and selectivities at room temperature. Specifically,. diversely substituted di/triarylmethanes are generated within 2-30 min using this approach. A wide number of electron-poor polyarylated alkanes are easily accomplished through this route by just tuning the phosphates.
Chem78
Tse, YLS; Yeung, YY
FALSEFALSEFALSEFALSE
2656
10.6023/cjoc201909015
Recent Advances in Ligand-Promoted Transition-Metal-Catalyzed Remote meta-C-H Functionalization of Arenes
This study details Ni-catalyzed cross coupling of aryl Grignard reagents with aryl halides in toluene, a nonpolar solvent with a high boiling point. The reaction was applied for the synthesis of various biaryls in good yields without the introduction of a large steric ligand. The Kumada-Tamao-Corriu(KTC) reaction in toluene was then successfully modified to proceed under neat conditions for the efficient syntheses of symmetrical biaryls, particularly in large-scale preparations. Unactivated aryl chlorides show higher reactivity than aryl bromides, particularly under neat conditions. Mechanistic investigations suggest a radical procedure for the catalytic cycle, and the origin of the radical intermediates being aryl halides.
Chin. J. Org. Chem.78He, YQFALSEFALSEFALSEFALSE
2657
10.1021/jacs.9b08734
Ni-Catalyzed Asymmetric Allylation of Secondary Phosphine Oxides
J. Am. Chem. Soc.78Zhang, QWFALSEFALSEFALSEFALSE
2658
10.1016/j.tetlet.2019.07.029
Nondissociative chain walking as a strategy in catalytic organic synthesis
Tetrahedron Lett.78Kochi, TFALSEFALSEFALSEFALSE
2659
10.1039/c9sc00892f
Highly-chemoselective step-down reduction of carboxylic acids to aromatic hydrocarbons via palladium catalysis
Chem. Sci.78Szostak, MFALSEFALSEFALSEFALSE
2660
10.1021/acscatal.9b00336
Palladium-Catalyzed Stereospecific C-Glycosylation of Glycals with Vinylogous Acceptors
ACS Catal.78Zhang, QFALSEFALSEFALSEFALSE
2661
10.1021/acscatal.8b04444
Are Bronsted Acids the True Promoter of Metal-Triflate-Catalyzed Glycosylations? A Mechanistic Probe into 1,2-cis-Aminoglycoside Formation by Nickel Triflate
ACS Catal.78
Schlegel, HB; Nguyen, HM
FALSEFALSEFALSEFALSE
2662
10.1021/acs.joc.8b02701
Combination of PhI(OAc)(2) and 2-Nitropropane as the Source of Methyl Radical in Room-Temperature Metal-Free Oxidative Decarboxylation/Cyclization: Construction of 6-Methyl Phenanthridines and 1-Methyl Isoquinolines
J. Org. Chem.78Xu, SFALSEFALSEFALSEFALSE
2663
10.1021/acscatal.8b03436
Nickel-Catalyzed Heteroarenes Cross Coupling via Tandem C-H/C-O Activation
ACS Catal.78Ong, TGFALSEFALSEFALSEFALSE
2664
10.1021/acs.orglett.8b03167
Cobalt-Catalyzed C-F Bond Borylation of Aryl Fluorides
Org. Lett.78Lee, EFALSEFALSEFALSEFALSE
2665
10.1021/acs.orglett.8b02771
Aerobic Catalytic Features in Photoredox- and Copper-Catalyzed Iodolactonization Reactions
Org. Lett.78Li, WTRUEFALSEFALSEFALSE
2666
10.1002/anie.201807302
Efficient Synthesis of (-)-Corynoline by Enantioselective Palladium-Catalyzed alpha-Arylation with Sterically Hindered Substrates
Angew. Chem.-Int. Edit.
78Tang, WJFALSEFALSEFALSEFALSE
2667
10.1021/jacs.8b04479
Intermediacy of Ni-Ni Species in sp(2) C-O Bond Cleavage of Aryl Esters: Relevance in Catalytic C-Si Bond Formation
J. Am. Chem. Soc.78Martin, RFALSEFALSEFALSEFALSE
2668
10.1002/ajoc.201800057
Salicylate-Directed C-O Bond Cleavage: Iron-Catalyzed Allylic Substitution with Grignard Reagents
Asian J. Org. Chem.78Li, ZPFALSEFALSEFALSEFALSE
2669
10.1021/jacs.7b12582
Synthesis of Allylic Alcohols via Cu-Catalyzed Hydrocarbonylative Coupling of Alkynes with Alkyl Halides
J. Am. Chem. Soc.78Mankad, NPFALSEFALSEFALSEFALSE
2670
10.1002/adsc.201701368
Copper-Catalyzed Dehydrative Cyclization of 1-(2-Hydroxyphenyl)propargyl Alcohols with P(O)H Compounds for the Synthesis of 2-Phosphorylmethylbenzofurans
Adv. Synth. Catal.78Shen, RWFALSEFALSEFALSEFALSE
2671
10.1002/chem.201702015
Ligand- and Solvent-Tuned Chemoselective Carbonylation of Bromoaryl Triflates
Chem.-Eur. J.78Jiao, HJ; Wu, XFFALSEFALSEFALSEFALSE
2672
10.1021/acs.orglett.5b03072
Organocatalytic Asymmetric Nucleophilic Addition to o-Quinone Methides by Alcohols
Org. Lett.78Sun, JWFALSEFALSEFALSEFALSE
2673
10.1002/anie.201507848
Enantioselective Copper-Catalyzed Quinoline Alkynylation
Angew. Chem.-Int. Edit.
78Aponick, AFALSEFALSEFALSEFALSE
2674
10.1002/chem.201502689
Base-Promoted Coupling of Carbon Dioxide, Amines, and Diaryliodonium Salts: A Phosgene- and Metal-Free Route to O-Aryl Carbamates
Chem.-Eur. J.78Qi, CRFALSEFALSEFALSEFALSE
2675
10.1021/acs.joc.5b01240
Toward a Unified Mechanism for Oxoammonium Salt-Mediated Oxidation Reactions: A Theoretical and Experimental Study Using a Hydride Transfer Model
J. Org. Chem.78Leadbeater, NEFALSEFALSEFALSEFALSE
2676
10.1002/adsc.201401176
Asymmetric One-Pot Synthesis of 1,4-Dihydroquinolines via an Organocatalytic Aza-Michael/Michael Cascade Strategy
Adv. Synth. Catal.78Kim, SGFALSEFALSEFALSEFALSE
2677
10.1002/ejoc.201403404
Palladium-Catalyzed Desulfitative Arylation of 5-Alkoxy-3,4-dibromo-2(5H)-furanone with Sodium Arylsulfinates
Eur. J. Org. Chem.78Wang, ZYFALSEFALSEFALSEFALSE
2678
10.1016/j.tetlet.2014.11.118
Chemoselective Suzuki-cross coupling reactions of 5-bromoquinolin-8-yl trifluoromethanesulfonate
Tetrahedron Lett.78Langer, PFALSEFALSEFALSEFALSE
2679
10.1039/c5nj01597a
Palladium catalyzed decarboxylative acylation of arylboronic acid with ethyl cyanoacetate as a new acylating agent: synthesis of alkyl aryl ketones
New J. Chem.78Adhikari, SFALSEFALSEFALSEFALSE
2680
10.1021/jo5010636
Synthesis of Triarylmethanes by Palladium-Catalyzed C-H/C-O Coupling of Oxazoles and Diarylmethanol Derivatives
J. Org. Chem.78Hirano, KFALSEFALSEFALSEFALSE
2681
10.1021/ol500531m
Direct C-H Bond Arylation of (Benzo)oxazoles with Aryl Chlorides Catalyzed by N-Heterocyclic Carbene-Palladium(II)-1-Methylimidazole Complex
Org. Lett.78Shao, LXFALSEFALSEFALSEFALSE
2682
10.1002/cjoc.201300830
Efficient C-S Cross-Coupling of Thiols with Aryl Iodides Catalyzed by Cu(OAc)(2)center dot H2O and 2,2'- Biimidazole
Chin. J. Chem.78Zeng, RSFALSEFALSEFALSEFALSE
2683
10.1021/ja410118m
A Computational Mechanistic Study of an Unprecedented Heck-Type Relay Reaction: Insight into the Origins of Regio- and Enantioselectivities
J. Am. Chem. Soc.78Wang, ZXFALSEFALSEFALSEFALSE
2684
10.1039/c3ob41918e
Nickel-catalyzed dimerization of pyrrolidinoindoline scaffolds: systematic access to chimonanthines, folicanthines and (+)-WIN 64821
Org. Biomol. Chem.78Oguri, HFALSEFALSEFALSEFALSE
2685
10.1002/chem.201303474
Significant Substituent Effect on the Anomerization of Pyranosides: Mechanism of Anomerization and Synthesis of a 1,2-cis Glucosamine Oligomer from the 1,2-trans Anomer
Chem.-Eur. J.78Manabe, SFALSEFALSEFALSEFALSE
2686
10.6023/A13040455
DFT Study on Mechanism of Ruthenium-catalyzed meta Sulfonation
Acta Chim. Sin.78Liu, DJFALSEFALSEFALSEFALSE
2687
10.1021/om300566m
Synthesis, Structural Characterization, and Catalytic Activity of IPrNi(styrene)(2) in the Amination of Aryl Tosylates
Organometallics78Belderrain, TRFALSEFALSEFALSEFALSE
2688
10.1039/c2sc20277h
Hindered biaryls by C-H coupling: bisoxazoline-Pd catalysis leading to enantioselective C-H coupling
Chem. Sci.78Yamaguchi, JFALSEFALSEFALSEFALSE
2689
10.1002/ejoc.201101121
A Highly Efficient Method for the Copper-Catalyzed Selective Synthesis of Diaryl Chalcogenides from Easily Available Chalcogen Sources
Eur. J. Org. Chem.78Li, YMFALSEFALSEFALSEFALSE
2690
10.1016/j.tet.2009.12.004
New 1,2,4,5-tetrakis-(N-imidazoliniummethyl)benzene and 1,2,4,5-tetrakis(N-benzimidazoliummethyl)benzene salts as N-heterocyclic tetracarbene precursors: synthesis and involvement in ruthenium-catalyzed allylation reactions
Tetrahedron78Ozdemir, IFALSEFALSEFALSEFALSE
2691
10.1039/c0dt00104j
Hydrofluoroarylation of alkynes with fluoroarenes
Dalton Trans.78Nakao, YFALSEFALSEFALSEFALSE
2692
10.1002/ejoc.200900104
New and Efficient Iron Halide Mediated Synthesis of Alkenyl Halides through Coupling of Alkynes and Alcohols
Eur. J. Org. Chem.78Jana, UFALSEFALSEFALSEFALSE
2693
10.1073/pnas.0307271101
Rhodium-catalyzed asymmetric ring opening reactions of oxabicyclic alkenes: Catalyst and substrate studies leading to a mechanistic working model
Proc. Natl. Acad. Sci. U. S. A.
78Lautens, MFALSEFALSEFALSEFALSE
2694
10.1016/S0040-4039(03)00786-X
First cross-coupling reactions of arylmagnesates: a convenient access to heteroarylquinolines
Tetrahedron Lett.78Mongin, FFALSEFALSEFALSEFALSE
2695
10.1021/jo00069a041
REACTION OF ARYL TRIFLATES WITH HETEROARYLLITHIUMS VIA ARYNE INTERMEDIATES
J. Org. Chem.78FALSEFALSEFALSEFALSE
2696
10.1021/jo00390a013
TARTARIC ACID, AN EFFICIENT CHIRAL AUXILIARY - NEW ASYMMETRIC-SYNTHESIS OF 2-ALKYL-2-ARYLACETIC ACIDS
J. Org. Chem.78CASTALDI, GFALSEFALSEFALSEFALSE
2697
10.1016/0022-328X(86)80547-2
CATALYZED SUBSTITUTIONS OF ACETATE NICKEL AND ALLYLIC SULFONES
J. Organomet. Chem.
78CUVIGNY, TFALSEFALSEFALSEFALSE
2698
10.1080/07328303.2022.2031207
Recent advances in glycosylation involving novel anomeric radical precursors
J. Carbohydr. Chem.
78Zhu, FFALSEFALSEFALSEFALSE
2699
10.1002/ejoc.202101211
Selective Palladium-Catalyzed alpha,beta-Homodiarylation of Vinyl Esters in Aqueous Medium
Eur. J. Org. Chem.78Ostaszewski, RFALSEFALSEFALSEFALSE
2700
10.6023/A21070345
Advances on Asymmetric Construction of Diarylmethine Stereocenters
Acta Chim. Sin.78Xiao, J; Peng, YFALSEFALSEFALSEFALSE
2701
10.1016/j.chempr.2021.10.015
A relay catalysis strategy for enantioselective nickel-catalyzed migratory hydroarylation forming chiral alpha-aryl alkylboronates
Chem78Liang, Y; Zhu, SLFALSEFALSEFALSEFALSE
2702
10.1021/jacs.1c05902
Nickel-Catalyzed Dearomative Arylboration of Indoles: Regioselective Synthesis of C2-and C3-Borylated Indolines
J. Am. Chem. Soc.78Brown, MKFALSEFALSEFALSEFALSE
2703
10.1002/slct.202101755
Advantage of Using NaH2PO2 over Alkali Metal Formates as a Hydrogen Source for Pd-gC(3)N(4) Catalyzed Hydro-Dehalogenation of Aryl Halides
ChemistrySelect78
Chakraborty, S; Bahuguna, A
FALSEFALSEFALSEFALSE
2704
10.1021/acs.inorgchem.1c01432
Way to Enforce Selectivity via Steric Hindrance: Improvement of Am(III)/Eu(III) Solvent Extraction by Loaded Diphosphonic Acid Esters
Inorg. Chem.78Shi, WQFALSEFALSEFALSEFALSE
2705
10.1002/ejoc.202100717
Carboxylic Acid Promoted, Redox-Neutral Ru-Catalyzed C-H Allylation of Aromatic Ketones
Eur. J. Org. Chem.78Dethe, DHFALSEFALSEFALSEFALSE
2706
10.1021/acscatal.1c02790
Identifying the Imperative Role of Metal-Olefin Interactions in Catalytic C-O Reductive Elimination from Nickel(II)
ACS Catal.78Stoltz, BMFALSEFALSEFALSEFALSE
2707
10.1021/jacs.1c05764
Lewis Basic Salt-Promoted Organosilane Coupling Reactions with Aromatic Electrophiles
J. Am. Chem. Soc.78Bandar, JSFALSETRUEFALSEFALSE
2708
10.1055/a-1548-8362
Nickel-Catalyzed Hydrodeoxygenation of Aryl Sulfamates with Alcohols as Mild Reducing Agents
Synthesis78
Kuriyama, M; Onomura, O
FALSEFALSEFALSEFALSE
2709
10.1021/acscatal.1c01077
Cross-Coupling of Ketone Enolates with Grignard and Zinc Reagents with First-Row Transition Metal Catalysts
ACS Catal.78Cossy, JFALSEFALSEFALSEFALSE
2710
10.1002/adsc.201700260
A Sequential Suzuki Coupling Approach to Unsymmetrical Aryl s-Triazines from Cyanuric Chloride
Adv. Synth. Catal.78Zou, GFALSEFALSEFALSEFALSE
2711
10.1021/jacs.7b04374
Enantioselective Formation of CF3-Bearing All-Carbon Quaternary Stereocenters via C-H Functionalization of Methanol: Iridium Catalyzed Allene Hydrohydroxymethylation
J. Am. Chem. Soc.78Krische, MJFALSEFALSEFALSEFALSE
2712
10.1002/anie.201701918
Copper-Mediated Decarboxylative Coupling of Benzamides with ortho-Nitrobenzoic Acids by Directed C-H Cleavage
Angew. Chem.-Int. Edit.
78
Hirano, K; Miura, M
FALSEFALSEFALSEFALSE
2713
10.1039/c7ra05711c
Highly efficient heterogeneous copper-catalyzed decarboxylative cross-coupling of potassium polyfluorobenzoates with aryl halides leading to polyfluorobiaryls
RSC Adv.78Zhao, HFALSEFALSEFALSEFALSE
2714
10.1021/jacs.6b06862
Isolated Organometallic Nickel(III) and Nickel(IV) Complexes Relevant to Carbon-Carbon Bond Formation Reactions
J. Am. Chem. Soc.78Mirica, LMFALSEFALSEFALSEFALSE
2715
10.1021/acs.orglett.6b02229
Olefination of Electron-Deficient Alkenes with Allyl Acetate: Stereo- and Regioselective Access to (2Z,4E)-Dienamides
Org. Lett.78
Zhang, J; Zhong, GF
FALSETRUEFALSEFALSE
2716
10.1021/acscatal.6b00365
Coupling Catalytic Alkene Hydroacylation and alpha-Arylation: Enantioselective Synthesis of Heterocyclic Ketones with alpha-Chiral Quaternary Stereocenters
ACS Catal.78Stanley, LMFALSEFALSEFALSEFALSE
2717
10.1021/acscatal.0c05481
Copper-Catalyzed Meta-Selective Arylation of Phenol Derivatives: An Easy Access to m-Aryl Phenols
A convenient method to perdeuterate aromatic compounds is reported. Commercially available nonaflic acid (C4F9SO3H) in combination with C6D6 as the deuterium source provided access to a series of highly labeled arenes. Some of them were then used as building blocks for the preparation of functionalized deuterated products. A wide range of synthetic procedures were investigated. They involved traditional methods such as halogenation or nucleophilic substitution, but also metal-catalyzed cross coupling and C-X bond activation. The transformations comprised redox-neutral, oxidative as well as reductive reactions, and mechanistically, ionic, radical and pericyclic processes were covered. Under many conditions, the overall degree of deuteration remained high; in C-X activation reactions, a more pronounced re-protonation was observed.
ACS Catal.77Loh, TPFALSEFALSEFALSEFALSE
2718
10.1016/j.tetlet.2020.152801
Visible-light-induced direct construction of amide bond from carboxylic acids with amines in aqueous solution
This paper reports a room temperature, nickel-catalyzed Negishi cross-coupling of N-acylsuccinimides with arylzinc reagents via selective N-C bond cleavage enabled by amide bond twist. The reaction proceeds using a commercially available, air-stable Ni(II) precatalyst in the absence of additives under exceedingly mild conditions. Of broad interest, this report introduces N-acylsuccinimides as stable, crystalline, electrophilic, cost-effective, benign, amide-based acyl transfer reagents via acyl metal intermediates. The reaction selectivity is governed by half-twist of the amide bond in N-acylsuccinimides, thus opening the door for applications in metal-catalyzed manifolds via redox-neutral reaction pathways tuneable by amide bond distortion.
Tetrahedron Lett.77Xu, XZFALSEFALSEFALSEFALSE
2719
10.1021/acs.orglett.0c03377
m-C-Ar-H Bond Alkylations and Difluoromethylation of Tertiary Phosphines Using a Ruthenium Catalyst
Transition-metal-free hydrodehalogenation of aryl halides (eg. bromides) can take place efficiently in the presence of green polyethylene glycol (PEG-800) and t-BuOK without adding any extra solvents and additives. A radical mechanism is proposed for this transition-metal-free dehalogenation of aryl halides and the role of polyethylene glycol is both reaction promotor and activated alkyl C-H donor. (C) 2017 Elsevier Ltd. All rights reserved.
Org. Lett.77Li, GFALSEFALSEFALSEFALSE
2720
10.1055/a-1306-3228
C-O Bond Activation as a Strategy in Palladium-Catalyzed Cross-Coupling
Recently, a lactate racemase was discovered as a new Ni-dependent enzyme with a unique tethered NAD-like cofactor. We report the first computational study aimed at deciphering the previously unclear role of the Ni-tethered cofactor in reactions of the lactate racemase. Our calculations revealed that the cofactor increases the dehydrogenation barriers. The formation of a metastable NADH-like pyruvate intermediate and two nearby histidine bases are proposed as the key factors in the racemization reaction. Such destabilization of intermediates by the cofactor is uncommon in enzymatic catalysis. This result provides new insight into the design of a reactive metal-tethered NADH-like complex for synthetic hydrogenations.
Synlett77Leitch, DCFALSEFALSEFALSEFALSE
2721
10.1002/ejoc.202001306
Water-Promoted Dehydrative Tsuji-Trost Reaction of Non-Derivatized Allylic Alcohols with Sulfinic Acids
Au(III)-aryl species have been unequivocally identified as reactive intermediates in oxidant-free C-O and C-N cross coupling catalysis. The crystal structures of cyclometalated neutral and cationic Au(III) species are described and their key role in 2 electron-redox Au(I)/Au(III) catalysis in C-O and C-N cross couplings is shown. Nucleophiles compatible with Au-catalyzed cross couplings include aromatic and aliphatic alcohols and amines, as well as water and amides.
Eur. J. Org. Chem.77Ma, XTFALSEFALSEFALSEFALSE
2722
10.6023/cjoc202005072
C(sp(3))-C(sp(3)) Bond Formation via Transition-Metal Mediated and Catalyzed Reductive Homocouplings
The Suzuki-Miyaura coupling is among the most important C-C bond-forming reactions available due to its reliability, chemoselectivity, and diversity. Aryl halides and pseudohalides such as iodides, bromides, and triflates are traditionally used as the electrophilic coupling partner. The expansion of the reaction scope to nontraditional electrophiles is an ongoing challenge to enable an even greater number of useful products to be made from simple starting materials. Herein, we present how an NHC-based Pd catalyst can enable Suzuki-Miyaura coupling where the C(acyl)-O bond of aryl esters takes on the role of electrophile, allowing the synthesis of various ketone-containing products. This contrasts known reactions of similar esters that provide biaryls via nickel catalysis. The underlying cause of this mechanistic divergence is investigated by DFT calculations, and the robustness of esters compared to more electrophilic acylative coupling partners is analyzed.
Chin. J. Org. Chem.77Zhao, YCFALSEFALSEFALSEFALSE
2723
10.1021/acscatal.0c02584
alpha-Tertiary Dialkyl Ether Synthesis via Reductive Photocatalytic alpha-Functionalization of Alkyl Enol Ethers
Two upper-rim-functionalised calix[4] arenes, 5-diphenylphosphino- 25,26,27,28-tetra-benzyloxycalix[4] arene and 5-diphenylphosphino-25,26,27,28-tetra-(p-anisyl) methyloxy calix[4] arene, were investigated in the nickel-catalysed crosscoupling of phenylboronic acid with aryl bromides. The catalytic activities are higher than those observed for other triarylphosphanes, notably PPh3 and P(o-tolyl)(3) as well as the Buchwald-type ligand o-biph-PPh2 [TOFs up to 2600 mol(ArPh) mol(Ni)(-1) h(-1)], but the production of large amounts of dehalogenation product could not be avoided, thus strongly contrasting with the classical Pd-catalysed reaction. Good activities were also obtained with aryl chlorides, even at room temperature. The higher efficiency of 1 and 2 relative to that of the Buchwald ligand 3 probably arises from the ease with which these two calix-phosphanes may form appropriate monophosphine complexes before the oxidative addition step.
ACS Catal.77Dixon, DJTRUEFALSEFALSEFALSE
2724
10.1021/jacs.0c06882
Stereochemistry of Transition Metal Complexes Controlled by the Metallo-Anomeric Effect
A magnesium salt promoted synthesis of ketones via tandem nucleophilic addition-Oppenauer oxidation of aldehydes using organozinc chemistry was demonstrated. Magnesium salts concomitantly generated via magnesium metal mediated organohalide zincation exhibit high efficacy for nucleophilic addition of organozinc reagents to aromatic aldehydes and thereafter Oppenauer oxidation whereby ketones are formed in high to excellent yields.
J. Am. Chem. Soc.77Walczak, MAFALSEFALSEFALSEFALSE
2725
10.1002/chem.202001757
Ultrasound-Facilitated Direct meta-C-H Functionalization of Arenes: A Time-Economical Strategy under Ambient Temperature with Improved Yield and Selectivity
Much effort has been devoted to developing new methods using Ni catalysts for the cross-coupling reaction of alkyl electrophiles with organometallic reagents, and significant achievements in this area have emerged during the past two decades. Nickel catalysts have enabled the coupling reaction of not only primary alkyl electrophiles, but also sterically hindered secondary and tertiary alkyl electrophiles possessing beta-hydrogens with various organometallic reagents to construct carbon skeletons. In addition, Ni catalysts opened a new era of asymmetric cross-coupling reaction using alkyl halides. Recent progress in nickel-catalyzed cross-coupling reaction of alkyl electrophiles with sp(3)-, sp(2)-, and sp-hybridized organometallic reagents including asymmetric variants as well as mechanistic insights of nickel catalysis are reviewed in this chapter.
Chem.-Eur. J.77Maiti, DFALSEFALSEFALSEFALSE
2726
10.1016/j.ijbiomac.2020.04.003
Green synthesis of a palladium nanocatalyst anchored on magnetic lignin-chitosan beads for synthesis of biaryls and aryl halide cyanation
Three classes of Ni precatalysts based on pi-Ni-II, pi-Ni-0 and sigma-Ni-II complexes have been elaborated and employed in different laboratories for the functionalization and cross-coupling of otherwise inert aryl C-O, C-Cl, and C-F electrophiles. Various Ni precatalysts, ligands, boron sources, and reaction conditions that were developed in various research groups, necessitated the selection of the most suitable conditions for desired cross-coupling partners. Here a universal, bench-stable, easily prepared (NiCl)-Cl-II(1-naphthyl)(PCy3)(2)/PCy3 sigma-complex, for efficient and quantitative cross-coupling of aryl chlorides, bromides, iodides, mesylates, and fluorides with aryl neopentylglycolboronates is reported. This precatalyst will most probably help to advance the applications of Ni catalysis in organic, supramolecular, and macromolecular synthesis and will provide an easier access to the selection of reaction conditions for various transformations.
Int. J. Biol. Macromol.
77Baran, TFALSEFALSEFALSEFALSE
2727
10.1007/s10562-019-03070-5
Co-II Immobilized on Aminated Magnetic-Based Metal-Organic Framework: An Efficient Heterogeneous Nanostructured Catalyst for the C-O Cross-Coupling Reaction in Solvent-Free Conditions
Catal. Lett.77Akhlaghinia, BFALSEFALSEFALSEFALSE
2728
10.1021/acs.joc.9b02042
Formation of Enol Ethers by Radical Decarboxylation of alpha-Alkoxy beta-Phenylthio Acids
J. Org. Chem.77Clive, DLJFALSEFALSEFALSEFALSE
2729
10.1002/asia.201900641
Catalyst-Free Synthesis of alpha-Functionalized 2H-Chromenes in Water: A Tandem Self-Promoted pseudo-Substitution and Decarboxylation Process
Chem.-Asian J.77Wang, TLFALSEFALSEFALSEFALSE
2730
10.1039/c9qo00352e
Bimolecular oxidative C-H alkynylation of alpha-substituted isochromans
Org. Chem. Front.77Liu, LFALSEFALSEFALSEFALSE
2731
10.1002/anie.201810160
Domino Synthesis of alpha,beta-Unsaturated gamma-Lactams by Stereoselective Amination of alpha-Tertiary Allylic Alcohols
Angew. Chem.-Int. Edit.
77Kleij, AWFALSEFALSEFALSEFALSE
2732
10.1055/s-0037-1611053
Directed ortho Metalation (D o M)-Linked Corriu-Kumada, Negishi, and Suzuki-Miyaura Cross-Coupling Protocols: A Comparative Study
Synthesis77Snieckus, VFALSEFALSEFALSEFALSE
2733
10.3390/molecules23102681
Computational Study of Mechanism and Thermodynamics of Ni/IPr-Catalyzed Amidation of Esters
Molecules77Hong, XFALSEFALSEFALSEFALSE
2734
10.1016/j.tet.2018.07.001
Formal carbene insertion into C=O double bond: A facile approach to the synthesis of 2H-chromenes
Tetrahedron77Liu, SYFALSEFALSEFALSEFALSE
2735
10.1002/adsc.201800724
Pd-Catalyzed Decarboxylative Asymmetric Protonation of Sterically Hindered -Aryl Lactones and Dihydrocoumarins
Adv. Synth. Catal.77Guiry, PJFALSEFALSEFALSEFALSE
2736
10.1002/anie.201802563
Iron-Catalyzed Ring-Closing C-O/C-O Metathesis of Aliphatic Ethers
Angew. Chem.-Int. Edit.
77Morandi, BFALSEFALSEFALSEFALSE
2737
10.1002/ejoc.201800155
Microwave-Assisted Domino Palladium Catalysis in Water: A Diverse Synthesis of 3,3 '-Disubstituted Heterocyclic Compounds
Eur. J. Org. Chem.77Satyanarayana, GFALSEFALSEFALSEFALSE
2738
10.1002/chem.201800585
Asymmetric Benzylic Allylic Alkylation Reaction of 3-Furfural Derivatives by Dearomatizative Dienamine Activation
Chem.-Eur. J.77Chen, YCFALSEFALSEFALSEFALSE
2739
10.1002/slct.201702278
Regioselective Synthesis of 1,4 & 1,5-Enynes through a Ca(II)- Catalyzed Cross-Dehydrative-Coupling of Styrenes and Propargyl alcohols
ChemistrySelect77Yaragorla, SFALSEFALSEFALSEFALSE
2740
10.1055/s-0036-1589100
Nickel-Catalyzed Electrochemical Reductive Homocouplings of Aryl and Heteroaryl Halides: A Useful Route to Symmetrical Biaryls
Synthesis77
Sengmany, S; Leonel, E
FALSETRUEFALSEFALSE
2741
10.1021/acs.joc.7b02375
Ir-4(CO)(12)-Catalyzed Benzylic C(sp(3))-H Silylation of 2-Alkylpyridines with Hydrosilanes Leading to 2-(1-Silylalkyl)pyridines
J. Org. Chem.77Fukumoto, YFALSEFALSEFALSEFALSE
2742
10.1055/s-0036-1589126
Arylation of Amide and Urea C(sp(3))-H Bonds with Aryl Tosylates Generated In Situ from Phenols
Synlett77Zhou, WJ; Yu, DGFALSEFALSEFALSEFALSE
2743
10.1002/anie.201706597
Efficient Aryl Migration from an Aryl Ether to a Carboxylic Acid Group To Form an Ester by Visible-Light Photoredox Catalysis
Angew. Chem.-Int. Edit.
77Cao, XPTRUEFALSEFALSEFALSE
2744
10.1002/ejoc.201500962
Modular Synthesis of Biaryl-Substituted Phosphine Ligands: Application in Microwave-Assisted Palladium-Catalyzed C-N Cross-Coupling Reactions
Eur. J. Org. Chem.77Kumar, PFALSEFALSEFALSEFALSE
2745
10.1002/chem.201502114
How and Why Does Ni-0 Promote Smooth Etheric C-O Bond Cleavage and C-C Bond Formation? A Theoretical Study
Chem.-Eur. J.77Wang, CFALSEFALSEFALSEFALSE
2746
10.1021/jacs.5b02277
Iron-Catalyzed Enantioselective Cross-Coupling Reactions of alpha-Chloroesters with Aryl Grignard Reagents
J. Am. Chem. Soc.77Nakamura, MFALSEFALSEFALSEFALSE
2747
10.1021/ol503560e
Nickel-Catalyzed One-Pot Deoxygenation and Reductive Homocoupling of Phenols via C-O Activation Using TCT Reagent
Org. Lett.77Iranpoor, NFALSEFALSEFALSEFALSE
2748
10.3998/ark.5550190.p008.915
Recent advances in nickel-catalyzed C-H bond functionalized reactions
Arkivoc77Cai, XHFALSEFALSEFALSEFALSE
2749
10.1039/c5ra07771k
Facile synthesis of 2,2 '-dinitrosubstituted biaryls through Cu-catalyzed ligand-free decarboxylative homocoupling of ortho-nitrobenzoic acids
RSC Adv.77Cai, HFALSEFALSEFALSEFALSE
2750
10.1039/c5ob00149h
Nickel-catalyzed synthesis of diarylsulfides and sulfones via C-H bond functionalization of arylamides
Org. Biomol. Chem.77Kambe, NFALSEFALSEFALSEFALSE
2751
10.1002/asia.201403052
Regioselective C-H Imidation of Five-Membered Heterocyclic Compounds through a Metal Catalytic or Organocatalytic Approach
Chem.-Asian J.77Sun, KFALSEFALSEFALSEFALSE
2752
10.1002/adsc.201400405
Asymmetric Synthesis of alpha-Amino Acids under Operationally Convenient Conditions
Adv. Synth. Catal.77Bolm, CFALSEFALSEFALSEFALSE
2753
10.1021/ol501434d
Copper-Catalyzed Regio- and Stereoselective O-Arylation of Enolates
Org. Lett.77Liu, JTFALSEFALSEFALSEFALSE
2754
10.1021/ol5005565
Asymmetric Chlorination/Ring Expansion for the Synthesis of alpha-Quaternary Cycloalkanones
Org. Lett.77You, SLFALSEFALSEFALSEFALSE
2755
10.1007/s10562-013-1136-x
Iridium-Catalyzed Asymmetric Ring-Opening of Oxabicyclic Alkenes with Carboxylic Acids
Catal. Lett.77Yang, DQFALSEFALSEFALSEFALSE
2756
10.1021/jo402723e
Enabling the Use of Heterocyclic Arynes in Chemical Synthesis
J. Org. Chem.77Garg, NKFALSEFALSEFALSEFALSE
2757
10.1039/c4ra04059g
Superacid BF3-H2O promoted benzylation of arenes with benzyl alcohols and acetates initiated by trace water
RSC Adv.77Xiong, YFALSEFALSEFALSEFALSE
2758
10.1016/j.tetlet.2013.10.031
Preparation of C-arylglycals via Suzuki-Miyaura cross-coupling of dihydropyranylphosphates
Tetrahedron Lett.77Pongdee, RFALSEFALSEFALSEFALSE
2759
10.1016/j.molcata.2013.05.012
Copper(I) iodide catalyzes odorless thioarylation of phenolic esters with alkyl derivatives using thiourea in wet polyethylene glycol (PEG 200)
J. Mol. Catal. A-Chem.
77Firouzabadi, HFALSEFALSEFALSEFALSE
2760
10.1016/j.tet.2013.05.011
Bimolecular coupling reactions through oxidatively generated aromatic cations: scope and stereocontrol
Tetrahedron77Floreancig, PEFALSEFALSEFALSEFALSE
2761
10.1002/aoc.3014
Palladium nanoparticles supported on silica diphenylphosphinite as efficient catalyst for C-O and C-S arylation of aryl halides
Appl. Organomet. Chem.
77Iranpoor, NFALSEFALSEFALSEFALSE
2762
10.3998/ark.5550190.0014.219
Benzotriazol-1-ylmethanol: An excellent bidentate ligand for the copper/palladium-catalyzed C-N and C-C coupling reaction
Arkivoc77Verma, AKFALSEFALSEFALSEFALSE
2763
10.1039/c3sc51098k
Nickel-catalyzed cross-coupling of unactivated alkyl halides using bis(pinacolato)diboron as reductant
Chem. Sci.77Gong, HGFALSEFALSEFALSEFALSE
2764
10.1002/ejoc.201101773
Synthesis of Benzothiazoles through Copper-Catalyzed One-Pot Three-Component Reactions with Use of Sodium Hydrosulfide as a Sulfur Surrogate
Eur. J. Org. Chem.77Song, KHFALSEFALSEFALSEFALSE
2765
10.1021/om201271y
Nickel(0) Complexes of Polyunsaturated Azamacrocyclic Ligands
Organometallics77Roglans, AFALSEFALSEFALSEFALSE
2766
10.1039/c2ob06795a
Efficient recyclable CuI-nanoparticle-catalyzed S-arylation of thiols with aryl halides on water under mild conditions
Org. Biomol. Chem.77Xu, HJFALSEFALSEFALSEFALSE
2767
10.1021/ja205174c
Expanded Substrate Scope and Improved Reactivity of Ether-Forming Cross-Coupling Reactions of Organotrifluoroborates and Acetals
J. Am. Chem. Soc.77Bode, JWFALSEFALSEFALSEFALSE
2768
10.1002/ejoc.201000134
Palladium-Catalyzed Synthesis of 4-Arylcoumarins Using Triarylbismuth Compounds as Atom-Efficient Multicoupling Organometallic Nucleophiles
Eur. J. Org. Chem.77Rao, MLNFALSEFALSEFALSEFALSE
2769
10.1016/S0076-6879(10)78020-4
THE SYNTHESIS OF 1,2-CIS-AMINO CONTAINING OLIGOSACCHARIDES TOWARD BIOLOGICAL INVESTIGATION
Methods Enzymol.77Manabe, SFALSEFALSEFALSEFALSE
2770
10.1021/om049448p
Contrasting reactivity of fluoropyridines at palladium and platinum: C-F oxidative addition at palladium, P-C and C-F activation at platinum
Organometallics77Braun, TFALSEFALSEFALSEFALSE
2771
10.5059/yukigoseikyokaishi.51.1087
THE DEVELOPMENT AND APPLICATION OF A NEW CLASS OF MONODENTATE OPTICALLY-ACTIVE PHOSPHINES (MOPS) - ASYMMETRIC HYDROSILYLATION OF OLEFINS CATALYZED BY PALLADIUM-MOP COMPLEXES
J. Synth. Org. Chem. Jpn.
77UOZUMI, YFALSEFALSEFALSEFALSE
2772
10.1016/S0040-4020(01)87621-3
ASYMMETRIC NICKEL-CATALYZED CROSS-COUPLING REACTION OF ALLYLIC SUBSTRATES WITH GRIGNARD-REAGENTS
Tetrahedron77CONSIGLIO, GFALSEFALSEFALSEFALSE
2773
10.1021/acsinfecdis.1c00611
Quaternary Phosphonium Compounds: An Examination of Non-Nitrogenous Cationic Amphiphiles That Evade Disinfectant Resistance
ACS Infect. Dis.77
Minbiole, KPC; Wuest, WM
FALSEFALSEFALSEFALSE
2774
10.1021/acs.joc.1c02446
Benzylic Aroylation of Toluenes Mediated by a LiN(SiMe3)(2)/Cs+ System
J. Org. Chem.77Mao, JYFALSEFALSEFALSEFALSE
2775
10.1002/anie.202112454
The Formal Cross-Coupling of Amines and Carboxylic Acids to Form sp(3)-sp(3) Carbon-Carbon Bonds
Angew. Chem.-Int. Edit.
77Cernak, TFALSEFALSEFALSEFALSE
2776
10.1039/d1cc04189d
Recent advances in radical-based C-F bond activation of polyfluoroarenes and gem-difluoroalkenes
Chem. Commun.77Wang, JL; Li, HQFALSEFALSEFALSEFALSE
2777
10.1021/acscatal.1c02851
Stereo- and Enantioselective Benzylic C-H Alkenylation via Photoredox/Nickel Dual Catalysis
ACS Catal.77Lu, ZTRUEFALSEFALSEFALSE
2778
10.1002/anie.202106514
Tandem Catalytic Indolization/Enantioconvergent Substitution of Alcohols by Borrowing Hydrogen to Access Tricyclic Indoles
Angew. Chem.-Int. Edit.
77Liu, YB; Zhao, YFALSEFALSEFALSEFALSE
2779
10.1002/ejoc.202100677
A Mild Glycosylation Protocol with Glycosyl 1-Methylimidazole-2-carboxylates as Donors
Eur. J. Org. Chem.77Tang, Y; Yu, BAFALSEFALSEFALSEFALSE
2780
10.1021/jacs.1c03563
Nickel-Catalyzed Radical Migratory Coupling Enables C-2 Arylation of Carbohydrates
J. Am. Chem. Soc.77Ngai, MYFALSEFALSEFALSEFALSE
2781
10.1039/d1sc01731d
Pd-catalyzed cross-electrophile Coupling/C-H alkylation reaction enabled by a mediator generated via C(sp(3))-H activation
Chem. Sci.77Zhang, YHFALSEFALSEFALSEFALSE
2782
10.1039/d0sc06666d
Benzylic C(sp(3))-C(sp(2)) cross-coupling of indoles enabled by oxidative radical generation and nickel catalysis
Chem. Sci.77Lee, HGFALSEFALSEFALSEFALSE
2783
10.1039/d1cc00634g
Nickel-catalyzed Heck reaction of cycloalkenes using aryl sulfonates and pivalates
Chem. Commun.77Zhou, JSFALSEFALSEFALSEFALSE
2784
10.1002/anie.201706868
Enantioselective Construction of Trifluoromethoxylated Stereogenic Centers by a Nickel-Catalyzed Asymmetric Suzuki-Miyaura Coupling of Secondary Benzyl Bromides
Angew. Chem.-Int. Edit.
77Shen, QLFALSEFALSEFALSEFALSE
2785
10.1039/c7cc05595a
A catalytic asymmetric construction of a tetrahydroquinoline-based spirooxindole framework via a diastereo- and enantioselective decarboxylative [4+2] cycloaddition
Chem. Commun.77Mei, GJ; Shi, FFALSEFALSEFALSEFALSE
2786
10.1021/acs.orglett.7b01199
Decarbonylative Cyanation of Amides by Palladium Catalysis
Org. Lett.77Szostak, MFALSEFALSEFALSEFALSE
2787
10.1016/j.tetlet.2017.03.016
Polyethylene glycol (PEG) promoted hydrodehalogenation of aryl halides
Tetrahedron Lett.77Liu, WFALSEFALSEFALSEFALSE
2788
10.1021/acscatal.6b02912
C-O Bond Activation by Nickel-Palladium Hetero-Bimetallic Nanoparticles for Suzuki-Miyaura Reaction of Bioactive Heterocycle-Tethered Sterically Hindered Aryl Carbonates
ACS Catal.77Chakraborti, AKFALSEFALSEFALSEFALSE
2789
10.1021/acs.organomet.6b00769
Three Reaction Channels with Signature Proton Transfers in the Ni(I)-Catalyzed Decomposition of Ethyl Acetate
Organometallics77Lopez, CSFALSEFALSEFALSEFALSE
2790
10.1021/acs.jpcb.6b08644
First-Principles Molecular Dynamics Analysis of Ligand-Free Suzuki-Miyaura Cross-Coupling in Water Solvent: Oxidative Addition Step
J. Phys. Chem. B77
Hirakawa, T; Morikawa, Y
FALSEFALSEFALSEFALSE
2791
10.1021/acs.orglett.6b02146
Rhodium(III)-Catalyzed Regio- and Stereoselective C-H Allylation of Arenes with Vinyl Benzoxazinanones
Org. Lett.77Li, XWFALSEFALSEFALSEFALSE
2792
10.1055/s-0035-1562342
An Indefinitely Air-Stable sigma-Ni-II Precatalyst for Quantitative Cross-Coupling of Unreactive Aryl Halides and Mesylates with Aryl Neopentylglycolboronates
Synthesis77Percec, VFALSEFALSEFALSEFALSE
2793
10.1016/j.jcat.2020.12.016
Ruthenium-catalyzed acceptorless dehydrogenative coupling of o-aminobenzyl alcohols with ketones to quinolines in the presence of carbonate salt
A variety of 3,4-disubstituted pyridine derivatives with a tertbutyl group in the 4-position were synthesized in a transition-metal-free, two-step reaction sequence from 3-substituted pyridine precursors. Highly regioselective addition of t-Bu2Mg to TIPS-activated pyridines and an efficient microwave-assisted aromatization with sulfur as oxidant afforded the desired 3,4-disubstituted pyridine derivatives in moderate to excellent yields. The method is compatible with many functional groups such as ester, amide, halide, nitrile or alkyne groups present in the 3-position.
J. Catal.76Yang, JZ; Li, FFALSEFALSEFALSEFALSE
2794
10.1038/s41467-020-18658-4
Migratory functionalization of unactivated alkyl bromides for construction of all-carbon quaternary centers via transposed tert-C-radicals
The successful enantioselective Henry reaction of nitromethane to brominated and fluorinated benzaldehydes was achieved using a chiral bisoxazoline (unbridged)-Cu(II) complex as a catalyst. Nitroalcohols were obtained in excellent yields (up to 99%) and with enantioselectivities up to >99%. Theoretical calculations support the idea that the unbridged bisoxazoline-Cu(II) complex behaves similarly to the privileged bisoxazolines as catalysts in the Henry reaction. (C) 2016 Elsevier Ltd. All rights reserved.
Nat. Commun.76Feng, CFALSEFALSEFALSEFALSE
2795
10.1039/d0ra04362a
Ancillary ligand electro-activity effects towards phenyl acetylene homocoupling reaction by a nickel(ii) complex of a non-innocentO-amino phenol ligand: a mechanistic insight
Nickel(0)-catalyzed direct N-allylation of amides and p-toluenesulfonamide with allylic alcohols took place in the presence of Ni-0-diphosphine complexes. The corresponding N-allylated (and/or N, N-diallylated) products were obtained in moderate to high yields under neutral conditions.
RSC Adv.76Safaei, EFALSEFALSEFALSEFALSE
2796
10.1039/d0ra02631j
SO2F2-Mediated one-pot cascade process for transformation of aldehydes (RCHO) to cyanamides (RNHCN)
An emerging area of homogeneous catalysis is the use of catalysts featuring two closely associated metal sites. This approach complements the traditional focus on single-site catalysts and makes available new parameters with which to optimize catalytic behavior. Single-site catalysts are optimized through changing 1) the identity of the metal, and 2) the steric and electronic properties of the ligands. Bimetallic catalysts introduce new optimization parameters such as 3) catalyst nuclearity (mononuclear vs. binuclear), and 4) bimetallic pairing (relative compatibility of two metal sites). In order to harness these new optimization parameters in developing systems, it is necessary to first understand the origin of bimetallic selectivity effects that already have been documented. This Concept article highlights bimetallic effects on the chemo-, regio-, and stereoselectivity of catalytic transformations, using selected case studies from the recent literature as illustrative examples.
RSC Adv.76
Zhang, GF; Ding, CR
FALSEFALSEFALSEFALSE
2797
10.1021/jacs.9b12343
Base-Promoted C-C Bond Activation Enables Radical Allylation with Homoallylic Alcohols
J. Am. Chem. Soc.76Pratt, DAFALSEFALSEFALSEFALSE
2798
10.1002/adsc.201901099
Catalytic Reductions Without External Hydrogen Gas: Broad Scope Hydrogenations with Tetrahydroxydiboron and a Tertiary Amine
Adv. Synth. Catal.76
Zajc, B; Lakshman, MK
FALSEFALSEFALSEFALSE
2799
10.1002/cctc.201900561
Selective Synthesis of Secondary and Tertiary Amines by Reductive N-Alkylation of Nitriles and N-Alkylation of Amines and Ammonium Formate Catalyzed by Ruthenium Complex
ChemCatChem76Nikonov, GIFALSEFALSEFALSEFALSE
2800
10.1002/open.201900246
Efficient Protocol for Synthesis of beta-Hydroxy(alkoxy)selenides via Electrochemical Iodide-Catalyzed Oxyselenation of Styrene Derivatives with Dialkyl(aryl)diselenides
ChemistryOpen76Chen, JY; Shi, JWFALSETRUEFALSEFALSE
2801
10.1021/jacs.9b02973
Ni-Catalyzed Reductive Dicarbofunctionalization of Nonactivated Alkenes: Scope and Mechanistic Insights
J. Am. Chem. Soc.76Nevado, CFALSEFALSEFALSEFALSE
2802
10.1039/c9ob01355e
Stereoselective deconjugation of macrocyclic alpha,beta-unsaturated esters by sequential amidation and olefin transposition: application to enantioselective phase-transfer catalysis
Org. Biomol. Chem.76Lacour, JFALSEFALSEFALSEFALSE
2803
10.1039/c9cc00768g
Dual nickel- and photoredox-catalyzed reductive cross-coupling of aryl vinyl halides and unactivated tertiary alkyl bromides
Chem. Commun.76Wang, TFALSEFALSEFALSEFALSE
2804
10.1039/c9ob00313d
Direct C-S bond formation via C-O bond activation of phenols in a crossover Pd/Cu dual-metal catalysis system
Org. Biomol. Chem.76Khakyzadeh, VFALSEFALSEFALSEFALSE
2805
10.1002/anie.201814197
Catalyst-Free Reductive Coupling of Aromatic and Aliphatic Nitro Compounds with Organohalides
Angew. Chem.-Int. Edit.
76Niggemann, MFALSEFALSEFALSEFALSE
2806
10.1021/jacs.9b02158
Mechanistically Guided Predictive Models for Ligand and Initiator Effects in Copper-Catalyzed Atom Transfer Radical Polymerization (Cu-ATRP)
J. Am. Chem. Soc.76Liu, PFALSEFALSEFALSEFALSE
2807
10.1021/acs.joc.9b00151
Unified Protocol for Fe-Based Catalyzed Biaryl Cross-Couplings between Various Aryl Electrophiles and Aryl Grignard Reagents
J. Org. Chem.76Duan, XFFALSETRUEFALSEFALSE
2808
10.1039/c9gc00305c
Recyclable nickel-catalyzed C-H/O-H dual functionalization of phenols with mandelic acids for the synthesis of 3-aryl benzofuran-2(3H)-ones under solvent-free conditions
Green Chem.76Qiu, RH; Yin, SFFALSEFALSEFALSEFALSE
2809
10.1039/c9cc00469f
Copper-catalyzed intermolecular oxidative trifluoromethyl-arylation of styrenes with NaSO2CF3 and indoles involving C-H functionalization
Chem. Commun.76Song, RJ; Li, JHFALSEFALSEFALSEFALSE
2810
10.1021/acs.inorgchem.8b02991
Synthetic Designs and Structural Investigations of Biomimetic Ni-Fe Thiolates
Inorg. Chem.76Rauchfuss, TBFALSEFALSEFALSEFALSE
2811
10.1021/acs.organomet.8b00566
A Pharmaceutical Industry Perspective on Sustainable Metal Catalysis
Organometallics76Leahy, DKFALSEFALSEFALSEFALSE
2812
10.1021/acs.joc.8b01762
Reactions of Arylsulfonate Electrophiles with NMe4F: Mechanistic Insight, Reactivity, and Scope
J. Org. Chem.76Sanford, MSFALSETRUEFALSEFALSE
2813
10.1002/anie.201713165
Potassium-Zincate-Catalyzed Benzylic C-H Bond Addition of Diarylmethanes to Styrenes
Angew. Chem.-Int. Edit.
76Guan, BTFALSEFALSEFALSEFALSE
2814
10.1002/chem.201801241
Catalytic C-C Bond Formation Using a Simple Nickel Precatalyst System: Base- and Activator-Free Direct C-Allylation by Alcohols and Amines
Chem.-Eur. J.76Sweeney, JBFALSEFALSEFALSEFALSE
2815
10.1038/s41598-018-21366-1
In vitro cytotoxicity activity of novel Schiff base ligand-lanthanide complexes
Sci Rep76
Deivanayagam, E; Kim, HS; Vikraman, D
FALSEFALSEFALSEFALSE
2816
10.1039/c7ob02947k
Nickel-catalyzed cross-coupling of ss-carbonyl alkenyl pivalates with arylzinc chlorides
Org. Biomol. Chem.76Wang, ZXFALSEFALSEFALSEFALSE
2817
10.24820/ark.5550190.p010.746
Nickel and palladium catalyzed Kumada-Tamao-Corriu cross-coupling reactions: scope and recent advances
Arkivoc76Dahadha, AAFALSEFALSEFALSEFALSE
2818
10.1039/c7ob02531a
Efficient cross-coupling of aryl/alkenyl triflates with acyclic secondary alkylboronic acids
Org. Biomol. Chem.76Xu, BFALSEFALSEFALSEFALSE
2819
10.1021/acscatal.7b02618
Mild and Efficient Ni-Catalyzed Biaryl Synthesis with Polyfluoroaryl Magnesium Species: Verification of the Arrest State, Uncovering the Hidden Competitive Second Transmetalation and Ligand-Accelerated Highly Selective Monoarylation
ACS Catal.76Huang, ZYFALSEFALSEFALSEFALSE
2820
10.1021/acs.orglett.7b02823
Nickel(II)-Catalyzed Site-Selective C-H Bond Trifluoromethylation of Arylamine in Water through a Coordinating Activation Strategy
Org. Lett.76Zhang, PFFALSEFALSEFALSEFALSE
2821
10.1039/c5nj02734a
Eco-friendly Suzuki-Miyaura coupling of arylboronic acids to aromatic ketones catalyzed by the oxime-palladacycle in biosolvent 2-MeTHF
New J. Chem.76Bora, UFALSEFALSEFALSEFALSE
2822
10.1016/j.tetlet.2015.04.004
Copper-catalyzed site-selective S-S and C-C homocoupling of alpha-enolic dithioesters: straightforward and efficient access to 1,2-dithiols
Tetrahedron Lett.76Singh, MSFALSEFALSEFALSEFALSE
2823
10.1021/acs.jpca.5b00569
Homolytic C-O Cleavage in Phosphates and Sulfonates
J. Phys. Chem. A76Zheng, WRFALSEFALSEFALSEFALSE
2824
10.1021/ol503707m
Nickel-Catalyzed Alkynylation of Anisoles via C-O Bond Cleavage
Org. Lett.76Tobisu, MFALSEFALSEFALSEFALSE
2825
10.1021/ol503213z
The Concise Synthesis of Unsymmetric Triarylacetonitriles via Pd-Catalyzed Sequential Arylation: A New Synthetic Approach to Tri- and Tetraarylmethanes
Org. Lett.76Nambo, MFALSEFALSEFALSEFALSE
2826
10.1039/c5cy00876j
Nickel N-heterocyclic carbene-catalyzed cross-coupling reaction of aryl aldehydes with organozinc reagents to produce aryl ketones
Catal. Sci. Technol.76Jin, CFALSEFALSEFALSEFALSE
2827
10.1021/jo501615a
Silver-Catalyzed Regio- and Stereoselective Addition of Carboxylic Acids to Ynol Ethers
J. Org. Chem.76Zhu, GGFALSEFALSEFALSEFALSE
2828
10.1002/ajoc.201402084
Copper(I)-Oxide-Mediated Cyanation of Arenediazonium Tetrafluoroborates with Trimethylsilyl Cyanide: A Method for Synthesizing Aromatic Nitriles
Asian J. Org. Chem.76Li, JZFALSEFALSEFALSEFALSE
2829
10.1002/anie.201405857
Enantioselective Synthesis of Highly Functionalized Dihydrofurans through Copper-Catalyzed Asymmetric Formal [3+2] Cycloaddition of beta-Ketoesters with Propargylic Esters
Angew. Chem.-Int. Edit.
76Hu, XPFALSEFALSEFALSEFALSE
2830
10.1002/chem.201403093
Palladium-Catalyzed Intramolecular Reductive Cross-Coupling of Csp(2)-Csp(3) Bond Formation
Chem.-Eur. J.76Jiang, XFFALSEFALSEFALSEFALSE
2831
10.1002/ejoc.201402120
Suzuki-Miyaura Coupling of Aryl Sulfonates with Arylboronic Acids Using a Morpholine-Pd(OAc)2 Catalyst System
Eur. J. Org. Chem.76Abe, TFALSEFALSEFALSEFALSE
2832
10.1016/j.tet.2013.05.138
Cyanide as a powerful catalyst for facile synthesis of benzofused heteroaromatic compounds via aerobic oxidation
Tetrahedron76Cheon, CHFALSEFALSEFALSEFALSE
2833
10.1016/j.tet.2013.04.096
Nickel-catalyzed intramolecular C-H arylation using aryl pivalates as electrophiles
Tetrahedron76Kalyani, DFALSEFALSEFALSEFALSE
2834
10.1021/om300671j
Mechanistic Studies of Azaphilic versus Carbophilic Activation by Gold(I) in the Gold/Palladium Dual-Catalyzed Rearrangement of Alkenyl Vinyl Aziridines
Organometallics76Blum, SAFALSEFALSEFALSEFALSE
2835
10.1016/j.tet.2012.05.075
Homocoupling of benzyl halides catalyzed by POCOP-nickel pincer complexes
Tetrahedron76Huang, KWFALSEFALSEFALSEFALSE
2836
10.1002/ejoc.201200368
Oxime-Palladacycle-Catalyzed Suzuki-Miyaura Arylation and Alkenylation of Aryl Imidazolesulfonates under Aqueous and Phosphane-Free Conditions
Eur. J. Org. Chem.76Alonso, DAFALSEFALSEFALSEFALSE
2837
10.1002/adsc.201100770
Nickel/Zinc Chloride-Promoted Domino Reaction of Enynes and Enones Including Unstrained C?C Bond Cleavage
Adv. Synth. Catal.76Ikeda, SFALSEFALSEFALSEFALSE
2838
10.1016/j.ica.2011.07.056
Aminophosphine-palladium(II) complexes: Synthsesis, structure and applications in Suzuki and Heck cross-coupling reactions
Inorg. Chim. Acta76Aydemir, MFALSEFALSEFALSEFALSE
2839
10.1016/j.tet.2010.10.075
Synthesis of gamma-amino alcohols from aldehydes, enamines, and trichlorosilane using Lewis base catalysts
Tetrahedron76Sugiura, MFALSEFALSEFALSEFALSE
2840
10.1002/ejoc.201001112
An Efficient Synthesis of Polysubstituted Naphthalene Derivatives by Gold-Catalyzed Cyclization of 1-Arylalka-2,3-dienyl Acetates
Eur. J. Org. Chem.76Ma, SMFALSEFALSEFALSEFALSE
2841
10.1055/s-2008-1078425
Recent developments on hemilabile P,O-Type Ligands in cross-coupling reactions
Synlett76Kwong, FYFALSEFALSEFALSEFALSE
2842
10.1055/s-2006-926379
Copper-catalyzed ring-opening of heterobicyclic alkenes with Grignard reagents: Remarkably high anti-stereocontrol
Synthesis76Arrayas, RGFALSEFALSEFALSEFALSE
2843
10.1021/om049786q
Dehalogenation of hexachlorocyclohexanes and simultaneous chlorination of triethylsilane catalyzed by rhodium and ruthenium complexes
Organometallics76Esteruelas, MAFALSEFALSEFALSEFALSE
2844
10.1002/slct.202103723
Mechanism of Ligand-Controlled Chemoselectivity-Switchable Ni-Catalyzed C-N Cross-Coupling of Amine
ChemistrySelect76Deng, W; Xu, ZYFALSEFALSEFALSEFALSE
2845
10.1039/d1cy02159a
Ligand-free Guerbet-type reactions in air catalyzed by in situ formed complexes of base metal salt cobaltous chloride
Catal. Sci. Technol.76Kumar, AFALSEFALSEFALSEFALSE
2846
10.1002/asia.202101208
Nickel-Catalyzed Asymmetric Hydrogenation for the Synthesis of a Key Intermediate of Sitagliptin
Chem.-Asian J.76Punji, BFALSEFALSEFALSEFALSE
2847
10.1039/d1sc05316g
Rapid and column-free syntheses of acyl fluorides and peptides using ex situ generated thionyl fluoride
Chem. Sci.76Sammis, GMFALSEFALSEFALSEFALSE
2848
10.3390/molecules26195947
Nickel-Catalyzed Kumada Cross-Coupling Reactions of Benzylic Sulfonamides
Molecules76Jarvo, ERFALSEFALSEFALSEFALSE
2849
10.1021/acs.joc.1c01625
Dual Photoredox/Nickel-Promoted Alkylation of Heteroaryl Halides with Redox-Active Esters
J. Org. Chem.76Herrmann, ATTRUEFALSEFALSEFALSE
2850
10.1021/jacs.1c05988
Non-innocent Radical Ion Intermediates in Photoredox Catalysis: Parallel Reduction Modes Enable Coupling of Diverse Aryl Chlorides
J. Am. Chem. Soc.76Wickens, ZKTRUEFALSEFALSEFALSE
2851
10.1021/acs.orglett.1c01765
Synthesis of alpha-Alkylated Ketones via Selective Epoxide Opening/Alkylation Reactions with Primary Alcohols
Org. Lett.76Gulcemal, DFALSEFALSEFALSEFALSE
2852
10.1038/s41598-021-89561-1
A nickel phosphide nanoalloy catalyst for the C-3 alkylation of oxindoles with alcohols
Sci Rep76Mitsudome, TFALSEFALSEFALSEFALSE
2853
10.1002/tcr.202100053
Recent Advances in Transition-metal-catalyzed C-C Bond Formation via C(sp(2))-F Bond Cleavage
Chem. Rec.76Nishihara, YFALSEFALSEFALSEFALSE
2854
10.1039/c7sc02692g
Suzuki-Miyaura cross-coupling of amides and esters at room temperature: correlation with barriers to rotation around C-N and C-O bonds
Chem. Sci.76Szostak, MFALSEFALSEFALSEFALSE
2855
10.6023/cjoc201702001
Recent Advances in Chan-Evans-Lam Coupling Reaction
Chin. J. Org. Chem.76Mo, DLFALSEFALSEFALSEFALSE
2856
10.1055/s-0036-1588356
Solvent-Directed Epoxide Opening with Primary Amines for the Synthesis of beta-Amino Alcohols
Synthesis76Moura-Letts, GFALSEFALSEFALSEFALSE
2857
10.1039/c6cc08759k
Ni(II)-catalyzed asymmetric addition of arylboronic acids to cyclic imines
Chem. Commun.76
Yang, GQ; Zhang, WB
FALSEFALSEFALSEFALSE
2858
10.1002/adsc.201600686
Rhodium-Catalyzed Asymmetric Allenylation of Sulfonylimines and Application to the Stereospecific Allylic Allenylation
Adv. Synth. Catal.76Sieber, JDFALSEFALSEFALSEFALSE
2859
10.1055/s-0035-1562343
(NiCl)-Cl-II(1-Naphthyl)(PCy3)(2), An Air-Stable sigma-Ni-II Precatalyst for Quantitative Cross-Coupling of Aryl C-O Electrophiles with Aryl Neopentylglycolboronates
Synthesis76Percec, VFALSETRUEFALSEFALSE
2860
10.1002/anie.201604406
Nickel-Catalyzed Methylation of Aryl Halides with Deuterated Methyl Iodide
Angew. Chem.-Int. Edit.
76Liao, XBFALSEFALSEFALSEFALSE
2861
10.1021/jacs.6b03384
Nickel-Catalyzed Asymmetric Kumada Cross-Coupling of Symmetric Cyclic Sulfates
J. Am. Chem. Soc.76Morken, JPFALSEFALSEFALSEFALSE
2862
10.1063/5.0038672
Effects of linker flexibility on phase behavior and structure of linked colloidal gels
A variety of arylamines are shown to undergo oxidative C-C bond formation using quinone-based chloranil/H+ reagent as the recyclable organic (metal free) oxidant system to afford benzidines/naphthidines. Arylamines (3 degrees/2 degrees) designed with various substituents were employed to understand the steric as well as electronic preferences of oxidative dimerization, and a mechanism involving amine radical cation has been proposed. The tetraphenylbenzidine derivative obtained via oxidative C-C coupling has been further converted to blue-emissive hole-transporting material via a simple chemical transformation. This study highlights the preparation of novel HTMs in a simple, economic, and efficient manner.
J. Chem. Phys.75Truskett, TMFALSEFALSEFALSEFALSE
2863
10.1021/acs.accounts.0c00694
Synthetic and Mechanistic Implications of Chlorine Photoelimination in Nickel/Photoredox C(sp(3))-H Cross-Coupling
Tricyclic biaryls are important scaffold structures in many natural products and lead compounds in drug discovery. The formation of a biaryl unit is often the key step for the synthesis of tricyclic biaryls. Despite significant progress toward the synthesis of biaryl compounds in recent years, the direct cross-coupling of two different aryl halides is still challenging and robust methods are lacking. Herein we report a direct cross-coupling of two different aryl halides in the presence of a palladium catalyst and boron ester, which provides a new and useful complementary method to synthesize tricyclic biaryls.
Accounts Chem. Res.
75Doyle, AGTRUEFALSEFALSEFALSE
2864
10.1039/d0ra09639c
Highly economical and direct amination of sp(3) carbon using low-cost nickel pincer catalyst
A palladium-catalyzed monoselective C3 arylation of 2-oxindoles with aryl tosylates is described. With the Pd/CM-phos catalyst system, the corresponding 3-arylated oxindoles can be obtained in good to excellent yields (<= 97%). The reaction conditions are mild (using 0.5 mol % Pd in general and KF as a base), and functional groups such as methyl ester, NH amido, and enolizable keto moieties are found to be compatible.
RSC Adv.75Ghosh, AFALSEFALSEFALSEFALSE
2865
10.1021/acs.orglett.0c03466
Asymmetric alpha-Pentadienylation of Aldehydes with Cyclopropylacetylenes
A copper/borinic acid dual catalytic reaction enabled the enantioselective propargylation of aliphatic polyols. Readily available reagents and catalysts were used in this transformation, which displayed good to excellent chemo- and stereoselectivity for a broad array of substrates. The method was also applicable to the desymmetrization of meso 1,2-diols to furnish products with three stereogenic centers and a terminal alkyne group in one operation.
Org. Lett.75
Han, ZY; Gong, LZ
FALSEFALSEFALSEFALSE
2866
10.1021/jacs.0c09922
Chemoselective Union of Olefins, Organohalides, and Redox-Active Esters Enables Regioselective Alkene Dialkylation
A task-specific functionalized hyper-cross linked polymer (HCP) with hollow spherical structure was synthesized by an easily accessible Friedel-Crafts reaction based approach. A harmonious coexistence of acid (sulfonic acid) and base (amine) sites on a microporous organic material was achieved. The acid base bifunctional HCP catalyst (HCP-A-B) structure was fully characterized by many physicochemical methods. In the subsequent tandem reactions (hydrolysis/Henry and hydrolysis/Knoevenagel reactions), the HCP-A-B catalyst displayed high catalytic efficiency and chemical stability toward water or organic solvent. These HCP-A-B catalyst characteristics led to the development of a previously unreported transformation of 2-ethoxy-3,4-dihydropyran derivative to a 2-cyclohexen-1-one derivative through a tandem reaction involving water-assisted ring opening hydrolysis of the dihydropyran, an intramolecular aldol reaction, and a dehydration reaction. In all of these reactions, the bifunctional HCP-A-B catalyst can be recovered and reused more than 10 times without significant loss of activity.
J. Am. Chem. Soc.75Koh, MJFALSEFALSEFALSEFALSE
2867
10.1039/d0sc04326e
Cobalt-catalyzed intramolecular decarbonylative coupling of acylindoles and diarylketones through the cleavage of C-C bonds
The first catalytic asyminetric alpha-arylation of pyrazol-5-ones has been established by using 2-indolylinethahols as direct electrophilic arylation reagents,under the cooperative catalysis of Pd(0) and a chiral phosphoric acid; which afforded the alpha-arylation products of pyrazol-5-ones in generally high yields and good enantioselectivities (up to 99% yield, >99% ee).
Chem. Sci.75Wei, HFALSEFALSEFALSEFALSE
2868
10.1002/ejoc.202001109
Cu-TEMPO Catalyzed Dehydrogenative Friedlander Annulation/sp(3) C-H Functionalization/Spiroannulation towards Spiro[indoline-3,3'-pyrrolizin]-2'-yl)-4-phenylquinoline-3-Carboxylates
New four coordinated homoleptic bis(diimidazolylidene)nickel(II) complexes (C1 & C2) were synthesized and characterized by elemental analysis, NMR (H-1 and C-13) as well as ESI-Mass spectrometry. The molecular structure of the complex C1 was identified by means of single-crystal X-ray diffraction analysis, which revealed that the complexes possess a distorted square planar geometry with chelating bis(diimidazolylidene) NHC ligands and two non coordinating bromide counter ions in tetradentate C4 fashion. A survey of their catalytic activity in Buchwald-Hartwig amination has been performed. The newly synthesized complexes also catalyzed the amination of aryl chlorides in the presence of (KOBu)-Bu-t. Various aryl chlorides and amines can react smoothly to give the corresponding aminated products in moderate to high yields. The scope of the reaction encompasses electronically varied aryl chlorides and nitrogen-containing heteroaryl chlorides, including pyridine and quinoline derivatives. Both secondary and primary amines are well tolerated under the optimal reaction conditions. (C) 2016 Elsevier B.V. All rights reserved.
Eur. J. Org. Chem.75Khan, FRNFALSEFALSEFALSEFALSE
2869
10.1039/d0qo00903b
How does the nickel catalyst control the doubly enantioconvergent coupling of racemic alkyl nucleophiles and electrophiles? The rebound mechanism
A new method for free radical methylation of pyrimidinones and pyridinones with dicumyl peroxide (DCP) under metal-free conditions is introduced. A 50 g-scale reaction could be performed safely at the desired concentration. The reaction solvent and DCP derivative were readily recovered by distillation. The product was purified by crystallization to minimize the amount of waste.
Org. Chem. Front.75
Chen, XY; Wang, ZX
FALSEFALSEFALSEFALSE
2870
10.1038/s41467-020-19194-x
Nickel-catalyzed reductive coupling of homoenolates and their higher homologues with unactivated alkyl bromides
Based on many transition-metal-catalyzed Suzuki-Miyaura cross-coupling reactions of organoboron compounds in which C-B cleavages are involved, it is meaningful to understand one of the thermodynamic properties of the C-B bond, the strength of the C-B bond, which can be measured using homolytic bond dissociation enthalpies (BDEs). To this end, we first calculated 64 C-B BDEs of organoboron compounds by theoretical methods including composite high-level ab initio methods of G3, G4, G3B3, CBS-Q, CBS-QB3, and CBS-4M and 34 density functional theory (DFT) methods. The results show that it is reasonable and credible to regard the average values of six composite high-level methods as the standard C-B BDE values. By comparing the DFT methods, it is found that the M06-HF method provides the most accurate results and the root mean square error (RMSE) is the smallest of 6.4 kJ mol(-1). Therefore, the C-B BDEs including C(sp)-B, C(sp(2))-B and C(sp(3))-B of organoboron compounds such as boronic acids, trifluoroborate salts, boronate esters, etc. as well as the substituent effects were investigated by using the M06-HF method. The results indicated that the different substituents including electrondonating groups (EDGs), electron-withdrawing groups (EWGs) and conjugated effect groups (CEGs) exhibit different effects on different types of C-B BDEs. Moreover, the natural bond orbital (NBO) analysis was performed in order to further disclose the essence of BDE change patterns.
Nat. Commun.75Mao, JYFALSEFALSEFALSEFALSE
2871
10.1021/acs.orglett.0c02756
Ruthenium-Catalyzed Enantioselective Hydrogenation of Hydrazones
South Africa has one of the oldest chemical societies in the world and has a long history of natural products, synthetic, and medicinal chemistry yet the visibility of molecules discovered or synthesized in South Africa is very low. Is this because South African scientists are incapable of discovering influential and celebrated molecules, or is there inadequate publicity of such discoveries? Perspective profiles on the discovery and scope of research on 'Great South African Molecules' should be a good start to redress this state of affairs. One such molecule deserving publicity is the antioxidant mycothiol which is produced by mycobacteria. This is a molecule of interest not only because of its medicinal potential in the fight against tuberculosis, but also from synthetic methodology and enzyme inhibition studies. This review aims to illuminate the scope of research in mycothiol chemistry for the purpose of promoting multidisciplinary investigations related to this South African molecule.
Org. Lett.75Schuster, CHFALSEFALSEFALSEFALSE
2872
10.1021/jacs.0c07634
Modular and Stereoselective Synthesis of C-Aryl Glycosides via Catellani Reaction
Two different kinds of Al2O3-ZrO2 have been prepared by the alkoxide sol-gel process: bulky-shaped and formed into spherical granules with the diameter of 2-3 mm. The catalysts have been obtained either by impregnating the support with the metal precursor (Pd or Ni salt solution) or by simultaneous addition of the precursor during synthesis of the support (the co-precipitation technique). The catalysts have been characterized structurally with scanning electron microscopy (SEM), transmission electron microscopy (TEM), nitrogen adsorption-desorption studies and successfully applied in the Suzuki-Miyaura cross-coupling of phenylboronic acid with different kinds of aryl halides (2-bromotoluene, 4-bromotoluene, 4-bromoanisole or 4-iodoanisole). Our experiments have shown that nickel species supported on Al2O3-ZrO2 can be successfully employed as the catalyst in the SuzukiMiyaura process. (C) 2016 Elsevier B.V. All rights reserved.
J. Am. Chem. Soc.75Cheng, GLFALSEFALSEFALSEFALSE
2873
10.1016/j.isci.2020.101377
[Pd(NHC)(mu-Cl)Cl](2): Versatile and Highly Reactive Complexes for Cross-Coupling Reactions that Avoid Formation of Inactive Pd(I) Off-Cycle Products
The N-arylation of amines with arylhydrazines has been developed, achieving the selective cross coupling of aryl radicals with amines to form N-aryl amines. The reaction uses air as an oxidant, CoPc and Cu(OAc)(2) as catalysts. The reaction proceeds under mild conditions in air through a relay process, arylhydrazines are oxidized to aryldiazenes by CoPc, further oxidized to aryl radicals by air (O-2), which are trapped by Cu(OAc)(2)-amine complex, followed by reduction-elimination reaction to form N-aryl amines. Arylamines and arylhydrazines give the highest yields, but N-aryl-N-alkylamines and N-alkyl amines can be used as well. (C) 2016 Elsevier Ltd. All rights reserved.
iScience75Szostak, MFALSEFALSEFALSEFALSE
2874
10.1021/acs.joc.0c00139
Photochemically Mediated Nickel-Catalyzed Synthesis of N-(Hetero)aryl Sulfamides
Herein we report an atom- and step economic aromatic cyanoalkylation reaction that employs nitriles as building blocks and proceeds through C-sp(2)-H and C-sp(3)-H bond activation steps mediated by Ni-III. In addition to cyanomethylation with MeCN, regioselective alpha-cyanoalkylation was observed with various nitrile substrates to generate secondary and tertiary nitriles. Importantly, to the best of our knowledge these are the first examples of C-H bond activation reactions occurring at a Ni-III center, which may exhibit different reactivity and selectivity profiles than those corresponding to analogous Ni-II centers. These studies provide guiding principles to design catalytic C-H activation and functionalization reactions involving high-valent Ni species.
J. Org. Chem.75Roizen, JLTRUEFALSEFALSEFALSE
2875
10.1246/cl.200099
Recent Progress towards the Use of Benzophenone Imines as an Ammonia Equivalent
The imidazolium salts, 1-(2,4,6-trimethylphenyl)-3-[(1R,2S,5R)-(-)-menthoxymethyl] imidazolium chloride (Mes-NHC-CH(2)OMent center dot HCl) (1a) and 1-(2,6-diisopropylphenyl)-3-[(1R, 2S, 5R)-(-)-menthoxymethyl] imidazolium chloride (iPr(2)Ph-NHC-CH(2)OMent center dot HCl) (1b), are readily accessible from inexpensive (1R,2S,5R)-(-)-menthol. They react with nickelocene to give two new chiral nickel-N-heterocyclic carbene (NHC) complexes, [Ni(Mes-NHC-CH(2)OMent)ClCp] (2a) and [Ni(iPr(2)Ph-NHC-CH(2)OMent)ClCp] (2b), in good yields. The new complexes were fully characterized by standard spectroscopic techniques and by a single crystal X-ray diffraction study on complex 2b. Complex 2b crystallizes in the chiral spacegroup P1, with two independent molecules in the unit cell, which are slightly different from each other. Preliminary studies show that these complexes are effective catalysts for the hydrosilylation of ketones. However no chiral induction was observed. (C) 2016 Elsevier B.V. All rights reserved.
Chem. Lett.75
Morimoto, H; Ohshima, T
FALSEFALSEFALSEFALSE
2876
10.1021/acs.organomet.0c00082
Mechanistic Investigation of the Nickel-Catalyzed Carbonylation of Alcohols
The development of a palladacyclic precatalyst supported by a new biaryl(dialkyl)phosphine ligand (VPhos) in combination with octanoic acid/sodium octanoate as a simple and effective surfactant system provided an improved catalyst system for the rapid construction of a broad spectrum of alkylated scaffolds from alkyl zinc reagents generated in situ.
Organometallics75Schaub, TFALSEFALSEFALSEFALSE
2877
10.1039/c9cy02080b
Buchwald-Hartwig cross-coupling of amides (transamidation) by selective N-C(O) cleavage mediated by air- and moisture-stable [Pd(NHC)(allyl)Cl] precatalysts: catalyst evaluation and mechanism
Catal. Sci. Technol.75Szostak, MFALSEFALSEFALSEFALSE
2878
10.1002/chem.201904845
Design, Synthesis and Characterization of Nickel-Functionalized Covalent Organic Framework NiCl@RIO-12 for Heterogeneous Suzuki-Miyaura Catalysis
Chem.-Eur. J.75Esteves, PMFALSEFALSEFALSEFALSE
2879
10.1021/acs.orglett.9b04119
Catalytic Sulfamoylation of Alcohols with Activated Aryl Sulfamates
Org. Lett.75Miller, SJFALSEFALSEFALSEFALSE
2880
10.1021/acs.joc.9b02582
Rhodium(III)-Catalyzed Diastereoselective Ring-Opening of 7-Azabenzonorbornadienes with Aromatic Ketoximes: Synthesis of Benzophenanthridine Derivatives
J. Org. Chem.75Jeganmohan, MFALSEFALSEFALSEFALSE
2881
10.1002/chem.201904288
Formal Aniline Synthesis from Phenols through Deoxygenative N-Centered Radical Substitution
Chem.-Eur. J.75Schmidt, VAFALSEFALSEFALSEFALSE
2882
10.1039/c9cc05807a
Chelation-directed remote meta-C-H functionalization of aromatic aldehydes and ketones
Chem. Commun.75Xu, XH; Jin, ZFALSEFALSEFALSEFALSE
2883
10.1002/ejoc.201900909
An Insight into Nitromethane as an Organic Nitrile Alternative Source towards the Synthesis of Aryl Nitriles
Eur. J. Org. Chem.75
Thakur, AJ; Bora, U
FALSEFALSEFALSEFALSE
2884
10.1055/s-0037-1611853
An Old Dog with New Tricks: Enjoin Wolff-Kishner Reduction for Alcohol Deoxygenation and C-C Bond Formations
Synlett75Li, CJFALSEFALSEFALSEFALSE
2885
10.1039/c9gc01180c
Synthesis of amides from acid chlorides and amines in the bio-based solvent Cyrene (TM)
Green Chem.75Camp, JEFALSEFALSEFALSEFALSE
2886
10.1002/anie.201902315
Electrochemical [4+2] Annulation-Rearrangement-Aromatization of Styrenes: Synthesis of Naphthalene Derivatives
Angew. Chem.-Int. Edit.
75Ye, JXFALSETRUEFALSEFALSE
2887
10.1039/c8gc03895c
Four-component thiazole formation from simple chemicals under metal-free conditions
Green Chem.75
Huang, HW; Deng, GJ
FALSEFALSEFALSEFALSE
2888
10.1002/anie.201813148
Direct Carbohydroxylation of Arylalkenes with Allylic Alcohols: Cooperative Catalysis of Copper, Silver, and a Bronsted Acid
Angew. Chem.-Int. Edit.
75Bao, MFALSEFALSEFALSEFALSE
2889
10.1039/c8sc04437f
Nickel-catalyzed cyanation of aryl halides and triflates using acetonitrile via C-CN bond cleavage assisted by 1,4-bis(trimethylsilyl)-2,3,5,6-tetramethyl-1,4-dihydropyrazine
Chem. Sci.75
Tsurugi, H; Mashima, K
FALSEFALSEFALSEFALSE
2890
10.1039/c8cc08504h
Nickel-catalysed decarbonylative borylation of aroyl fluorides
Chem. Commun.75Nishihara, YFALSEFALSEFALSEFALSE
2891
10.1021/acs.joc.8b01763
Nickel-Catalyzed Cyanation of Benzylic and Allylic Pivalate Esters
J. Org. Chem.75Rousseaux, SALFALSEFALSEFALSEFALSE
2892
10.1002/asia.201800759
Ruthenium-Pincer-Catalyzed Hydrogenation of Lactams to Amino Alcohols
Chem.-Asian J.75Tu, TFALSEFALSEFALSEFALSE
2893
10.1039/c8qo00585k
Transition-metal-catalyzed decarbonylation of carboxylic acids to olefins: exploiting acyl C-O activation for the production of high value products
Org. Chem. Front.75Szostak, MFALSEFALSEFALSEFALSE
2894
10.1016/j.chempr.2018.04.008
Remote sp(3) C-H Amination of Alkenes with Nitroarenes
Chem75Zhu, SLFALSEFALSEFALSEFALSE
2895
10.1021/acs.joc.7b03215
Nickel-Catalyzed Phosphine Free Direct N-Alkylation of Amides with Alcohols
J. Org. Chem.75Banerjee, DFALSEFALSEFALSEFALSE
2896
10.1039/c7qo00850c
Ni(I)- Ni(III) vs. Ni(II)-Ni(IV): mechanistic study of Ni-catalyzed alkylation of benzamides with alkyl halides
Org. Chem. Front.75Bai, RP; Lan, YFALSEFALSEFALSEFALSE
2897
10.1002/ejoc.201701300
Room Temperature Ni-0/PCy3-Catalyzed Coupling Reactions of Aryl Arenesulfonates with Bis(pinacolato)diboron
Eur. J. Org. Chem.75Hu, QSFALSEFALSEFALSEFALSE
2898
10.1021/acs.joc.7b02363
N,N '-Bisoxalamides Enhance the Catalytic Activity in Cu-Catalyzed Coupling of (Hetero)Aryl Bromides with Anilines and Secondary Amines
J. Org. Chem.75Ma, DWFALSEFALSEFALSEFALSE
2899
10.1002/anie.201506751
Formal Direct Cross-Coupling of Phenols with Amines
Angew. Chem.-Int. Edit.
75Li, CJFALSEFALSEFALSEFALSE
2900
10.1016/j.tet.2015.08.056
Iodine-promoted sequential Michael and oxidative dehydrogenation processes: synthesis of trisubstituted methanes containing a coumarin and a chromone ring
Tetrahedron75Kong, LYFALSEFALSEFALSEFALSE
2901
10.1021/jacs.5b03340
Ni-Catalyzed Divergent Cyclization/Carboxylation of Unactivated Primary and Secondary Alkyl Halides with CO2
J. Am. Chem. Soc.75Martin, RFALSEFALSEFALSEFALSE
2902
10.1016/j.tet.2015.01.046
Allyl-aryl coupling of allylic carbonates with arylboronic acids catalyzed by palladium nanoparticles in ionic liquid
Tetrahedron75Zhang, YJFALSEFALSEFALSEFALSE
2903
10.1039/c5ra00724k
Iodine-induced synthesis of sulfonate esters from sodium sulfinates and phenols under mild conditions
RSC Adv.75Yuan, GQFALSEFALSEFALSEFALSE
2904
10.1039/c4cc08187k
Nickel catalyzed dealkoxylative C-sp2-C-sp3 cross coupling reactions - stereospecific synthesis of allylsilanes from enol ethers
Chem. Commun.75Rueping, MFALSEFALSEFALSEFALSE
2905
10.1039/c5sc02942b
C-H arylation and alkenylation of imidazoles by nickel catalysis: solvent-accelerated imidazole C-H activation
Chem. Sci.75Yamaguchi, JFALSEFALSEFALSEFALSE
2906
10.1002/ejoc.201403240
Trimethylsilyl Iodide Mediated One-Pot Synthesis of 2-Allyl-2H-chromenes
Eur. J. Org. Chem.75Mohapatra, DKFALSEFALSEFALSEFALSE
2907
10.1039/c5ob00289c
Dendrimer-encapsulated Pd nanoparticles as catalysts for C-C cross-couplings in flow microreactors
Org. Biomol. Chem.75Verboom, WFALSEFALSEFALSEFALSE
2908
10.1002/adsc.201400460
Direct Nickel-Catalyzed Amination of Phenols via C-O Bond Activation using 2,4,6-Trichloro-1,3,5-triazine (TCT) as Reagent
Adv. Synth. Catal.75Iranpoor, NFALSEFALSEFALSEFALSE
2909
10.1039/c4ob01011f
Stereoselective one-pot synthesis of beta-alkylsulfide enol esters. Base-triggered rearrangement under mild conditions
Org. Biomol. Chem.75Bisogno, FRFALSEFALSEFALSEFALSE
2910
10.1002/anie.201304884
Twofold Unsymmetrical C-H Functionalization of PyrDipSi-Substituted Arenes: A General Method for the Synthesis of Substituted meta-Halophenols
Angew. Chem.-Int. Edit.
75Gevorgyan, VFALSEFALSEFALSEFALSE
2911
10.1002/ejoc.201300738
Organocatalytic Asymmetric Allylic Alkylation of Morita-Baylis-Hillman Carbonates with Phosphorus Ylides: Synthesis of Chiral 3-Substituted 2,4-Functionalized 1,4-Pentadienes
Eur. J. Org. Chem.75Zhu, CJFALSEFALSEFALSEFALSE
2912
10.6023/cjoc201212033
Recent Progress in the Research of Transition-Metal-Catalyzed C-CN Bond Cleavage
Chin. J. Org. Chem.75Kou, XZFALSEFALSEFALSEFALSE
2913
10.1002/chem.201301033
Synthesis of Arylacetates from Benzylic Alcohols and Oxalate Esters through Decarboxylative Coupling
Chem.-Eur. J.75Goossen, LJFALSEFALSEFALSEFALSE
2914
10.1002/cssc.201200804
C-C Cross-Coupling of Primary and Secondary Benzylic Alcohols Using Supported Gold-Based Bimetallic Catalysts
ChemSusChem75Liu, XFALSEFALSEFALSEFALSE
2915
10.1002/anie.201300481
Weak Arene C-H center dot center dot center dot O Hydrogen Bonding in Palladium-Catalyzed Arylation and Vinylation of Lactones
Angew. Chem.-Int. Edit.
75Zhou, JRFALSEFALSEFALSEFALSE
2916
10.1002/chem.201202824
Copper- and Phosphine-Ligand-Free Palladium-Catalyzed Direct Allylation of Electron-Deficient Polyfluoroarenes with Allylic Chlorides
Chem.-Eur. J.75Zhang, XGFALSETRUEFALSEFALSE
2917
10.1002/pola.26273
PEG-b-PtBA-b-PHEMA well-defined amphiphilic triblock copolymer: Synthesis, self-assembly, and application in drug delivery
J. Polym. Sci. Pol. Chem.
75Yang, DFALSEFALSEFALSEFALSE
2918
10.1021/om300399j
C-Br Activation of Aryl Bromides at Ni-0(NHC)(2): Stoichiometric Reactions, Catalytic Application in Suzuki-Miyaura Cross-Coupling, and Catalyst Degradation
Organometallics75Radius, UFALSEFALSEFALSEFALSE
2919
10.1039/b920285d
Synthesis of phalluside-1 and Sch II using 1,2-metallate rearrangements
Org. Biomol. Chem.75Kocienski, PJFALSEFALSEFALSEFALSE
2920
10.1002/anie.201005121
A Mild and Efficient Palladium-Catalyzed Cyanation of Aryl Mesylates in Water or tBuOH/Water
Angew. Chem.-Int. Edit.
75Kwong, FYFALSEFALSEFALSEFALSE
2921
10.1016/j.tet.2009.09.011
Indirect regioselective heteroarylation of indoles through a Friedel-Crafts reaction with (E)-1,4-diaryl-2-buten-1,4-diones
Tetrahedron75Pedro, JRFALSEFALSEFALSEFALSE
2922
10.1021/jo802426g
New General Method for Regio- and Stereoselective Allylic Substitution with Aryl and Alkenyl Coppers Derived from Grignard Reagents
J. Org. Chem.75Kobayashi, YFALSEFALSEFALSEFALSE
2923
10.1016/j.tet.2008.11.062
Copper(I)-catalyzed S-arylation of thiols with activated aryl chlorides on water
Tetrahedron75Dominguez, EFALSEFALSEFALSEFALSE
2924
10.1021/ic0606227
Heterometallic dithiolene complexes formed by stepwise displacement of cyclopentadienyl ligands from nickelocene with CpMo(S2C2Ph2)(2)
Inorg. Chem.75Morris, MJFALSEFALSEFALSEFALSE
2925
10.1021/cc0600066
Revisiting benzenesulfonyl linker for the deoxygenation and multifunctionalization of phenols
J. Comb. Chem.75Tsukamoto, HFALSEFALSEFALSEFALSE
2926
10.1039/b514635f
Molecular iodine: a highly efficient catalyst in the synthesis of quinolines via Friedlander annulation
Org. Biomol. Chem.75Wu, JFALSEFALSEFALSEFALSE
2927
10.1021/om050224w
Synthesis, structural characterization, computational study, and catalytic activity of metal complexes based on tetradentate pyridine/N-heterocyclic carbene ligand
Organometallics75Lee, HMFALSEFALSEFALSEFALSE
2928
10.1016/j.tet.2004.03.072
Preparation of unsymmetrical terphenyls via the nickel-catalyzed cross-coupling of alkyl biphenylsulfonates with aryl Grignard reagents
Tetrahedron75Park, KYFALSEFALSEFALSEFALSE
2929
10.1246/bcsj.73.985
Home-coupling reactions of alkenyl- and arylfluorosilanes mediated by a copper(I) salt
Bull. Chem. Soc. Jpn.
75Mori, AFALSEFALSEFALSEFALSE
2930
10.1021/jo991337q
Palladium-catalyzed borylation of aryl halides or triflates with dialkoxyborane: A novel and facile synthetic route to arylboronates
J. Org. Chem.75Masuda, YFALSEFALSEFALSEFALSE
2931
10.1246/bcsj.69.1065
Activation of C-O and C-N bonds in allylic alcohols and amines by palladium complexes promoted by CO2. Synthetic applications to allylation of nucleophiles, carbonylation, and allylamine disproportionation
Bull. Chem. Soc. Jpn.
75FALSEFALSEFALSEFALSE
2932
10.3891/acta.chem.scand.50-0259
Asymmetric hydrosilylation of olefins catalyzed by MOP-palladium complexes
Acta Chem. Scand.75Hayashi, TFALSEFALSEFALSEFALSE
2933
10.1021/jo00012a043
TRANSITION-METAL PROMOTED REACTIONS .33. NICKEL-CATALYZED OLEFINATION OF CYCLIC BENZYLIC DITHIOACETALS BY GRIGNARD-REAGENTS - SCOPE AND MECHANISM
J. Org. Chem.75FALSEFALSEFALSEFALSE
2934
10.1021/ja00313a032
DICHLORO[1,1'-BIS(DIPHENYLPHOSPHINO)FERROCENE]PALLADIUM-(II) - AN EFFECTIVE CATALYST FOR CROSS-COUPLING OF SECONDARY AND PRIMARY ALKYL GRIGNARD AND ALKYLZINC REAGENTS WITH ORGANIC HALIDES
J. Am. Chem. Soc.75HAYASHI, TFALSEFALSEFALSEFALSE
2935
10.1016/j.tet.2021.132549
Simple and efficient nickel-catalyzed cross-coupling reaction of alkenylalanes with alkynyl halides for synthesis of conjugated enynes
Tetrahedron75Li, QHFALSEFALSEFALSEFALSE
2936
10.1039/d1qo01580j
A mechanistic study on the regioselective Ni-catalyzed methylation-alkenylation of alkyne with AlMe3 and allylic alcohol
Org. Chem. Front.75Shi, JFALSEFALSEFALSEFALSE
2937
10.1002/ejoc.202101114
An Environmentally Benign, Catalyst-Free N-C Bond Cleavage/Formation of Primary, Secondary, and Tertiary Unactivated Amides
Eur. J. Org. Chem.75Karpoormath, RFALSEFALSEFALSEFALSE
2938
10.1021/jacs.1c08695
Cobalt-Catalyzed Enantiospecific Dynamic Kinetic Cross-Electrophile Vinylation of Allylic Alcohols with Vinyl Triflates
J. Am. Chem. Soc.75Shu, XZFALSETRUEFALSEFALSE
2939
10.1039/d1ob00797a
Pd(ii)-Catalyzed oxidative alkenylation of 4-hydroxycoumarin with maleimide via a C-H bond activation strategy
Org. Biomol. Chem.75Gogoi, PFALSEFALSEFALSEFALSE
2940
10.1021/acs.joc.1c00806
Molecular Spin State Switching and Photochromism in the Red and Near Infrared with Ni(II) Chlorin and Ni(II) Bacteriochlorin
J. Org. Chem.75Herges, RTRUEFALSEFALSEFALSE
2941
10.6023/cjoc202009029
Research Progress of Cross-Coupling Reactions of Alkylaluminums with Electrophiles Reagents
Chin. J. Org. Chem.75Li, QHFALSETRUEFALSEFALSE
2942
10.1039/d0nj06208a
NiFe2O4@SiO2@ZrO2/SO42-/Cu/Co nanoparticles: a novel, efficient, magnetically recyclable and bimetallic catalyst for Pd-free Suzuki, Heck and C-N cross-coupling reactions in aqueous media
New J. Chem.75Alavi, GSAFALSEFALSEFALSEFALSE
2943
10.1021/acs.accounts.1c00050
Mechanism and Selectivity Control in Ni- and Pd-Catalyzed Cross-Couplings Involving Carbon-Oxygen Bond Activation
Accounts Chem. Res.
75Hong, XFALSEFALSEFALSEFALSE
2944
10.1021/acs.organomet.1c00096
Ni-Catalyzed Coupling of Butadiene, Aldimines, and Arylboronic Acids to Homoallylic Amines under Base-Free Conditions
Organometallics75Shi, SLFALSEFALSEFALSEFALSE
2945
10.1039/d0qo01465f
Carbon dioxide-promoted palladium-catalyzed dehydration of primary allylic alcohols: access to substituted 1,3-dienes
Org. Chem. Front.75Zhang, WZFALSEFALSEFALSEFALSE
2946
10.1021/acs.orglett.7b01135
Copper-Catalyzed Asymmetric Hydroboration of 1,1-Disubstituted Alkenes
Org. Lett.75Xiong, TFALSEFALSEFALSEFALSE
2947
10.1021/acs.organomet.7b00095
Mechanistic Study of Copper-Catalyzed Decarboxylative C-N Cross-Coupling with Hypervalent Iodine Oxidant
Organometallics75Jiang, JL; Shi, JFALSEFALSEFALSEFALSE
2948
10.1002/slct.201700623
Efficient Access to o-Phenylendiamines and Their Use in the Synthesis of a 1,2-Dialkyl-5-trifluoromethylbenzimidazoles Library Under Microwave Conditions
ChemistrySelect75Portilla, JFALSEFALSEFALSEFALSE
2949
10.1021/acscatal.7b00245
A Cross-Coupling Approach to Amide Bond Formation from Esters
ACS Catal.75Newman, SGFALSEFALSEFALSEFALSE
2950
10.1021/acs.joc.6b02354
Cobalt-Catalyzed Biaryl Couplings via C-F Bond Activation in the Absence of Phosphine or NHC Ligands
J. Org. Chem.75Duan, XFFALSEFALSEFALSEFALSE
2951
10.1016/j.tetlet.2016.10.087
Catalyst free, three-component approach for unsymmetrical triarylmethanes (TRAMs)
Tetrahedron Lett.75Baire, BFALSEFALSEFALSEFALSE
2952
10.1021/acs.orglett.6b03090
Synthesis of Secondary and Tertiary Alkylboranes via Formal Hydroboration of Terminal and 1,1-Disubstituted Alkenes
Org. Lett.75Montgomery, JFALSEFALSEFALSEFALSE
2953
10.1002/anie.201606529
Nickel Catalysis Enables Oxidative C(sp(2))-H/C(sp(2))-H Cross-Coupling Reactions between Two Heteroarenes
Angew. Chem.-Int. Edit.
75You, JSFALSEFALSEFALSEFALSE
2954
10.1002/hc.21309
Straightforward Diastereoselective Synthesis of P-Chirogenic (1R )-1,8,8-Trimethyl-2,4-diaza-3-phosphabicyclo[3.2.1]octane 3-Oxides: Application as Chiral NMR Solvating Agents
Heteroatom Chem.75Wilhelm, RFALSEFALSEFALSEFALSE
2955
10.1246/cl.150913
Branch Selective Mural-type Alkene Hydroarylation Reactions
Chem. Lett.75Bower, JFFALSEFALSEFALSEFALSE
2956
10.1039/c6ob01307d
Nickel-catalyzed Chan-Lam cross-coupling: chemoselective N-arylation of 2-aminobenzimidazoles
Org. Biomol. Chem.75Das, PFALSEFALSEFALSEFALSE
2957
10.1016/j.tet.2020.131804
Cu-mediated or metal-free alkylation of gem-dibromoalkenes with tertiary, secondary and primary alkyl Grignard reagents
The ubiquitous use of pi-rich five-membered heterocycles has driven the development of new methods for their synthesis for more than a century. Here, we disclose a general and reliable reaction manifold for the construction of highly substituted heterocycles through a facile Lewis-acid-catalyzed oxetane rearrangement. Notably, this methodology employs a keto-oxetane motif as a 1,4-dicarbonyl surrogate, which can be synthesized using robust alkylation or alkenylation reactions, and thus obviates the need to access 1,4-dicarbonyl compounds via umpoled starting materials. We harnessed this reactivity to generate a broad range of substituted furans and pyrroles, and extended this methodology to produce benzo-fused versions thereof.
Tetrahedron74Cao, SFALSEFALSEFALSEFALSE
2958
10.1021/acs.joc.0c02556
Nickel-Catalyzed Asymmetric Hydroarylation of Vinylarenes: Direct Enantioselective Synthesis of Chiral 1,1-Diarylethanes
The first catalytic, regioselective cross-coupling of 3,4-epoxyalcohol with aryl iodides is reported. The combination of NiCl2 center dot DME and a newly developed C-2-symmetric oxazoline ligand plays a key role in selective ring opening of several 3,4-epoxy alcohols at the C4 position. This general protocol furnishes a new type of enantioenriched 4,4-diaryl alkane which also incorporates an additional 1,3-diol that can be easily transformed to a variety of functional groups. The products are formed with excellent regioselectivity (>99:1), diastereoselectivity (up to 99:1), and enantiopurity (up to >99.9% ee).
J. Org. Chem.74Stanley, LMFALSEFALSEFALSEFALSE
2959
10.1021/acs.organomet.0c00726
Synthesis of NHC-Iridium(III) Complexes Based on N-Iminoimidazolium Ylides and Their Use for the Amine Alkylation by Borrowing Hydrogen Catalysis
Transition-metal-catalyzed cyanation of aryl halides is' a process of significant importance in the preparation pharmaceuticals, organic materials and agrochemicals. Here, we demonstrate a palladium-catalyzed decarbonylative cyanation of amides by highly selective carbon nitrogen bond cleavage for the synthesis of a wide range aryl nitriles. The utility of this technology is demonstrated by the synthesis of isotopically labeled aryl nitriles and orthogonal cross-coupling reactions of bench-stable amides, to establish cross-coupling synthons with opposite polarity.
Organometallics74Legault, CYFALSEFALSEFALSEFALSE
2960
10.1021/acscatal.0c03939
Iterative Supervised Principal Component Analysis Driven Ligand Design for Regioselective Ti-Catalyzed Pyrrole Synthesis
A copper-catalyzed selective C-N cross-coupling has been developed based on chelation-assisted amidation of readily available aryl boronic acids at room-temperature under open-flask conditions. The reaction is scalable and tolerates a wide spectrum of functional groups delivering fully substituted unsymmetrical amides in high yields (up to 96%). The C-N cross coupling also established with aryl silanes, extending the palette of coupling partners of this strategy.
ACS Catal.74
Reiner, BR; Tonks, IA
FALSEFALSEFALSEFALSE
2961
10.1021/acs.organomet.0c00140
Effect of Aryl Ligand Identity on Catalytic Performance of Trineopentylphosphine Arylpalladium Complexes in N-Arylation Reactions
This contribution describes a regioselective cyclization of hypervalent iodine reagents (HIR) with propiolic acids in the presence of a rhodium catalyst. The mild decarboxylation can tolerate a wide range of groups and generates 4H-furo[3,2-c] chro-men-4-one derivatives in good isolated yields.
Organometallics74
Shaughnessy, KH
FALSEFALSEFALSEFALSE
2962
10.1039/d0dt02964e
Versatility of the bis(iminopyrrolylmethyl)amine ligand: tautomerism, protonation, helical chirality, and the secondary coordination sphere with halogen bonds in the formation of copper(II) and nickel(II) complexes
Herein we report the first example of (hetero)-arylation of ammonia using a monoligated palladium-NHC complex. The new, rationally designed, precatalyst (DiMeIHept(Cl))Pd(allyl)Cl featuring highly branched alkyl chains has been shown to be effective in selective aminations across a range of challenging substrates, including nitrogen containing heterocycles and those featuring base-sensitive functionality. The less bulky Pd-PEPPSI-IPent(Cl) precatalyst performs well for ortho-substituted aryl halides, giving monoarylated products in high yield with good selectivity.
Dalton Trans.74Mani, GFALSEFALSEFALSEFALSE
2963
10.1021/jacs.0c06177
Copper-Catalyzed Enantioselective Radical 1,4-Difunctionalization of 1,3-Enynes
A CuCl-catalyzed Ullmann-type C-N cross coupling reaction of carbazoles and 2-bromopyridine deriva tives has been developed for the synthesis of N-heteroarylcarbazole derivatives employing 1-methyl-imidazole and t-BuOLi as ligand and base, respectively, both of which are found to significantly promote the reaction. Low cost and low loading of both catalyst and ligand, together with high reaction yields, render this practical reaction to be suitable for large-scale preparations and could be useful in material science.
J. Am. Chem. Soc.74Bao, HLFALSEFALSEFALSEFALSE
2964
10.1039/d0qo00632g
Indium-mediated difunctionalization of iodoalkyl-tethered unactivated alkenes via an intramolecular cyclization and an ensuing palladium-catalyzed cross-coupling reaction with aryl halides
A direct and efficient approach to 1,3,5-trisubstituted benzenes has been developed via N-heterocyclic carbene-catalyzed [2 + 4] annulation of alpha-bromoenals and alpha-cyano-beta-methylenones. The reaction worked well for both aryl- and alkylenones.
Org. Chem. Front.74
Han, GZ; Shen, ZL
FALSEFALSEFALSEFALSE
2965
10.1002/slct.202001578
Application ofN-Aryl Ethanolamines asN,O-Ligand in Nickel(II)-Catalyzed Carbon-Carbon Bond Formation in Heck Coupling Reactions
A series of well-defined iron(II) complexes of the types [Fe(PNP)Br-2] and [Fe(PNP)(CO)Br-2] with PNP pincer ligands based on triazine and pyridine backbones were prepared and fully characterized. These complexes were tested as catalysts for the alkylation of amines by alcohols. The high-spin complexes [Fe(PNP)Br-2] are catalytically inactive. The low-spin complexes [Fe(PNP)(CO)Br-2] bearing a carbonyl co-ligand efficiently and selectively convert primary alcohols and aromatic and benzylic amines selectively into mono-N-alkylated amines in good to excellent isolated yields. A mechanistic proposal is given.
ChemistrySelect74Jagtap, SVFALSEFALSEFALSEFALSE
2966
10.1002/cctc.202000882
Isothiourea-Catalyzed Synthesis of Pyrrole- and Indole-Functionalized Tetrasubstituted Pyridines
The cross-coupling reaction between arylboronic acids and various benzylic halides proceeded without using a transition-metal catalyst to give the corresponding diarylmethanes in moderate to good yields. (C) 2016 Elsevier Ltd. All rights reserved.
ChemCatChem74Smith, ADFALSEFALSEFALSEFALSE
2967
10.1021/jacs.0c04905
Magnesiation of Aryl Fluorides Catalyzed by a Rhodium-Aluminum Complex
Systematic studies of the coupling of benzylic with aryl halides are presented. The optimized reaction conditions for electron-deficient aryl halides cannot be applied to the electron-rich or neutral counterparts, and vice versa. The excellent functional group tolerance and broad substrate scope may enable the current work to be useful for the construction of diaryl methane products.
J. Am. Chem. Soc.74Sakaki, SFALSEFALSEFALSEFALSE
2968
10.1039/d0sc02439b
Silanol: a bifunctional group for peptide synthesis and late-stage functionalization
A new protocol for the direct reductive cobalt-catalyzed arylation of benzyl chlorides has been developed in order to form functionalized diarylmethanes. A variety of reactive groups either on the aryl or the benzyl halide was employed. This represents the first cobalt-catalyzed reductive cross-coupling which does not require any ligand and pyridine. A reaction pathway is proposed involving a radical benzyl species.
Chem. Sci.74Xiong, XFFALSEFALSEFALSEFALSE
2969
10.1021/acs.orglett.9b03730
Alkaline-Earth Metal Catalyzed Dehydrative Allylic Alkylation
Org. Lett.74Xie, PZ; Loh, TPFALSEFALSEFALSEFALSE
2970
10.1002/ejoc.201901606
A Borrowing Hydrogen Strategy for Dehydrative Coupling of Aminoisoquinolines with Benzyl Alcohols in Water
Eur. J. Org. Chem.74
Hikawa, H; Azumaya, I
FALSEFALSEFALSEFALSE
2971
10.1021/acs.jmedchem.9b00864
Structure-Kinetic Profiling of Haloperidol Analogues at the Human Dopamine D-2 Receptor
J. Med. Chem.74Mistry, SNFALSEFALSEFALSEFALSE
2972
10.1021/jacs.9b07022
Matching Glycosyl Donor Reactivity to Sulfonate Leaving Group Ability Permits S(N)2 Glycosylations
J. Am. Chem. Soc.74Bennett, CSFALSEFALSEFALSEFALSE
2973
10.1039/c9cc05763c
Computational studies on Ni-catalyzed amide C-N bond activation
Chem. Commun.74
Zhang, SQ; Hong, X
FALSEFALSEFALSEFALSE
2974
10.1021/acs.orglett.9b02727
Selective Ketone Formations via Cobalt-Catalyzed beta-Alkylation of Secondary Alcohols with Primary Alcohols
Org. Lett.74Ding, KYFALSEFALSEFALSEFALSE
2975
10.1021/jacs.9b07253
Ni-Catalyzed Enantioselective Intermolecular Hydroamination of Branched 1,3-Dienes Using Primary Aliphatic Amines
J. Am. Chem. Soc.74Mazet, CFALSEFALSEFALSEFALSE
2976
10.1002/chem.201900822
Nickel-Copper-Catalyzed Hydroacylation of Vinylarenes with Acyl Fluorides and Hydrosilanes
Chem.-Eur. J.74Sawamura, MFALSEFALSEFALSEFALSE
2977
10.1002/anie.201903890
Nickel-Catalyzed 1,1-Alkylboration of Electronically Unbiased Terminal Alkenes
Angew. Chem.-Int. Edit.
74Yin, GYFALSETRUEFALSEFALSE
2978
10.1039/c9sc00640k
Cyano-borrowing reaction: nickel-catalyzed direct conversion of cyanohydrins and aldehydes/ketones to beta-cyano ketone
Chem. Sci.74Peng, YG; Liu, TLFALSEFALSEFALSEFALSE
2979
10.1021/jacs.9b03978
Tandem Decarboxylative Cyclization/Alkenylation Strategy for Total Syntheses of (+)-Longirabdiol, (-)-Longirabdolactone, and (-)-Effusin
J. Am. Chem. Soc.74Li, CFALSEFALSEFALSEFALSE
2980
10.1039/c9ob00572b
Synthesis of benzoxazoles via the copper-catalyzed hydroamination of alkynones with 2-aminophenols
Org. Biomol. Chem.74
Tsuji, H; Kawatsura, M
FALSEFALSEFALSEFALSE
2981
10.1002/adsc.201801606
Efficient Synthesis of Functionalized Indene Derivatives via Rh (III)-Catalyzed Cascade Reaction between Oxadiazoles and Allylic Alcohols
Adv. Synth. Catal.74Dong, ALFALSEFALSEFALSEFALSE
2982
10.1080/00958972.2019.1590562
MgFe2O4@SiO2-PrNH2/Pd/bimenthonoxime core-shell magnetic nanoparticles as a recyclable green catalyst for heterogeneous Suzuki cross-coupling in aqueous ethanol
J. Coord. Chem.74Mehdipour, EFALSEFALSEFALSEFALSE
2983
10.1002/anie.201814558
Metal-Catalyzed Sequential Formation of Distant Bonds in Organic Molecules: Palladium-Catalyzed Hydrosilylation/Cyclization of 1,n-Dienes by Chain Walking
Angew. Chem.-Int. Edit.
74Kochi, TFALSEFALSEFALSEFALSE
2984
10.1021/acs.orglett.9b00122
Copper-Catalyzed C-H Carbamoyloxylation of Aryl Carboxamides with CO2 and Amines at Ambient Conditions
Org. Lett.74Zou, YFALSEFALSEFALSEFALSE
2985
10.1002/adsc.201801266
Dehydrative Synthesis of Functionalized Skipped Dienes from Stabilized Phosphonium Ylides and Allylic Alcohols in Water
Adv. Synth. Catal.74Ma, XT; Tang, LFALSEFALSEFALSEFALSE
2986
10.1021/acs.orglett.9b00242
Nickel-Catalyzed Kumada Coupling of Boc-Activated Aromatic Amines via Nondirected Selective Aryl C-N Bond Cleavage
Org. Lett.74Xia, JBFALSEFALSEFALSEFALSE
2987
10.1021/jacs.8b05143
Cation-pi Interactions in the Benzylic Arylation of Toluenes with Bimetallic Catalysts
J. Am. Chem. Soc.74
Kozlowski, MC; Walsh, PJ
FALSEFALSEFALSEFALSE
2988
10.1002/adsc.201800596
Exploring Green Solvents Associated to Pd/C as Heterogeneous Catalyst for Direct Arylation of Heteroaromatics with Aryl Bromides
Adv. Synth. Catal.74
Soule, JF; Doucet, H
FALSEFALSEFALSEFALSE
2989
10.1021/acs.accounts.8b00023
Decarbonylative Cross-Couplings: Nickel Catalyzed Functional Group Interconversion Strategies for the Construction of Complex Organic Molecules
Accounts Chem. Res.
74Rueping, MFALSEFALSEFALSEFALSE
2990
10.1016/j.comptc.2018.03.025
Theoretical insights on the C-C bond reductive elimination from Co(III) center
Comput. Theor. Chem.
74Ahmad, KFALSEFALSEFALSEFALSE
2991
10.1002/anie.201712145
SuFEx Chemistry of Thionyl Tetrafluoride (SOF4) with Organolithium Nucleophiles: Synthesis of Sulfonimidoyl Fluorides, Sulfoximines, Sulfonimidamides, and Sulfonimidates
Angew. Chem.-Int. Edit.
74Sharpless, KBFALSEFALSEFALSEFALSE
2992
10.1039/c7sc04351a
Ni-catalysed regioselective 1,2-diarylation of unactivated olefins by stabilizing Heck intermediates as pyridylsilyl-coordinated transient metallacycles
Chem. Sci.74Giri, RFALSEFALSEFALSEFALSE
2993
10.1021/acs.orglett.7b03052
Visible-Light-Driven alpha-Allenylic C-O Bond Cleavage and Alkenyl C-S Formation: Metal-Free and Oxidant-Free Thiolation of Allenyl Phosphine Oxides
Org. Lett.74
Wu, L; Zhang, WH
FALSEFALSEFALSEFALSE
2994
10.1021/acs.orglett.7b03023
Direct Allylic Amination of Allylic Alcohol Catalyzed by Palladium Complex Bearing Phosphine Borane Ligand
Org. Lett.74
Onodera, G; Kimura, M
FALSEFALSEFALSEFALSE
2995
10.1039/c7dt02498c
The selective hydrogenolysis of C-O bonds in lignin model compounds by Pd-Ni bimetallic nanoparticles in ionic liquids
Dalton Trans.74Lu, GPFALSEFALSEFALSEFALSE
2996
10.3390/molecules201219748
Iridium-Catalyzed Asymmetric Ring-Opening of Oxabenzonorbornadienes with N-Substituted Piperazine Nucleophiles
Molecules74Yang, DQFALSEFALSEFALSEFALSE
2997
10.1002/chem.201502534
Adding a Structural Context to the Deprotometalation and Trans-Metal Trapping Chemistry of Phenyl-Substituted Benzotriazole
Chem.-Eur. J.74Mulvey, REFALSEFALSEFALSEFALSE
2998
10.1002/adsc.201500515
Copper-Catalyzed Aerobic Oxidative C(aryl)-OH Bond Functionalization of Catechols with Amines Affording Benzoxazoles
Adv. Synth. Catal.74Chen, XLFALSEFALSEFALSEFALSE
2999
10.1016/j.tetlet.2015.06.071
One-pot organocatalytic enantioselective Michael addition and aza-cyclization/dehydration cascade reaction strategy: asymmetric synthesis of highly functionalized 1,4-dihydroquinolines
Tetrahedron Lett.74Kim, SGFALSEFALSEFALSEFALSE
3000
10.1021/cs502011x
2-Aminobiphenyl Palladacycles: The Most Powerful Precatalysts in C-C and C-Heteroatom Cross-Couplings
ACS Catal.74Alami, MFALSEFALSEFALSEFALSE
3001
10.1039/c4cc10084k
Direct cross-coupling of benzyl alcohols to construct diarylmethanes via palladium catalysis
Chem. Commun.74Shi, ZJFALSEFALSEFALSEFALSE
3002
10.1039/c5gc01170a
Synthesis of 2-phenylnaphthalenes from styrene oxides using a recyclable Bronsted acidic [HNMP]+HSO4- ionic liquid
Green Chem.74Wagh, KVFALSEFALSEFALSEFALSE
3003
10.1016/j.jorganchem.2014.09.016
Syntheses, characterization, and electrochemistry of compounds containing 1-diphenylphosphino-1 '-(di-tert-butylphosphino) ferrocene (dppdtbpf)
J. Organomet. Chem.
74Trivedi, MFALSEFALSEFALSEFALSE
3004
10.1021/ol5024344
Iron-Catalyzed Coupling of Aryl Sulfannates and Aryl/Vinyl Tosylates with Aryl Grignards
Org. Lett.74Cook, SPFALSEFALSEFALSEFALSE
3005
10.1002/anie.201403288
Practical, Modular, and General Synthesis of Benzofurans through Extended Pummerer Annulation/Cross-Coupling Strategy
Angew. Chem.-Int. Edit.
74Yorimitsu, HFALSEFALSEFALSEFALSE
3006
10.1039/c3ra45547e
Chemoselective one-pot synthesis of beta-keto sulfones from ketones
RSC Adv.74Sreedhar, BFALSEFALSEFALSEFALSE
3007
10.1016/j.tet.2013.10.089
Palladium-catalyzed domino protodecarboxylation/oxidative Heck reaction: regioselective arylation of coumarin-3-carboxylic acids
Tetrahedron74Jafarpour, FFALSEFALSEFALSEFALSE
3008
10.1016/j.tet.2013.10.043
Generation of 4-substituted coumarins via C-H bond activation under palladium bromide-copper(I) bromide cooperative catalysis
Tetrahedron74Wu, JFALSEFALSEFALSEFALSE
3009
10.1002/asia.201300688
Mechanistic Insight into the Nickel-Catalyzed Cross-Coupling of Aryl Phosphates with Arylboronic Acids: Potassium Phosphate is Not a Spectator Base but is Involved in the Transmetalation Step in the Suzuki-Miyaura Reaction
Chem.-Asian J.74Zhu, JFALSEFALSEFALSEFALSE
3010
10.1016/j.inoche.2013.08.010
New dimeric phosphine ylide copper (I) complexes: Synthesis, coordination behavior, and application in Suzuki cross-coupling reactions
Inorg. Chem. Commun.
74Sabounchei, SJFALSEFALSEFALSEFALSE
3011
10.1021/ja402922w
Catalytic Asymmetric Reductive Acyl Cross-Coupling: Synthesis of Enantioenriched Acyclic alpha,alpha-Disubstituted Ketones
J. Am. Chem. Soc.74Reisman, SEFALSEFALSEFALSEFALSE
3012
10.1016/j.jorganchem.2013.01.014
Nickel-catalyzed hydrodehalogenation of aryl halides
J. Organomet. Chem.
74Enthaler, SFALSEFALSEFALSEFALSE
3013
10.1016/j.tetlet.2012.12.091
Facile synthesis of diverse isoindolinone derivatives via Ugi-4CR followed by Cu-catalyzed deamidative C(sp(2))-C(sp(3)) coupling
Tetrahedron Lett.74Chauhan, PMSFALSEFALSEFALSEFALSE
3014
10.1021/ol303222s
Copper-Catalyzed Electrophilic Amination of Arylsilanes with Hydroxylamines
Org. Lett.74Hirano, KFALSETRUEFALSEFALSE
3015
10.1002/chem.201200190
Nickel-Mediated Inter- and Intramolecular Reductive Cross-Coupling of Unactivated Alkyl Bromides and Aryl Iodides at Room Temperature
Chem.-Eur. J.74Peng, YFALSEFALSEFALSEFALSE
3016
10.1002/chem.201103784
Aryl Ether as a Negishi Coupling Partner: An Approach for Constructing C-C Bonds under Mild Conditions
Chem.-Eur. J.74Wang, CFALSEFALSEFALSEFALSE
3017
10.1002/ejoc.201101506
Palladium-Catalyzed Selective Synthesis of Naphthalenes and Indenones and Their Luminescent Properties
Eur. J. Org. Chem.74Lu, PFALSEFALSEFALSEFALSE
3018
10.1002/anie.201205969
Nickel-Catalyzed Kumada Reaction of Tosylalkanes with Grignard Reagents to Produce Alkenes and Modified Arylketones
Angew. Chem.-Int. Edit.
74Li, JHFALSEFALSEFALSEFALSE
3019
10.1039/c2ob26270c
Palladium-catalyzed desulfitative arylation of azoles with arylsulfonyl hydrazides
Org. Biomol. Chem.74Li, XWFALSEFALSEFALSEFALSE
3020
10.1002/anie.201007187
Highly Diastereoselective Iron-Mediated C(sp(2))-C(sp(3)) Cross-Coupling Reactions between Aryl Grignard Reagents and Cyclic Iodohydrine Derivatives
Angew. Chem.-Int. Edit.
74Knochel, PFALSEFALSEFALSEFALSE
3021
10.1021/jo101718v
Zero-Valent Metals Accelerate the Neopentylglycolborylation of Aryl Halides Catalyzed by NiCl2-Based Mixed-Ligand Systems
J. Org. Chem.74Percec, VFALSEFALSEFALSEFALSE
3022
10.1021/ol1002576
Palladium-Catalyzed Direct Benzylation of Azoles with Benzyl Carbonates
Org. Lett.74Miura, MFALSEFALSEFALSEFALSE
3023
10.1021/ja808652a
Modular Synthesis of Indoles from Imines and o-Dihaloarenes or o-Chlorosulfonates by a Pd-Catalyzed Cascade Process
J. Am. Chem. Soc.74Barluenga, JFALSEFALSEFALSEFALSE
3024
10.1021/jo0521201
Suzuki-Miyaura, alpha-ketone arylation and dehalogenation reactions catalyzed by a versatile N-heterocyclic carbene-palladacycle complex
J. Org. Chem.74Nolan, SPFALSEFALSEFALSEFALSE
3025
10.1055/s-2005-918479
Catalysts on functionalized polymer chips (PC) as recyclable entities
Synthesis74Bannwarth, WFALSEFALSEFALSEFALSE
3026
10.1007/s10563-005-9161-4
Heterogeneous asymmetric aquacatalysis with polymer-supported palladium complexes
Catal. Surv. Asia74Uozumi, YFALSEFALSEFALSEFALSE
3027
10.1021/jo9916986
Scope and limitations of the Pd/BINAP-catalyzed amination of aryl bromides
J. Org. Chem.74Wolfe, JPFALSEFALSEFALSEFALSE
3028
10.1021/ja980787h
Catalytic asymmetric synthesis of quaternary carbon centers. Exploratory studies of intramolecular Heck reactions of (Z)-alpha,beta-unsaturated anilides and mechanistic investigations of asymmetric Heck reactions proceeding via neutral intermediates
J. Am. Chem. Soc.74Overman, LEFALSEFALSEFALSEFALSE
3029
10.1021/jo00028a051
PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS OF HIGHLY HINDERED, ELECTRON-RICH PHENOL TRIFLATES AND ORGANOSTANNANES
J. Org. Chem.74SAA, JMFALSEFALSEFALSEFALSE
3030
10.1016/0022-328X(87)80053-0
MOLECULAR-BASIS OF CATALYTIC REACTIONS INVOLVING ETA-3-ALLYL COMPLEXES OF GROUP-10 METALS AS KEY INTERMEDIATES
J. Organomet. Chem.
74KUROSAWA, HFALSEFALSEFALSEFALSE
3031
10.1021/ja00293a038
ASYMMETRIC-SYNTHESIS - ASYMMETRIC CATALYTIC ALLYLATION USING PALLADIUM CHIRAL PHOSPHINE COMPLEXES
J. Am. Chem. Soc.74FALSEFALSEFALSEFALSE
3032
10.1002/ejoc.202101384
Low-Cost Transition Metal-Catalyzed Heck-Type Reactions: An Overview
Eur. J. Org. Chem.74Anilkumar, GFALSEFALSEFALSEFALSE
3033
10.1039/d1ob02051j
Buchwald-Hartwig amination of aryl esters and chlorides catalyzed by the dianisole-decorated Pd-NHC complex
Org. Biomol. Chem.74Yao, HG; Xu, CFALSEFALSEFALSEFALSE
3034
10.1021/acscatal.1c05530
Ti-Catalyzed Reductive Dehydroxylative Vinylation of Tertiary Alcohols
ACS Catal.74Shu, XZFALSEFALSEFALSEFALSE
3035
10.1021/acscatal.1c04800
Nickel-Catalyzed Kumada Vinylation of Enol Phosphates: A Comparative Mechanistic Study
ACS Catal.74Mazet, CFALSEFALSEFALSEFALSE
3036
10.1002/ejoc.202100937
Synthesis of 2-(Chlorodifluoromethyl)indoles for Nucleophilic Halogen Exchange with [F-18]Fluoride
Eur. J. Org. Chem.74Heinrich, MRFALSEFALSEFALSEFALSE
3037
10.1007/s12039-021-01950-1
Highly efficient aqueous-phase Sonogashira coupling catalyzed by Pd-PEEPSI/PPh3 under aerobic condition
J. Chem. Sci.74Das, PFALSEFALSEFALSEFALSE
3038
10.1055/s-0041-1737275
Synthesis of Indole/Benzofuran-Containing Diarylmethanes through Palladium-Catalyzed Reaction of Indolylmethyl or Benzofuranylmethyl Acetates with Boronic Acids
Synthesis74Goggiamani, AFALSEFALSEFALSEFALSE
3039
10.1039/d1qo01460a
Electrochemical synthesis of functionalized gem-difluoroalkenes with diverse alkyl sources via a defluorinative alkylation process
Org. Chem. Front.74Guo, L; Xia, WJFALSETRUEFALSEFALSE
3040
10.1021/acs.joc.1c01790
Titanium(IV)-Mediated Ring-Opening/Dehydroxylative Cross-Coupling of Diaryl-Substituted Methanols with Cyclopropanol Derivatives
J. Org. Chem.74Shen, ZLFALSEFALSEFALSEFALSE
3041
10.1002/aoc.3671
Ionic iron(III) complexes bearing a dialkylbenzimidazolium cation: Efficient catalysts for magnesium-mediated cross-couplings of aryl phosphates with alkyl bromides
Appl. Organomet. Chem.
74Sun, HMFALSEFALSEFALSEFALSE
3042
10.1021/acsomega.7b00725
Palladacycle-Catalyzed Triple Suzuki Coupling Strategy for the Synthesis of Anthracene-Based OLED Emitters
ACS Omega74Kapdi, ARFALSEFALSEFALSEFALSE
3043
10.1021/acs.orglett.7b00831
Ni-Catalyzed Reductive Cross-Coupling of Amides with Aryl Iodide Electrophiles via C-N Bond Activation
Org. Lett.74Han, JLFALSETRUEFALSEFALSE
3044
10.1021/acscatal.6b03344
When Weaker Can Be Tougher: The Role of Oxidation State (I) in P-vs N-Ligand-Derived Ni-Catalyzed Trifluoromethylthiolation of Aryl Halides
ACS Catal.74Schoenebeck, FFALSEFALSEFALSEFALSE
3045
10.1039/c6sc04371b
A palladium-catalyzed synthesis of (hetero)aryl-substituted imidazoles from aryl halides, imines and carbon monoxide
Chem. Sci.74Arndtsen, BAFALSEFALSEFALSEFALSE
3046
10.1039/c6dt03944h
Unsymmetrical NCN-pincer mononuclear and dinuclear nickel(II) complexes of N-heterocyclic carbene (NHC): synthesis, structure and catalysis for Suzuki-Miyaura cross-coupling
Dalton Trans.74Gu, SJFALSEFALSEFALSEFALSE
3047
10.1002/adsc.201600950
Synthesis of Trisubstituted Pyridines via Chemoselective Suzuki-Miyaura Coupling of 3,5-and 4,6-Dibromo-2-tosyloxypyridines
Adv. Synth. Catal.74Kim, WSFALSEFALSEFALSEFALSE
3048
10.1039/c6qo00479b
Cobalt(III)-catalyzed cross-coupling of enamides with allyl acetates/maleimides
Org. Chem. Front.74Zhang, YHFALSEFALSEFALSEFALSE
3049
10.1021/acs.orglett.6b02862
Ruthenium-Catalyzed C-H Arylation of Diverse Aryl Carboxylic Acids with Aryl and Heteroaryl Halides
Org. Lett.74Weix, DJFALSEFALSEFALSEFALSE
3050
10.1021/jacs.6b08507
Branch-Selective Hydroarylation: Iodoarene-Olefin Cross-Coupling
J. Am. Chem. Soc.74Shenvi, RAFALSEFALSEFALSEFALSE
3051
10.1021/acs.orglett.6b02058
Transition-Metal-Free Cross-Coupling of Indium Organometallics with Chromene and Isochroman Acetals Mediated by BF3 center dot OEt2
Org. Lett.74
Sestelo, JP; Sarandeses, LA
FALSEFALSEFALSEFALSE
3052
10.1002/ejoc.201600500
Nickel(0)-Catalyzed N-Allylation of Amides and p-Toluenesulfonamide with Allylic Alcohols under Neat and Neutral Conditions
Eur. J. Org. Chem.74Sauthier, MFALSEFALSEFALSEFALSE
3053
10.1002/chem.201504959
Exploring Regioselective Bond Cleavage and Cross-Coupling Reactions using a Low-Valent Nickel Complex
Chem.-Eur. J.74Love, JAFALSEFALSEFALSEFALSE
3054
10.1002/ejoc.201501551
Rh-III-Catalyzed C-H Allylation of Amides and Domino Cycling Synthesis of 3,4-Dihydroisoquinolin-1(2H)-ones with N-Bromosuccinimide
Eur. J. Org. Chem.74Yan, HFALSEFALSEFALSEFALSE
3055
10.1039/c6ob02010k
Bifunctional Ru(II) complex catalysed carbon-carbon bond formation: an eco-friendly hydrogen borrowing strategy
Org. Biomol. Chem.74Kundu, SFALSEFALSEFALSEFALSE
3056
10.1039/c5ob02167g
Copper-catalyzed electrophilic amination using N-methoxyamines
Org. Biomol. Chem.74Sato, TFALSEFALSEFALSEFALSE
3057
10.1016/j.tet.2021.131931
Dehydrohalogenation of halobenzenes and C(sp(3))-X (X = F, OPh) bond activation by a molecular calcium hydride
Pyridone 1, a key intermediate in the preparation of ERK inhibitor GDC-0994, was synthesized via a cross-coupling/hydrolysis sequence from commercially available starting materials. C-C bond formation was achieved via an efficient palladium catalyzed Kumada Corriu cross-coupling reaction. However, the 4-pyridylmagnesium halide reagent generated in situ was found to be unstable at the reaction temperature, leading to inconsistent results on scale. In order to address process robustness issues associated with the cross-coupling reaction, we investigated both flow chemistry and a low temperature Kumada Corriu coupling reaction. Finally, a basic hydrolysis process of 2-fluoropyridine was developed to avoid formation of toxic and corrosive hydrofluoric acid, resulting in a safe and scalable process toward 1.
Tetrahedron73Hill, MSFALSEFALSEFALSEFALSE
3058
10.1021/acs.joc.0c02992
Transition-Metal-Free and Base-Promoted Carbon-Heteroatom Bond Formation via C-N Cleavage of Benzyl Ammonium Salts
Palladium-catalyzed reductive homocoupling of aryl sulfonates has been successfully achieved under mild conditions. This transformation is a new method for the homocoupling reaction of aryl sulfonates at room temperature via the cleavage of CO bonds, thus providing an alternative synthesis of symmetric biaryls. The reported reductive homocoupling reaction is tolerant of many common functional groups regardless of electron-donating or electron-withdrawing nature, making this newly developed transformation important for complementing Ullmann coupling. Experimental Section. Typical procedure for the products.
J. Org. Chem.73Chen, TQFALSEFALSEFALSEFALSE
3059
10.1016/j.mcat.2021.111415
Cooperative catalysis of molybdenum with organocatalysts for distribution of products between amines and imines
Water extract of agro-waste ash (AWEs) has emerged as an efficient non-conventional solvent for practicing green reactions in catalysis and organic chemistry. The recent advancements made in the field of agro-waste-derived reaction media have witnessed a major advancement in reactions like SuzukiMiyaura, Sonogashira, Dakin, Henry, peptide synthesis and ipsohydroxylation. Traditionally, these reactions were conducted in conventional volatile organic solvents (VOCs) derived from non-renewable petroleum sources. During the course of these reactions AWEs displays distinct properties, such as, in situ base, homogeneous catalyst, nano reactor and reducing agent. This review summarizes the recent developments made in the application of AWEs in important reactions emphasizing on the key utilities and limitations in order to facilitate the further progress of this exciting area of research.
Mol. Catal.73Liu, NFALSEFALSEFALSEFALSE
3060
10.1021/acs.orglett.0c03819
Silver(I)-Catalyzed Enyne Cyclization/Aromatization of Alkyne-Tethered Cyclohexadienones to Access Meta-Substituted Phenols
Using an iridium catalyst modified by PhanePhos, CF3-allenes react with methanol to form branched products of hydrohydroxymethylation as single regioisomers with excellent levels of enantiomeric enrichment. This hydrogen autotransfer process enables catalytic enantioselective formation of acyclic CF3-bearing all carbon quaternary stereocenters in the absence of stoichiometric metals or byproducts.
Org. Lett.73Chegondi, RFALSEFALSEFALSEFALSE
3061
10.1055/a-1353-7605
Asymmetric Synthesis of alpha-Alkylated gamma-Lactam via Nickel/8-Quinim-Catalyzed Reductive Alkyl-Carbamoylation of Unactivated Alkene
Reductive cross-coupling of aryl halides with ubiquitous alkyl tosylates was developed using a combination of nickel and vitamin B-12 (VB12: cyanocobalamin) catalysts. The tosylate was activated by reduced VB12 to form alkyl cobalt(III), which served as a good alkylating agent for aryl-nickel species, leading to C(sp(3))- C(sp(2)) bond formation.
Synlett73Chen, YFFALSEFALSEFALSEFALSE
3062
10.1021/jacs.0c10055
Diastereo- and Enantioselective Construction of Spirocycles by Nickel-Catalyzed Cascade Borrowing Hydrogen Cyclization
The first catalytic asymmetric construction of the tryptanthrin skeleton has been established, taking advantage of a palladium(0)/chiral ligand-catalyzed enantioselective decarboxylative [4 + 2] cyclization of vinyl benzoxazinanones with isatins. This reaction has not only provided a direct and efficient method for constructing chiral tryptanthrin skeleta in high yields and excellent enantioselectivities (up to 97% yield, >99% ee) but also represents the first catalytic asymmetric decarboxylative cyclization of vinyl benzoxazinanones with isatins.
J. Am. Chem. Soc.73Kong, WQFALSEFALSEFALSEFALSE
3063
10.1016/j.tetlet.2020.152624
Rapid synthesis of acyl fluorides from carboxylic acids with Cu(O2CCF2SO2F)(2)
Aromatic skeletons are generally regarded as being uncleavable because of their aromatic stabilization energy. Compared to exocyclic functionalizations of aromatic compounds, much less attention has been paid to substitutions of endocyclic atoms in aromatic cores through partial disassembly of the cyclic skeletons and subsequent ring reconstruction. In this Feature Article, we describe our endeavours to establish aromatic metamorphosis'', where general aromatic compounds such as dibenzothiophenes, dibenzofurans, and benzofurans are transformed into different ring systems using a multi-step strategy or ideally in one step.
Tetrahedron Lett.73Hu, XJ; Liu, CFALSEFALSEFALSEFALSE
3064
10.1021/acs.joc.0c02145
Direct Synthesis of Pyrrolo[1,2-alpha]quinoxalines via Iron-Catalyzed Transfer Hydrogenation between 1-(2-Nitrophenyl)pyrroles and Alcohols
An enantioselective Cu/Pd-catalyzed borylative coupling of styrenes with aryl/alkenyl iodides was realized using a chiral sulfoxide-phosphine (SOP) ligand. Enantioenriched 1,1-diarylethyl and beta-arylhomoallylic boronates are readily prepared. A streamlined procedure merging arylboration and subsequent Pd-catalyzed Suzuki-Miyaura cross-coupling enables the modular assembly of enantioenriched 1,1,2-triarylethanes, including two medicinally important chiral small-molecule targets.
J. Org. Chem.73Hong, SCFALSEFALSEFALSEFALSE
3065
10.1039/d0ob01838d
Copper- and DMF-mediated switchable oxidative C-H cyanation and formylation of imidazo[1,2-a]pyridines using ammonium iodide
Alkyl Grignard reagents (Et, Bu-n, Pr-i, cyclohexyl), with the exception of (BuMgCl)-Bu-t, undergo exclusive or exceptionally highly regioselective 1,4-addition reactions to alpha,beta-gamma,delta-unsaturated ketones, while aryl and heteroaryl Grignard reagents give mixed results ranging from exclusive 1,4-addition (1-naphthyl, 2-N-methylpyrrolyl) to regioselective 1,2-addition (2-furyl, 2:1). All alkyl, aryl, and heteroaryl Grignard reagents examined gave exclusive 1,4-addition reactions with alpha,beta-gamma,delta-unsaturated thiol esters, with the exception of (BuMgCl)-Bu-t, which gave an 80:20 mixture of 1,4:1,6-addition products. The high chemo- and regioselectivity observed for these reactions is attributed to a radical or radical-like pathway for the alkyl Grignard reagents and possibly a carbanion pathway for aryl Grignard reagents. The alpha,gamma-dienyl thiol esters provide for a one-pot tandem 1,4-addition-nucleophilic acyl substitution reaction sequence to afford 3-substituted 4-enone moieties.
Org. Biomol. Chem.73Jiang, GB; Ji, FHFALSEFALSEFALSEFALSE
3066
10.1021/acsomega.0c04192
Cyclometalated Iridium Complex-Catalyzed N-Alkylation of Amines with Alcohols via Borrowing Hydrogen in Aqueous Media
Heck coupling reaction catalysed directly by ligand-free nickel nanoparticles (NPs) has been reported in heterogeneous processes. The nickel NPs with similar to 25 nm in size showed good results in the arylation of olefins with iodoarenes in the presence of K2CO3 and n-Bu4NCl in DMF solvent at high temperature (130 degrees C). Bromobenzene showed low conversion (<14%) during the Heck reaction. Electron-donating group-substituted iodoarenes exhibited better performance in the Heck reaction compared with the non-reactive electron-withdrawing group-substituted iodoarenes. Supported nickel NPs on metal oxide and activated carbon exhibited simple work-up and good reusability at least five runs without dramatically decreasing their catalytic reactivity.
ACS Omega73Luo, RSFALSEFALSEFALSEFALSE
3067
10.1039/d0ra07472a
Formation of trisubstituted buta-1,3-dienes and alpha,beta-unsaturated ketones via the reaction of functionalized vinyl phosphates and vinyl phosphordiamidates with organometallic reagents
A transition metal-free, direct one-pot domino allylation reaction of 2-pyridinyl Grignard reagents with polysubstituted allyl chlorides for the regioselective synthesis of pyridinyl-substituted 1,5-diene derivatives has been disclosed. The reaction presumably proceeded through the coupling of polysubstituted allyl chloride to 2-PyMgX, which was in situ generated from 2-bromopyridine with i-PrMgClLiCl.
RSC Adv.73Tobrman, TFALSEFALSEFALSEFALSE
3068
10.1002/anie.202008866
Efficient Pd-Catalyzed Direct Coupling of Aryl Chlorides with Alkyllithium Reagents
The mechanism of the iridium-catalyzed functionalization of a primary C-H bond at the gamma position of an alcohol5 is investigated by density functional theory (DFT) calculations. A new Ir-III-Ir-V mechanism is found to be more feasible than the previously reported Ir-I-Ir-III mechanism. 10 In the Ir-III-Ir-V mechanism, the reaction begins with the initial formation of (Me(4)phen) Ir-III(H)[Si(OR) Et-2](2) from the catalyst precursor, [Ir(cod) OMe](2) (cod = 1,5-cyclooctadiene). The catalytic cycle includes five steps: (1) the insertion of norbornene into the Ir-H bond to produce (Me(4)phen) IrIII(norbornyl)[Si(OR) Et-2](2) (R = -CH(C2H5) C3H7); (2) the Si-H oxidative addition of HSi(OR) Et-2 to form (Me(4)phen) IrVH(norbornyl)[Si(OR) Et-2](3); (3) the reductive elimination of norbornane to furnish (Me(4)phen) IrIII[Si(OR) Et-2](3); (4) the intramolecular C-H activation of the primary C-H bond at the gamma position; and (5) the Si-C reductive elimination to produce the final product and regenerate the catalyst. The highest barrier in the IrIII-IrV mechanism is 7.3 kcal/mol lower than that of the Ir-I-Ir-III mechanism. In addition, the regioselectivity of the C-H activation predicted by this new Ir-III-Ir-V mechanism is consistent with experimental observation.
Angew. Chem.-Int. Edit.
73Gessner, VHFALSEFALSEFALSEFALSE
3069
10.1039/d0sc01813a
Concerted aryl-sulfur reductive elimination from PNP pincer-supported Co(iii) and subsequent Co(i)/Co(iii) comproportionation
A cobalt-catalyzed regioselective C-3 alkylation of coumarins was realized under mild reaction conditions, during which a variety of substituted coumarins including those containing sensitive functional groups could smoothly undergo the selective C(sp(2))-C(sp(3)) bond formation with a series of cyclic or straight-chain alkyl ethers.
Chem. Sci.73Ozerov, OVFALSEFALSEFALSEFALSE
3070
10.1002/aoc.5716
Direct synthesis of completely unsymmetrical triarylmethanes via Fe(III) salt-mediated in situ o-quinone methides process
The present study reports the development of a palladium-catalyzed oxidative annulation/nucleophilic substitution sequence affording a library of alkenylated benzopyrans using 2-aryl-1,3-dicarbonyl compounds and allylic acetate. The process is compatible to a wide range of substrates with good functional group tolerance producing the desired heterocycles in moderate to good yields. (C) 2016 Elsevier Ltd. All rights reserved.
Appl. Organomet. Chem.
73Xu, DZFALSEFALSEFALSEFALSE
3071
10.1016/j.tetlet.2020.151758
Bi(OTf)(3)-catalysed regioselective arylation of Morita-Baylis-Hillman type allylic electrophiles
Selective Pd-catalyzed C(sp(2))-H oxygenation of 4-substituted 1,2,3-triazoles is described. Unlike previous metal catalyzed C-H functionalization events, which preferentially occur at the activated heterocyclic C-H bond, the regioselective oxygenation of the arene/alkene moiety is now achieved featuring the unconventional role of a simple triazole scaffold as a modular and selective directing group.
Tetrahedron Lett.73
Poulain-Martini, S
FALSEFALSEFALSEFALSE
3072
10.1021/acs.joc.9b03346
Catalytic Oxidative Cleavage Reactions of Arylalkenes by tert-Butyl Hydroperoxide - A Mechanistic Assessment
In the coming decades major changes are expected in the chemical industry regarding the utilized raw material inputs. Depleting fossil resources will gradually be replaced by renewable feedstocks wherever possible. Because of this transition, new and efficient methodologies are required that enable depolymerization and defunctionalization of these complex, highly oxygenated biopolymers. Additionally, utilization of all components of lignocellulose is of great importance. In particular, depolymerization of lignin into its aromatic subunits or defined aromatic platform chemicals has proven challenging. Various approaches to overcome these difficulties have been attempted and resulted in new and exciting developments in many fields. In this review we will give an overview of bond cleavage strategies relevant for lignin depolymerization using homogeneous catalysts, focusing especially on reductive and hydrogen transfer methods. (C) 2015 Published by Elsevier B.V.
J. Org. Chem.73Doyle, MPFALSEFALSEFALSEFALSE
3073
10.1021/acs.orglett.0c00561
Iron-Catalyzed Reductive Vinylation of Tertiary Alkyl Oxalates with Activated Vinyl Halides
While nickel catalysts have previously been shown to activate even the least reactive Csp(2)-O bonds, i.e. aryl ethers, in the context of C-C bond formation, little is known about the reactivity limits and molecular requirements for the introduction of valuable functional groups under homogeneous nickel catalysis. We identified that due to the high reactivity of Ni-catalysts, they are also prone to react with existing or installed functional groups, which ultimately causes catalyst deactivation. The scope of the Ni-catalyzed coupling protocol will therefore be dictated by the reactivity of the functional groups towards the catalyst. Herein, we showed that the application of computational tools allowed the identification of matching functional groups in terms of suitable leaving groups and tolerated functional groups. This allowed for the development of the first efficient protocol to trifluoromethylthiolate Csp(2)-O bonds, giving the mild and operationally simple C-SCF3 coupling of a range of aryl, vinyl triflates and nonaflates. The novel methodology was also applied to biologically active and pharmaceutical relevant targets, showcasing its robustness and wide applicability.
Org. Lett.73Gong, HGFALSEFALSEFALSEFALSE
3074
10.1021/acs.joc.9b02554
Palladium-Catalyzed Hiyama Coupling of Benzylic Ammonium Salts via C-N Bond Cleavage
J. Org. Chem.73Zhao, JFFALSEFALSEFALSEFALSE
3075
10.1002/anie.201911465
Site-Selective, Modular Diversification of Polyhalogenated Aryl Fluorosulfates (ArOSO2F) Enabled by an Air-Stable Pd-I Dimer
Angew. Chem.-Int. Edit.
73Schoenebeck, FFALSEFALSEFALSEFALSE
3076
10.1002/aoc.5323
Well-defined N-heterocyclic carbene/ruthenium complexes for the alcohol amidation with amines: The dual role of cesium carbonate and improved activities applying an added ligand
Appl. Organomet. Chem.
73
Chen, C; Verpoort, F
FALSEFALSEFALSEFALSE
3077
10.1021/acs.orglett.9b02728
Sulfinate-Engaged Nucleophilic Addition Induced Allylic Alkylation of Allenoates
Org. Lett.73Feng, CFALSEFALSEFALSEFALSE
3078
10.1002/anie.201909852
Lewis Acid Catalyzed Transfer Hydromethallylation for the Construction of Quaternary Carbon Centers
Angew. Chem.-Int. Edit.
73Oestreich, MFALSEFALSEFALSEFALSE
3079
10.1021/acs.orglett.9b02392
Intramolecular Remote C-H Activation via Sequential 1,4-Palladium Migration To Access Fused Polycycles
Org. Lett.73Yao, HQ; Lin, AJFALSEFALSEFALSEFALSE
3080
10.1002/ejoc.201900850
Balancing Bulkiness in Gold(I) Phosphino-triazole Catalysis
Eur. J. Org. Chem.73Fossey, JSFALSEFALSEFALSEFALSE
3081
10.1021/acs.joc.9b00446
Palladium-Catalyzed Direct alpha-C(sp3) Heteroarylation of Ketones under Microwave Irradiation
J. Org. Chem.73Ma, LLFALSEFALSEFALSEFALSE
3082
10.1002/anie.201810885
Catalytic C-1 Alkylation with Methanol and Isotope-Labeled Methanol
Angew. Chem.-Int. Edit.
73
El-Sepelgy, O; Rueping, M
FALSEFALSEFALSEFALSE
3083
10.1021/jacs.8b10766
Enantioselective Allylic Alkylation with 4-Alkyl-1,4-dihydropyridines Enabled by Photoredox/Palladium Cocatalysis
J. Am. Chem. Soc.73Yu, SYTRUEFALSEFALSEFALSE
3084
10.1039/c8cc07781a
Difunctionalization of ketones via gem-bis(boronates) to synthesize quaternary carbon with high selectivity
Chem. Commun.73Zhao, XM; Xu, TFALSEFALSEFALSEFALSE
3085
10.1002/chem.201804402
Zinc Oxide-Catalyzed Dehydrogenation of Primary Alcohols into Carboxylic Acids
Chem.-Eur. J.73Madsen, RFALSEFALSEFALSEFALSE
3086
10.1039/c8qo00729b
Nickel catalyzed regio- and stereoselective arylation and methylation of allenamides via coupling reactions. An experimental and computational study
Org. Chem. Front.73Bandini, MFALSEFALSEFALSEFALSE
3087
10.1021/acs.orglett.8b02824
Enol Ester Synthesis via Cobalt-Catalyzed Regio- and Stereoselective Addition of Carboxylic Acids to Alkynes
Org. Lett.73Li, CKFALSEFALSEFALSEFALSE
3088
10.1021/acs.joc.8b02104
Chromium-Catalyzed Regioselective Kumada Arylative Cross-Coupling of C(aryl)-O Bonds with a Traceless Activation Strategy
J. Org. Chem.73
Luo, MM; Zeng, XM
FALSEFALSEFALSEFALSE
3089
10.1002/anie.201804955
Catalytic Alkyne Arylation Using Traceless Directing Groups
Angew. Chem.-Int. Edit.
73
Park, JW; Dong, VM
FALSEFALSEFALSEFALSE
3090
10.1002/cjoc.201800237
Nickel-Catalyzed Direct Coupling of Allylic Alcohols with Organoboron Reagents
Chin. J. Chem.73Liu, YHFALSEFALSEFALSEFALSE
3091
10.1039/c8qo00510a
Transition-metal-free photoredox intermolecular -arylation of ketones
Org. Chem. Front.73Pandey, GFALSEFALSEFALSEFALSE
3092
10.1002/adsc.201800616
Copper-Catalysed (Diacetoxyiodo)benzene-Promoted Aerobic Esterification Reaction: Synthesis of Oxamates from Acetoacetamides
Adv. Synth. Catal.73
Zhang, ZG; Zhang, GS
FALSEFALSEFALSEFALSE
3093
10.1021/acs.orglett.8b00169
Stereospecific Decarboxylative Benzylation of Enolates: Development and Mechanistic Insight
Org. Lett.73Tunge, JAFALSEFALSEFALSEFALSE
3094
10.1021/acscatal.8b00546
Nickel(I) Aryl Species: Synthesis, Properties, and Catalytic Activity
ACS Catal.73Hazari, NFALSEFALSEFALSEFALSE
3095
10.1002/adsc.201701217
Organocatalytic Enantioselective Functionalization of Hydroxyquinolines through an Aza-Friedel-Crafts Alkylation with Isatin-derived Ketimines
Adv. Synth. Catal.73Vila, C; Pedro, JRFALSEFALSEFALSEFALSE
3096
10.1021/jacs.7b12212
Ni-Catalyzed Carbon-Carbon Bond-Forming Reductive Amination
J. Am. Chem. Soc.73Doyle, AGFALSEFALSEFALSEFALSE
3097
10.1039/c8ra07834c
Thioether-functionalized trifluoromethyl-alkynes, 1,3-dienes and allenes: divergent synthesis from reaction of 2-trifluoromethyl-1,3-conjugated enynes with sulfur nucleophiles
RSC Adv.73Xiao, YJFALSEFALSEFALSEFALSE
3098
10.1002/ajoc.201700515
Rhodium-Catalyzed Alkenyl C-H Activation and Oxidative Coupling with Allylic Alcohols
Asian J. Org. Chem.73Wang, ZXFALSEFALSEFALSEFALSE
3099
10.1002/adsc.201700838
Palladium-Catalyzed One-Pot Synthesis of via 1H-indole-3-sulfonates Generated in Situ from 2-Alkynyl Arylazides and Sulfonic Acids
Adv. Synth. Catal.73
Zhang, XX; Rao, WD
FALSEFALSEFALSEFALSE
3100
10.1002/anie.201708920
Isoquinoline-1-Carboxylate as a Traceless Leaving Group for Chelation-Assisted Glycosylation under Mild and Neutral Reaction Conditions
Angew. Chem.-Int. Edit.
73Tang, WPFALSEFALSEFALSEFALSE
3101
10.1002/chem.201502329
Pentacoordinated Carboxylate pi-Allyl Nickel Complexes as Key Intermediates for the Ni-Catalyzed Direct Amination of Allylic Alcohols
Chem.-Eur. J.73Carpentier, JFFALSEFALSEFALSEFALSE
3102
10.1002/ejoc.201500987
Pincer-Nickel-Catalyzed Cross-Coupling of Aryl Sulfamates with Arylzinc Chlorides
Eur. J. Org. Chem.73Wang, ZXFALSEFALSEFALSEFALSE
3103
10.1002/anie.201503704
Dehydrative Direct C-H Allylation with Allylic Alcohols under [Cp*Co-III] Catalysis
Angew. Chem.-Int. Edit.
73Matsunaga, SFALSEFALSEFALSEFALSE
3104
10.1002/adsc.201400850
Copper-Catalyzed Regio- and Stereoselective Ring-Opening of Cyclic Sulfamidates with Grignard Reagents assisted by Lithium Chloride
Adv. Synth. Catal.73Lee, KIFALSEFALSEFALSEFALSE
3105
10.1039/c5gc01002k
Eco-friendly chemoselective N-functionalization of isatins mediated by supported KF in 2-MeTHF
Green Chem.73Pace, VFALSEFALSEFALSEFALSE
3106
10.1039/c4dt02158d
P,C-bond cleavage in the ligand sphere of a nickel(II) complex
Dalton Trans.73Thiel, WRFALSEFALSEFALSEFALSE
3107
10.1021/ja50711741
Key Mechanistic Features of Ni-Catalyzed C-H/C-O Biaryl Coupling of Azoles and Naphthalen-2-yl Pivalates
J. Am. Chem. Soc.73Itami, KFALSEFALSEFALSEFALSE
3108
10.1021/ol5016724
Enantiospecific, Nickel-Catalyzed Cross-Couplings of Allylic Pivalates and Arylboroxines
Org. Lett.73Watson, MPFALSEFALSEFALSEFALSE
3109
10.1021/jo500821m
Nickel-Catalyzed Asymmetric Ring Opening of Oxabenzonorbornadienes with Arylboronic Acids
J. Org. Chem.73Yang, DQFALSEFALSEFALSEFALSE
3110
10.1002/chem.201402302
Reductive Cross-Coupling Reactions between Two Electrophiles
Chem.-Eur. J.73Gosmini, CFALSETRUEFALSEFALSE
3111
10.1016/j.tet.2014.02.051
Synthesis, characterization and X-ray structures of N-heterocyclic carbene palladium complexes based on calix[4]arenes: highly efficient catalysts towards Suzuki-Miyaura cross-coupling reactions
Tetrahedron73Bonnamour, IFALSEFALSEFALSEFALSE
3112
10.1002/anie.201310193
Practical Metal- Free C( sp(3))-H Functionalization: Construction of Structurally Diverse a- Substituted N- Benzyl and N-Allyl Carbamates
Angew. Chem.-Int. Edit.
73Liu, LFALSEFALSEFALSEFALSE
3113
10.6023/cjoc201310035
Advanced in the Synthesis of Triarylmethanes
Chin. J. Org. Chem.73Li, ZXFALSEFALSEFALSEFALSE
3114
10.1021/ja4111336
Metalloradical Approach to 2H-Chromenes
J. Am. Chem. Soc.73de Bruin, BFALSEFALSEFALSEFALSE
3115
10.1002/anie.201307019
Modular Synthesis of Triarylmethanes through Palladium-Catalyzed Sequential Arylation of Methyl Phenyl Sulfone
Angew. Chem.-Int. Edit.
73Nambo, MFALSEFALSEFALSEFALSE
3116
10.1039/c4ob01061b
C-H arylation of azaheterocycles: a direct ligand-free and Cu-catalyzed approach using diaryliodonium salts
Org. Biomol. Chem.73Kumar, DFALSEFALSEFALSEFALSE
3117
10.1039/c3sc52199k
Programmed synthesis of arylthiazoles through sequential C-H couplings
Chem. Sci.73Itami, KFALSEFALSEFALSEFALSE
3118
10.1039/c3dt52412d
Ni(II) tetraphosphine complexes as catalysts/initiators in the ring opening polymerization of epsilon-caprolactone
Dalton Trans.73Ren, ZGFALSEFALSEFALSEFALSE
3119
10.1002/anie.201303602
Chiral Scandium(III)-Catalyzed Enantioselective alpha-Arylation of N-Unprotected 3-Substituted Oxindoles with Diaryliodonium Salts
Angew. Chem.-Int. Edit.
73Feng, XMFALSEFALSEFALSEFALSE
3120
10.1021/jo401104y
Nickel-Catalyzed Borylation of Halides and Pseudohalides with Tetrahydroxydiboron [B-2(OH)(4)]
J. Org. Chem.73Molander, GAFALSEFALSEFALSEFALSE
3121
10.1021/jo302425x
Cross-Coupling of ArX with ArMgBr Catalyzed by N-Heterocyclic Carbene-Based Nickel Complexes
J. Org. Chem.73Wang, ZXFALSEFALSEFALSEFALSE
3122
10.1039/c3dt51119g
Keggin type mono Ni(II)-substituted phosphomolybdate: a sustainable, homogeneous and reusable catalyst for Suzuki-Miyaura cross-coupling
Dalton Trans.73Patel, AFALSEFALSEFALSEFALSE
3123
10.1039/c3gc40162f
An eco-benign and highly efficient access to 3-heterocyclic-substituted isoindolinones in ammonia water
Green Chem.73Shen, SCFALSEFALSEFALSEFALSE
3124
10.1002/ejoc.201200104
Rhodium-Catalyzed Allylic Substitution Reactions with Indium(III) Organometallics
Eur. J. Org. Chem.73Riveiros, RFALSEFALSEFALSEFALSE
3125
10.1021/ja301243t
Stereocontrolled 1,3-Phosphatyloxy and 1,3-Halogen Migration Relay toward Highly Functionalized 1,3-Dienes
J. Am. Chem. Soc.73Gevorgyan, VFALSEFALSEFALSEFALSE
3126
10.1002/chem.201101557
Preparation of Mononuclear, Homodinuclear, and Heterotrinuclear Complexes by Salicylaldiminato-Functionalized Imidazolium Salt: Approach to Multifunctional Catalysts
Chem.-Eur. J.73Hou, XFFALSEFALSEFALSEFALSE
3127
10.1002/chem.201101083
A General Cyclocarbonylation of Aryl Bromides and Triflates with Acetylenes: Palladium-Catalyzed Synthesis of 3-Alkylidenefuran-2-ones
Chem.-Eur. J.73Beller, MFALSEFALSEFALSEFALSE
3128
10.1039/c1cc14206b
Simple and efficient nickel-catalyzed cross-coupling reaction of alkynylalanes with benzylic and aryl bromides
Chem. Commun.73Gau, HMFALSEFALSEFALSEFALSE
3129
10.1002/anie.201008174
Direct Palladium-Catalyzed Intermolecular Allylation of Highly Electron-Deficient Polyfluoroarenes
Angew. Chem.-Int. Edit.
73Zhang, XGFALSETRUEFALSEFALSE
3130
10.1016/j.tet.2009.06.089
Copper-free Sonogashira reactions of 4-hydroxycoumarins with alkynes
Tetrahedron73Wu, JFALSEFALSEFALSEFALSE
3131
10.1021/jo801824e
Studies on the 1,2-Migrations in Pd-Catalyzed Negishi Couplings with JosiPhos Ligands
J. Org. Chem.73Skrydstrup, TFALSEFALSEFALSEFALSE
3132
10.1002/chem.200800608
Classical Reagents: New Surprises in Palladium-Catalyzed C-C Coupling Reactions
Chem.-Eur. J.73Skrydstrup, TFALSEFALSEFALSEFALSE
3133
10.1016/j.tetlet.2006.03.101
Palladium-catalyzed desulfinylative Negishi C-C bond forming cross-couplings of sulfonyl and organozine chlorides
Tetrahedron Lett.73Vogel, PFALSEFALSEFALSEFALSE
3134
10.1021/om990533k
Ruthenium-catalyzed allylic substitution of cyclic allyl carbonates with nucleophiles. Stereoselectivity and scope of the reaction
Organometallics73Kondo, TFALSEFALSEFALSEFALSE
3135
10.1002/masy.19971210106
Progress in controlled polymerization and design of novel polymer architectures
Macromol. Symp.73FALSEFALSEFALSEFALSE
3136
10.1021/ja00068a092
PALLADIUM-CATALYZED IODINE-ZINC EXCHANGE REACTIONS - A NEW PALLADIUM-MEDIATED INTRAMOLECULAR CARBOZINCATION OF ALKENES
J. Am. Chem. Soc.73FALSEFALSEFALSEFALSE
3137
10.1055/a-1735-6250
Iodine-Promoted Formal [5+1] Annulation of 2-Vinylanilines and Thiurams: A Facile Approach to the Synthesis of 2-Aminoquinolines
Synlett73Zhang, ZPFALSEFALSEFALSEFALSE
3138
10.3390/polym14020231
Construction of a (NNN)Ru-Incorporated Porous Organic Polymer with High Catalytic Activity for beta-Alkylation of Secondary Alcohols with Primary Alcohols
Polymers73Li, HXFALSEFALSEFALSEFALSE
3139
10.1002/chem.202103341
Buchwald-Hartwig Amination of Coordinating Heterocycles Enabled by Large-but-Flexible Pd-BIAN-NHC Catalysts**
Chem.-Eur. J.73Liu, FSFALSEFALSEFALSEFALSE
3140
10.1039/d1sc05113j
Ligand-field transition-induced C-S bond formation from nickelacycles
Chem. Sci.73Park, KFALSEFALSEFALSEFALSE
3141
10.1002/cjoc.202100508
Tunable System for Electrochemical Reduction of Ketones and Phthalimides
Chin. J. Chem.73Wang, YXFALSETRUEFALSEFALSE
3142
10.1039/d1qo01106e
Palladium catalyzed desulfurative coupling of allyl sulfides with organoboronic acids
Org. Chem. Front.73Wen, ZKFALSEFALSEFALSEFALSE
3143
10.1039/d1ob01154e
Nickel catalyzed sustainable synthesis of benzazoles and purines via acceptorless dehydrogenative coupling and borrowing hydrogen approach
Org. Biomol. Chem.73Paul, NDFALSEFALSEFALSEFALSE
3144
10.1002/cctc.202100803
Organophotoredox-Catalyzed Decarboxylative N-Alkylation of Sulfonamides
ChemCatChem73
Nagao, K; Ohmiya, H
FALSEFALSEFALSEFALSE
3145
10.1016/j.tetlet.2021.153108
Iridium-catalyzed enantioselective hydroalkynylation via alkene isomerization
Tetrahedron Lett.73Li, BJFALSEFALSEFALSEFALSE
3146
10.1021/acscatal.1c01416
Photoinduced Nickel-Catalyzed Deaminative Cross-Electrophile Coupling for C(sp(2))-C(sp(3)) and C(sp(3))-C(sp(3)) Bond Formation
ACS Catal.73Koh, MJTRUETRUEFALSEFALSE
3147
10.1055/a-1504-8366
Regio- and Stereoselective (S(N)2) N-, O-, C- and S-Alkylation Using Trialkyl Phosphates
Synthesis73
Banerjee, A; Hattori, T; Yamamoto, H
FALSEFALSEFALSEFALSE
3148
10.1021/acscentsci.7b00212
Transition-Metal Catalysis of Nucleophilic Substitution Reactions: A Radical Alternative to S(N)1 and S(N)2 Processes
ACS Central Sci.73Fu, GCFALSEFALSEFALSEFALSE
3149
10.1002/anie.201703380
Enantioselective Nickel-Catalyzed Intramolecular Allylic Alkenylations Enabled by Reversible Alkenylnickel E/Z Isomerization
Angew. Chem.-Int. Edit.
73Lam, HWFALSEFALSEFALSEFALSE
3150
10.1021/acscatal.7b00739
Developing Comprehensive Computational Parameter Sets To Describe the Performance of Pyridine-Oxazoline and Related Ligands
ACS Catal.73Sigman, MSFALSEFALSEFALSEFALSE
3151
10.1021/jacs.7b00049
Decarbonylative Diaryl Ether Synthesis by Pd and Ni Catalysis
J. Am. Chem. Soc.73Itami, KFALSEFALSEFALSEFALSE
3152
10.1002/chem.201604452
Decarboxylative Aminomethylation of Aryl- and Vinylsulfonates through Combined Nickel- and Photoredox-Catalyzed Cross-Coupling
Chem.-Eur. J.73Rueping, MTRUEFALSEFALSEFALSE
3153
10.1002/ejoc.201600955
Nickel-Catalyzed Allylic C(sp(2))-H Activation: Stereoselective Allyl Isomerization and Regiospecific Allyl Arylation of Allylarenes
Eur. J. Org. Chem.73Kang, CQFALSEFALSEFALSEFALSE
3154
10.1021/acs.orglett.6b02274
A Free-Radical-Promoted Site-Specific Cross-Dehydrogenative-Coupling of N-Heterocycles with Fluorinated Alcohols
Org. Lett.73Liu, ZQFALSEFALSEFALSEFALSE
3155
10.1021/acs.joc.6b01041
NHC Nickel-Catalyzed Suzuki-Miyaura Cross-Coupling Reactions of Aryl Boronate Esters with Perfluorobenzenes
J. Org. Chem.73
Marder, TB; Radius, U
FALSEFALSEFALSEFALSE
3156
10.1021/acs.inorgchem.5b02664
Mechanism of Pd-Catalyzed Decarbonylation of Biomass-Derived Hydrocinnamic Acid to Styrene following Activation as an Anhydride
Inorg. Chem.73
Ortuno, MA; Cramer, CJ
FALSEFALSEFALSEFALSE
3157
10.1021/acs.orglett.6b00195
Triazole-Directed Pd-Catalyzed C(sp(2))-H Oxygenation of Arenes and Alkenes
Org. Lett.73Correa, AFALSEFALSEFALSEFALSE
3158
10.1002/chem.201504985
Visible-Light-Mediated Photocatalytic Difunctionalization of Olefins by Radical Acylarylation and Tandem Acylation/Semipinacol Rearrangement
Chem.-Eur. J.73Wallentin, CJTRUEFALSEFALSEFALSE
3159
10.1016/j.mcat.2021.111500
One-pot synthesis of sulfones via Ni(II)-catalyzed sulfonylation of boronic acids, Na2S2O5 and benzylic ammonium salts
We investigated the transmetalation step of the Suzuki Miyaura cross coupling reaction (SMR) catalyzed by ligand-free Pd atom or Pd-X- (X = Cl or Br) using first -principles molecular dynamics simulations with an explicit solvent model. When starting from the single Pd atom, the halogen anion bound to the Pd was not replaced by organoboronate species and instead remained bound to the Pd throughout the transmetalation step. However, when starting from the Pd-X- catalyst, one of the two halogen anions was released from the first coordination sphere of the Pd during transmetalation. Therefore, the products after the transmetalation starting with either the single Pd atom or the PdX- were the same. We concluded that Pd-X- is the active species of the ligand-free Pd catalyst for the SMR. The overall activation free energies for transmetalation and reductive elimination were relatively low, estimated to be at most, 8.1 kcal/mol for X = Br and 8.4 kcal/mol for X = Cl, respectively, leading to the efficient turnover of the SMR. We ascribe the origin for the suppression of the catalytic reactivity of the ligand-free SMR for PhCl to the larger activation barrier in the oxidative addition step, which causes the aggregation of Pd catalysts.
Mol. Catal.72
Zhu, HB; Xie, ZB; Le, ZG
FALSEFALSEFALSEFALSE
3160
10.1002/ajoc.202100043
Intermolecular Amination of Ketoximes with Anthranils by Rh-Catalyzed C-H Bond Activation in Air
An efficient protocol for C-O and C-S bonds formation by the cross-coupling reaction of 1,2-di(pyrimidin-2-yl) disulfides with phenols/thiophenols promoted by copper(I) chloride was established. It was discovered that variously substituted di(hetero)aryl disulfides and phenols were well tolerated. This strategy is the conversion of disulfides into hetero-aryl ethers and thioethers by a copper-promoted chemoselective C-S bond cleavage of disulfides.
Asian J. Org. Chem.72Wu, YCFALSEFALSEFALSEFALSE
3161
10.1016/j.tetlet.2020.152749
Copper-promoted cyanation of aryl iodides with N,N-dimethyl aminomalononitrile
An sp(3) C-H bond-transformation reaction of toluene substrates to afford the corresponding allylbenzene derivatives is described. Optimum conditions were identified as involving the use of tetrabutylammonium iodide and tert-butyl hydroperoxide at 80 degrees C.
Tetrahedron Lett.72Wang, SHFALSEFALSEFALSEFALSE
3162
10.1021/acssuschemeng.0c08262
Borrowing Carbonate-Enabled Allylic Amination Reactions under Additive- and Reductant-Free Nickel Catalysis Employing Allylic Alcohols
An efficient Pd-catalyzed three components reaction involving the 1,2-diarylation of vinylarenes has been disclosed. This reaction introduces two different aryl groups across vinylarenes at ambient temperature giving rise to multi-aryl substituted ethanes which are biologically relevant compounds prevailing in organic chemistry, medicinal chemistry and materials science.
ACS Sustain. Chem. Eng.
72Kumar, DFALSEFALSEFALSEFALSE
3163
10.1021/jacs.0c11172
Dual Catalytic Strategy for Forging sp(2)-sp(3) and sp(3)-sp(3) Architectures via beta-Scission of Aliphatic Alcohol Derivatives
Cyclic (alkyl)(amino)carbenes cAAC(cy) (1b) and cAAC(menthyl) (1c) react with [Ni(CO)(4)] to give the 18 VE complexes [Ni(CO)(3)(cAAC(cy))] (2b) and [Ni(CO)(3)(cAAC(menthyl))] (2c). With these in hand, the donor-strength and the steric profile of the respective cAAC ligands were evaluated. CAAC(cy) and cAAC(menthyl) possess similar overall-donating properties (Tolman electronic parameter (TEP) = 2046 (1b) and 2042 (1c)) as common NHCs, though they are also known to be better pi-acceptors. 3,3-Diamino-2-aryloxyacrylimidamide 3b, arising from the reaction of cAAC(cy) (1b) with released CO molecules, was obtained as side-product of CO substitution reactions at nickel carbonyls. In contrast to cAAC(menthyl) (%V-bur = 42), the sterically less encumbered cAAC(cy) (% V-bur = 38) undergoes a subsequent CO substitution at [Ni(CO)(3)(cAAC(cy))] (2b) to afford the 16 VE complex [Ni(CO)(cAAC(cy))(2)] (4b). Treatment of both [Ni(CO)(3)(cAAC(menthyl))] (2a) and [Ni(CO)(cAAC(menthyl))(2)] (4a) with allyl bromides led to the formation of cAAC-stabilized allyl nickel complexes [NiBr(eta(3)-H2C=CH-CH2)(cAAC(menthyl))] (5a) and [NiBr(eta(3)-H2C=CH-CMe2)(cAAC(menthyl))] (5b). The chloro complex [NiCl(eta(3)-H2C=CMe-CH2)(cAAC(menthyl))] (6) was synthesized from [Ni(COD)(2)] (COD = 1,5-cyclooctadiene) by consecutive treatment with allyl chloride and cAAC. The allyl halide complexes 5 and 6 are thermally labile and decompose in solution already within a few hours at room temperature. One of the decomposition products, the dinuclear nickel complex [Ni-2(mu-Br)(2)(eta(3)-(cAAC(menthyl))=CH-CH(CH3))(2)] (7), was crystallographically characterized.
J. Am. Chem. Soc.72Martin, RFALSEFALSEFALSEFALSE
3164
10.1055/s-0040-1707885
Nickel-Catalyzed anti-Selective Alkyne Functionalization Reactions
The first example of palladium-catalysed selective mono-alpha-alkenylation of ketones with alkenyl tosylates is described. In the presence of a Pd/XPhos catalyst system (0.1-1.0 mol%), the reaction provides mono-alpha-alkenylated ketones in good yields and exhibits excellent substrate tolerance. Highly congested, tri- and tetra-substituted alkenyl tosylates react smoothly and even problematic heteroaryl and aliphatic ketones are applicable substrates. Notably, small beta,gamma-unsaturated ketones are successfully prepared using acetone as a simple three-carbon feedstock.
Synthesis72Wilger, DJFALSEFALSEFALSEFALSE
3165
10.1002/cctc.202001041
Amidation of Aldehydes with Amines under Mild Conditions Using Metal-Organic Framework Derived NiO@Ni Mott-Schottky Catalyst
Synthetic methods for the preparation of compounds containing trifluoromethyl groups are in extremely high demand in nearly every sector of the chemical industry. Over the last several years the chemistry of N-tert-butylsulfinyl-3,3,3-trifluoroacetaldimine has undergone particular development. Currently, it is commonly used as a versatile reagent for general asymmetric synthesis of trifluoromethyl-containing amines and amino acids of pharmaceutical potential. This review provides a critical and comprehensive overview of synthetic applications of this reagent as well as of several relevant analogues, such as aldimines containing -CHF2, -CClF2, -CBrF2, and -CF2P(O)(OEt)(2) groups and N-tert-butylsulfinyl-3,3,3-trifluoromethyl-substituted ketimines. Where it is possible, we emphasize the structural novelty and pharmaceutic value of the products obtainable by application of these reagents.
ChemCatChem72Jain, SKFALSEFALSEFALSEFALSE
3166
10.1021/acs.orglett.0c02429
Ni-Catalyzed Direct Carboxylation of an Unactivated C-H Bond with CO2
Dibenzylhafnium complexes 3a d, supported by dianionic bidentate or tridentate ligands, upon activation via abstraction by either [Ph3C][B(C6F5)(4)] or B(C6F5)(3) served as catalysts for the C(sp(3))-H alkenylation of 2,6-dimethylpyridines with dialkylalkynes to give corresponding C(sp(3))-H alkenylated products 6. Complex 3c, containing a pyridine arm in the ligand skeleton, exhibited the highest catalytic activity among 3a d; initial addition of 2,6-dimethylpyridine (4a) to the C6D5Br solution of 3c followed by [Ph3C][B(C6F5)(4)] and 3-hexyne (5a) produced trisubstituted alkene 6aa in stereoselective manner in up to 50% yield without any byproducts, while the addition of 5a prior to 4a and [Ph3C][B(C6F5)(4)] to the C6D5Br solution of 3c generated 6aa, together with the formation of byproduct (E)-(2-ethylpent-2-en-1-yl)benzene (7). When an asymmetrical pyridine, 3-bromo-2,6-dimethylpyridine, was used as the coupling partner, the corresponding trisubstituted alkene was obtained selectively. Catalytically active cationic benzylhafnium complexes 8a-d, which were prepared by the reactions of 3a-d and B(C6F5)(3), respectively, were characterized by H-1, C-13, and F-19 NMR spectroscopy. Kinetic studies of the catalytic reaction between 4a and 4-octyne (5b) using 3c and [Ph3C][B(C6F5)(4)] in C6D5Br revealed that the catalytic reaction was zero-order for both 4a and 5b, indicating that the rate-determining step involved the C(sp3)-H bond activation of 4a by vinylhafnium intermediate 11c.
Org. Lett.72Wang, BQFALSEFALSEFALSEFALSE
3167
10.1021/acsomega.0c01002
New Nanomagnetic Heterogeneous Cobalt Catalyst for the Synthesis of Aryl Nitriles and Biaryls Hadis
Inspired by the mechanistic studies of rhodium-catalyzed atom-economic addition of carboxylate acids to allenes, a rhodium-catalyzed dynamic kinetic asymmetric allylation of different nucleophiles with racemic allylic carbonates has been developed. High regio- and enantioselectivities can be obtained under neutral conditions and, furthermore, the chemoselectivities can be controlled by different diphosphine ligands. (R,R)-QuinoxP* leads to selective O-allylation of phenols, whereas when embedding (S,S)-DIOP as the ligand, 2-naphthol is ortho-C-allylated for the first time in high enantioselectivity. To this end, hydroxypyridines can be N-allylated by Rh-I/(S)-DTBM-Segphos via the same intermediate as in the previously reported atom-economic addition to allenes.
ACS Omega72Sobhani, SFALSEFALSEFALSEFALSE
3168
10.1039/d0qo00543f
Iridium-catalyzed arylation of sulfoxonium ylides and arylboronic acids: a straightforward preparation of alpha-aryl ketones
Asymmetric desymmetrization of sigma-symmetric acid anhydrides was achieved with chiral phosphoric acid as a Bronsted acid catalyst. The key of success was finding of benzhydrol and 2,2-diphenylethanol as the nucleophiles of choice. The corresponding half esters were obtained in good yields with high selectivity. (C) 2016 Elsevier Ltd. All rights reserved.
Org. Chem. Front.72
Zhang, LY; Zhang, SS
FALSEFALSEFALSEFALSE
3169
10.1039/d0sc01585g
Photoinduced transition-metal- and external-photosensitizer-free intramolecular aryl rearrangement via C(Ar)-O bond cleavage
A highly enantioselective Pd-catalysed decarboxylative asymmetric allylic alkylation of cyclopentanone derived alpha-aryl-beta-keto esters employing the (R,R)-ANDEN-phenyl Trost ligand has been developed. The product (S)-alpha-allyl-alpha-arylcyclopentanones were obtained in excellent yields and enantioselectivities (up to > 99.9% ee). This represents one of the most highly enantioselective formations of an all-carbon quaternary stereogenic center reported to date. This reaction was demonstrated on a 4.0 mmol scale without any deterioration of enantioselectivity and was exploited as the key enantioselective transformation in an asymmetric formal synthesis of the natural product (+)-tanikolide.
Chem. Sci.72Zeng, HYTRUEFALSEFALSEFALSE
3170
10.1021/jacs.0c02673
Nickel-Catalyzed Cross-Electrophile Coupling of Aryl Chlorides with Primary Alkyl Chlorides
It has been established that the oxidative sp(2) C-H bond allylation with aliphatic alkenes proceeds under mild conditions by using heteroarenes as directing groups and an (electron-deficient eta(5)-cyclopentadienyl)rhodium(III) complex, [(CpRhCl2)-Rh-E](2), as a precatalyst. In sharp contrast, the use of [Cp*RhCl2](2) instead of [(CpRhCl2)-Rh-E](2) led to a complex mixture of products under the same reaction conditions.
J. Am. Chem. Soc.72Weix, DJFALSETRUEFALSEFALSE
3171
10.1002/anie.201913132
Synthesis and Functionalization of Allenes by Direct Pd-Catalyzed Organolithium Cross-Coupling
A nickel catalyst promoted the polymerization between various Grignard reagents with 2-phenyl-4,6-bi(4-fluorophenyl)-1,3,5-triazine. The reaction scope was thoroughly investigated and fully characterized. The Sp(2)-C - F bond was successfully activated by the triazine group in Kumada coupling reactions. Also, di-Grignard reagents showed higher activity than mono-Grignard reagents. The reaction scope results reveal that a Grignard reagent with strong nucleophilicity and aryl fluoride with strong electrophilicity are necessary to lead to Kumada polycondensation of oligothiophenes with aryl fluoride. In this work, polymerization between di-functionalized oligothiophene Grignard reagents with aryl fluoride was first conducted. The weight-average molecular weight is high, up to 14.8 kDa. The -conjugated polymers obtained exhibit emission colours of blue, green and yellow with efficient photoluminescence. (c) 2016 Society of Chemical Industry
Angew. Chem.-Int. Edit.
72Feringa, BLFALSEFALSEFALSEFALSE
3172
10.1021/acs.orglett.0c00688
Nickel-Catalyzed Asymmetric Reductive Arylbenzylation of Unactivated Alkenes
A simple, mild and efficient method is developed for the synthesis of 5-substituted 1H-tetrazoles. Out of three used Pb(II) catalysts, lead chloride (PbCl2) has been found to be an efficient catalyst for [3+2] cycloaddition of NaN3 with aromatic and aliphatic nitriles to afford 5-substituted 1H-tetrazoles. The catalyst is reusable up to four cycles with consistent activity. The cost effectiveness and easy availability of the catalyst, simple methodology, excellent yield and easy work-up are the additional advantages. (C) 2015 Academie des sciences. Published by Elsevier Masson SAS. All rights reserved.
Org. Lett.72Wang, CFALSEFALSEFALSEFALSE
3173
10.1021/acs.joc.0c00008
Nickel-Catalyzed Alkylation or Reduction of Allylic Alcohols with Alkyl Grignard Reagents
The non-cryogenic synthesis of 5/6- and/or 3-silyl-functionalised 2-methoxypyridines by a 5-Br/Mg exchange process using nBu(2)/PrMg Li and LiCl and involving C-3 metallation using a novel nBu(2)TMPMg Li reagent is described. Furthermore, the usefulness of nBu(2)TMPMg Li in the functionalisation of 2-methoxypyridine at the 3-position with a wide range of electrophiles was successfully tested. The above achievements have allowed the construction of organosilicon-linked 2-meth-oxypyridines composed of two, three and four rings by the hydrosilylation of 5- and/or 3-SiH(or alkenyl) derivatives using the hitherto rarely applied [Pt(cod)Me-2] catalyst. Additionally, the synthesis of a one-chain oligomer consisting of eight 2-methoxypyridines obtained by the hydrosilylation/polymerisation approach, followed by protodesilylation of the SiHMe2 group was also achieved by manipulating the amount of catalyst in the reactions.
J. Org. Chem.72Wang, ZXFALSEFALSEFALSEFALSE
3174
10.1002/ejoc.201901601
Pd-Catalyzed Regioselective Hydroesterification of Olefins with 2,2,2-Trifluoroethyl Formate
A general approach to asymmetric synthesis of highly substituted dihydroquinolines was achieved through neighboring ortho-amino group engaged sequential Michael/amination/dehydration reactions on (E)-2-(2-nitrovinyl) anilines with cyclic and acyclic beta-keto esters in the presence of a catalytic amount of Rawal's quinidine-NH-benzyl squaramide followed by TFA.
Eur. J. Org. Chem.72Shi, YFALSEFALSEFALSEFALSE
3175
10.1021/acs.joc.9b02933
Visible-Light-Promoted C2 Selective Arylation of Quinoline and Pyridine N-Oxides with Diaryliodonium Tetrafluoroborate
J. Org. Chem.72Song, JZFALSEFALSEFALSEFALSE
3176
10.1002/anie.201914221
Versatile Glycosyl Sulfonates in beta-Selective C-Glycosylation
Angew. Chem.-Int. Edit.
72Bennett, CSFALSEFALSEFALSEFALSE
3177
10.24820/ark.5550190.p011.417
Advances in nitroarene reductive amidations
Arkivoc72Moshapo, PTFALSEFALSEFALSEFALSE
3178
10.1039/c9sc03169c
Palladium-catalyzed decarbonylative Suzuki-Miyaura cross-coupling of amides by carbon-nitrogen bond activation
Chem. Sci.72Szostak, MFALSEFALSEFALSEFALSE
3179
10.1002/chem.201903696
Synthesis of Diverse Functionalized Quinoxalines by Oxidative Tandem Dual C-H Amination of Tetrahydroquinoxalines with Amines
Chem.-Eur. J.72Zhang, MFALSEFALSEFALSEFALSE
3180
10.1016/j.molliq.2019.111454
Abraham model correlations for solute transfer into 2-methyl-2-butanol based on measured activity coefficient and solubility data at 298.15 K
J. Mol. Liq.72Acree, WEFALSEFALSEFALSEFALSE
3181
10.1021/acs.orglett.9b02050
Palladium-Catalyzed Chemoselective Negishi Cross-Coupling of Bis[(pinacolato)boryl]methylzinc Halides with Aryl (Pseudo)Halides
Org. Lett.72Cho, SHFALSEFALSEFALSEFALSE
3182
10.1021/jacs.9b05461
LiCl-Accelerated Multimetallic Cross-Coupling of Aryl Chlorides with Aryl Triflates
J. Am. Chem. Soc.72Weix, DJFALSEFALSEFALSEFALSE
3183
10.1039/c8dt05020a
Manganese-catalyzed direct C-C coupling of -C-H bonds of amides and esters with alcohols via hydrogen autotransfer
Dalton Trans.72Balaraman, EFALSEFALSEFALSEFALSE
3184
10.1021/acs.orglett.9b01053
[Pd(NHC)(acac)Cl]: Well-Defined, Air-Stable, and Readily Available Precatalysts for Suzuki and Buchwald-Hartwig Cross-coupling (Transamidation) of Amides and Esters by N-C/O-C Activation
Org. Lett.72Szostak, MFALSEFALSEFALSEFALSE
3185
10.1021/jacs.9b03280
Ketone Synthesis by a Nickel-Catalyzed Dehydrogenative Cross-Coupling of Primary Alcohols
J. Am. Chem. Soc.72Newman, SGFALSEFALSEFALSEFALSE
3186
10.1055/s-0037-1610410
Nickel-Catalyzed Highly Atom-Economical C-C Coupling Reactions with Components
Synlett72Ye, MC; Zhou, QLFALSEFALSEFALSEFALSE
3187
10.1039/c8ob02141d
Boronic acid-catalysed C-3 selective ring opening of 3,4-epoxy alcohols with thiophenols and thiols
Org. Biomol. Chem.72Wang, CAFALSEFALSEFALSEFALSE
3188
10.1021/jacs.8b12568
Hydrogen Bonding Phase-Transfer Catalysis with Potassium Fluoride: Enantioselective Synthesis of beta-Fluoroamines
J. Am. Chem. Soc.72Gouverneur, VFALSEFALSEFALSEFALSE
3189
10.1002/cctc.201801350
Investigation on Electron Distribution and Synergetic to Enhance Catalytic Activity in Bimetallic Ni(II)/Pd(II) Molecular Monolayer
ChemCatChem72Li, TS; Wu, YJFALSETRUEFALSEFALSE
3190
10.1021/acs.joc.8b02498
Nickel-Catalyzed Cyanation of Phenol Derivatives with Zn(CN)(2) Involving C-O Bond Cleavage
J. Org. Chem.72Liu, YHFALSEFALSEFALSEFALSE
3191
10.1021/acscatal.8b02009
Nickel-Catalyzed Reductive Cleavage of Carbon-Oxygen Bonds in Anisole Derivatives Using Diisopropylaminoborane
ACS Catal.72
Chatani, N; Tobisu, M
FALSEFALSEFALSEFALSE
3192
10.1039/c8sc00609a
Reductive coupling of benzyl oxalates with highly functionalized alkyl bromides by nickel catalysis
Chem. Sci.72Shu, XZFALSEFALSEFALSEFALSE
3193
10.1021/acs.orglett.8b00674
Rhodium-Catalyzed C-O Bond Alkynylation of Aryl Carbamates with Propargyl Alcohols
Org. Lett.72
Chatani, N; Tobisu, M
FALSEFALSEFALSEFALSE
3194
10.1002/anie.201712428
Nickel-Catalyzed Umpolung Arylation of Ambiphilic -Bromoalkyl Boronic Esters
Angew. Chem.-Int. Edit.
72Martin, RFALSEFALSEFALSEFALSE
3195
10.1021/acs.orglett.7b03191
General Method for the Suzuki-Miyaura Cross-Coupling of Primary Amide-Derived Electrophiles Enabled by [Pd(NHC)(cin)Cl] at Room Temperature
Org. Lett.72Szostak, MFALSETRUEFALSEFALSE
3196
10.1016/j.mcat.2017.10.004
Catalytic cross-coupling reaction of aryl iodides with triarylbismuths by an N-heterocyclic carbene-PdCl2 based on benzo-9-crown-3 catalyst at room temperature
Mol. Catal.72Wang, JWFALSEFALSEFALSEFALSE
3197
10.1002/anie.201708573
A Redox Modulatory Mn3O4 Nanozyme with Multi-Enzyme Activity Provides Efficient Cytoprotection to Human Cells in a Parkinson's Disease Model
Angew. Chem.-Int. Edit.
72Mugesh, GFALSEFALSEFALSEFALSE
3198
10.1007/s40242-017-6455-9
Heterogeneous h-BN@Cyclodextrin@Pd(II) Nanomaterial: Fabrication, Characterization and Application as a Highly Efficient and Recyclable Catalyst for C-C Coupling Reactions
Chem. Res. Chin. Univ.
72Hai, L; Wu, YFALSEFALSEFALSEFALSE
3199
10.1039/c5ob02125a
Hg/Pt-catalyzed conversion of bromo alkynamines/alkynols to saturated and unsaturated gamma-butyrolactams/lactones via intramolecular electrophilic cyclization
Org. Biomol. Chem.72Reddy, MSFALSEFALSEFALSEFALSE
3200
10.1016/j.jorganchem.2015.07.009
Palladium-catalyzed acylative cross-coupling of amides with diarylborinic acids and sodium tetraarylborates
J. Organomet. Chem.
72Zou, GFALSEFALSEFALSEFALSE
3201
10.1021/acs.joc.5b01540
General Ambient Temperature Benzylic Metalations Using Mixed-Metal Li/K-TMP Amide
J. Org. Chem.72O'Shea, DFFALSEFALSEFALSEFALSE
3202
10.1002/hc.21267
Ni-Catalyzed Cross-Coupling Reaction: The Direct Synthesis of Symmetrical Disulfanes from Aryl and Primary Alkyl Halides
Heteroatom Chem.72
Soleiman-Beigi, M
FALSEFALSEFALSEFALSE
3203
10.1016/j.tetlet.2015.05.025
Cp*Co(III)-catalyzed direct functionalization of aromatic C-H bonds with alpha-diazomalonates
Tetrahedron Lett.72Wang, HGFALSEFALSEFALSEFALSE
3204
10.1021/acs.joc.5b00794
Fragment Coupling and the Construction of Quaternary Carbons Using Tertiary Radicals Generated From tert-Alkyl N-Phthalimidoyl Oxalates By Visible-Light Photocatalysis
J. Org. Chem.72Overman, LETRUEFALSEFALSEFALSE
3205
10.1016/S1872-2067(14)60217-5
Recent advances in mechanistic studies on Ni catalyzed cross-coupling reactions
Chin. J. Catal.72Liu, LFALSEFALSEFALSEFALSE
3206
10.1039/c4cc08367a
Sulfide synthesis through copper-catalyzed C-S bond formation under biomolecule-compatible conditions
Chem. Commun.72Jiang, XFFALSEFALSEFALSEFALSE
3207
10.1021/ja512040c
Copper-Catalyzed Regiodivergent Silacarboxylation of Allenes with Carbon Dioxide and a Silylborane
J. Am. Chem. Soc.72Tsuji, YFALSEFALSEFALSEFALSE
3208
10.1021/om500938u
Ortho Derivatization of Phenols through C-H Nickelation: Synthesis, Characterization, and Reactivities of Ortho-Nickelated Phosphinite Complexes
Organometallics72Zargarian, DFALSEFALSEFALSEFALSE
3209
10.1016/j.jaap.2014.08.002
The mechanism for the formation of levoglucosenone during pyrolysis of beta-D-glucopyranose and cellobiose: A density functional theory study
J. Anal. Appl. Pyrolysis
72Lu, QFALSEFALSEFALSEFALSE
3210
10.1016/j.jorganchem.2014.01.037
Synthesis, spectral and structural studies of silver and gold(I) complexes containing some symmetrical diphosphine ligands
J. Organomet. Chem.
72Trivedi, MFALSEFALSEFALSEFALSE
3211
10.1039/c4ob00978a
Palladium-catalyzed direct addition of arylboronic acids to 2-aminobenzonitrile derivatives: synthesis, biological evaluation and in silico analysis of 2-aminobenzophenones, 7-benzoyl-2-oxoindolines, and 7-benzoylindoles
Org. Biomol. Chem.72Su, WKFALSEFALSEFALSEFALSE
3212
10.1039/c4ra08675a
Recent advances in transition-metal-catalyzed C-CN bond activations
RSC Adv.72Lu, PFALSEFALSEFALSEFALSE
3213
10.1002/ejic.201300287
Di- and Trinuclear Zinc and Cobalt Complexes and Their Reactivity towards Dioxygen
Eur. J. Inorg. Chem.72Siewert, IFALSEFALSEFALSEFALSE
3214
10.1002/asia.201300045
Manganese-Catalyzed Cross-Coupling of Thiols with Aryl Iodides
Chem.-Asian J.72Lee, CFFALSEFALSEFALSEFALSE
3215
10.1039/c3sc50806d
Access to congested quaternary centers by Pd-catalyzed intermolecular gamma-arylation of unactivated alpha,beta-unsaturated aldehydes
Chem. Sci.72Mazet, CFALSEFALSEFALSEFALSE
3216
10.1021/jo3018507
Iridium-Catalyzed Asymmetric Ring-Opening of Oxabenzonorbornadienes with Phenols
J. Org. Chem.72Yang, DQFALSEFALSEFALSEFALSE
3217
10.1021/om300329z
Mechanistic Origin of Regioselectivity in Nickel-Catalyzed Olefin Hydroheteroarylation through C-H Activation
Organometallics72Shi, JFALSEFALSEFALSEFALSE
3218
10.1021/ol2032784
N-Directing Group Assisted Rhodium-Catalyzed Aryl C-H Addition to Aryl Aldehydes
Org. Lett.72Shi, ZJFALSEFALSEFALSEFALSE
3219
10.1002/jhet.845
Palladium-catalyzed dehalogenation of 5-halopyrazoles
J. Heterocycl. Chem.
72Wong, FFFALSEFALSEFALSEFALSE
3220
10.1021/jo201630e
Direct Aminoalkylation of Arenes, Heteroarenes, and Alkenes via Ni-Catalyzed Negishi Cross-Coupling Reactions
J. Org. Chem.72Knochel, PFALSEFALSEFALSEFALSE
3221
10.1016/j.tetasy.2011.08.017
Application of novel enantiopure hydroxymethyl-substituted pyridine derivatives in asymmetric catalysis
Tetrahedron-Asymmetry
72Reissig, HUFALSEFALSEFALSEFALSE
3222
10.1002/aoc.1804
A comparative homocoupling reaction of aryl halides using monomeric orthopalladated complex of 4-methoxybenzoylmethylenetriphenylphosphorane under conventional and microwave irradiation conditions
Appl. Organomet. Chem.
72Hajipour, ARFALSEFALSEFALSEFALSE
3223
10.1039/c1cs15114b
Palladium-catalyzed cross-coupling reactions of aryl mesylates
Chem. Soc. Rev.72Kwong, FYFALSEFALSEFALSEFALSE
3224
10.1021/jo1015135
Reactivity and Selectivity in Hydrovinylation of Strained Alkenes
J. Org. Chem.72RajanBabu, TVFALSEFALSEFALSEFALSE
3225
10.1016/j.tetlet.2009.12.028
Ultrasound-assisted synthesis of symmetrical biaryls by palladium-catalyzed detelluration of 1,2-diaryiditellanes
Tetrahedron Lett.72Stefani, HAFALSEFALSEFALSEFALSE
3226
10.1021/ja810157e
Mechanism of Ni-Catalyzed Selective C-O Bond Activation in Cross-Coupling of Aryl Esters
J. Am. Chem. Soc.72Liu, LFALSEFALSEFALSEFALSE
3227
10.1002/adsc.200800624
Iodine-Catalyzed Suzuki-Miyaura Coupling Performed in Air
Adv. Synth. Catal.72Mao, JCFALSEFALSEFALSEFALSE
3228
10.1021/ol802493z
Palladium - Indolylphosphine-Catalyzed Hiyama Cross-Coupling of Aryl Mesylates
Org. Lett.72Kwong, FYFALSEFALSEFALSEFALSE
3229
10.1002/chem.200902221
Palladium(0) versus Nickel(0) Catalysis in Selective Functional-Group-Tolerant sp(3)-sp(3) Carbon-Carbon Bond Formations
Chem.-Eur. J.72Kobayashi, SFALSEFALSEFALSEFALSE
3230
10.1021/jo8018686
Efficient Negishi Coupling Reactions of Aryl Chlorides Catalyzed by Binuclear and Mononuclear Nickel-N-Heterocyclic Carbene Complexes
J. Org. Chem.72Chen, WZFALSEFALSEFALSEFALSE
3231
10.1246/bcsj.81.1183
Heterogeneous Asymmetric Catalysis in Water with Amphiphilic Polymer-Supported Homochiral Palladium Complexes
Bull. Chem. Soc. Jpn.
72Uozumi, YFALSEFALSEFALSEFALSE
3232
10.1021/jo800444y
Synthesis of 5-fluoroalkylated pyrimidine nucleosides via Negishi cross-coupling
J. Org. Chem.72Kung, HFFALSEFALSEFALSEFALSE
3233
10.1002/anie.200803814
Cross-Coupling of Aryl/Alkenyl Pivalates with Organozinc Reagents through Nickel-Catalyzed C-O Bond Activation under Mild Reaction Conditions
Angew. Chem.-Int. Edit.
72Shi, ZJFALSEFALSEFALSEFALSE
3234
10.1002/adsc.200404191
Palladium- and nickel-catalyzed coupling reactions of alpha-bromoalkenylphosphonates with arylboronic acids and lithium alkenylborates
Adv. Synth. Catal.72Kobayashi, YFALSEFALSEFALSEFALSE
3235
10.1021/jo035880p
Asymmetric synthesis of axially chiral biaryls by nickel-catalyzed grignard cross-coupling of dibenzothiophenes
J. Org. Chem.72Hayashi, TFALSEFALSEFALSEFALSE
3236
10.1002/1521-3773(20020503)41:9<1603::AID-ANIE1603>3.0.CO;2-D
doi.org/10.1002/1521-3773(20020503)41:9<1603::AID-ANIE1603>3.0.CO;2-D
In situ enzymatic screening (ISES): A tool for catalyst discovery and reaction development
Angew. Chem.-Int. Edit.
72Berkowitz, DBFALSEFALSEFALSEFALSE
3237
10.1021/jo980249n
Highly regioselective palladium-catalyzed internal arylation of allyltrimethylsilane with aryl triflates
J. Org. Chem.72Hallberg, AFALSEFALSEFALSEFALSE
3238
10.1080/10601329608014921
Self-assembly of viruses as models for the design of new macromolecular and supramolecular architectures
J. Macromol. Sci.-Pure Appl. Chem.
72Percec, VFALSEFALSEFALSEFALSE
3239
10.1039/d2ob00003b
BF3 center dot OEt2 catalyzed decarbonylative arylation/C-H functionalization of diazoamides with arylaldehydes: synthesis of substituted 3-aryloxindoles
Org. Biomol. Chem.72Muthusamy, SFALSEFALSEFALSEFALSE
3240
10.1016/j.xcrp.2021.100574
Regioselective nickel-catalyzed dicarbofunctionalization of unactivated alkenes enabled by picolinamide auxiliary
Cell Rep. Phys. Sci.72Wang, CFALSEFALSEFALSEFALSE
3241
10.1039/d1ce01282g
A tryptophan-based copper(ii) coordination polymer: catalytic activity towards Suzuki-Miyaura cross-coupling reactions
Crystengcomm72Husain, AFALSEFALSEFALSEFALSE
3242
10.1039/d1ob01410b
Visible-light-promoted olefinic trifluoromethylation of enamides with CF3SO2Na
Org. Biomol. Chem.72Chen, K; Yang, HFALSEFALSEFALSEFALSE
3243
10.1021/acs.joc.1c00474
FeTPPCl/FeCl3 Co-Catalyzed One-Pot Green Synthesis of alpha-Diaryl-beta-alkynol Derivatives via Propargylic Carbocation Chemistry
J. Org. Chem.72Liu, SYFALSEFALSEFALSEFALSE
3244
10.1021/jacs.1c04254
Aryl Radical Activation of C-O Bonds: Copper-Catalyzed Deoxygenative Difluoromethylation of Alcohols
J. Am. Chem. Soc.72Liu, WFALSEFALSEFALSEFALSE
3245
10.1039/d1qo00759a
Palladium-catalyzed direct reductive cross-coupling of aryltrimethylammonium salts with aryl bromides
Org. Chem. Front.72Shen, ZLFALSEFALSEFALSEFALSE
3246
10.1002/anie.202104050
Cooperative Bond Activation and Facile Intramolecular Aryl Transfer of Nickel-Aluminum Pincer-type Complexes
Angew. Chem.-Int. Edit.
72Lu, CCFALSEFALSEFALSEFALSE
3247
10.1021/acs.organomet.1c00147
Switchable beta-alkylation of Secondary Alcohols with Primary Alcohols by a Well-Defined Cobalt Catalyst
Organometallics72Ding, KYFALSEFALSEFALSEFALSE
3248
10.1021/acscatal.1c00571
Atroposelective Transfer Hydrogenation of Biaryl Aminals via Dynamic Kinetic Resolution. Synthesis of Axially Chiral Diamines
ACS Catal.72
Lassaletta, JM; Hornillos, V
FALSEFALSEFALSEFALSE
3249
10.1002/anie.201706631
Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling of Secondary alpha-(Trifluoromethyl)benzyl Tosylates
Angew. Chem.-Int. Edit.
72Tredwell, MFALSEFALSEFALSEFALSE
3250
10.1021/acscatal.7b01833
Synergistic Copper/Palladium Catalysis for the Regio- and Stereoselective Synthesis of Borylated Skipped Dienes
ACS Catal.72
Fananas-Mastral, M
FALSEFALSEFALSEFALSE
3251
10.1016/j.tet.2017.02.021
Nickel-catalyzed C-H arylation of benzoxazoles and oxazoles: Benchmarking the influence of electronic, steric and leaving group variations in phenolic electrophiles
Tetrahedron72Kalyani, DFALSEFALSEFALSEFALSE
3252
10.1016/j.tetasy.2017.03.008
Pd-catalyzed enantioselective C-H arylation of phosphinamides with boronic acids for the synthesis of P-stereogenic compounds
Tetrahedron-Asymmetry
72Han, FSFALSEFALSEFALSEFALSE
3253
10.1039/c6nj03789e
Novel triazole-modified chitosan@nickel nanoparticles: efficient and recoverable catalysts for Suzuki reaction
New J. Chem.72Hajipour, ARFALSEFALSEFALSEFALSE
3254
10.1039/c6ob01668e
Magnesium salt promoted tandem nucleophilic addition-Oppenauer oxidation of aldehydes with organozinc reagents
Org. Biomol. Chem.72Fu, YFALSEFALSEFALSEFALSE
3255
10.1021/acs.orglett.6b02549
Expedient Cobalt-Catalyzed C-H Alkynylation of (Enantiopure) Benzylamines
Org. Lett.72Balaraman, EFALSEFALSEFALSEFALSE
3256
10.1002/ejoc.201600772
Remote C-H Selenylation of 8-Amidoquinolines via Copper-Catalyzed Radical Cross-Coupling
Eur. J. Org. Chem.72Baidya, MFALSEFALSEFALSEFALSE
3257
10.1021/acs.orglett.6b00547
Story of an Age-Old Reagent: An Electrophilic Chlorination of Arenes and Heterocycles by 1-Chloro-1,2-benziodoxol-3-one
Org. Lett.72Xue, DFALSETRUEFALSEFALSE
3258
10.1016/j.tet.2016.02.047
Metal-free allylation of electron-rich heteroaryl boronic acids with allylic alcohols
Tetrahedron72Cheng, LFALSEFALSEFALSEFALSE
3259
10.1002/adsc.201501015
Copper(II) Triflate-Catalyzed Aerobic Oxidative C-H Functionalization of Glycine Derivatives with Olefins and Organoboranes
Adv. Synth. Catal.72Liu, LFALSEFALSEFALSEFALSE
3260
10.1002/chem.201505214
Iron-Catalyzed Allylic Amination Directly from Allylic Alcohols
Chem.-Eur. J.72Sundararaju, BFALSEFALSEFALSEFALSE
3261
10.1002/anie.201510638
Practical Direct alpha-Arylation of Cyclopentanones by Palladium/Enamine Cooperative Catalysis
Angew. Chem.-Int. Edit.
72Dong, GBFALSEFALSEFALSEFALSE
3262
10.1039/c6ob00193a
Catalytic selective deuteration of halo(hetero) arenes
Org. Biomol. Chem.72
Peruncheralathan, S
FALSEFALSEFALSEFALSE
3263
10.1021/acs.orglett.1c00488
Regio- and Trans-Selective Ni-Catalyzed Coupling of Butadiene, Carbonyls, and Arylboronic Acids to Homoallylic Alcohols under Base-Free Conditions
A catalytic asymmetric decarboxylative [4+2] cycloaddition of vinyl benzoxazinanones with methyleneindolinones has been established, which provided a series of chiral tetrahydroquinoline-based 3,3'-spirooxindoles in high yields (up to 96%) and with excellent diastereo- and enantioselectivities (all >95 : 5 d.r., up to 99% ee). This reaction not only represents the first example of catalytic enantioselective [4+2] cycloaddition between methyleneindolinones and Pd-containing 1,4-dipoles, but also demonstrates the great practicability of catalytic asymmetric decarboxylative cycloadditions in the synthesis of enantio-enriched polycyclic compounds.
Org. Lett.71Shi, SLFALSEFALSEFALSEFALSE
3264
10.1039/d0sc06529c
Iridium-promoted deoxyglycoside synthesis: stereoselectivity and mechanistic insight
Low-valent nickel is shown to preferentially isomerize mono-or disubstituted epoxides into their corresponding aldehydes. Experiments with tetrasubstituted epoxides demonstrate that these reactions proceed via reactive 2-nickelaoxetane intermediates, and that the oxidative addition step likely occurs with retention of configuration. The monosubstituted aldehyde isomerization products were found to rapidly react with HBpin to form boronate esters. These hydroboration reactions could be performed catalytically.
Chem. Sci.71Liu, XWFALSEFALSEFALSEFALSE
3265
10.1055/a-1389-1203
Functionalized Cyclopropanes as Versatile Intermediates for the Diversity-Oriented Synthesis of gamma-Lactones, gamma-Lactams and delta-Lactams
Recognizing the importance of all-carbon, quaternary stereocenters in complex molecule synthesis, a stereospecific, nickel-catalyzed cross-coupling of allylic pivalates with arylboroxines to deliver products equipped with quaternary stereocenters and internal alkenes was developed. The enantioenriched allylic pivalate starting materials are readily prepared, and a variety of functional groups can be incorporated on both the allylic pivalate and the arylboroxine. Additional advantages include the use of a commercially available and air-stable Ni(II) salt and BISBI ligand, mild reaction conditions, and high yields and ee's. The observed stereoinversion of this reaction is consistent with an open transition state in the oxidative addition step.
Synthesis71Sa, MMFALSEFALSEFALSEFALSE
3266
10.1055/a-1379-1584
Nickel-Catalyzed Ligand-Free Hiyama Coupling of Aryl Bromides and Vinyltrimethoxysilane
The construction of quaternary centers is a common challenge in the synthesis of complex materials and natural products. Current cross-coupling strategies that can be generalized for setting these centers are sparse and, when known, are typically predicated on the use of reactive organometallic reagents. To address this shortcoming a new, photoredox-Ni dual catalytic strategy for the cross-coupling of tertiary organoboron reagents with aryl halides is reported. In addition to details on the cross coupling scope and limitations, full screening efforts and mechanistic experiments are communicated.
Synlett71Mao, YJ; Shi, SLFALSEFALSEFALSEFALSE
3267
10.1002/aoc.6158
Magnetic covalently immobilized nickel complex: A new and efficient method for the Suzuki cross-coupling reaction
A highly efficient kinetic resolution of racemic 2-substituted 1,2-dihydroquinolines via asymmetric Cu-catalyzed borylation has been realized for the first time. Under mild conditions, a variety of chiral 3-boryl-1,2,3,4-tetrahydroquinolines containing two vicinal stereogenic centers as well as the recovered 2-substituted 1,2-dihydroquinolines were afforded after 30 minutes in high yields with up to 99% ee (dr > 99 : 1) and over 98% ee values, respectively, corresponding to kinetic selectivity factors of up to 569. Moreover, this protocol was successfully applied to the asymmetric synthesis of a selective estrogen receptor modulator.
Appl. Organomet. Chem.
71Shiri, AFALSEFALSEFALSEFALSE
3268
10.1002/anie.202010737
Cross-Electrophile C(sp(2))-Si Coupling of Vinyl Chlorosilanes
We developed a strategy to harness alkyl amines as alkylating agents via C-N bond activation. This Suzuki Miyaura cross coupling of alkylpyridinium salts, readily formed from primary amines, is the first example of a metal-catalyzed cross coupling via C-N bond activation of an amine with an unactivated alkyl group. This reaction enjoys broad scope and functional group tolerance. Primary and secondary alkyl groups can be installed. Preliminary studies suggest a Ni-I/Ni-II catalytic cycle.
Angew. Chem.-Int. Edit.
71Shu, XZFALSETRUEFALSEFALSE
3269
10.1038/s41467-020-19717-6
Alkyl halides as both hydride and alkyl sources in catalytic regioselective reductive olefin hydroalkylation
Nat. Commun.71Yang, T; Koh, MJFALSEFALSEFALSEFALSE
3270
10.1016/j.chempr.2020.09.004
Compatibility Score for Rational Electrophile Selection in Pd/NBE Cooperative Catalysis
Enantioselective carbonyl-directable Heck reactions using aryldiazonium salts were developed with the aim to construct chiral quaternary spiro centers in an efficient manner. Five-and six-membered spirooxindoles, spirolactones, and spirolactams (36 examples) were obtained in good to excellent isolated yields with diastereoselectivities ranging from 13:1 to >20:1, and enantiomeric excesses up to 99% in short reaction times (1.0-1.5 h) under mild conditions (40 degrees C). A rationale for the diastereo- and enantioselectivity based on an unprecedented non-covalent carbonyl group directing effect is also presented, and supported by computational calculations.
Chem71Liu, PFALSETRUEFALSEFALSE
3271
10.1055/s-0040-1707269
Deoxygenative Transition-Metal-Promoted Reductive Coupling and Cross-Coupling of Alcohols and Epoxides
Organosilicon compounds act as a nucleophile upon activation by an appropriate base and behave in a manner similar to main-group organometallic reagents. In the last decades, structurally divergent organosilicon reagents are available and have become more employed for synthetic transformation with the aid of transition-metal complexes, because organosilicon compounds are in general superior to other organometallic compounds in view of stability, solubility, nontoxicity, and easy-handling. Particularly, cross-coupling of organosilicon reagents with organic halides or pseudohalides has been considered to be a useful tool for constructing the carbon frameworks of various target molecules such as pharmaceuticals and pi-conjugated functional materials. Perfluoroalkylsilicon compounds such as CF3SiEt3 have found use as reagents for the metal-catalyzed introduction of perfluoroalkyl groups into many substrates. In addition, functionalized organosilicon reagents are readily accessible by catalytic approach starting with appropriate hydrocarbons such as alkenes, alkynes, alkanes, and arenes. This article reviews recent advances in transition metal-catalyzed transformations of organosilicon reagents according to the type of synthetic transformation and metal catalyst.
Synthesis71Nicholas, KMFALSEFALSEFALSEFALSE
3272
10.1002/chem.202001374
Palladium-Catalyzed Annulation of Acyl Fluorides with Norbornene via Decarbonylation and CO Reinsertion
A nickel-catalyzed cross-coupling reaction between methoxy-substituted carbazoles and MeMgBr has been developed. This protocol for the cleavage of the C(aryl)-OMe was used to efficiently assemble various methyl-substituted carbazoles and successfully applied to the total synthesis of the antitumor agent ellipticine.
Chem.-Eur. J.71
Ogiwara, Y; Sakai, N
FALSEFALSEFALSEFALSE
3273
10.1002/anie.202006586
Palladium-Catalyzed Cross-Coupling of Alkenyl Carboxylates
The reaction of 1-(trifluoromethyl)alkenes (CF3CH=CHR) with arylboroxines (ArBO)(3) in the presence of a chiral diene-rhodium catalyst gave high yields of chiral 1,1-difluoroalkenes (CF2=CHC*HArR) with high enantioselectivity (>= 95% ee). The reaction is assumed to proceed through beta-fluoride elimination of a beta,beta,beta-trifluoroalkylrhodium intermediate that is generated by arylrhodation of the 1-(trifluoromethyl)alkene.
Angew. Chem.-Int. Edit.
71Leitch, DCFALSEFALSEFALSEFALSE
3274
10.1002/ejoc.202000781
Ruthenium Catalyzed Divergent Alkylation and Olefination of Methyl 1,3,5-Triazines with Alcohols
A C-C formation of an electron-rich N-hetero cycle with fluorinated alcohol is developed. Through this radical-triggered cross-dehydrogenatiye coupling strategy, a wide range of useful building blocks such as C3 hydroxyfluoroalkylated indoles and pyrroles can be site specifically synthesized. Mechanistic studies indicate a single-electron transfer initiated radical cycle would be involved.
Eur. J. Org. Chem.71
Zhang, C; Cui, DM
FALSEFALSEFALSEFALSE
3275
10.1021/jacs.0c05730
Reductive Cross-Coupling between Unactivated C(aryl)-N and C(aryl)-O Bonds by Chromium Catalysis Using a Bipyridyl Ligand
Ni(II)-catalyzed ortho-arylation of aromatic and heteroaromatic carboxamides with triethoxy(aryl)silanes assisted by a removable bidentate auxiliary is reported. This transformation features a broad substrate scope, good functional group tolerance, and compatibility with heterocyclic substrates. Compared to the well-established Ni(II)-catalyzed C-H arylation with ArX or aryliodonium salts via oxidative addition, this reaction proceeded via a fluoride-promoted transmetalation.
J. Am. Chem. Soc.71Zeng, XMFALSEFALSEFALSEFALSE
3276
10.1080/00397911.2020.1794657
A simple method for the synthesis of sulfonic esters
We have developed a stereospecific, nickel-catalyzed Miyaura borylation of allylic pivalates, which delivers highly enantioenriched alpha-stereogenic gamma-aryl allylboronates with good yields and regioselectivities. Our complementary sets of conditions enable access to either enantiomer of allylboronate product from a single enantiomer of readily prepared allylic pivalate substrate. Excellent functional group tolerance, yields, regioselectivities, and stereochemical fidelities are observed. The stereochemical switch from stereoretention to stereoinversion largely depends upon solvent and can be explained by competitive pathways for the oxidative addition step. Our mechanistic investigations support a stereoretentive pathway stemming from a directed oxidative addition and a stereoinvertive pathway that is dominant when MeCN blocks coordination of the directing group by binding the nickel catalyst.
Synth. Commun.71Bhatthula, BKGFALSEFALSEFALSEFALSE
3277
10.1002/ejoc.202000716
Iridium-Catalyzed Carbenoid Insertion of Sulfoxonium Ylides for Synthesis of Quinoxalines and beta-Keto Thioethers in Water
Co(III)-catalyzed mild C-C couplings of arenes with strained rings such as 7-oxabenzonorbomadienes and 2-vinyloxirane have been realized. The transformation is proposed to undergo ortho C-H activation, olefin insertion, and subsequent beta-oxygen elimination. A broad range of synthetically useful functional groups are compatible, thus providing a new entry to access diversely 2-functionalized indoles.
Eur. J. Org. Chem.71Hai, L; Wu, YFALSEFALSEFALSEFALSE
3278
10.1002/anie.202004177
A Concise Total Synthesis of (+)-Waihoensene Guided by Quaternary Center Analysis
A copper-catalyzed chelation-controlled remote C-H halogenation of quinolines is developed. The reaction is scalable and proceeded with excellent C5-regioselectivity offering halogensubstituted 8-aminoquinolines in very high yields (up to 97%). The products were further utilized for various cross-coupling reactions en route to highly C5-functinonalized quinolines. As an application, synthesis of a bioactive compound having tumor- suppressor activity was accomplished.
Angew. Chem.-Int. Edit.
71Snyder, SAFALSEFALSEFALSEFALSE
3279
10.1002/anie.202003359
Light-Promoted Nickel Catalysis: Etherification of Aryl Electrophiles with Alcohols Catalyzed by a Ni-II-Aryl Complex
Manganese is found in the active center of numerous enzymes that operate by an outer-sphere homolytic C-H cleavage. Thus, a plethora of bioinspired radical-based C-H functionalizations by manganese catalysis have been devised during the past decades. In contrast, organometallic C-H activation by means of manganese catalysis has emerged only recently as an increasingly viable tool in organic synthesis. These manganese(I)-catalyzed processes enabled a variety of C-H functionalizations with ample scope, which very recently set the stage for substitutive C- H functionalizations. The versatile manganese catalysis largely operates by an isohypsic, thus redox-neutral, mode of action through chelation assistance, and provided step-economical access to structurally divers compounds of relevance to inter alia bioorganic, agrochemical, and medicinal chemistry as well as the material sciences.
Angew. Chem.-Int. Edit.
71Xue, DFALSETRUEFALSEFALSE
3280
10.1021/acscatal.0c01414
Expanding Ligand Space: Preparation, Characterization, and Synthetic Applications of Air-Stable, Odorless Di-tert-alkylphosphine Surrogates
We report a newly developed carbazoyl-derived P,N-type phosphine ligand (L1) for the monoarylation of acetone with aryl chlorides. The proposed Pd(dba)(2)/L1 catalyst exhibited remarkable catalytic reactivity toward highly electron rich and sterically congested aryl chlorides, with catalyst loading as low as 0.1 mol % of Pd along with excellent chemoselectivity. A reaction rate study of the system using electronically diverse aryl chlorides determined the mechanisms regarding the rate-limiting steps in this reaction. The oxidative addition adduct of Pd-PhenCar-Phos with p-chlorotoluene showed the participation of N-Pd coordination in the metal complex. The isolated palladium complex C1 could be utilized as a precatalyst in the transformation and achieved performance comparable to that of the in situ generated palladium species.
ACS Catal.71Ball, LTFALSEFALSEFALSEFALSE
3281
10.1021/acscatal.0c01174
Alkene Isomerization through Allylmetals as a Strategic Tool in Stereoselective Synthesis
A scandium-triflate-catalyzed arylative desulfonation of diarylmethyl phenyl sulfones with arenes and heteroarenes was established. A variety of both sulfone and arene substrates were reacted to afford symmetric and nonsymmetric triarylmethanes in good yields. Further transformations of the resulting triarylmethanes and application to the concise synthesis of a bactericidal agent analogue were also demonstrated.
ACS Catal.71
Massad, I; Marek, I
FALSEFALSEFALSEFALSE
3282
10.1021/acscatal.0c00394
Catalytic Conversion of N-Heteroaromatics to Functionalized Arylamines by Merging Hydrogen Transfer and Selective Coupling
Catalytic C-H borylation of arenes has been widely used in organic synthesis because it allows the introduction of a versatile boron functionality directly onto simple, unfunctionalized arenes. We report herein the use of diisopropylaminoborane as a boron source in C-H borylation of arenes. An iridium(I) complex with 1,3-dicyclohexylimidazol-2-ylidene is found to efficiently catalyze the borylation of arenes and heteroarenes. The resulting aminoborylated products can be converted to the corresponding boronic acid derivatives simply by treatment with suitable diols or diamines.
ACS Catal.71Zhang, MFALSEFALSEFALSEFALSE
3283
10.1002/asia.201901621
Advances in Protecting Groups for Oligosaccharide Synthesis
Chem.-Asian J.71Kulkarni, SSFALSEFALSEFALSEFALSE
3284
10.1021/acscatal.9b03827
Reactivity of Transition-Metal Complexes in Excited States: C-O Bond Coupling Reductive Elimination of a Ni(II) Complex Is Elicited by the Metal-to-Ligand Charge Transfer State
ACS Catal.71Chen, HFALSEFALSEFALSEFALSE
3285
10.1021/acs.orglett.9b03517
Pd-Catalyzed Enantioselective Double Heck Reaction
Org. Lett.71
Chen, SG; Kong, WQ
FALSEFALSEFALSEFALSE
3286
10.1021/acscatal.9b04212
Pd-Catalyzed Alkenyl Thioether Synthesis from Thioesters and N-Tosylhydrazones
ACS Catal.71Yamaguchi, JFALSEFALSEFALSEFALSE
3287
10.1002/ejoc.201901472
TBN-Catalyzed Dehydrative N-Alkylation of Anilines with 4-Hydroxybutan-2-one
Eur. J. Org. Chem.71
Ren, LH; Song, WG
FALSEFALSEFALSEFALSE
3288
10.1021/acs.orglett.9b02788
Ni-Catalyzed Reductive Arylacylation of Alkenes toward Carbonyl-Containing Oxindoles
Org. Lett.71Kong, WQFALSEFALSEFALSEFALSE
3289
10.1039/c9cc05325e
Nickel/copper-cocatalyzed decarbonylative silylation of acyl fluorides
Chem. Commun.71Nishihara, YFALSEFALSEFALSEFALSE
3290
10.1002/adsc.201900686
Catalytic Transfer Hydrodebenzylation with Low Palladium Loading
Adv. Synth. Catal.71Ananikov, VPFALSEFALSEFALSEFALSE
3291
10.1002/ajoc.201900299
Synthesis of alpha-Quaternary Aldehydes via a Stereoselective Semi-Pinacol Rearrangement of Optically Active Epoxy Alcohols
Asian J. Org. Chem.71
Sakamoto, R; Maruoka, K
FALSEFALSEFALSEFALSE
3292
10.1021/acs.oprd.9b00226
A Convenient Preparation Method for Benzophenone Imine Catalyzed by Tetrabutylammonium Fluoride
Org. Process Res. Dev.
71
Morimoto, H; Ohshima, T
FALSEFALSEFALSEFALSE
3293
10.1021/acs.joc.9b00669
Exploration of Aryl Phosphates in Palladium-Catalyzed Mono-alpha-arylation of Aryl and Heteroaryl Ketones
J. Org. Chem.71So, CMFALSEFALSEFALSEFALSE
3294
10.1021/acs.jpca.9b00846
Theoretical Investigations into the Electron and Ambipolar Transport Properties of Anthracene-Based Derivatives
J. Phys. Chem. A71Ren, AMFALSETRUEFALSEFALSE
3295
10.1039/c8sc05261a
Tandem Peterson olefination and chemoselective asymmetric hydrogenation of -hydroxy silanes
Chem. Sci.71Andersson, PGFALSEFALSEFALSEFALSE
3296
10.1021/acs.joc.8b02063
Ruthenium-Catalyzed C-H Allylation of Alkenes with Allyl Alcohols via C-H Bond Activation in Aqueous Solution
J. Org. Chem.71Ji, HTFALSEFALSEFALSEFALSE
3297
10.1021/acs.oprd.8b00237
Evaluating the Impact of a Decade of Funding from the Green Chemistry Institute Pharmaceutical Roundtable
Org. Process Res. Dev.
71Wells, ASFALSEFALSEFALSEFALSE
3298
10.1021/jacs.8b06966
Carboiodination Catalyzed by Nickel
J. Am. Chem. Soc.71Lautens, MFALSEFALSEFALSEFALSE
3299
10.1021/acs.inorgchem.8b01565
Syntheses, Structures, and Characterization of Nickel(II) Stibines: Steric and Electronic Rationale for Metal Deposition
Inorg. Chem.71Rose, MJFALSETRUEFALSEFALSE
3300
10.1021/acscatal.8b01863
Merging Photoredox and Copper Catalysis: Enantioselective Radical Cyanoalkylation of Styrenes
ACS Catal.71Mei, HB; Han, JLTRUEFALSEFALSEFALSE
3301
10.1002/adsc.201800333
Palladium (II)-Catalyzed Decarboxylative Cross-Dehydrogenative Coupling: Direct Synthesis of meta-Substituted Biaryls from Aromatic Acids
Adv. Synth. Catal.71Shi, XYFALSEFALSEFALSEFALSE
3302
10.1021/acs.orglett.8b00053
Unmasking Dipole Character of Acyl Ketene Dithioacetals via a Cascade Reaction with Arynes: Synthesis of Benzo[b]thiophenes
Org. Lett.71Singh, AFALSEFALSEFALSEFALSE
3303
10.1080/00397911.2018.1431280
Facial strategy for radical species through Ag(I)-mediated oxidation of the alkyl trifluoroborates
Synth. Commun.71Miao, ZCFALSEFALSEFALSEFALSE
3304
10.1002/anie.201709411
Enantioselective Copper-Catalyzed Alkylation of Quinoline N-Oxides with Vinylarenes
Angew. Chem.-Int. Edit.
71Ge, SZFALSEFALSEFALSEFALSE
3305
10.1002/anie.201706236
Efficient Access to All-Carbon Quaternary and Tertiary alpha-Functionalized Homoallyl-type Aldehydes from Ketones
Angew. Chem.-Int. Edit.
71Pace, VFALSEFALSEFALSEFALSE
3306
10.1039/c6qo00149a
Nickel(II)-catalyzed direct arylation of aryl C-H bonds with aryl-boron reagents directed by a removable bidentate auxiliary
Org. Chem. Front.71Shi, BFFALSEFALSEFALSEFALSE
3307
10.1080/00958972.2016.1186800
Syntheses, characterization, and antimicrobial properties of nickel(II) dithiocarbamate complexes containing NiS4 and NiS2PN moieties
J. Coord. Chem.71Onwudiwe, DCFALSEFALSEFALSEFALSE
3308
10.1039/c5dt04973c
Mechanism of iridium-catalysed branched-selective hydroarylation of vinyl ethers: a computational study
Dalton Trans.71Huang, GPFALSEFALSEFALSEFALSE
3309
10.1039/c5ra27859g
Computational study on alkenyl/aryl C(sp(2))-O homolytic cleavage of carboxylates and carbamates
RSC Adv.71Zheng, WRFALSEFALSEFALSEFALSE
3310
10.1021/jacs.5b08621
Regio- and Chemoselective Kumada Tamao Corriu Reaction of Aryl Alkyl Ethers Catalyzed by Chromium Under Mild Conditions
J. Am. Chem. Soc.71Zeng, XMFALSEFALSEFALSEFALSE
3311
10.1021/jacs.5b08448
Deoxygenative C-C Bond-Forming Processes via a Net Four-Electron Reductive Coupling
J. Am. Chem. Soc.71Montgomery, JFALSETRUEFALSEFALSE
3312
10.1002/anie.201502942
C-H Activation Generates Period-Shortening Molecules That Target Cryptochrome in the Mammalian Circadian Clock
Angew. Chem.-Int. Edit.
71Irle, SFALSEFALSEFALSEFALSE
3313
10.1039/c5qo00093a
Conditions for palladium-catalyzed direct arylations of 4-bromo and 4-iodo N-substituted pyrazoles without C-Br or C-I bond cleavage
Org. Chem. Front.71Brahim, MFALSEFALSEFALSEFALSE
3314
10.1039/c5cc01436k
Nickel-catalyzed direct thiolation of unactivated C(sp(3))-H bonds with disulfides
Chem. Commun.71Shi, BFFALSEFALSEFALSEFALSE
3315
10.1002/chem.201405296
Expedient Synthesis of Chiral alpha-Amino Acids through Nickel-Catalyzed Reductive Cross-Coupling
Chem.-Eur. J.71Xiao, BFALSEFALSEFALSEFALSE
3316
10.1021/jo5022234
Palladium- and Nickel-Catalyzed Kumada Cross-Coupling Reactions of gem-Difluoroalkenes and Monofluoroalkenes with Grignard Reagents
J. Org. Chem.71Wu, JJFALSEFALSEFALSEFALSE
3317
10.1021/jo500675a
Suzuki-Miyaura Coupling of Halophenols and Phenol Boronic Acids: Systematic Investigation of Positional Isomer Effects and Conclusions for the Synthesis of Phytoalexins from Pyrinae
J. Org. Chem.71Schmidt, BFALSEFALSEFALSEFALSE
3318
10.1515/pac-2014-5032
Pd-catalyzed reactions of unactivated C-sp3-I bonds
Pure Appl. Chem.71Jiang, XFFALSEFALSEFALSEFALSE
3319
10.1039/c3dt52985a
C-Cl bond activation and catalytic hydrodechlorination of hexachlorobenzene by cobalt and nickel complexes with sodium formate as a reducing agent
Dalton Trans.71Hu, QPFALSEFALSEFALSEFALSE
3320
10.1021/jp409794a
Novel Supramolecular Thixotropic Metallohydrogels Consisting of Rare Metal-Organic Nanoparticles: Synthesis, Characterization, and Mechanism of Aggregation
J. Phys. Chem. C71Tu, TFALSEFALSEFALSEFALSE
3321
10.1021/ja400325w
Isomerization of Terminal Epoxides by a [Pd-H] Catalyst: A Combined Experimental and Theoretical Mechanistic Study
J. Am. Chem. Soc.71Mazet, CFALSEFALSEFALSEFALSE
3322
10.1055/s-0032-1318331
A Simple and Efficient Microwave-Assisted Synthesis of Substituted Isoindolinone Derivatives via Ligand-Free Pd-Catalyzed Domino C-C/C-N Coupling Reaction
Synlett71Chauhan, PMSFALSEFALSEFALSEFALSE
3323
10.1021/jp3045498
Density Functional Theory Study of the Mechanisms of Iron-Catalyzed Cross-Coupling Reactions of Alkyl Grignard Reagents
J. Phys. Chem. A71Ren, QHFALSEFALSEFALSEFALSE
3324
10.1021/ja3116718
Simplifying Nickel(0) Catalysis: An Air-Stable Nickel Precatalyst for the Internally Selective Benzylation of Terminal Alkenes
J. Am. Chem. Soc.71Jamison, TFFALSEFALSEFALSEFALSE
3325
10.1002/pola.26320
A Novel Poly(p-phenylene) Containing Alternating Poly(perfluorooctylethyl acrylate-co-methyl methacrylate) and Polystyrene Grafts by Combination of Atom Transfer Radical Polymerization and Suzuki Coupling Processes
J. Polym. Sci. Pol. Chem.
71Yagci, YFALSEFALSEFALSEFALSE
3326
10.1021/jo302086g
Selective Cross-Coupling of Organic Halides with Allylic Acetates
J. Org. Chem.71Weix, DJFALSEFALSEFALSEFALSE
3327
10.1002/chem.201201267
Origin of Selectivity of Tsuji-Trost Allylic Alkylation of Lactones: Highly Ordered Transition States with Lithium-Containing Enolates
Chem.-Eur. J.71Thiel, WFALSEFALSEFALSEFALSE
3328
10.1039/c2ob06821d
A novel ketone olefination via organozinc reagents in the presence of diphenyl phosphite
Org. Biomol. Chem.71Zhang, SLFALSEFALSEFALSEFALSE
3329
10.1002/chem.201103304
Gold(I)-Catalyzed Stereoselective Synthesis of Alkenyl Phosphates by Hydrophosphoryloxylation
Chem.-Eur. J.71Nolan, SPFALSEFALSEFALSEFALSE
3330
10.1021/jo202037x
Ni(COD)(2)/PCy3 Catalyzed Cross-Coupling of Aryl and Heteroaryl Neopentylglycolboronates with Aryl and Heteroaryl Mesylates and Sulfamates in THF at Room Temperature
J. Org. Chem.71Percec, VFALSEFALSEFALSEFALSE
3331
10.1016/j.ica.2011.08.005
Mixed-ligand thiosemicarbazone complexes of nickel: Synthesis, structure and catalytic activity
Inorg. Chim. Acta71Bhattacharya, SFALSEFALSEFALSEFALSE
3332
10.1016/j.jorganchem.2011.07.047
Microwave synthesis of bis(tetrazolato)-Pd-II complexes with PPh3 and water-soluble 1,3,5-triaza-7-phosphaadamantane (PTA). The first example of C-CN bond cleavage of propionitrile by a Pd-II Centre
J. Organomet. Chem.
71Lasri, JFALSEFALSEFALSEFALSE
3333
10.1021/om2003706
Hydrodehalogenation of Aryl Chlorides and Aryl Bromides Using a Microwave-Assisted, Copper-Catalyzed Concurrent Tandem Catalysis Methodology
Organometallics71Lin, SFALSEFALSEFALSEFALSE
3334
10.1021/om200090d
N-Heterocyclic Carbene Bound Nickel(1) Complexes and Their Roles in Catalysis
Organometallics71Louie, JFALSEFALSEFALSEFALSE
3335
10.1002/ejic.201100007
The Relationship between the Electrochemical and Chemical Oxidation of Ferrocene-Containing Carbonyl-Phosphane-beta-Diketonato-Rhodium(I) Complexes - Cytotoxicity of [Rh(FcCOCHCOPh)(CO)(PPh3)]
Eur. J. Inorg. Chem.71Swarts, JCFALSETRUEFALSEFALSE
3336
10.1002/asia.201000601
Nickel(0) Complexes with Fluorinated Alkyne Ligands and their Reactivity towards Semihydrogenation and Hydrodefluorination with Water
Chem.-Asian J.71Garcia, JJFALSEFALSEFALSEFALSE
3337
10.1021/ja100783c
Palladium-Catalyzed Ortho-Arylation of O-Phenylcarbamates with Simple Arenes and Sodium Persulfate
J. Am. Chem. Soc.71Dong, VMFALSEFALSEFALSEFALSE
3338
10.1021/jo902185c
Chelation-Assisted Palladium-Catalyzed Cascade Bromination/Cyanation Reaction of 2-Arylpyridine and 1-Arylpyrazole C-H Bonds
J. Org. Chem.71Cheng, JFALSEFALSEFALSEFALSE
3339
10.1021/jm8001795
Synthesis and evaluation of estrogen agonism of diaryl 4,5-dihydroisoxazoles, 3-hydroxyketones, 3-methoxyketones, and 1,3-diketones: A compound set forming a 4D molecular library
J. Med. Chem.71Pulkkinen, JTFALSEFALSEFALSEFALSE
3340
10.1016/j.tetlet.2008.03.096
Highly efficient and economic synthesis of new substituted amino-bispyridyl derivatives via copper and palladium catalysis
Tetrahedron Lett.71Fischmeister, CFALSEFALSEFALSEFALSE
3341
10.1021/jo991196s
The fluorine atom as a cation-stabilizing auxiliary in biomimetic polyene cyclizations: Total synthesis of dl-dammarenediol
J. Org. Chem.71Bartlett, WRFALSEFALSEFALSEFALSE
3342
10.5059/yukigoseikyokaishi.52.900
MOP - A MONODENTATE CHIRAL PHOSPHINE LIGAND FOR CATALYTIC ASYMMETRIC REACTIONS
J. Synth. Org. Chem. Jpn.
71HAYASHI, TFALSEFALSEFALSEFALSE
3343
10.1039/d1sc06422c
Synergistic Bronsted/Lewis acid catalyzed aromatic alkylation with unactivated tertiary alcohols or di-tert-butylperoxide to synthesize quaternary carbon centers
Chem. Sci.71
Gottemann, L; Kou, KGM
FALSEFALSEFALSEFALSE
3344
10.1002/ejic.202100870
Pincer-Type Mesoionic Carbene Nickel(II) Complexes: Synthesis, Properties, Reactions, and Catalytic Application to the Suzuki-Miyaura Coupling Reaction of Aryl Bromides
Eur. J. Inorg. Chem.71Matsubara, KFALSEFALSEFALSEFALSE
3345
10.1016/j.tet.2021.132526
Reductive N-alkylation of primary amides using nickel-nanoparticles
Tetrahedron71Jagadeesh, RVFALSEFALSEFALSEFALSE
3346
10.1016/j.mcat.2021.111987
Visible light-driven direct synthesis of ketones from aldehydes via C-H bond activation using NiCu nanoparticles adorned on carbon nano onions
Mol. Catal.71Heydari, AFALSEFALSEFALSEFALSE
3347
10.1016/j.tet.2021.132451
Switching between borrowing hydrogen and acceptorless dehydrogenative coupling by base transition-metal catalysts
Tetrahedron71Ding, KYFALSEFALSEFALSEFALSE
3348
10.1002/anie.202107356
N-Atom Deletion in Nitrogen Heterocycles
Angew. Chem.-Int. Edit.
71Lu, HJFALSEFALSEFALSEFALSE
3349
10.1021/acscatal.1c02956
Enhanced Hydride Donation Achieved Molybdenum Catalyzed Direct N-Alkylation of Anilines or Nitroarenes with Alcohols: From Computational Design to Experiment
ACS Catal.71Ke, ZFFALSEFALSEFALSEFALSE
3350
10.1055/a-1523-3228
Nickel-Catalyzed Regiodivergent Reductive Hydroarylation of Styrenes
Synlett71He, YL; Zhu, SLFALSEFALSEFALSEFALSE
3351
10.1021/jacs.1c03459
Site-Selective C-H alkylation of Complex Arenes by a Two-Step Aryl Thianthrenation-Reductive Alkylation Sequence
J. Am. Chem. Soc.71Ritter, TFALSEFALSEFALSEFALSE
3352
10.1039/d0qo01589j
Lithium-bromine exchange reaction on C-60: first theoretical proposal of a stable singlet fullerene carbene without the heteroatom
Org. Chem. Front.71Zhao, XFALSEFALSEFALSEFALSE
3353
10.1021/jacs.1c00618
Photocatalytic Dehydroxymethylative Arylation by Synergistic Cerium and Nickel Catalysis
J. Am. Chem. Soc.71Zuo, ZWTRUEFALSEFALSEFALSE
3354
10.1021/acsomega.7b01165
Palladium-Catalyzed Decarboxylative Coupling of Alkynyl Carboxylic Acids with Aryl Tosylates
ACS Omega71Lee, SFALSEFALSEFALSEFALSE
3355
10.1021/acs.orglett.7b01486
Asymmetric Syntheses of Amaryllidaceae Alkaloids (-)-Crinane and (+)-4a-Dehydroxycrinamabine
Org. Lett.71Wang, YQFALSEFALSEFALSEFALSE
3356
10.1039/c7cc03037a
A cascade Claisen rearrangement/o-quinone methide formation/electrocyclization approach to 2H-chromenes
Chem. Commun.71Song, LYFALSEFALSEFALSEFALSE
3357
10.1002/anie.201611720
Ni-Catalyzed Stannylation of Aryl Esters via C-O Bond Cleavage
Angew. Chem.-Int. Edit.
71Martin, RFALSEFALSEFALSEFALSE
3358
10.1002/anie.201609930
Stereospecific Palladium-Catalyzed Acylation of Enantioenriched Alkylcarbastannatranes: A General Alternative to Asymmetric Enolate Reactions
Angew. Chem.-Int. Edit.
71Biscoe, MRFALSEFALSEFALSEFALSE
3359
10.1021/jacs.6b11610
Palladium-Catalyzed Asymmetric alpha-Arylation of Alkylnitriles
J. Am. Chem. Soc.71Zhou, JRFALSEFALSEFALSEFALSE
3360
10.1002/ejoc.201601024
Bimetallic Cu-Mn-Catalyzed Synthesis of 2-Arylquinazolin-4(3H)-ones: Aqueous Ammonia as Source of a Ring Nitrogen Atom
Eur. J. Org. Chem.71Bharate, SBFALSEFALSEFALSEFALSE
3361
10.1016/j.tet.2016.08.058
CoPc/Cu(OAc)(2)-catalyzed N-arylation of amines with arylhydrazines leading to N-aryl amines
Tetrahedron71Zou, JPFALSEFALSEFALSEFALSE
3362
10.1021/acs.orglett.6b02265
Cyanation of Phenol Derivatives with Aminoacetonitriles by Nickel Catalysis
Org. Lett.71Itami, KFALSEFALSEFALSEFALSE
3363
10.1021/jacs.6b06285
Transition-Metal-Free Stereospecific Cross-Coupling with Alkenylboronic Acids as Nucleophiles
J. Am. Chem. Soc.71Tang, WJFALSEFALSEFALSEFALSE
3364
10.1039/c6cc05330k
Cobalt-catalyzed chelation assisted C-H allylation of aromatic amides with unactivated olefins
Chem. Commun.71Chatani, NFALSEFALSEFALSEFALSE
3365
10.1002/chem.201602150
Coupling Reaction of Enol Derivatives with Silyl Ketene Acetals Catalyzed by Gallium Trihalides
Chem.-Eur. J.71Nishimoto, YFALSEFALSEFALSEFALSE
3366
10.1021/acs.orglett.6b01745
Chemo- and Regioselective Functionalization of Polyols through Catalytic C(sp(3))-C(sp(3)) Kumada-Type Coupling of Cyclic Sulfate Esters
Org. Lett.71Morandi, BFALSEFALSEFALSEFALSE
3367
10.1021/jacs.6b03855
Direct Hydroxylation and Amination of Arenes via Deprotonative Cupration
J. Am. Chem. Soc.71
Hirano, K; Uchiyama, M
FALSEFALSEFALSEFALSE
3368
10.1002/adsc.201500743
The Barbier-Grignard-Type Arylation of Ketones and Unexpected Cross-Coupling of Phenolic Ketones using Unactivated Aryl Bromides
Adv. Synth. Catal.71
Tang, Y; Zhang, YM
FALSEFALSEFALSEFALSE
3369
10.1021/acscatal.5b02524
Copper-Catalyzed Boron-Selective C(sp(2))-C(sp(3)) Oxidative Cross-Coupling of Arylboronic Acids and Alkyltrifluoroborates Involving a Single-Electron Transmetalation Process
ACS Catal.71Li, PFFALSETRUEFALSEFALSE
3370
10.1039/c6ra12557c
Aryl diazonium salt and thioacetamide: a catalyst free, efficient blend of an inexpensive arylating agent with S surrogate for sulphide synthesis
RSC Adv.71Nagarkar, JMFALSEFALSEFALSEFALSE
3371
10.1039/c6qo00011h
Low-valent cobalt-catalyzed C-H allylation
Org. Chem. Front.71Zeng, XMFALSEFALSEFALSEFALSE
3372
10.1038/s41467-020-20888-5
NiH-catalyzed asymmetric hydroarylation of N-acyl enamines to chiral benzylamines
The Pd-catalyzed desulfonative cross-coupling reaction of benzylic sulfone derivatives with 1,3-oxazoles via a deprotonative pathway has been developed. Broad substrate scope for both sulfone and 1,3-oxazole partners is observed, affording a variety of 1,3-oxazole-containing triarylmethanes. Sulfone partners that are primary benzylic, secondary benzylic, and benzhydryl are all effective. Using this method, the straightforward synthesis of multiply arylated structures has been demonstrated.
Nat. Commun.70Zhu, SLFALSEFALSEFALSEFALSE
3373
10.1021/acs.orglett.0c03865
Palladium-Catalyzed Allyl-Allyl Reductive Coupling of Allylamines or Allylic Alcohols with H-2 as Sole Reductant
A switchable site-selective catalytic carboxylation of allylic alcohols has been developed in which CO2 is used with dual roles, both facilitating C-OH cleavage and as a C-1 source. This protocol is characterized by its mild reaction conditions, absence of stoichiometric amounts of organometallic reagents, broad scope, and exquisite regiodivergency which can be modulated by the type of ligand employed.
Org. Lett.70Huang, HMFALSEFALSEFALSEFALSE
3374
10.1021/acscatal.0c04199
FMPhos: Expanding the Catalytic Capacity of Small-Bite-Angle Bisphosphine Ligands in Regioselective Alkene Hydrofunctionalizations
A novel iridium-catalyzed ring-opening reaction of azabicyclic alkenes with a variety of fluoroalkylamines was developed. The reaction gave a series of fluorinated trans-1,2-diamine derivatives in good to excellent yields (up to 98%) under relatively mild conditions. The effects of various ligands, catalyst loading, solvents, and temperatures on the yield of the reaction were also investigated. This is the first time that fluorinated compounds were synthesized by incorporating a series of fluoroalkylamines into hydronaphthalene skeleton.
ACS Catal.70Dong, GBFALSEFALSEFALSEFALSE
3375
10.1039/d0ob01874k
Probing the versatility of metallo-electro hybrid catalysis: enabling access towards facile C-N bond formation
Copper-catalyzed regioselective C-H sulfonyloxylation of electron-rich arenes with p-toluenesulfonic acid has been developed. Electron-rich benzene derivatives and heteroarenes can undergo this C-H sulfonyloxylation reaction to generate aryl tosylates. Furthermore, sulfonyloxylation of aryl(mesityl)iodonium sulfonates has also been investigated. Both aryl(mesityl)iodonium tosylates and triflates can react smoothly to get aryl sulfonates. The formed aryl sulfonates can be converted to phenols, as well as used as good partners of cross-coupling reactions. [GRAPHICS]
Org. Biomol. Chem.70Roy, SRFALSEFALSEFALSEFALSE
3376
10.1016/j.saa.2020.118667
Synthesis of novel xanthene based analogues: Their optical properties, jack bean urease inhibition and molecular modelling studies
Amides have been widely studied for decades, but their synthetic utility has remained limited in reactions that proceed with rupture of the amide C-N bond. Using Ni catalysis, we have found that amides can now be strategically employed in several important transformations: esterification, transamidation, Suzuki-Miyaura couplings, and Negishi couplings. These methodologies provide exciting new tools to build C-heteroatom and C-C bonds using an unconventional reactant (i.e., the amide), which is ideally suited for use in multi-step synthesis. It is expected that the area of amide C-N bond activation using nonprecious metals will continue to flourish and, in turn, will promote the growing use of amides as synthons in organic synthesis.
Spectroc. Acta Pt. A-Molec. Biomolec. Spectr.
70Lee, KHFALSEFALSEFALSEFALSE
3377
10.1021/acs.orglett.0c02462
Palladium-Catalyzed Decarbonylative Heck Coupling of Aromatic Carboxylic Acids with Terminal Alkenes
This work emphasizes the synthesis of substituted vinyl arenes by reductive coupling of aryl halides with vinyl bromides under mild and easy-to-operate nickel-catalyzed reaction conditions. A broad range of aryl halides, including heteroaromatics, and vinyl bromides were employed to yielding products in moderate to excellent yields with high functional- group tolerance. The nickel-catalytic system displays good chemoselectivity between the two C(sp(2))-halide coupling partners, thus demonstrating a mechanistic pathway distinct from other stepwise protocols.
Org. Lett.70Chen, TQFALSEFALSEFALSEFALSE
3378
10.1039/d0cc02697b
Nickel-catalyzed allyl-allyl coupling reactions between 1,3-dienes and allylboronates
A copper-catalyzed regioselective C-H selenylation of quinolines with readily available diaryl diselenides is developed based on a chelation-controlled radical cross-coupling strategy. The reaction is scalable, tolerates a wide spectrum of functional groups, and proceeds with excellent C5 regioselectivity to deliver selenoquinolines in high yields (up to 98 %). A single electron transfer (SET) mediated mechanism is proposed.
Chem. Commun.70Chen, QAFALSEFALSEFALSEFALSE
3379
10.1039/d0cc02851g
A directing group-assisted ruthenium-catalyzed approach to accessmeta-nitrated phenols
The nickel(I) complex [(eta(5)-Cp)Ni(IPr)] (Cp = cyclopentadienyl, IPr = 1,3-bis(2,6-diisopropylphenyl)imidazolin-2-ylidene) reacts with phenyl isothiocyanate to afford the new heteronickelacycle [(IPr)NiSC(NPh)N(Ph)CS] (1), which contains the novel bidentate and dianionic ligand {SC(NPh)N(Ph)CS}(2-). Complex 1 is also obtained from the nickel(0) compound [(IPr)-Ni(styrene)(2)] with two equivalents of PhNCS. The gamma-lactam-nickelacycle [(IPr)NiN(Ph)C(O)CH2CH(Ph) (3) is formed from [(IPr)Ni(styrene)(2)] and one equivalent of phenyl isocyanate. Complex 3 is a rare example of a nickel(II) complex with a T-shaped structure. Compounds 1 and 3 were characterized by X-ray crystallography, H-1 and C-13 NMR spectroscopy, UV-vis spectroscopy, and elemental analysis.
Chem. Commun.70
Lahiri, GK; Maiti, D
FALSEFALSEFALSEFALSE
3380
10.1021/acs.orglett.0c01747
Reciprocal-Activation Strategy for Allylic Sulfination with Unactivated Allylic Alcohols
The first Negishi cross-coupling of amides for the synthesis of versatile diaryl ketones by selective C-N bond activation under exceedingly mild conditions is reported. The cross-coupling was accomplished with bench-stable, inexpensive precatalyst [Ni(PPh3)(2)Cl-2] that shows high functional-group tolerance and enables the synthesis of highly functionalized diaryl ketone motifs. The coupling occurred with excellent chemoselectivity favoring the ketone (cf. biaryl) products. Notably, this process represents the mildest conditions for amide N-C bond activation accomplished to date (room temperature, <10min). Considering the versatile role of polyfunctional biaryl ketone linchpins in modern organic synthesis, availability, and excellent functional-group tolerance of organozinc reagents, this strategy provides a new platform for amide N-C bond/organozinc cross-coupling under mild conditions.
Org. Lett.70Xie, PZ; Loh, TPFALSEFALSEFALSEFALSE
3381
10.1021/acs.orglett.0c01123
Tetraethylphosphorodiamidate-Directed Metalation Group: Directed Ortho and Remote Metalation, Cross Coupling, and Remote Phospha Anionic Fries Rearrangement Reactions
Iron-catalyzed allylic substitution of allylic ethers with Grignard reagents is reported. Phenoxy group is successfully applied as a leaving group in iron-catalyzed allylic substitution reactions with Grignard reagents. (C) 2016 Published by Elsevier Ltd.
Org. Lett.70Snieckus, VFALSEFALSEFALSEFALSE
3382
10.1021/acsomega.9b04450
Nickel(II) Nanoparticles Immobilized on EDTA-Modified Fe3O4@SiO2 Nanospheres as Efficient and Recyclable Catalysts for Ligand-Free Suzuki-Miyaura Coupling of Aryl Carbamates and Sulfamates
A Rh-III-catalyzed C-H allylation of electron-deficient arenes, heteroarenes, and alkenes at room temperature was developed with allyl bromide. The reaction was carried out in diethyl ether without dehydration, and C-H activation was assisted by the directing anionic nitrogen of the aniline-derived amide. Following the allylation, a domino cycling synthesis of 3,4-dihydroisoquinolin-1(2H)-ones with N-bromosuccinimide (NBS) through intramolecular aminobromination of the introduced double bond was achieved.
ACS Omega70Inaloo, IDFALSEFALSEFALSEFALSE
3383
10.1021/acs.orglett.0c00633
C-O Bond Silylation Catalyzed by Iron: A General Method for the Construction of Csp(2)-Si Bonds
A direct route to enantio- and diastereopure nitrogen-substituted phosphine oxides has been developed. The desired P-stereogenic compounds were obtained in good yields and high purity. The starting point of the synthesis was (+)-camphor, which is a readily available compound from the chiral pool. The new nitrogen-substituted phosphine oxides could be transformed from their pentavalent state to their trivalent form with N,O-bis(trimethylsilyl)acetamide, which makes them potential chiral ligands. It was possible to apply these compounds as chiral-solvating agents in chiral recognition experiments with a racemic alcohol and acid.
Org. Lett.70Feng, ZFALSEFALSEFALSEFALSE
3384
10.3390/molecules25071590
A Simple Iron-Catalyst for Alkenylation of Ketones Using Primary Alcohols
We report the first example of a very general Cu-catalyzed cross-coupling of organoaluminum reagents with organohalides. The reactions proceed for the couplings of alkyl-, aryl-, and alkynylaluminum reagents with aryl and heteroaryl halides and vinyl bromides, affording the cross-coupled products in good to excellent yields. Both primary and secondary alkylaluminum reagents can be utilized as organometallic coupling partners. These reactions are not complicated by beta-hydride elimination, and as a result rearranged products are not observed with secondary alkylaluminum reagents even for couplings with heteroaryl halides under ligand-free conditions. Radical clock experiment with a radical probe and relative reactivity study of Ph3Al with two haloarenes, 1-bromonaphthalene and 4-chlorobenzonitrile, having two different redox potentials indicates that the reaction does not involve free aryl radicals and radical anions as intermediates. These results combined with the result of the Hammett plot obtained by reacting Ph(3)A1 with iodoarenes containing p-H, p-Me, p-F, and p-CF3 substituents, which shows a linear curve (R-2 = 0.99) with a p value of +1.06, suggest that the current transformation follows an oxidative addition reductive elimination pathway.
Molecules70Banerjee, DFALSEFALSEFALSEFALSE
3385
10.1039/c9cp06802c
Strategy used to synthesize high activity and low Pd catalyst for Suzuki coupling reaction: an experimental and theoretical investigation
Perovskite LaFeO3/montmorillonite nanocomposites (LaFeO3/MMT) have been successfully prepared via assembling LaFeO3 nanoparticles on the surface of montmorillonite with citric acid assisted sol-gel method. The results indicated that the uniform LaFeO3 nanoparticles were densely deposited onto the surface of montmorillonite, mainly ranging in diameter from 10 nm to 15 nm. The photocatalytic activity of LaFeO3/MMT was evaluated by the degradation of Rhodamine B (RhB) under visible light irradiation, indicating that LaFeO3/MMT exhibited remarkable adsorption efficiency and excellent photocatalytic activity with the overall removal rate of RhB up to 99.34% after visible light irradiation lasting for 90 min. The interface characteristic and possible degradation mechanism were explored. The interface characterization of LaFeO3/MMT suggested that LaFeO3 nanoparticles could be immobilized on the surface of montmorillonite with the Si-O-Fe bonds. The abundant hydroxyl groups of montmorillonite, semiconductor photocatalysis of LaFeO3 and Fenton-like reaction could enhance the photocatalytic degradation through a synergistic effect. Therefore, the LaFeO3/MMT is a very promising photocatalyst in future industrial application to treat effectively wastewater of dyes.
Phys. Chem. Chem. Phys.
70Hu, JPFALSEFALSEFALSEFALSE
3386
10.1016/j.tet.2020.130968
MnO2 mediated sequential oxidation/olefination of alkyl-substituted heteroarenes with alcohols
Pd-Catalyzed C(sp(3))-C(sp(2)) cross-coupling of Y(CH2SiMe3)(3)(THF)(2) with vinyl bromides and triflates has been developed for efficient synthesis of various allyltrimethylsilanes. The cross-coupling reaction was conducted at room temperature with low catalyst loading of either Pd(PPh3)(4) or Pd(PPh3)(2)Cl-2, and exhibited high efficiency and a broad substrate scope. In combination with the cross-coupling by the Lewis-acid catalyzed Hosomi-Sakurai reaction, a novel three-component one-pot cascade reaction was then accomplished to deliver homoallylic alcohols and ethers with high regioselectivity and diastereoselectivity. The three-component reaction defined the yttrium complex as a novel one-carbon synthon, which could either trigger bifunctionalization of alkenes or link two electrophiles and would find applications in organic synthesis.
Tetrahedron70Zhang, GYFALSEFALSEFALSEFALSE
3387
10.1055/s-0039-1690740
Transition-Metal-Catalyzed Suzuki-Miyaura-Type Cross-Coupling Reactions of pi-Activated Alcohols
The incorporation of N-heterocyclic carbenes into the well-established pincer ligand platform entails a number of attractive benefits. For example, NHCs are strong donors, and the metal-carbene bond is often remarkably robust towards oxidative and hydrolytic conditions and thus sustains in air, moisture, and even highly acidic environments. Moreover, NHCs can be readily functionalized and modulated and thus provide excellent opportunities for fine-tuning the properties of a coordinated metal center. As a consequence, the combination of the concepts of pincer ligands and of NHCs has much appeal and continues to attract considerable interest. This chapter summarizes accomplishments over the last 5 years in the domain of pincer carbene complexes containing Group 8-10 metals, including synthetic aspects as well as application of these complexes, which has included in particular catalysis and to a lesser extent materials science and medicinal areas.
Synthesis70Samec, JSMFALSEFALSEFALSEFALSE
3388
10.1038/s41467-020-14799-8
Organocatalytic asymmetric N-sulfonyl amide C-N bond activation to access axially chiral biaryl amino acids
Nat. Commun.70Fu, ZQ; Huang, WFALSEFALSEFALSEFALSE
3389
10.1007/s11426-019-9679-6
Palladium-catalyzed regioselective cascade reaction of carbon dioxide, amines and allenes for the synthesis of functionalized carbamates
Sci. China-Chem.70Qi, CR; Jiang, HFFALSEFALSEFALSEFALSE
3390
10.1021/acs.organomet.9b00672
The Synthesis and Catalytic Activity of New Mixed NHC-Phosphite Nickel(0) Complexes
Organometallics70
Dorta, R; Stewart, SG
FALSEFALSEFALSEFALSE
3391
10.1021/acs.orglett.9b03633
Ni-Catalyzed Intermolecular Allylic Dearomatization Reaction of Tryptophols and Tryptamines
Org. Lett.70You, SLFALSEFALSEFALSEFALSE
3392
10.1002/anie.201912629
Ligand-Controlled Regiodivergent Hydroalkylation of Pyrrolines
Angew. Chem.-Int. Edit.
70Hu, XLFALSEFALSEFALSEFALSE
3393
10.1021/acs.organomet.9b00386
Cooperative Bond Activation Reactions with Nickel and Palladium Carbene Complexes with a PCcarbeneS Pincer Ligand
Organometallics70Gessner, VHFALSEFALSEFALSEFALSE
3394
10.1055/s-0039-1690017
Construction of Esters through Sulfuryl Fluoride (SO (2) F (2) ) Mediated Dehydrative Coupling of Carboxylic Acids with Alcohols at Room Temperature
Synthesis70Qin, HLFALSEFALSEFALSEFALSE
3395
10.3390/inorganics7100121
Successive Activation of C-H and C-O Bonds of Vinyl Ethers by a Diphosphine and Hydrido-Bridged Diiridium Complex
Inorganics70Fujita, KFALSEFALSEFALSEFALSE
3396
10.1038/s41467-019-11392-6
Enantioselective benzylic C-H arylation via photoredox and nickel dual catalysis
Nat. Commun.70Lu, ZFALSEFALSEFALSEFALSE
3397
10.1021/acs.orglett.9b02130
Asymmetric Hydroarylation of Enones via Nickel-Catalyzed 5-Endo-Trig Cyclization
Org. Lett.70Zhou, JRSFALSEFALSEFALSEFALSE
3398
10.1021/jacs.9b03991
Ni-Catalyzed Arylboration of Unactivated Alkenes: Scope and Mechanistic Studies
J. Am. Chem. Soc.70Brown, MKFALSEFALSEFALSEFALSE
3399
10.1038/s41467-019-09783-w
Nickel-catalysed selective migratory hydrothiolation of alkenes and alkynes with thiols
Nat. Commun.70Zhu, SLFALSEFALSEFALSEFALSE
3400
10.1039/c9dt00205g
Effects of the number of cyclometalated rings and ancillary ligands on the rate of MeI oxidative addition to platinum(ii)-pincer complexes
Dalton Trans.70
Nabavizadeh, SM
FALSEFALSEFALSEFALSE
3401
10.1038/s42004-019-0132-5
Theoretical study of FMO adjusted C-H cleavage and oxidative addition in nickel catalysed C-H arylation
Comm. Chem.70Bai, RP; Lan, YFALSEFALSEFALSEFALSE
3402
10.1002/anie.201811343
Enantiospecific Synthesis of ortho-Substituted 1,1-Diarylalkanes by a 1,2-Metalate Rearrangement/anti-S(N)2 ' Elimination/Rearomatizing Allylic Suzuki-Miyaura Reaction Sequence
Angew. Chem.-Int. Edit.
70Aggarwal, VKFALSEFALSEFALSEFALSE
3403
10.1016/j.poly.2018.11.004
An efficient protocol for the synthesis of thioethers via iron-catalyzed cross-coupling reaction and its mechanistic investigation
Polyhedron70Abi, TGFALSEFALSEFALSEFALSE
3404
10.1021/acscatal.8b02998
Manganese Catalyzed alpha-Alkylation of Nitriles with Primary Alcohols
ACS Catal.70Maji, BFALSEFALSEFALSEFALSE
3405
10.1055/s-0037-1610161
A High-Throughput Approach to Discovery: Heck-Type Reactivity with Aldehydes
Synlett70Newman, SGFALSEFALSEFALSEFALSE
3406
10.1002/cctc.201800677
Molybdenum-Catalyzed Dehydrogenative Synthesis of Imines from Alcohols and Amines
ChemCatChem70Madsen, RFALSEFALSEFALSEFALSE
3407
10.1021/acs.orglett.8b01772
Nickel-Catalyzed Intramolecular Arylcyanation for the Synthesis of 3,3-Disubstituted Oxindoles
Org. Lett.70Lautens, MFALSEFALSEFALSEFALSE
3408
10.1021/acs.joc.8b00160
Esterification of Aryl and Alkyl Amides Enabled by Tailor-Made and Proposed Nickel Catalyst: Insights from Theoretical Investigation
J. Org. Chem.70Dang, LFALSEFALSEFALSEFALSE
3409
10.1038/s41467-018-03928-z
Cross-coupling polycondensation via C-O or C-N bond cleavage
Nat. Commun.70
Wang, C; Uchiyama, M
FALSEFALSEFALSEFALSE
3410
10.1021/acscatal.7b03432
Nickel-Catalyzed 1,2-Aminoarylation of Oxime Ester-Tethered Alkenes with Boronic Acids
ACS Catal.70Selander, NFALSEFALSEFALSEFALSE
3411
10.1039/c6ra15665g
A mechanistic study on multifunctional Fei-Phos ligand-controlled asymmetric palladium-catalyzed allylic substitutions
RSC Adv.70Xu, LWFALSEFALSEFALSEFALSE
3412
10.1039/c6cc06048j
Efficient nickel-catalyzed phosphinylation of C-S bonds forming C-P bonds
Chem. Commun.70Chen, TQ; Yin, SFFALSEFALSEFALSEFALSE
3413
10.6023/cjoc201503007
Recent Advances of Transition Metal-Catalyzed C(sp(3))-C(sp(3)) Cross-Coupling Reactions of Non-activated Alkyl Halides
Chin. J. Org. Chem.70FALSEFALSEFALSEFALSE
3414
10.1021/acs.orglett.5b00353
Rearrangement of Dypnones to 1,3,5-Triarylbenzenes
Org. Lett.70Li, HJFALSEFALSEFALSEFALSE
3415
10.1021/ar500345f
Exploration of Earth-Abundant Transition Metals (Fe, Co, and Ni) as Catalysts in Unreactive Chemical Bond Activations
Accounts Chem. Res.
70Shi, ZJFALSEFALSEFALSEFALSE
3416
10.1039/c4ob01627k
Trifluoromethanesulfonyloxy-group-directed regioselective (3+2) cycloadditions of benzynes for the synthesis of functionalized benzo-fused heterocycles
Org. Biomol. Chem.70Ikawa, TFALSEFALSEFALSEFALSE
3417
10.1039/c5sc00505a
Palladium-catalyzed cross-coupling of alpha-bromocarbonyls and allylic alcohols for the synthesis of alpha-aryl dicarbonyl compounds
Chem. Sci.70Tambar, UKFALSEFALSEFALSEFALSE
3418
10.1021/ol500701n
Synthesis of Arylglycines from CO2 through alpha-Amino Organomanganese Species
Org. Lett.70Mita, TFALSEFALSEFALSEFALSE
3419
10.1021/jo402798k
Copper-Catalyzed Oxidative Coupling of Formamides with Salicylaldehydes: Synthesis of Carbamates in the Presence of a Sensitive Aldehyde Group
J. Org. Chem.70Wang, JJFALSEFALSEFALSEFALSE
3420
10.1021/ol500258q
Using Rh(III)-Catalyzed C-H Activation as a Tool for the Selective Functionalization of Ketone-Containing Molecules
Org. Lett.70Glorius, FFALSEFALSEFALSEFALSE
3421
10.1021/ja412107b
A Mild Ni/Cu-Catalyzed Silylation via C-O Cleavage
J. Am. Chem. Soc.70Martin, RFALSEFALSEFALSEFALSE
3422
10.1016/j.tetlet.2014.01.001
One-pot synthesis of aryl alkyl thioethers and diaryl disulfides using carbon disulfide as a sulfur surrogate in the presence of diethylamine catalyzed by copper(I) iodide in polyethylene glycol (PEG200)
Tetrahedron Lett.70Firouzabadi, HFALSEFALSEFALSEFALSE
3423
10.1002/adsc.201300485
Nickel-Catalyzed Coupling of Fluoroarenes and Amines
Adv. Synth. Catal.70Wang, ZXFALSEFALSEFALSEFALSE
3424
10.1021/jo401936v
Ni-Catalyzed Reductive Homocoupling of Unactivated Alkyl Bromides at Room Temperature and Its Synthetic Application
J. Org. Chem.70Peng, YFALSEFALSEFALSEFALSE
3425
10.1021/jo4007046
Transition-Metal-Free Arylations via Photogenerated Triplet 4-Alkyl- and 4-Trimethylsilylphenyl Cations
J. Org. Chem.70Protti, STRUEFALSEFALSEFALSE
3426
10.1016/j.tet.2012.12.030
[Pd(PPh3)(2)(saccharinate)(2)]-general catalyst for Suzuki-Miyaura, Negishi cross-coupling and C-H bond functionalization of coumaryl and pyrone substrates
Tetrahedron70Kapdi, ARFALSEFALSEFALSEFALSE
3427
10.1002/anie.201209457
Aerobic Oxidative Heck/Dehydrogenation Reactions of Cyclohexenones: Efficient Access to meta-Substituted Phenols
Angew. Chem.-Int. Edit.
70Stahl, SSFALSEFALSEFALSEFALSE
3428
10.1021/jo302088t
Synthesis of Aryl Thioethers through the N-Chlorosuccinimide-Promoted Cross-Coupling Reaction of Thiols with Grignard Reagents
J. Org. Chem.70Lee, CFFALSEFALSEFALSEFALSE
3429
10.1055/s-0032-1316738
Challenges and Achievements in the Transition-Metal-Catalyzed Asymmetric alpha-Arylation of Aldehydes
Synlett70Mazet, CFALSEFALSEFALSEFALSE
3430
10.1002/ejoc.200900538
A General and Efficient Suzuki-Miyaura Cross-Coupling Protocol Using Weak Base and No Water: The Essential Role of Acetate
Eur. J. Org. Chem.70Wang, BFALSEFALSEFALSEFALSE
3431
10.1021/ol702122d
Nickel(0) triethyl phosphite complex-catalyzed allylic substitution with retention of regio- and stereochemistry
Org. Lett.70Yatsumonji, YFALSEFALSEFALSEFALSE
3432
10.1016/j.tetlet.2006.07.085
Rh(I)-catalyzed cross-coupling reactions of alkenyl tosylates with potassium aryltrifluoroborates
Tetrahedron Lett.70Wu, JFALSEFALSEFALSEFALSE
3433
10.1002/chem.200600173
Pentamethylcyclopentadienyl-ruthenium catalysts for regio- and enantioselective allylation of nucleophiles
Chem.-Eur. J.70Bruneau, CFALSEFALSEFALSEFALSE
3434
10.1246/bcsj.77.347
Hydroesterification of vinylarenes catalyzed by palladium complexes of dialkylmonoaryl- and monoalkyldiarylphosphines
Bull. Chem. Soc. Jpn.
70Nozaki, KFALSEFALSEFALSEFALSE
3435
10.1021/jo0351318
Stereospecific Pd(0)-catalyzed arylation of an allylic hydroxy phosphonate derivative: Formal synthesis of (S)-(+)-ar-Turmerone
J. Org. Chem.70Spilling, CDFALSEFALSEFALSEFALSE
3436
10.3998/ark.5550190.0004.608
Facile and efficient oxidation of sulfides to sulfoxides in water using hypervalent iodine reagents
Arkivoc70Kita, YFALSEFALSEFALSEFALSE
3437
10.1016/S0040-4020(01)86035-X
SYNTHESIS OF ALPHA-AMINO-ACIDS USING TRANSITION-METAL CATALYSIS-ALKYLATION OF SCHIFF-BASES DERIVED FROM ALPHA - AMINO-ACID ESTERS (REGIO, STEREO - SELECTIVITY
Tetrahedron70GENET, JPFALSEFALSEFALSEFALSE
3438
10.1002/chem.202200280
Direct gem-Difluoroalkenylation of X-H Bonds with Trifluoromethyl Ketone N-Triftosylhydrazones for Synthesis of Tetrasubstituted Heteroatomic gem-Difluoroalkenes
Chem.-Eur. J.70Bi, XHFALSEFALSEFALSEFALSE
3439
10.1021/acscatal.1c05271
Catalytic Formal Conjugate Addition: Direct Synthesis of delta-Hydroxynitriles from Nitriles and Allylic Alcohols
ACS Catal.70Gunanathan, CFALSEFALSEFALSEFALSE
3440
10.1021/jacs.1c12654
Empirical Guidelines for the Development of Remote Directing Templates through Quantitative and Experimental Analyses
J. Am. Chem. Soc.70Yu, JQFALSEFALSEFALSEFALSE
3441
10.1002/ejoc.202101535
Palladium-Catalyzed Benzylic Silylation of Diarylmethyl Carbonates with Silylboranes under Base-Free Conditions
Eur. J. Org. Chem.70Hirano, KFALSEFALSEFALSEFALSE
3442
10.1021/acsanm.1c03736
Metal-Organic Framework-Derived p-Type Cu3P/Hexagonal Boron Nitride Nanostructures for Photocatalytic Oxidative Coupling of Aryl Halides to Biphenyl Derivatives
ACS Appl. Nano Mater.
70Majid, KTRUEFALSEFALSEFALSE
3443
10.1039/d1ra04572e
Effects of the halogenido ligands on the Kumada-coupling catalytic activity of [Ni{tBuN(PPh2)2-kappa 2P}X2], X = Cl, Br, I, complexes
RSC Adv.70Kyritsis, PFALSEFALSEFALSEFALSE
3444
10.1039/d1qo01153g
Mechanisms and origins of regioselectivities of nickel-catalyzed beta,delta-vinylarylation of alkenyl esters with vinyl triflates and arylzinc reagents
Org. Chem. Front.70Li, JFALSEFALSEFALSEFALSE
3445
10.1002/anie.202110785
The Anionic Pathway in the Nickel-Catalysed Cross-Coupling of Aryl Ethers
Angew. Chem.-Int. Edit.
70
Borys, AM; Hevia, E
FALSEFALSEFALSEFALSE
3446
10.1039/d1qo01219c
Nickel-catalyzed electrochemical reductive relay cross-coupling of alkyl halides with alkyl carboxylic acids
Org. Chem. Front.70Cheng, BFALSEFALSEFALSEFALSE
3447
10.1021/acs.accounts.1c00480
Nickel-Catalyzed Reductive Carboxylation and Amidation Reactions
Accounts Chem. Res.
70Martin, RFALSEFALSEFALSEFALSE
3448
10.1038/s41467-021-25696-z
gamma-Selective C(sp(3))-H amination via controlled migratory hydroamination
Nat. Commun.70Hong, SFALSEFALSEFALSEFALSE
3449
10.1002/ejoc.202100866
Chroman-4-one-Based Amino Bidentate Ligand: An Efficient Ligand for Suzuki-Miyaura and Mizoroki-Heck Coupling Reactions in Aqueous Medium
Eur. J. Org. Chem.70Khan, DFALSEFALSEFALSEFALSE
3450
10.1038/s41467-021-25127-z
Facile access to C-glycosyl amino acids and peptides via Ni-catalyzed reductive hydroglycosylation of alkynes
Nat. Commun.70Xu, P; Yu, BAFALSEFALSEFALSEFALSE
3451
10.1080/00397911.2021.1955931
Based on C-O bond activation: Palladium catalysts in cross-coupling reactions
Synth. Commun.70Yu, HFALSEFALSEFALSEFALSE
3452
10.1021/acscatal.1c02088
Photoredox-Catalyzed Stereoselective Synthesis of C-Nucleoside Analogues from Glycosyl Bromides and Heteroarenes
ACS Catal.70Yu, SYTRUEFALSEFALSEFALSE
3453
10.1002/slct.202101388
Metal-Free Synthesis of Diarylmethanes through Visible-Light Induced Radical Reactions with Arylamines
ChemistrySelect70Deng, CFALSEFALSEFALSEFALSE
3454
10.1002/ejoc.202100286
Use of Isopropyl Alcohol as a Reductant for Catalytic Dehydoxylative Dimerization of Benzylic Alcohols Utilizing Ti-O Bond Photohomolysis
Eur. J. Org. Chem.70Iwasawa, NTRUEFALSEFALSEFALSE
3455
10.1021/acs.orglett.1c00892
Enantio- and Regioselective CuH-Catalyzed Conjugate Reduction of Yne-Allenones
Org. Lett.70Li, GGFALSEFALSEFALSEFALSE
3456
10.1039/d1ob00610j
Ni-Catalyzed radical cyclization of vinyl azides with cyclobutanone oxime esters to access cyanoalkyl containing quinoxalin-2(1H)-ones
Org. Biomol. Chem.70Zhou, NNFALSEFALSEFALSEFALSE
3457
10.1002/chem.202100390
Synthesis of Spirocycles via Ni-Catalyzed Intramolecular Coupling of Thioesters and Olefins
Chem.-Eur. J.70Wei, HFALSEFALSEFALSEFALSE
3458
10.1021/acs.organomet.1c00018
Diaryl Ether Formation Merging Photoredox and Nickel Catalysis
Organometallics70Nevado, CTRUEFALSEFALSEFALSE
3459
10.1039/c7sc01204g
Introducing unactivated acyclic internal aliphatic olefins into a cobalt catalyzed allylic selective dehydrogenative Heck reaction
Chem. Sci.70Maiti, DFALSEFALSEFALSEFALSE
3460
10.1002/anie.201703029
Enantioselective Propargylation of Polyols and Desymmetrization of meso 1,2-Diols by Copper/Borinic Acid Dual Catalysis
Angew. Chem.-Int. Edit.
70Niu, DWFALSEFALSEFALSEFALSE
3461
10.1055/s-0036-1588734
Fused Pyrrolo[2,3-d]pyrimidines (7-Deazapurines) by Palladium-Catalyzed Direct N-H and C-H Arylation Reactions
Synthesis70Dodonova, JFALSEFALSEFALSEFALSE
3462
10.6023/cjoc201612031
Applications of Transition Metal Catalyzed Coupling Reactions in the Synthesis of C-Glycosides
Chin. J. Org. Chem.70Sun, JSFALSEFALSEFALSEFALSE
3463
10.1002/anie.201702857
Switchable Site-Selective Catalytic Carboxylation of Allylic Alcohols with CO2
Angew. Chem.-Int. Edit.
70Martin, RFALSEFALSEFALSEFALSE
3464
10.1002/anie.201612385
Enantioselective Palladium-Catalyzed Carbonylative Carbocyclization of Enallenes via Cross-Dehydrogenative Coupling with Terminal Alkynes: Efficient Construction of alpha-Chirality of Ketones
Angew. Chem.-Int. Edit.
70
Zhu, C; Backvall, JE
FALSEFALSEFALSEFALSE
3465
10.1021/acs.joc.7b00010
When Does Organic Chemistry Follow Nature's Lead and Make the Switch?
J. Org. Chem.70Lipshutz, BHFALSEFALSEFALSEFALSE
3466
10.1021/acscentsci.6b00283
Insight into Transmetalation Enables Cobalt-Catalyzed Suzuki-Miyaura Cross Coupling
ACS Central Sci.70Chirik, PJFALSEFALSEFALSEFALSE
3467
10.1002/anie.201605162
Nickel-Catalyzed Reductive Amidation of Unactivated Alkyl Bromides
Angew. Chem.-Int. Edit.
70Martin, RFALSEFALSEFALSEFALSE
3468
10.1016/j.ica.2016.06.023
Synthesis, characterization and catalytic activity of gold complexes with pyridine-based selone ligands
Inorg. Chim. Acta70Jia, WGFALSEFALSEFALSEFALSE
3469
10.1002/anie.201510793
Desilylation-Activated Propargylic Transformation: Enantioselective Copper-Catalyzed [3+2] Cycloaddition of Propargylic Esters with -Naphthol or Phenol Derivatives
Angew. Chem.-Int. Edit.
70Hu, XPFALSEFALSEFALSEFALSE
3470
10.1039/c5ob02094h
Direct synthesis of C-glycosides from unprotected 2-N-acyl-aldohexoses via aldol condensation-oxa-Michael reactions with unactivated ketones
Org. Biomol. Chem.70Tanaka, FFALSEFALSEFALSEFALSE
3471
10.1007/s11426-020-9930-7
Stereodivergent synthesis of C-glycosamino acids via Pd/Cu dual catalysis
We disclose a strategy for Ni-catalyzed dicarbofunctionalization of olefins in styrenes by intercepting Heck C(sp(3))-NiX intermediates with arylzinc reagents. This approach utilizes a readily removable imine as a coordinating group that plays a dual role of intercepting oxidative addition species derived from aryl halides and triflates to promote Heck carbometalation and stabilizing the Heck C(sp(3))-NiX intermediates as transient metallacycles to suppress beta-hydride elimination and facilitate transmetalation/reductive elimination steps. This method affords diversely substituted 1,1,2-triarylethyl products that occur as structural motifs in various natural products.
Sci. China-Chem.69Liu, J; Wang, XLFALSEFALSEFALSEFALSE
3472
10.1039/d0sc03304a
Pyridylic anions are soft nucleophiles in the palladium-catalyzed C(sp(3))-H allylation of 4-alkylpyridines
A constant-current electrochemical method for reducing catalytic nickel complexes in sp(2)-sp(3) cross-electrophile coupling reactions has been developed. The electrochemical reduction provides reliable nickel catalyst activation and turnover and offers a tunable parameter for reaction optimization, in contrast to more standard activated metal powder reductants. The electrochemical reactions give yields (i.e., 51-86%) and selectivities as high or superior to those using metal powder reductants and provide access to a wider substrate Scope.
Chem. Sci.69Orellana, AFALSEFALSEFALSEFALSE
3473
10.1002/anie.202011491
Nickel- and Palladium-Catalyzed Cross-Coupling Reactions of Organostibines with Organoboronic Acids
A metal and solvent free strategy to functionalize aryl methyl ethers through direct nucleophilic substitution of aryl C-OMe bond has been described. A wide range of O, S, N, and C-centered uncharged nucleophiles has been successfully employed. Using this protocol, functional derivatives of bisthiophene have been synthesized in a straightforward way. The reactions are highly atom-efficient and generate methanol as the only byproduct.
Angew. Chem.-Int. Edit.
69
Qiu, RH; Kambe, N
FALSEFALSEFALSEFALSE
3474
10.1038/s41467-020-19944-x
Visible-light photoredox-catalyzed C-O bond cleavage of diaryl ethers by acridinium photocatalysts at room temperature
A palladium-catalyzed addition of arylboronic acids to para-quinone methides has been developed. The catalytic system employing 4,4'-dimethoxy- 2,2'-bipyridine (DMeO-BPy) as ligand and trifluoroethanol (TFE) as solvent provides diarylacetate products in high yields. A wide range of functionalized arylboronic acids can be used and the method tolerates some variation in the scope of the para-quinone methides.
Nat. Commun.69Li, YFALSEFALSEFALSEFALSE
3475
10.1002/cctc.202001338
Palladium-Ruthenium Catalyst Complementarity Strengthens Ortho-Directed C-H Bond Arylation of 2-Arylpyrazines
The development of catalytic reactions for synthesizing different compounds from alcohols to save fossil carbon feedstock and reduce CO2 emissions is of high importance. Replacing rare noble metals with abundantly available 3d metals is equally important. We report a manganese-complex-catalyzed multicomponent synthesis of pyrimidines from amidines and up to three alcohols. Our reaction proceeds through condensation and dehydrogenation steps, permitting selective C-C and C-N bond formations. -Alkylation reactions are used to multiply alkylate secondary alcohols with two different primary alcohols to synthesize fully substituted pyrimidines in a one-pot process. Our PN5P-Mn-pincer complexes efficiently catalyze this multicomponent process. A comparison of our manganese catalysts with related cobalt catalysts indicates that manganese shows a reactivity similar to that of iridium but not cobalt. This analogy could be used to develop further (de)hydrogenation reactions with manganese complexes.
ChemCatChem69
Doucet, H; Soule, JF
FALSEFALSEFALSEFALSE
3476
10.1021/acs.orglett.0c01466
Transition-Metal-Free Site-Selective gamma-C(sp(2))-H Monoiodination of Arenes Directed by an Aliphatic Keto Group
Vinyl benzoxazinanone was applied as an electrophilic allylating reagent for a series of arenes under redox-neutral Rh(III) catalysis. This reaction occurs in high efficiency under mild conditions to afford allylarenes bearing a sulfonamide functionality in exclusively E-selectivity. This allylation system combines C-H activation of arenes and scission of an unstrained six-membered ring.
Org. Lett.69Zhang, FMFALSEFALSEFALSEFALSE
3477
10.1021/acs.joc.0c00560
One-Pot Multicomponent Reaction of Catechols, Ammonium Acetate, and Aldehydes for the Synthesis of Benzoxazole Derivatives Using the Fe(III)-Salen Complex
2-Azido-2-deoxy-1-thioglucoside donors with an electron withdrawing group at position 6 were employed to study the stereoselectivity of the glycosylation reaction with several acceptors, ranging from unhindered small primary alcohols to other sugars and steroids, using NIS/TfOH as promoter. p-Tolyl 2-azido3,4- di-O-benzyl-6-O-chloroacetyl-2-deoxy-1-thio-alpha/beta-D-glucopyranoside afforded the higher alpha-selectivity, showing that a stronger electron withdrawing ester at O-6 influenced the anomeric selectivity towards the 1,2-cis glucosides. The anomeric stereoselectivity was highly dependent on the acceptor. (C) 2016 Elsevier Ltd. All rights reserved.
J. Org. Chem.69Sharghi, HFALSEFALSEFALSEFALSE
3478
10.1021/acs.joc.0c00141
Cu/Ni-Catalyzed Cyanomethylation of Alkenes with Acetonitrile for the Synthesis of beta,gamma-Unsaturated Nitriles
Under visible-light irradiation, the gold-catalyzed intermolecular difunctionalization of alkynes with aryl diazonium salts in methanol affords a variety of -aryl ketones in moderate to good yields. In contrast to previous reports on gold-catalyzed reactions that involve redox cycles, no external oxidants or photosensitizers are required. The reaction proceeds smoothly under mild reaction conditions and shows broad functional-group tolerance. Further applications of this method demonstrate the general applicability of the arylation of a vinyl gold intermediate instead of the commonly used protodemetalation step. This step provides facile access to functionalized products in one-pot processes. With a P,N-bidentate ligand, a stable aryl gold(III) species was obtained, which constitutes the first direct experimental evidence for the commonly postulated direct oxidative addition of an aryl diazonium salt to a pyridine phosphine gold(I) complex.
J. Org. Chem.69Shen, ZMFALSEFALSEFALSEFALSE
3479
10.1021/acscatal.9b05525
Highly Efficient and Selective N-Alkylation of Amines with Alcohols Catalyzed by in Situ Rehydrated Titanium Hydroxide
An efficient allylation of C-H bonds promoted by a simple cobalt salt combined with a Grignard reagent has been developed. This reaction provides an alternative protocol to the build-up of fundamentally interesting allylated aromatics at room temperature. Mechanistically different from the (CpCo)-Co-star(III)-promoted transformation, a low-valent cobalt complex that was formed in situ by the reduction with a Grignard reagent can be considered as the catalytically active species, allowing the C-H activation to proceed effectively followed by straightforward coupling with an allylic electrophile to give the product.
ACS Catal.69Khodakov, AYFALSEFALSEFALSEFALSE
3480
10.1021/acs.joc.9b02603
Engaging Sulfonamides: Intramolecular Cross-Electrophile Coupling Reaction of Sulfonamides with Alkyl Chlorides
J. Org. Chem.69Jarvo, ERFALSETRUEFALSEFALSE
3481
10.1002/chem.201905224
Catalyst-Free Decarboxylation of Carboxylic Acids and Deoxygenation of Alcohols by Electro-Induced Radical Formation
Chem.-Eur. J.69Wang, PFALSETRUEFALSEFALSE
3482
10.1016/j.jcat.2019.12.012
Scalable preparation of stable and reusable silica supported palladium nanoparticles as catalysts for N-alkylation of amines with alcohols
J. Catal.69Jagadeesh, RVFALSEFALSEFALSEFALSE
3483
10.3390/molecules25010230
Iron-Catalyzed C(sp(2))-C(sp(3)) Cross-Coupling of Aryl Chlorobenzoates with Alkyl Grignard Reagents
Molecules69
Bisz, E; Szostak, M
FALSEFALSEFALSEFALSE
3484
10.1021/acs.joc.9b02431
Nickel-Catalyzed Thiolation and Selenylation of Cycloketone Oxime Esters with Thiosulfonate or Seleniumsulfonate
J. Org. Chem.69Wang, SY; Ji, SJFALSEFALSEFALSEFALSE
3485
10.1016/j.tet.2019.130624
Iron(III)-catalyzed synthesis of selenoesters from alpha-amino carbonyl derivatives at room temperature
Tetrahedron69Majee, AFALSEFALSEFALSEFALSE
3486
10.1016/j.tet.2019.130550
Transformation of aromatic bromides into aromatic nitriles with n-BuLi, pivalonitrile, and iodine under metal cyanide-free conditions
Tetrahedron69Togo, HFALSEFALSEFALSEFALSE
3487
10.1021/acs.organomet.9b00340
Heteroaryl Backbone Strategy in Bisphosphine Monoxide Palladium-Catalyzed Ethylene Polymerization and Copolymerization with Polar Monomers
Organometallics69
Mu, HL; Wang, Z; Jian, ZB
FALSEFALSEFALSEFALSE
3488
10.1021/acs.oprd.9b00196
Palladium-Catalyzed Amidation and Amination of (Hetero)aryl Chlorides under Homogeneous Conditions Enabled by a Soluble DBU/NaTFA Dual-Base System
Org. Process Res. Dev.
69Simmons, EMFALSEFALSEFALSEFALSE
3489
10.1021/acscatal.9b02230
An Electrochemically Promoted, Nickel-Catalyzed Mizoroki-Heck Reaction
ACS Catal.69Sevov, CSFALSETRUEFALSEFALSE
3490
10.1002/chem.201900921
Pd/C as Heterogeneous Catalyst for the Direct Arylation of (Poly)fluorobenzenes
Chem.-Eur. J.69
Soule, JF; Doucet, H
FALSEFALSEFALSEFALSE
3491
10.1021/jacs.9b05671
Organotitanium Nucleophiles in Asymmetric Cross-Coupling Reaction: Stereoconvergent Synthesis of Chiral alpha-CF3 Thioethers
J. Am. Chem. Soc.69Gandelman, MFALSEFALSEFALSEFALSE
3492
10.1002/cssc.201900433
Pd-Catalyzed Stereodivergent Allylic Amination of alpha-Tertiary Allylic Alcohols towards alpha,beta-Unsaturated gamma-Amino Acids
ChemSusChem69Kleij, AWFALSEFALSEFALSEFALSE
3493
10.1080/08927022.2019.1572892
Structural and electronic properties of chemically modified fullerenes
Mol. Simul.69Deshpande, PAFALSEFALSEFALSEFALSE
3494
10.1021/acs.orglett.9b00600
Nickel-Catalyzed Intramolecular Direct Arylation of lmines toward Diverse Indoles
Org. Lett.69Wu, B; Tian, XFALSEFALSEFALSEFALSE
3495
10.1039/c8qo01365a
Three-component bis-heterocycliation for synthesis of 2-aminobenzo[4,5]thieno[3,2-d]thiazoles
Org. Chem. Front.69
Huang, HW; Ji, XC
FALSEFALSEFALSEFALSE
3496
10.1039/c9ob00418a
Reaction condition controlled nickel(ii)-catalyzed C-C cross-coupling of alcohols
Org. Biomol. Chem.69Li, HX; Lang, JPFALSEFALSEFALSEFALSE
3497
10.1002/ejic.201801477
NHC Nickel Catalyzed Hiyama- and Negishi-Type Cross-Coupling of Aryl Fluorides and Investigations on the Stability of Nickel(II) Fluoroaryl Alkyl Complexes
Eur. J. Inorg. Chem.69Radius, UFALSEFALSEFALSEFALSE
3498
10.1039/c8qo01274a
Nickel-catalyzed regioselective C-H oxygenation: new routes for versatile C-O bond formation
Org. Chem. Front.69Cai, CFALSEFALSEFALSEFALSE
3499
10.1002/ejoc.201900109
New Insights into the Reaction Capabilities of Ionic Organic Bases in Cu-Catalyzed Amination
Eur. J. Org. Chem.69Davies, RPFALSEFALSEFALSEFALSE
3500
10.1002/anie.201900228
Nickel-Catalyzed Asymmetric Reductive Diarylation of Vinylarenes
Angew. Chem.-Int. Edit.
69Diao, TNFALSEFALSEFALSEFALSE
3501
10.1021/acs.orglett.9b00072
Iridium-Catalyzed Three-component Coupling Reaction of Carbon Dioxide, Amines, and Sulfoxonium Ylides
Org. Lett.69Jiang, HFFALSEFALSEFALSEFALSE
3502
10.1016/j.apsusc.2018.09.154
Self-assembly 3D needle-like nickel nanostructure growth on carbon fibers by regulating prepare conditions and exploited as bifunctional material
Appl. Surf. Sci.69Bai, JFALSEFALSEFALSEFALSE
3503
10.1039/c8gc02298d
A bifunctional strategy for N-heterocyclic carbene-stabilized iridium complex-catalyzed N-alkylation of amines with alcohols in aqueous media
Green Chem.69Ke, ZFFALSEFALSEFALSEFALSE
3504
10.1002/ajoc.201800610
Silver-Nanowire-Catalyzed Three-Component Coupling of Carbon Dioxide, Amines and Propargylic Alcohols for the Synthesis of beta-Oxopropyl Carbamates
Asian J. Org. Chem.69Qi, CR; Hu, JQFALSEFALSEFALSEFALSE
3505
10.1002/chem.201804415
Transition-Metal-Free Synthesis of Biarylmethanes from Aryl Iodides and Benzylic Ketones
Chem.-Eur. J.69Taillefer, MFALSEFALSEFALSEFALSE
3506
10.1021/acs.joc.8b01396
Water-Promoted Ir-Catalyzed Ring-Opening of Oxa(aza)benzonorbornadienes with Fluoroalkylamines
J. Org. Chem.69Yang, DQFALSEFALSEFALSEFALSE
3507
10.1021/acs.joc.8b00264
Palladium(II)/N-Heterocyclic Carbene Catalyzed One-Pot Sequential alpha-Arylation/Alkylation: Access to 3,3-Disubstituted Oxindoles
J. Org. Chem.69Gandhi, TFALSEFALSEFALSEFALSE
3508
10.1039/c8sc00742j
Efficient cleavage of aryl ether C-O linkages by Rh-Ni and Ru-Ni nanoscale catalysts operating in water
Chem. Sci.69Dyson, PJFALSEFALSEFALSEFALSE
3509
10.1039/c8qo00227d
Transition-metal-free arylation of benzoxazoles with aryl nitriles
Org. Chem. Front.69Zhang, HFALSEFALSEFALSEFALSE
3510
10.1039/c7cc08709h
Efficient and selective hydrogenation of C-O bonds with a simple sodium formate catalyzed by nickel
Chem. Commun.69Chen, TQFALSEFALSEFALSEFALSE
3511
10.1055/s-0036-1589116
Palladium-Catalyzed Copper-Promoted Hiyama-Type Carbon-Carbon Cross-Coupling Reactions of Dihetaryl Disulfides as Electrophiles
Synlett69
Quan, ZJ; Wang, XC
FALSETRUEFALSEFALSE
3512
10.1007/s11426-015-5364-3
Ru(II)-catalyzed ortho-amidation and decarboxylation of aromatic acids: a versatile route to meta-substituted N-aryl benzamides
Sci. China-Chem.69Shi, XYFALSEFALSEFALSEFALSE
3513
10.1016/j.molcata.2015.03.002
Magnetic nanoparticle-supported Pd(II)-cryptand 22 complex: An efficient and reusable heterogeneous precatalyst in the Suzuki-Miyaura coupling and the formation of aryl-sulfur bonds
J. Mol. Catal. A-Chem.
69Movassagh, BFALSEFALSEFALSEFALSE
3514
10.1002/ejoc.201500226
Palladium-Catalyzed Amination of Aryl Sulfides with Aliphatic Amines
Eur. J. Org. Chem.69Yorimitsu, HFALSEFALSEFALSEFALSE
3515
10.1021/ol502120q
Efficient Synthesis of Aryl Boronates via Zinc-Catalyzed Cross-Coupling of Alkoxy Diboron Reagents with Aryl Halides at Room Temperature
Org. Lett.69Marder, TBFALSEFALSEFALSEFALSE
3516
10.1016/j.ceramint.2013.12.017
Nickel silicide,nanocrystal-containing magnetoceramics from the bulk pyrolysis of polysilazane and nickelocene
Ceram. Int.69Kong, JFALSEFALSEFALSEFALSE
3517
10.1021/ja5024749
Organometallic Nickel(III) Complexes Relevant to Cross-Coupling and Carbon-Heteroatom Bond Formation Reactions
J. Am. Chem. Soc.69Mirica, LMFALSEFALSEFALSEFALSE
3518
10.1021/jo400949p
Catalytic Formation of Ketones from Unactivated Esters through Rhodium Chelation-Assisted C-O Bond Activation
J. Org. Chem.69Tian, YFALSEFALSEFALSEFALSE
3519
10.1021/om200937d
R-Allyl Nickel(II) Complexes with Chelating N-Heterocyclic Carbenes: Synthesis, Structural Characterization, and Catalytic Activity
Organometallics69Puerta, MCFALSEFALSEFALSEFALSE
3520
10.1002/chem.201102984
Ni-Catalyzed Reductive Allylation of Unactivated Alkyl Halides with Allylic Carbonates
Chem.-Eur. J.69Gong, HGFALSEFALSEFALSEFALSE
3521
10.1021/jo201821g
Kumada Coupling of Aryl, Heteroaryl, and Vinyl Chlorides Catalyzed by Amido Pincer Nickel Complexes
J. Org. Chem.69Wang, ZXFALSEFALSEFALSEFALSE
3522
10.1002/adsc.201000747
Copper(I)-Mediated Cyanation of Boronic Acids
Adv. Synth. Catal.69Hu, MLFALSEFALSEFALSEFALSE
3523
10.1002/anie.201101191
Nickel-Catalyzed Cross-Coupling of Styrenyl Epoxides with Boronic Acids
Angew. Chem.-Int. Edit.
69Doyle, AGFALSEFALSEFALSEFALSE
3524
10.1002/adsc.200900501
Palladium on Charcoal as a Recyclable Catalyst for C-S Cross-Coupling of Thiols with Aryl Halides under Ligand-Free Conditions
Adv. Synth. Catal.69Lin, XFFALSEFALSEFALSEFALSE
3525
10.1016/j.tetlet.2009.02.116
Palladium-catalyzed direct arylation of 4-hydroxycoumarins with arylboronic acids via C-OH bond activation
Tetrahedron Lett.69Wu, JFALSEFALSEFALSEFALSE
3526
10.1039/b807258b
Synthesis of new dipyridinylamine and dipyridinylmethane ligands and their coordination chemistry with Mg(II) and Zn(II)
New J. Chem.69Thomas, CMFALSEFALSEFALSEFALSE
3527
10.1002/adsc.200700081
Synthesis of symmetrical bisquinolones via nickel(0)-catalyzed homocoupling of 4-chloroquinolones
Adv. Synth. Catal.69Kappe, COFALSEFALSEFALSEFALSE
3528
10.1002/anie.200702439
Dual catalysis: A combined enantioselective bronsted acid and metal-catalyzed reaction-metal catalysis with chiral counterions
Angew. Chem.-Int. Edit.
69Rueping, MFALSEFALSEFALSEFALSE
3529
10.1002/ejoc.200300356
A mild and versatile method for palladium-catalyzed cross-coupling of aryl halides in water and surfactants
Eur. J. Org. Chem.69Arcadi, AFALSEFALSEFALSEFALSE
3530
10.1088/0954-0083/11/4/307
Aromatic and heterocyclic polymers - what future?
High Perform. Polym.
69Sillion, BFALSEFALSEFALSEFALSE
3531
10.1351/pac198355111781
ORGANOMETALLIC CATALYSIS IN ASYMMETRIC-SYNTHESIS
Pure Appl. Chem.69PINO, PFALSEFALSEFALSEFALSE
3532
10.1039/d2sc00341d
Torsional strain inversed chemoselectivity in a Pd-catalyzed atroposelective carbonylation reaction of dibenzothiophenium
Chem. Sci.69Gu, ZHFALSEFALSEFALSEFALSE
3533
10.1055/s-0041-1737761
Synthesis of Aryl Nitriles via Aerobic Oxidative Cleavage of Aryl C=C Bonds with (NH (4) ) (2) CO (3) as the Nitrogen Source
Synlett69Ren, YLFALSEFALSEFALSEFALSE
3534
10.1021/acsomega.1c05770
trans-Dichlorobis(XPhos)palladium(II) Precatalyst for Suzuki-Miyaura Cross-Coupling Reactions of Aryl/Vinyl Sulfonates/Halides: Scope, Mechanistic Study, and Synthetic Applications
ACS Omega69Blanc, AFALSEFALSEFALSEFALSE
3535
10.1039/d1ra08015f
Benzyl thioether formation merging copper catalysis
RSC Adv.69
Ye, Y; Xie, T; Ye, XY
FALSEFALSEFALSEFALSE
3536
10.1021/jacs.1c09341
Time-Resolved EPR Revealed the Formation, Structure, and Reactivity of N-Centered Radicals in an Electrochemical C(sp(3))-H Arylation Reaction
J. Am. Chem. Soc.69Qi, XT; Lei, AWFALSETRUEFALSEFALSE
3537
10.1021/acs.orglett.1c03390
Glycosyl-Radical-Based Synthesis of C-Alkyl Glycosides via Photomediated Defluorinative gem-Difluoroallylation
Org. Lett.69Li, CYTRUEFALSEFALSEFALSE
3538
10.1038/s41467-021-27028-7
Asymmetric construction of acyclic quaternary stereocenters via direct enantioselective additions of alpha-alkynyl ketones to allenamides
Nat. Commun.69Yang, XYFALSEFALSEFALSEFALSE
3539
10.1038/s41467-021-25836-5
Efficient synthesis of primary and secondary amides via reacting esters with alkali metal amidoboranes
Nat. Commun.69Chen, XNFALSEFALSEFALSEFALSE
3540
10.1021/acs.orglett.1c03066
Nickel-Catalyzed Etherification of Phenols and Aryl Halides through Visible-Light-Induced Energy Transfer
Org. Lett.69Li, HXFALSEFALSEFALSEFALSE
3541
10.1038/s41467-021-26194-y
Ni-catalyzed hydroalkylation of olefins with N-sulfonyl amines
Nat. Commun.69Shi, HFALSEFALSEFALSEFALSE
3542
10.1021/acs.orglett.1c02887
Nickel-Catalyzed Reductive Cross-Coupling of Alkyl Bromides and Chlorosilanes
Org. Lett.69Zhang, CFALSEFALSEFALSEFALSE
3543
10.1039/d1qo00530h
Transition-metal-free decarbonylative alkylation towards N-aryl alpha-hydroxy amides via triple C-C bond cleavages and their selective deuteration
Org. Chem. Front.69Li, HFALSEFALSEFALSEFALSE
3544
10.6023/cjoc202010023
Palladium-Catalyzed C8 Alkylation of 1-Naphthylamides and Its Application to the Synthesis of the Core Sturctures of Aporphine and Aristolactam Alkaloids
Chin. J. Org. Chem.69Huang, LHFALSEFALSEFALSEFALSE
3545
10.1039/d1qo00490e
Practical allylation with unactivated allylic alcohols under mild conditions
Org. Chem. Front.69Xie, PZ; Loh, TPFALSEFALSEFALSEFALSE
3546
10.1002/anie.201706794
Markovnikov-Selective Palladium Catalyst for Carbonylation of Alkynes with Heteroarenes
Angew. Chem.-Int. Edit.
69Beller, MFALSEFALSEFALSEFALSE
3547
10.1039/c7cc04526c
Discovery of synthetic small molecules that enhance the number of stomata: C-H functionalization chemistry for plant biology
Chem. Commun.69Itami, K; Torii, KUFALSEFALSEFALSEFALSE
3548
10.1002/chem.201702168
Trifluoromethylation of a Well-Defined Square-Planar Aryl-Ni-II Complex involving Ni-III/CF3 center dot and Ni-IV-CF3 Intermediate Species
Chem.-Eur. J.69
Luis, JM; Ribas, X
FALSEFALSEFALSEFALSE
3549
10.1021/acs.joc.7b01215
Hypervalent Iodine(III)-Promoted Phenyl Transfer Reaction from Phenyl Hydrazides to Nitriles
J. Org. Chem.69
Zhang, ZG; Zhang, GS
FALSEFALSEFALSEFALSE
3550
10.1021/acscatal.7b00860
Acenaphthoimidazolylidene Gold Complex-Catalyzed Alkylsulfonylation of Boronic Acids by Potassium Metabisulfite and Alkyl Halides: A Direct and Robust Protocol To Access Sulfones
ACS Catal.69Tu, TFALSEFALSEFALSEFALSE
3551
10.1021/acs.orglett.7b01208
Regioselective Ni-Catalyzed Carboxylation of Allylic and Propargylic Alcohols with Carbon Dioxide
Org. Lett.69Mei, TSFALSEFALSEFALSEFALSE
3552
10.1021/acs.joc.6b02222
Transfer Hydro-dehalogenation of Organic Halides Catalyzed by Ruthenium(II) Complex
J. Org. Chem.69Xia, YZFALSEFALSEFALSEFALSE
3553
10.1002/anie.201611318
Manganese-Catalyzed Multicomponent Synthesis of Pyrimidines from Alcohols and Amidines
Angew. Chem.-Int. Edit.
69Kempe, RFALSEFALSEFALSEFALSE
3554
10.1016/j.tetlet.2016.11.035
Synthesis of beta-prolinols via [3+2] cycloaddition and one-pot programmed reduction: Valuable building blocks for polyheterocycles
Tetrahedron Lett.69Zhang, YDFALSEFALSEFALSEFALSE
3555
10.1021/acs.joc.6b01748
Generation, Stability, and Utility of Lithium 4,4 '-Di-tert-butylbiphenylide (LiDBB)
J. Org. Chem.69Rychnovsky, SDFALSEFALSEFALSEFALSE
3556
10.1038/ncomms12937
Stille coupling via C-N bond cleavage
Nat. Commun.69
Wang, C; Uchiyama, M
FALSEFALSEFALSEFALSE
3557
10.1021/jacs.6b00016
Bimetallic C-C Bond-Forming Reductive Elimination from Nickel
J. Am. Chem. Soc.69Diao, TNFALSEFALSEFALSEFALSE
3558
10.1021/acs.orglett.6b00658
Dicumyl Peroxide as a Methylating Reagent in the Ni-Catalyzed Methylation of Ortho C-H Bonds in Aromatic Amides
Org. Lett.69Chatani, NFALSEFALSEFALSEFALSE
3559
10.1016/j.tet.2015.12.028
Me2AlCl-mediated carboxylation, ethoxycarbonylation, and carbamoylation of indoles
Tetrahedron69
Tanaka, S; Hattori, T
FALSEFALSEFALSEFALSE
3560
10.1002/anie.202015021
Fast Enantio- and Chemoselective Arylation of Ketones with Organoboronic Esters Enabled by Nickel/N-Heterocyclic Carbene Catalysis
The development of enantioselective carbon carbon bond couplings catalyzed by nonprecious metals is highly desirable in terms of cost efficiency and, sustainability. The first nickel-catalyzed enantioselective Mizoroki Heck coupling is reported. This transformation is accomplished via mild reaction conditions, leveraging on QuinoxP* as a chiral ligand to;afford oxindoles containing quaternary stereocenters. Good reactivity and selectivity are observed in the presence of various functional groups. Computational studies suggest that the oxidative addition assembles an atropisomeric intermediate responsible for the facial selectivity of the insertion step.
Angew. Chem.-Int. Edit.
68Shi, SLFALSEFALSEFALSEFALSE
3561
10.1016/j.tet.2020.131757
Diastereoselective sulfur ylide rearrangements from gold catalyzed oxidation of ynamides
Herein, we report the integration of simple linear regressions with gold(I) catalysis to interrogate the influence of phosphine structure on metal-catalyzed organic transformations. We demonstrate that observed product ratios in [4 + 3]/[4 + 2] cycloisomerization processes are influenced by both steric and electronic properties of the phosphine, which can be represented by the Au-CI distance. In contrast, the observed selectivity of a similar [2 + 3]/[2 + 2] cycloisomerization is governed by L/B1, a steric parameter. Using this correlation, we were able to accurately predict the selectivity of a previously untested, Buchwald-type ligand to enhance selectivity for the same transformation. This ligand found further utility in increasing the selectivity of a previously reported gold-catalyzed cycloisomerization/arylation of 1,6-enynes by similar to 1 kcal/mol.
Tetrahedron68Davies, PWFALSEFALSEFALSEFALSE
3562
10.1055/s-0040-1705961
Nickel-Catalyzed Reductive Allylation of Aldehydes with Allyl Acetates
An inexpensive nickel(II) catalyst and a hydrosilane were used for the efficient reductive defunctionalization of aryl and heteroaryl esters through a decarbonylative pathway. This versatile method could be used for the removal of ester and amide functional groups from various organic molecules. Moreover, a scale-up experiment and a synthetic application based on the use of a removable carboxylic acid directing group highlight the usefulness of this reaction.
Synthesis68
Yamaguchi, E; Itoh, A
FALSEFALSEFALSEFALSE
3563
10.1055/s-0040-1705943
Decarbonylative Synthesis of Aryl Nitriles from Aromatic Esters and Organocyanides by a Nickel Catalyst
We investigated the oxidative addition of PhX (X = Cl, Br) to a single Pd(0) atom or a PdX- complex in water using first-principles molecular dynamics simulations, with solvent H2O molecules explicitly included in the calculation models, to clarify the origin of the extremely high reactivity of a ligand-free Pd catalyst in an aqueous solution for the Suzuki-Miyaura reaction. The free-energy profiles are estimated using blue moon ensemble sampling to include the entropy effect in chemical reactions in a water solvent. The free-energy barrier of the oxidative addition step is quite low for PhBr, whereas the barrier for PhCl is sizable, indicating that the reaction can proceed at room temperature with a high rate for PhBr but a rather low rate for PhCl. We also investigated the effect of the additional halogen anion on the Pd catalyst as a supporting ligand. The activation barrier of the oxidative addition step is not affected by the supporting halogen ligand, but the final state is significantly destabilized, which should be important for the following transmetalation step. The solvent effect has also been investigated and discussed.
Synlett68Yamaguchi, JFALSEFALSEFALSEFALSE
3564
10.1021/acs.orglett.0c02861
Cleavage of Aromatic C-O Bonds via Intramolecular SNAr Reaction and Preparation of P,C,Axial-Stereogenic Menthyl Phosphine Derivatives
A new alpha-Fe2O3 nanocluster/graphene oxide catalyst is found to be efficient in parts-per-million for Suzuki-Miyaura coupling and 4-nitrophenol reduction in aqueous solution, and this catalyst is recycled at least 4 times in good yields.
Org. Lett.68Li, Q; Zhao, CQFALSEFALSEFALSEFALSE
3565
10.1039/d0cy01380c
Kinetic analysis of the asymmetric hydrogenation of (E)-2,3-diphenylpropenoic acid over cinchonidine derivative-modified Pd/C: quinoline ring modification
A series of cobalt complexes with tridentate pincer ligands were synthesized to study their catalytic activity in Suzuki-Miyaura coupling reactions. Cobalt complexes, C-1, C-2, C-3 bearing asymmetrical PNCOP pincer ligand [C6H4-1-(NHPPh2)-3-(OPPh2)] (L-1) and symmetrical PNCNP, PNNNP pincer ligands [C6H4-2,6-(NHPPh2)(2)] (L-2) and [C5H3N-2,6-(NHPPh2)(2)] (L-3) were synthesized by the reaction of diphenylchlorophosphine with m-aminophenol, m-phenylenediamine and 2,6-diaminopyridine respectively in a 1: 2 ratio in the presence of triethylamine as a base and tetrahydrofuran as solvent media. The synthesized complexes were examined for their C-C coupling efficiency in cross-coupling between phenyl boronic acid and para substituted bromobenzenes. Effect of variation of the ligand on the catalytic activity of cobalt pincer complex was explored based on the coupling yields. It is observed that as the number of 'N' atoms increases in the side arm of the ligand, the donating ability of the ligand increases which leads to the increased catalytic activity of the complex. The symmetrical PNNNP pincer complex (C-3) was found to be more effective as a catalyst among the complexes synthesized and reported in the present study. (C) 2016 Elsevier B.V. All rights reserved.
Catal. Sci. Technol.68
Okamoto, Y; Sugimura, T
FALSEFALSEFALSEFALSE
3566
10.1002/cjoc.202000019
Expedient Synthesis of KetonesviaN-HeterocyclicCarbene/Nickel-Catalyzed Redox-EconomicalCoupling of Alcohols and Alkynes(dagger)
Titanium tetrachloride-mediated transformation of five- and six-membered cyclic ethers to the corresponding N-aryl-substituted azacycles is conducted in moderate to good yields under mild reaction conditions. Computational studies suggested a mechanism involving a Lewis acid-assisted ring-opening, a seven-membered metallacycle intermediate and a ring-closing process facilitated by direct participation of the metal center.
Chin. J. Chem.68Shi, SLFALSEFALSEFALSEFALSE
3567
10.1016/j.mcat.2020.111045
Mechanisms and origin of regioselectivity on N-heterocyclic carbene-catalyzed [3+2]/[4+2] annulations of C(60 )with alpha,beta-unsaturated aldehydes
Synthesis of alkylated amines is an important and attractive task in organic chemistry. Herein, we demonstrate a general protocol to produce alkylated amines via the catalytic coupling of amines with aromatic ethers or phenols. This transformation is performed in the presence of a heterogeneous palladium catalyst, and the key to its success is the use of a Lewis acid (LA) co-catalyst. This method shows broad substrate scope and a variety of phenols, including lignin-derived fragments, can be converted to the desired products smoothly. Preliminary mechanistic investigations reveal that this straightforward domino transformation occurs via a hydrogenolysis/reduction/condensation/reduction process.
Mol. Catal.68Li, X; Chang, JBFALSEFALSEFALSEFALSE
3568
10.1039/d0sc02054k
Nickel-catalyzed three-component olefin reductive dicarbofunctionalization to access alkylborates
Cobalt bis(acetylacetonate) is shown to Mediate hydrogen atom transfer to a broad range of functionalized alkenes; in situ oxidation of the resulting alkylradical intermediates, followed by hydrolysis, provides expedient access to ketones and esters. By modification of the alcohol solvent, different alkyl ester products may be obtained. The method is compatible with a number of functional groups including alkenyl halides, sulfides, triflates, and phosphonates and provides a mild and practical alternative to the Tamao-Fleming oxidation of vinylsilanes and the Arndt-Eistert homologation.
Chem. Sci.68Lu, X; Fu, YFALSEFALSEFALSEFALSE
3569
10.6023/cjoc202004028
Nickel(II)-Catalyzed Aerobic Cross-Dehydrogenative Coupling for the Synthesis of N-Aryl Tetrahydroisoquinolines
A nickel-catalyzed Heck cyclization for the construction of quaternary stereocenters is reported. This transformation is demonstrated in the synthesis of 3,3-disubstituted oxindoles, which are prevalent motifs seen in numerous biologically active molecules. The method shows broad scope, proceeds in synthetically useful yields, and provides a rare means to construct stereochemically complex frameworks by nonprecious-metal catalysis.
Chin. J. Org. Chem.68Zhou, WYFALSEFALSEFALSEFALSE
3570
10.1002/adsc.202000186
In Situ Ring-Closing Strategy for Direct Synthesis of N-Heterocyclic Carbene Nickel Complexes and Their Application in Coupling of Allylic Alcohols with Aryl Boronic Acids
(Ferrocenylthienyl)phosphines of type 2-PR2-5-Fc-(C4H2S)-C-c (R = Ph (3a), Bu-t (3b)) and 2-PR2-3,4-Fc(2)-(C4HS)-C-c (R = Ph (4a), Bu-t (4b); Fc = Fe(eta(5)-C5H4)(eta(5)-C5H5)) and their selenium derivatives were synthesized by consecutive synthetic methodologies. The molecular structure of 3a and 4a, b in the solid state show inter-and intramolecular (T-shaped) pep interactions for 3a and 4a, resulting in dimeric and 1D polymeric structures. Phosphines 3a, b and 4a, b were applied in the Pd-catalyzed Suzuki-Miyaura C,C cross coupling reaction of aryl halides and boronic acids yielding the respective biaryls. Compound 3b shows a higher activity in C, C cross coupling reactions as compared to 3a and previously published thiophene-based phosphines and aminophosphines. Moreover sterically hindered and deactivated aryl bromides could be coupled at Pd loadings as low as 0.05 mol-% and at temperatures between 25 degrees C and 50 degrees C. However, the application of diferrocenylthienylphosphines 4a, b in Suzuki-Miyaura reactions resulted in decreased yields of the corresponding biaryls. In the context of electrochemical investigations on these compounds, a strong dependency of the individual electrode reactions on the phosphorus substituents were found. During UV-Vis/NIR spectroelectrochemical studies, only a very limited iron-iron electronic interaction in 4a-Se+ could be detected. Thus, 4a-Se+ corresponds to a very weak coupled class II system according to the classification of Robin and Day. (C) 2016 Elsevier B.V. All rights reserved.
Adv. Synth. Catal.68Dai, B; Liu, NFALSEFALSEFALSEFALSE
3571
10.1055/s-0037-1610756
Nickel-Catalyzed Annulation of Aliphatic Amides with Alkynylsilanes: An Expeditious Approach to Five-Membered Lactams
The first nickel-catalyzed, magnesium-mediated reductive cross-coupling between benzyl chlorides and aryl chlorides or fluorides is reported. A variety of diarylmethanes can be prepared in good to excellent yields in a one-pot manner using easy-to-access mixed PPh3/NHC Ni(II) complexes of Ni(PPh3)(NHC)Br-2 (NHC = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene, IPr, 1a; 1,3-di-tert-butylimidazol-2-ylidene, ItBu, 1b) as catalyst precursors. Activation of polychloroarenes or chemoselective cross-coupling based on the difference in catalytic activity between 1a and 1b is used to construct oligo-diarylmethane motifs.
Synlett68Lin, C; Shen, LFALSEFALSEFALSEFALSE
3572
10.1002/anie.201916398
General Paradigm in Photoredox Nickel-Catalyzed Cross-Coupling Allows for Light-Free Access to Reactivity
The first catalytic enantioselective total synthesis of riccardiphenol B, a sesquiterpene derivative isolated from a Japanese collection of the liver-wort Riccardia crassa, has been achieved. A copper-catalyzed asymmetric conjugate addition of trimethylaluminum was used at an early stage to generate the quaternary stereogenic center with high enantiomeric excess. The corresponding sterically en-cumbered aluminum enolate was directly trapped with an alpha-amino ether, allowing after oxidation, the release of a key intermediate in the total synthesis of the target natural product.
Angew. Chem.-Int. Edit.
68Nocera, DGTRUEFALSEFALSEFALSE
3573
10.1002/ajoc.201900759
Transition-Metal-Free Approaches to Arylsulfones using Benzylic Ammonium Salts through C-N Bond Cleavage
Asian J. Org. Chem.68
Zhu, HB; Jiang, GF; Le, ZG
FALSEFALSEFALSEFALSE
3574
10.1002/adsc.201901152
Water-Promoted Palladium-Catalyzed Asymmetric Ring-Opening of Oxabenzonorbornadienes with Alkoxysilanes
Adv. Synth. Catal.68Yang, DQFALSEFALSEFALSEFALSE
3575
10.1039/c9cc05707b
Dioxygen-triggered oxidative cleavage of the C-S bond towards C-N bond formation
Chem. Commun.68Lei, AWFALSEFALSEFALSEFALSE
3576
10.1039/c9cy01285k
Entropic corrections for the evaluation of the catalytic activity in the Al(iii) catalysed formation of cyclic carbonates from CO2 and epoxides A data set of input files and computational results is available in the ioChem-BD repository and can be accessed via; http://dx.doi.org/10.19061/iochem-bd-1-110.Electronic supplementary information (ESI) available: A detailed description of the methods used for including entropic corrections in solution. See DOI: 10.1039/c9cy01285k
Catal. Sci. Technol.68Bo, CFALSETRUEFALSEFALSE
3577
10.1021/acscatal.9b02977
Borrowing Hydrogen-Mediated N-Alkylation Reactions by a Well-Defined Homogeneous Nickel Catalyst
ACS Catal.68Adhikari, DFALSEFALSEFALSEFALSE
3578
10.1021/acs.joc.9b01692
N-Heterocyclic Carbene Ligand-Controlled Chemodivergent Suzuki-Miyaura Cross Coupling
J. Org. Chem.68Neufeldt, SRFALSEFALSEFALSEFALSE
3579
10.1002/ejoc.201900769
Palladium-Catalyzed Direct Oxidative Coupling of Iodoarenes with Primary Alcohols Leading to Ketones: Application to the Synthesis of Benzofuranones and Indenones
Eur. J. Org. Chem.68Satyanarayana, GFALSEFALSEFALSEFALSE
3580
10.1055/s-0037-1611732
Palladium-Catalyzed Amination of Aryl Sulfides and Sulfoxides with Azaarylamines of Poor Nucleophilicity
Synthesis68Yorimitsu, HFALSEFALSEFALSEFALSE
3581
10.1002/anie.201901927
Catalytic Conjunctive Coupling of Carboxylic Acid Derivatives with 9-BBN-Derived Ate Complexes
Angew. Chem.-Int. Edit.
68Morken, JPFALSEFALSEFALSEFALSE
3582
10.1021/acs.oprd.9b00048
Basic Anion-Exchange Resin-Catalyzed Aldol Condensation of Aromatic Ketones with Aldehydes in Continuous Flow
Org. Process Res. Dev.
68Kobayashi, SFALSEFALSEFALSEFALSE
3583
10.1021/acs.orglett.9b00889
Palladium Catalyzed Hydrodefluorination of Fluoro-(hetero)arenes
Org. Lett.68Grey, RLFALSEFALSEFALSEFALSE
3584
10.1002/anie.201814233
Four Oxidation States in a Single Photoredox Nickel-Based Catalytic Cycle: A Computational Study
Angew. Chem.-Int. Edit.
68Maseras, FTRUEFALSEFALSEFALSE
3585
10.1021/jacs.8b13534
Ni-Catalyzed Reductive Liebeskind-Srogl Alkylation of Heterocycles
J. Am. Chem. Soc.68Cornella, JFALSEFALSEFALSEFALSE
3586
10.1002/anie.201812537
Water and Sodium Chloride: Essential Ingredients for Robust and Fast Pd-Catalysed Cross-Coupling Reactions between Organolithium Reagents and (Hetero)aryl Halides
Angew. Chem.-Int. Edit.
68Capriati, VFALSEFALSEFALSEFALSE
3587
10.1021/acs.joc.8b02911
Manganese-Catalyzed Acceptorless Dehydrogenative Coupling of Alcohols With Sulfones: A Tool To Access Highly Substituted Vinyl Sulfones
J. Org. Chem.68Maji, BFALSEFALSEFALSEFALSE
3588
10.1002/celc.201800498
Anodic Formation of Aryl Mesylates through Dehydrogenative Coupling Reaction
ChemElectroChem68Waldvogel, SRFALSEFALSEFALSEFALSE
3589
10.3906/kim-1811-6
Progress in the chemistry of 3-amino-9-ethylcarbazole
Turk. J. Chem.68Bondock, SFALSEFALSEFALSEFALSE
3590
10.1021/acs.accounts.8b00408
Upgrading Cross-Coupling Reactions for Biaryl Syntheses
Accounts Chem. Res.
68Shi, ZJFALSEFALSEFALSEFALSE
3591
10.1002/adsc.201801000
Bench-Stable Sulfoxide-Based Boronates: Preparation and Application in a Tandem Suzuki Reaction
Adv. Synth. Catal.68Tobrman, TFALSEFALSEFALSEFALSE
3592
10.1021/jacs.8b09401
Synergistic Bimetallic Ni/Ag and Ni/Cu Catalysis for Regioselective gamma,delta-Diarylation of Alkenyl Ketimines: Addressing beta-H Elimination by in Situ Generation of Cationic Ni(II) Catalysts
J. Am. Chem. Soc.68Giri, RFALSEFALSEFALSEFALSE
3593
10.1021/jacs.8b07597
General and Practical Potassium Methoxide/Disilane-Mediated Dehalogenative Deuteration of (Hetero)Arylhalides
J. Am. Chem. Soc.68Liu, WBFALSEFALSEFALSEFALSE
3594
10.1039/c8cc03665a
Ni-Catalyzed cross-coupling of aryl thioethers with alkyl Grignard reagents via C-S bond cleavage
Chem. Commun.68Shi, LFALSEFALSEFALSEFALSE
3595
10.1021/jacs.8b05374
Ni-Catalyzed Regioselective Alkylarylation of Vinylarenes via C(sp(3))-C(sp(3))/C(sp(3))-C(sp(2)) Bond Formation and Mechanistic Studies
J. Am. Chem. Soc.68Giri, RFALSEFALSEFALSEFALSE
3596
10.1021/jacs.8b05743
Cu-Catalyzed Enantioselective Ring Opening of Cyclic Diaryliodoniums toward the Synthesis of Chiral Diarylmethanes
J. Am. Chem. Soc.68Gu, ZHFALSEFALSEFALSEFALSE
3597
10.1021/acs.orglett.8b01696
Metal-Free Etherification of Aryl Methyl Ether Derivatives by C-OMe Bond Cleavage
Org. Lett.68
Wang, XQ; Zhao, WX
FALSEFALSEFALSEFALSE
3598
10.1039/c8qo00295a
Pd-Catalyzed one-pot dehydroxylative coupling of phenols with K-4[Fe(CN)(6)] mediated by SO2F2: a practical method for the direct conversion of phenols to aryl nitriles
Org. Chem. Front.68Qin, HLFALSEFALSEFALSEFALSE
3599
10.1039/c8gc00318a
A nitrogen-ligated nickel-catalyst enables selective intermolecular cyclisation of beta- and gamma-amino alcohols with ketones: access to five and six-membered N-heterocycles
Green Chem.68Banerjee, DFALSEFALSEFALSEFALSE
3600
10.1021/acs.orglett.8b00646
Catalyst-Directed Chemoselective Double Amination of Bromo-chloro(hetero)arenes: A Synthetic Route toward Advanced Amino-aniline Intermediates
Org. Lett.68Colacot, TJFALSEFALSEFALSEFALSE
3601
10.1002/cjoc.201700664
Methylation of Arenols through Ni-catalyzed CO Activation with Methyl Magnesium Bromide
Chin. J. Chem.68Shi, ZJFALSEFALSEFALSEFALSE
3602
10.1002/anie.201711813
Stereoselective Construction of Halogenated Quaternary Carbon Centers by Bronsted Base Catalyzed [4+2] Cycloaddition of alpha-Haloaldehydes
Angew. Chem.-Int. Edit.
68Li, JLFALSEFALSEFALSEFALSE
3603
10.1039/c7gc03106h
Selectfluor-mediated regioselective nucleophilic functionalization of N-heterocycles under metal- and base-free conditions
Green Chem.68He, WMFALSEFALSEFALSEFALSE
3604
10.1021/acs.orglett.7b03753
Nickel(0)-Catalyzed Inert C-O Bond Functionalization: Organo Rare-Earth Metal Complex as the Coupling Partner
Org. Lett.68Li, XFFALSEFALSEFALSEFALSE
3605
10.1021/acs.joc.7b02296
Metal-Free Blue Dye Synthesis: Oxidative Coupling of Benzylamines and N,N-Dimethylanilines to Yield 4,4 '-Diaminotriarylmethanes in the Presence of Salicylic Acid as a Co-oxidant
J. Org. Chem.68Ogawa, AFALSEFALSEFALSEFALSE
3606
10.1002/asia.201701132
Organozinc-Mediated Direct C-C Bond Formation via C-N Bond Cleavage of Ammonium Salts
Chem.-Asian J.68
Wang, C; Uchiyama, M
FALSEFALSEFALSEFALSE
3607
10.1021/acscatal.5b02165
Iridium-Catalyzed Direct C-H Amination with Alkylamines: Facile Oxidative Insertion of Amino Group into Iridacycle
ACS Catal.68Chang, SFALSEFALSEFALSEFALSE
3608
10.1016/j.tet.2015.07.060
A simple and efficient synthesis of isoindolinone derivatives based on reaction of ortho-lithiated aromatic imines with CO
Tetrahedron68Tang, LFFALSEFALSEFALSEFALSE
3609
10.1021/jacs.5b03277
Asymmetric Synthesis of Triarylmethanes by Rhodium-Catalyzed Enantioselective Arylation of Diarylmethylamines with Arylboroxines
J. Am. Chem. Soc.68Hayashi, TFALSEFALSEFALSEFALSE
3610
10.1016/j.tet.2015.04.052
Versatile palladium(II)-catalyzed Suzuki-Miyaura coupling in ethanol with a novel, stabilizing ligand
Tetrahedron68Lang, JPFALSEFALSEFALSEFALSE
3611
10.1002/adsc.201400957
Organoselenium-Catalyzed Baeyer-Villiger Oxidation of alpha,beta-Unsaturated Ketones by Hydrogen Peroxide to Access Vinyl Esters
Adv. Synth. Catal.68Yu, LFALSEFALSEFALSEFALSE
3612
10.1039/c4qo00331d
Copper-catalysed cross-couplings of arylboronate esters with aryl and heteroaryl iodides and bromides
Org. Chem. Front.68Gurung, SKFALSEFALSEFALSEFALSE
3613
10.1002/ejoc.201402751
Iron(III)-Catalyzed C-H Functionalization: ortho-Benzoyloxylation of N,N-Dialkylanilines and Its Application to 1,4-Benzoxazepines
Eur. J. Org. Chem.68
Chandrasekharam, M
FALSEFALSEFALSEFALSE
3614
10.1002/ejoc.201402713
Asymmetric Mannich Reaction of Malonates with Aldimines Using Yb-III-Pybox Complexes Supported on Self-Assembled Organic-Inorganic Hybrid Silica with an Imidazolium Framework
Eur. J. Org. Chem.68Karimi, BFALSEFALSEFALSEFALSE
3615
10.1021/ja505576g
A Well-Defined (POCOP)Rh Catalyst for the Coupling of Aryl Halides with Thiols
J. Am. Chem. Soc.68Ozerov, OVFALSEFALSEFALSEFALSE
3616
10.1021/jo501835u
Iridium-Catalyzed Annulative Coupling of 2-Arylbenzoyl Chlorides with Alkynes: Selective Formation of Phenanthrene Derivatives
J. Org. Chem.68Miura, MFALSEFALSEFALSEFALSE
3617
10.1021/jo4028598
Chemoselective C-Benzylation of Unprotected Anilines with Benzyl Alcohols Using Re2O7 Catalyst
J. Org. Chem.68Ghorai, PFALSEFALSEFALSEFALSE
3618
10.1246/cl.130919
Synthesis of HOMSi Reagents by Pd/Cu-Catalyzed Silylation of Bromoarenes with Disilanes
Chem. Lett.68Minami, YFALSEFALSEFALSEFALSE
3619
10.1021/ic401296f
Metal-Ligand Synergistic Effects in the Complex Ni(eta(2)-TEMPO)(2): Synthesis, Structures, and Reactivity
Inorg. Chem.68Webster, CEFALSEFALSEFALSEFALSE
3620
10.1002/anie.201304770
Cross-Coupling Reaction of a Highly Strained Molecule: Synthesis of sigma-pi Conjugated Tetrahedranes
Angew. Chem.-Int. Edit.
68Sekiguchi, AFALSEFALSEFALSEFALSE
3621
10.3762/bjoc.9.175
A reductive coupling strategy towards ripostatin A
Beilstein J. Org. Chem.
68Jamison, TFFALSEFALSEFALSEFALSE
3622
10.1002/pola.26519
Nascent Cu(0) nanoparticles-mediated single electron transfer living radical polymerization of acrylonitrile at ambient temperature
J. Polym. Sci. Pol. Chem.
68Liu, XHFALSEFALSEFALSEFALSE
3623
10.1002/cctc.201200417
Magnetic Fe-Ni Alloy Catalyzed Suzuki Cross-Coupling Reactions of Aryl Halides with Phenylboronic Acid
ChemCatChem68Sun, WFALSEFALSEFALSEFALSE
3624
10.1021/ol2031608
Terminal Alkyne Addition to Diazodicarboxylates: Synthesis of Hydrazide Linked Alkynes (Ynehydrazides)
Org. Lett.68Batey, RAFALSEFALSEFALSEFALSE
3625
10.1021/jo200065d
Linear Heterocyclic Aromatic Fluorescence Compounds Having Various Donor-Acceptor Spacers Prepared by the Combination of Carbon-Carbon Bond and Carbon-Nitrogen Bond Cross-Coupling Reactions
J. Org. Chem.68Huang, WFALSEFALSEFALSEFALSE
3626
10.1016/j.tetlet.2008.08.063
Highly stereoselective allylic ethylation with alkoxytitanacyclopropane reagents. Synthesis of (1R/S,7R)-1,7-dimethylnonyl propanoate, the Western corn rootworm sex attractant
Tetrahedron Lett.68Kulinkovich, OGFALSEFALSEFALSEFALSE
3627
10.1021/jo052061r
Suzuki-Miyaura cross-coupling reactions of aryl tellurides with potassium aryltrifluoroborate salts
J. Org. Chem.68Stefani, HAFALSEFALSEFALSEFALSE
3628
10.1002/anie.200462013
Iron-catalyzed aryl-aryl cross-couplings with magnesium-derived copper reagents
Angew. Chem.-Int. Edit.
68Sapountzis, IFALSEFALSEFALSEFALSE
3629
10.1016/j.tet.2004.07.093
PS-PEG resin-supported palladium-MOP complexes. Application in asymmetric pi-allylic reduction
Tetrahedron68Uozumi, YFALSEFALSEFALSEFALSE
3630
10.1002/anie.202112533
Direct and Unified Access to Carbon Radicals from Aliphatic Alcohols by Cost-Efficient Titanium-Mediated Homolytic C-H Bond Cleavage
Angew. Chem.-Int. Edit.
68Suga, T; Ukaji, YFALSEFALSEFALSEFALSE
3631
10.3390/ph15010104
Coumarin Derivatives Exert Anti-Lung Cancer Activity by Inhibition of Epithelial-Mesenchymal Transition and Migration in A549 Cells
Pharmaceuticals68Mendonca, FJBFALSEFALSEFALSEFALSE
3632
10.1021/jacs.1c11623
Reductive Radical Annulation Strategy toward Bicyclo[3.2.1]octanes: Synthesis of ent-Kaurane and Beyerane Diterpenoids
J. Am. Chem. Soc.68Li, CFALSEFALSEFALSEFALSE
3633
10.1002/adsc.202101241
Nickel-Catalyzed Decarbonylative Cycloaddition of Benzofuran-2,3-diones with Alkynes to Flavones
Adv. Synth. Catal.68Qiu, LQFALSEFALSEFALSEFALSE
3634
10.1021/acs.joc.1c02188
Palladium-Catalyzed Methylsulfonylation of Alkyl Halides Using Dimethyl Sulfite as SO2 Surrogate and Methyl Source
J. Org. Chem.68
Zhang, XG; Deng, CL
FALSEFALSEFALSEFALSE
3635
10.1039/d1sc02967c
Reductive electrophilic C-H alkylation of quinolines by a reusable iridium nanocatalyst
Chem. Sci.68Zhang, MFALSEFALSEFALSEFALSE
3636
10.1039/d1ra05405h
Selective oxidation of alcohol-d(1) to aldehyde-d(1) using MnO2
RSC Adv.68Shinada, TFALSEFALSEFALSEFALSE
3637
10.1039/d1cc02837e
Nickel-catalyzed reductive monofluoroakylation of alkyl tosylate with bromofluoromethane to primary alkyl fluoride
Chem. Commun.68Wang, XSFALSEFALSEFALSEFALSE
3638
10.1002/adsc.202100554
Ruthenium-Catalyzed Three-Component Alkylation: A Tandem Approach to the Synthesis of Nonsymmetric N,N-Dialkyl Acyl Hydrazides with Alcohols
Adv. Synth. Catal.68Renaud, JLFALSEFALSEFALSEFALSE
3639
10.1021/jacs.1c04215
Ni-Catalyzed Aryl Sulfide Synthesis through an Aryl Exchange Reaction
J. Am. Chem. Soc.68Yamaguchi, JFALSEFALSEFALSEFALSE
3640
10.1002/chem.202101101
Tetrasubstituted Peropyrenes Formed by Reductive Aromatization: Synthesis, Functionalization and Characterization
Chem.-Eur. J.68Sundermeyer, JFALSEFALSEFALSEFALSE
3641
10.1039/d1sc01681d
Mimicking transition metals in borrowing hydrogen from alcohols
Chem. Sci.68Mandal, SKFALSEFALSEFALSEFALSE
3642
10.1016/j.tetlet.2021.152950
Nickel-catalyzed oxidative dehydrogenative coupling of alkane with thiol for C(sp(3))-S bond formation
Tetrahedron Lett.68
Qian, B; Huang, HM
FALSEFALSEFALSEFALSE
3643
10.1021/acs.orglett.7b02012
Combinatorial Nickel-Catalyzed Monofluoroalkylation of Aryl Boronic Acids with Unactivated Fluoroalkyl Iodides
Org. Lett.68Wang, XSFALSEFALSEFALSEFALSE
3644
10.1002/anie.201704119
A Direct Synthesis of Highly Substituted pi-Rich Aromatic Heterocycles from Oxetanes
Angew. Chem.-Int. Edit.
68Vanderwal, CDFALSEFALSEFALSEFALSE
3645
10.1021/acs.orglett.7b01905
Nickel-Catalyzed C-CN Bond Formation via Decarbonylative Cyanation of Esters, Amides, and Intramolecular Recombination Fragment Coupling of Acyl Cyanides
Org. Lett.68Rueping, MFALSEFALSEFALSEFALSE
3646
10.1021/acs.joc.7b01034
Nickel-Catalyzed Reductive Cycloisomerization of Enynes with CO2
J. Org. Chem.68Diao, TNFALSEFALSEFALSEFALSE
3647
10.1002/bkcs.11127
One-Pot Synthesis of 3-(Benzo[e]indol-2-yl)-2-oxindoles from Isatin-derived Propargylic Alcohols and N-Acetyl-2-aminonaphthalenes
Bull. Korean Chem. Soc.
68Kim, JNFALSEFALSEFALSEFALSE
3648
10.1021/acs.organomet.6b00638
Rhodium-Catalyzed Double Alkyl-Oxygen Bond Cleavage: An Alkyl Transfer Reaction from Bis/Tris(o-alkyloxyphenyl)phosphine to Aryl Acids
Organometallics68Jiang, GXFALSEFALSEFALSEFALSE
3649
10.1002/ejoc.201600677
Nickel-Catalyzed Construction of Chiral 1-[6]Helicenols and Application in the Synthesis of [6]Helicene-Based Phosphinite Ligands
Eur. J. Org. Chem.68
Tsujihara, T; Kawano, T
FALSEFALSEFALSEFALSE
3650
10.1002/chem.201602486
Formation of C(sp(3))-C(sp(3)) Bonds through Nickel-Catalyzed Decarboxylative Olefin Hydroalkylation Reactions
Chem.-Eur. J.68Fu, YFALSEFALSEFALSEFALSE
3651
10.1021/acs.organomet.6b00415
Nickel Catalysts for the Dehydrative Decarbonylation of Carboxylic Acids to Alkenes
Organometallics68
Cramer, CJ; Tolman, WB
FALSEFALSEFALSEFALSE
3652
10.1002/chem.201601911
Stereoselective Synthesis and Retentive Trapping of alpha-Chiral Secondary Alkyllithiums Leading to Stereodefined alpha,beta-Dimethyl Carboxylic Esters
Chem.-Eur. J.68Knochel, PFALSEFALSEFALSEFALSE
3653
10.1002/anie.201601914
Synthesis of Biaryls through Nickel-Catalyzed Suzuki-Miyaura Coupling of Amides by Carbon-Nitrogen Bond Cleavage
Angew. Chem.-Int. Edit.
68Szostak, MFALSEFALSEFALSEFALSE
3654
10.1021/acs.orglett.6b01250
Rhodium-Catalyzed ipso-Borylation of Alkylthioarenes via C-S Bond Cleavage
Org. Lett.68Hosoya, TFALSEFALSEFALSEFALSE
3655
10.1002/ejoc.201600242
Ligand- and Base-Free Access to Diverse Biaryls by the Reductive Coupling of Diaryliodonium Salts
Eur. J. Org. Chem.68Kumar, DFALSEFALSEFALSEFALSE
3656
10.1021/acs.joc.5b02441
Benzylic Phosphates in Friedel-Crafts Reactions with Activated and Unactivated Arenes: Access to Polyarylated Alkanes
J. Org. Chem.68Chakravartya, MFALSEFALSEFALSEFALSE
3657
10.1002/ejoc.201501349
Nickel-Catalyzed Reductive Addition of Aryl/Benzyl Halides and Pseudohalides to Carbodiimides for the Synthesis of Amides
Eur. J. Org. Chem.68Iranpoor, NFALSEFALSEFALSEFALSE
3658
10.1039/c5dt03961d
Group 6 metal pentacarbonyl complexes of air-stable primary, secondary, and tertiary ferrocenylethylphosphines
Dalton Trans.68Gilroy, JBFALSEFALSEFALSEFALSE
3659
10.1039/d0sc06446g
Redox-active benzimidazolium sulfonamides as cationic thiolating reagents for reductive cross-coupling of organic halides
A combinatorial nickel-catalyzed cross-coupling between arylboronic acids and unactived 1-fluoro-1-iodoalkanes has been developed, which demonstrated high efficiency, mild conditions, and excellent functional-group compatibility. Readily available nitrogen and phosphine ligands were combined with a nitrogen source, which in situ generated a variety of easily tunable catalysts to promote the fluoroalkylation for broad scopes of both coupling partners. This new strategy on combinatorial catalysis offers new solutions for nickel-catalyzed cross-coupling reactions.
Chem. Sci.67Wang, YFALSEFALSEFALSEFALSE
3660
10.1021/acs.orglett.0c04178
Nitrogen-Centered Radical-Mediated Cascade Amidoglycosylation of Glycals
An efficient catalytic system for the reduction of nitroarenes to amines was developed using a well-defined nickel-NHC (N-heterocyclic carbene) complex as catalyst and phenylsilane as reducing agent. The excellent activity of the catalyst provides access to anilines containing a wide array of reactive function-alities at 20 degrees C, and without using ny base or additive. Notably, the catalytic system allows the reduction of 5,10,15,20tetra-(nitrophenyl) porphyrin (TNPP) and Cu-II beta-nitroporphyrin to the corresponding aminoporphyrins.
Org. Lett.67Xia, CFFALSEFALSEFALSEFALSE
3661
10.6023/cjoc202004015
Synthesis of 1, 2-Dihydroquinolines by Reduction of Quinolines with Sodium Cyanoborohydride
The cross-coupling reactions of arylsilatranes with readily available and inexpensive aryl chlorides were carried out in toluene/THF at 100 degrees C for 3 h in the presence of tetrabutylammonium fluoride as an activator for smooth transmetalation and catalytic amounts of palladium(II) acetate and XPhos.
Chin. J. Org. Chem.67You, SLFALSEFALSEFALSEFALSE
3662
10.1039/d0sc02948c
Radical condensation between benzylic alcohols and acetamides to form 3-arylpropanamides
Transition-metal-free LiCl-promoted cross-coupling reactions of tetraphenyltin, trichlorophenyl-, dichlorodiphenyl-, and chlorotriphenylstannanes with aryl halides in DMF provided access to biaryls in good to high yields. Up to four phenyl groups were transferred from the organostannanes substrates. The aryls bearing electron-withdrawing groups in either halides or organotin substrates gave coupling products in higher yields. The methodology has been applied for the efficient synthesis of ipriflavones.
Chem. Sci.67Madsen, RFALSEFALSEFALSEFALSE
3663
10.1007/s11030-019-09988-7
Development of green methodologies for Heck, Chan-Lam, Stille and Suzuki cross-coupling reactions
Two 1-[6]helicenol derivatives were synthesized by Ni-catalyzed [2+2+2] cycloaddition on a multigram scale. Both enantiomers of the 1-[6]helicenols could be efficiently prepared by simple optical resolution. As a synthetic application of helically chiral 1-[6]helicenols, a novel class of [6]helicene-based phosphinites was developed; these compounds represent the first examples of helically chiral phosphinite ligands. Up to 90 % ee was obtained for the Pd-catalyzed asymmetric allylic alkylation reaction.
Mol. Divers.67Zahoor, AFFALSEFALSEFALSEFALSE
3664
10.1039/c9cc10089j
Expedient iron-catalyzed stereospecific synthesis of triazines via cycloaddition of aziridines with diaziridines
We report the chemo-and regioselective hydrogenolysis of the C-O bonds in di-ortho-substituted diaryl ethers under the catalysis of a supported nickel catalyst. The catalyst comprises heterogeneous nickel particles supported on activated carbon and furnishes arenes and phenols in high yields without hydrogenation. The high thermal stability of the embedded metal particles allows C-O bond cleavage to occur in highly substituted diaryl ether units akin to those in lignin. Preliminary mechanistic experiments show that this catalyst undergoes sintering less readily than previously reported catalyst particles that form from a solution of [Ni(cod)(2)].
Chem. Commun.67Punniyamurthy, TFALSEFALSEFALSEFALSE
3665
10.1039/d0ra01043j
The synthesis of quinolines via denitrogenative palladium-catalyzed cascade reaction of o-aminocinnamonitriles with arylhydrazines
A convenient methodology for the regioselective C-H arylation of 1,2,4-triazole ring was developed. Using a benchtop stable Cu-diamine catalyst system, C-H functionalization of a simple 1,2,4-triazole substrate with various aryl bromides was regioselectively accomplished at the C5 position of the triazole ring.
RSC Adv.67Ye, XTFALSEFALSEFALSEFALSE
3666
10.1038/s41467-020-14320-1
Nickel-catalyzed allylic carbonylative coupling of alkyl zinc reagents with tert-butyl isocyanide
Nat. Commun.67Qu, JP; Chen, YFFALSEFALSEFALSEFALSE
3667
10.1002/asia.201901442
Nickel-Catalyzed Tandem Reaction of Functionalized Arylacetonitriles with Arylboronic Acids in 2-MeTHF: Eco-Friendly Synthesis of Aminoisoquinolines and Isoquinolones
Chem.-Asian J.67Chen, JXFALSEFALSEFALSEFALSE
3668
10.1039/c9cy01365b
Nickel-catalyzed aryl trifluoromethyl sulfide synthesis: a DFT study
Catal. Sci. Technol.67Jover, JFALSEFALSEFALSEFALSE
3669
10.1021/acs.joc.9b01600
Iron-Catalyzed Ligand Free alpha-Alkylation of Methylene Ketones and beta-Alkylation of Secondary Alcohols Using Primary Alcohols
J. Org. Chem.67Banerjee, DFALSEFALSEFALSEFALSE
3670
10.1021/acscatal.9b03038
Borane-Catalyzed Chemoselectivity-Controllable N-Alkylation and ortho C-Alkylation of Unprotected Arylamines Using Benzylic Alcohols
ACS Catal.67
Meng, SS; Zhao, JL; Chan, ASC
FALSEFALSEFALSEFALSE
3671
10.1021/acscatal.9b02081
Ni-Catalyzed Regio- and Enantioselective Domino Reductive Cyclization: One-Pot Synthesis of 2,3-Fused Cyclopentannulated Indolines
ACS Catal.67Kong, WQFALSEFALSEFALSEFALSE
3672
10.1016/j.jcat.2019.07.002
A strategy of two-step tandem catalysis towards direct N-alkylation of nitroarenes with ethanol via facile fabricated novel Co-based catalysts derived from coordination polymers
J. Catal.67Li, WZ; Li, GMFALSEFALSEFALSEFALSE
3673
10.1002/chem.201900937
Stoichiometric and Catalytic Aryl-Cl Activation and Borylation using NHC-stabilized Nickel(0) Complexes
Chem.-Eur. J.67
Marder, TB; Radius, U
FALSEFALSEFALSEFALSE
3674
10.1021/jacs.9b04993
Bimetallic Radical Redox-Relay Catalysis for the Isomerization of Epoxides to Allylic Alcohols
J. Am. Chem. Soc.67Lin, SFALSEFALSEFALSEFALSE
3675
10.1039/c9cc02956g
Direct oxidative dearomatization of indoles: access to structurally diverse 2,2-disubstituted indolin-3-ones
Chem. Commun.67Zhang, HFALSEFALSEFALSEFALSE
3676
10.1016/j.synthmet.2019.04.001
Synthesis and properties of a P3HT-based ABA triblock copolymer containing a perfluoropolyether central segment
Synth. Met.67
Ameduri, B; Clement, S
FALSEFALSEFALSEFALSE
3677
10.1021/acs.orglett.9b00888
Ruthenium-Catalyzed Gram-Scale Preferential C-H Arylation of Tertiary Phosphine
Org. Lett.67
Liu, YJ; Zeng, MH
FALSEFALSEFALSEFALSE
3678
10.1002/ejic.201801570
Homo- and Heterobimetallic Complexes Bearing NHC Ligands: Applications in -Arylation of Amide, Suzuki-Miyaura Coupling Reactions, and Tandem Catalysis
Eur. J. Inorg. Chem.67Maity, RFALSEFALSEFALSEFALSE
3679
10.1021/acs.orglett.9b00836
Nickel-Catalyzed Carboxylation of Aryl and Heteroaryl Fluorosulfates Using Carbon Dioxide
Org. Lett.67Mei, TSFALSEFALSEFALSEFALSE
3680
10.1016/j.ica.2018.12.020
Synthesis, structural characterization and MMA polymerization studies of dimeric 5-coordinate copper(II), cadmium(II), and monomeric 4-coordinate zinc(II) complexes supported by N-methyl-N-((pyridine-2-yl)methyl) benzeneamine
Inorg. Chim. Acta67Lee, HFALSEFALSEFALSEFALSE
3681
10.1021/acscatal.9b00118
A Tandem Iridium-Catalyzed Chain-Walking/Cope Rearrangement Sequence
ACS Catal.67Marek, IFALSEFALSEFALSEFALSE
3682
10.1055/s-0037-1610664
Catalyst-Free, Metal-Free, and Chemoselective Transamidation of Activated Secondary Amides
Synthesis67
Chandrasekaran, S
FALSEFALSEFALSEFALSE
3683
10.2174/1570179416666181122094643
Recent Advances in Transition Metal-Catalyzed Reactions of Oxabenzonorbornadiene
Curr. Org. Synth.67Tam, WFALSEFALSEFALSEFALSE
3684
10.1021/acs.orglett.8b03427
Metal-Free Direct Construction of 2-(Oxazol-5-yl)phenols from N-Phenoxyamides and Alkynylbenziodoxolones via Sequential [3,3]-Rearrangement/Cyclization
Org. Lett.67Li, M; Wen, LRFALSEFALSEFALSEFALSE
3685
10.1002/ejoc.201801286
Rapid Access to Bi- and Tri-Functionalized Dibenzofurans and their Application in Selective Suzuki-Miyaura Cross Coupling Reactions
Eur. J. Org. Chem.67Konig, BFALSEFALSEFALSEFALSE
3686
10.1021/acs.orglett.8b01758
Nucleophilic Amination and Etherification of Aryl Alkyl Thioethers
Org. Lett.67
Zhao, WX; Wang, XQ
FALSEFALSEFALSEFALSE
3687
10.1021/acs.joc.8b00592
Buchwald-Hartwig Amination of Phosphinines and the Effect of Amine Substituents on Optoelectronic Properties of the Resulting Coupling Products
J. Org. Chem.67Nagahora, NFALSEFALSEFALSEFALSE
3688
10.1016/j.isci.2018.04.020
HOTf-Catalyzed Alkyl-Heck-type Reaction
iScience67Li, CS; Bao, HLFALSEFALSEFALSEFALSE
3689
10.1021/acs.orglett.8b01062
Transforming Benzylic Amines into Diarylmethanes: Cross-Couplings of Benzylic Pyridinium Salts via C-N Bond Activation
Org. Lett.67Watson, MPFALSEFALSEFALSEFALSE
3690
10.1016/j.jorganchem.2018.03.030
A new poly(N-heterocyclic carbene Pd complex) immobilized on nano silica: An efficient and reusable catalyst for Suzuki-Miyaura, Sonogashira and Heck-Mizoroki C-C coupling reactions
J. Organomet. Chem.
67Moghadam, MFALSEFALSEFALSEFALSE
3691
10.1021/acs.joc.8b00016
Nickel-Catalyzed C(sp(3))-H Arylation of Diarylmethane Derivatives with Aryl Fluorides
J. Org. Chem.67Li, JFALSEFALSEFALSEFALSE
3692
10.1002/anie.201711599
Photocatalytic Aerobic Phosphatation of Alkenes
Angew. Chem.-Int. Edit.
67Breder, ATRUEFALSEFALSEFALSE
3693
10.1039/c7qo00731k
Cross-coupling of sulfonic acid derivatives via aryl-radical transfer (ART) using TTMSS or photoredox
Org. Chem. Front.67Lambert, THFALSEFALSEFALSEFALSE
3694
10.1002/adsc.201700957
Cadmium(II) Chloride-Catalyzed Dehydrative C-P Coupling of Propargyl Alcohols with Diarylphosphine Oxides to Afford Allenylphosphine Oxides
Adv. Synth. Catal.67Shen, RWFALSEFALSEFALSEFALSE
3695
10.1055/s-0036-1588572
Palladium-Catalyzed Decarboxylation of Benzyl Fluorobenzoates
Synlett67Kuwano, RFALSEFALSEFALSEFALSE
3696
10.1039/c7cc07055a
Nickel-catalyzed acetamidation and lactamization of arylboronic acids
Chem. Commun.67Cui, SLFALSEFALSEFALSEFALSE
3697
10.6023/cjoc201704051
Recent Progress on the Nickel/Photoredox Dual Catalysis
Chin. J. Org. Chem.67Wu, S; Sun, JTRUEFALSEFALSEFALSE
3698
10.1071/CH15496
Photoinitiated Synthesis of Sulfides in Water
Aust. J. Chem.67
Baumgartner, MT
TRUEFALSEFALSEFALSE
3699
10.1039/c6ra13584f
An efficient synthesis of 1,3-dimethyl-5-(2-phenyl-4H-chromen-4-ylidene) pyrimidine-2,4,6(1H,3H,5H)-triones and investigation of their interactions with beta-lactoglobiulin
RSC Adv.67Mallik, AKFALSEFALSEFALSEFALSE
3700
10.1039/c6cc08182g
Synthesis of stilbene derivatives via visible-light-induced cross-coupling of aryl diazonium salts with nitroalkenes using -NO2 as a leaving group
Chem. Commun.67
Quan, ZJ; Wang, XC
FALSEFALSEFALSEFALSE
3701
10.3762/bjoc.11.261
Copper-catalyzed arylation of alkyl halides with arylaluminum reagents
Beilstein J. Org. Chem.
67Giri, RFALSEFALSEFALSEFALSE
3702
10.1002/chem.201503647
Stereospecific Pd-Catalyzed Intermolecular C(sp(3))-C(sp) Cross-Coupling of Diarylmethyl Carbonates and Terminal Alkynes Under Base-Free Conditions
Chem.-Eur. J.67Hirano, KFALSEFALSEFALSEFALSE
3703
10.1021/acs.organomet.5b00632
Three-Coordinate Iron(II) Dialkenyl Compound with NHC Ligation: Synthesis, Structure, and Reactivity
Organometallics67Deng, LFALSEFALSEFALSEFALSE
3704
10.1055/s-0034-1378720
A Straightforward Approach towards Functionalized Amino Acids and Pipecolinic Acids via Ruthenium-Catalyzed Allylic Alkylation
Synlett67Kazmaier, UFALSEFALSEFALSEFALSE
3705
10.1002/ejoc.201500784
Cobalt-Catalyzed Reductive Alkylation of Heteroaryl Bromides: One-Pot Access to Alkylthiophenes, -furans, -selenophenes, and -pyrroles
Eur. J. Org. Chem.67Liu, CYFALSEFALSEFALSEFALSE
3706
10.1016/j.tet.2015.05.068
Copper(I)-catalyzed coupling reaction of aryl boronic acids with N,O-acetals and N,N-aminals under atmosphere leading to alpha-aryl glycine derivatives and diarylmethylamine derivatives
Tetrahedron67Sakai, NFALSEFALSEFALSEFALSE
3707
10.1002/chem.201500639
Carboxylate Assisted Ni-Catalyzed CH Bond Allylation of Benzamides
Chem.-Eur. J.67Sundararaju, BFALSEFALSEFALSEFALSE
3708
10.1021/jacs.5b03955
Ipso-Borylation of Aryl Ethers via Ni-Catalyzed C-OMe Cleavage
J. Am. Chem. Soc.67Martin, RFALSEFALSEFALSEFALSE
3709
10.1021/jacs.5b01909
Enantioselective Cross-Coupling of meso-Epoxides with Aryl Halides
J. Am. Chem. Soc.67Weix, DJFALSEFALSEFALSEFALSE
3710
10.1021/ja512498u
C-P Bond-Forming Reactions via C-O/P-H Cross-Coupling Catalyzed by Nickel
J. Am. Chem. Soc.67Chen, TQFALSEFALSEFALSEFALSE
3711
10.1039/c5cc04390e
Palladium-catalyzed oxalyl amide assisted direct ortho-alkynylation of arylalkylamine derivatives at delta and epsilon positions
Chem. Commun.67Zeng, RSFALSEFALSEFALSEFALSE
3712
10.1039/c5cc02094h
Carbonylative coupling of allylic acetates with aryl boronic acids
Chem. Commun.67Xue, DFALSEFALSEFALSEFALSE
3713
10.1039/c4cc10446c
Nickel-catalyzed thiolation of unactivated aryl C-H bonds: efficient access to diverse aryl sulfides
Chem. Commun.67Shi, BFFALSEFALSEFALSEFALSE
3714
10.1021/jo502078c
Stereocontrolled O-Glycosylation with Palladium-Catalyzed Decarboxylative Allylation
J. Org. Chem.67Liu, XWFALSEFALSEFALSEFALSE
3715
10.1002/aoc.3191
Highly active recyclable heterogeneous nanonickel ferrite catalyst for cyanation of aryl and heteroaryl halides
Appl. Organomet. Chem.
67Moghaddam, FMFALSEFALSEFALSEFALSE
3716
10.1016/j.ejmech.2014.02.063
Isoxazoline containing natural products as anticancer agents: A review
Eur. J. Med. Chem.67Kumar, VFALSEFALSEFALSEFALSE
3717
10.1021/ja501093m
Direct C-N Coupling of Imidazoles with Aromatic and Benzylic Compounds via Electrooxidative C-H Functionalization
J. Am. Chem. Soc.67Yoshida, JFALSETRUEFALSEFALSE
3718
10.1039/c3qi00086a
Catalytic Sonogashira couplings mediated by an amido pincer complex of palladium
Inorg. Chem. Front.67Hung, YTFALSEFALSEFALSEFALSE
3719
10.1039/c4sc00221k
Regioselective alkyl transfer from phosphonium ylides to functionalized polyfluoroarenes
Chem. Sci.67Wu, HCFALSEFALSEFALSEFALSE
3720
10.1002/ejoc.201301264
Reissert-Type Acylation with Acylzirconocene Chloride Complexes
Eur. J. Org. Chem.67Saito, AFALSEFALSEFALSEFALSE
3721
10.1021/ja4051923
Bimetallic Oxidative Addition Involving Radical Intermediates in Nickel-Catalyzed Alkyl-Alkyl Kumada Coupling Reactions
J. Am. Chem. Soc.67Hu, XLFALSEFALSEFALSEFALSE
3722
10.1021/ol401727y
Nickel-Catalyzed Suzuki-Miyaura Couplings in Green Solvents
Org. Lett.67Garg, NKFALSEFALSEFALSEFALSE
3723
10.1021/ol401449b
Copper-Catalyzed Enantioselective Intramolecular N-Arylation, an Efficient Method for Kinetic Resolutions
Org. Lett.67Cai, QFALSEFALSEFALSEFALSE
3724
10.1016/j.tetlet.2012.12.027
An efficient transformation of ethers to N,N '-disubstituted ureas in a Ritter type reaction
Tetrahedron Lett.67Sureshbabu, VVFALSEFALSEFALSEFALSE
3725
10.1039/c3cc44562c
Nickel-catalyzed hydrogenolysis of unactivated carbon-cyano bonds
Chem. Commun.67Maiti, DFALSEFALSEFALSEFALSE
3726
10.1021/jo301185h
Aromatic Cations from Oxidative Carbon-Hydrogen Bond Cleavage in Bimolecular Carbon-Carbon Bond Forming Reactions
J. Org. Chem.67Floreancig, PEFALSEFALSEFALSEFALSE
3727
10.1055/s-0031-1289680
An Easy Approach for the Synthesis of N-Substituted Isoindolin-1-ones
Synthesis67Ordonez, MFALSEFALSEFALSEFALSE
3728
10.1007/s12039-011-0092-5
Recyclable nickel catalysed Suzuki-Miyaura reaction in the presence of polyethyleneimine under phosphine-free conditions in ethylene glycol
J. Chem. Sci.67Goudarzian, NFALSEFALSEFALSEFALSE
3729
10.1021/om200142p
Site-Directed Anchoring of an N-Heterocyclic Carbene on a Dimetal Platform: Evaluation of a Pair of Diruthenium(I) Catalysts for Carbene-Transfer Reactions from Ethyl Diazoacetate
Organometallics67Bera, JKFALSEFALSEFALSEFALSE
3730
10.1055/s-0030-1258324
Synthesis and Reactivity of beta,gamma-Dihalogenated Unsaturated Acids: Application to the Synthesis of 4-Substituted 5H-Furan-2-ones
Synthesis67Thibonnet, JFALSEFALSEFALSEFALSE
3731
10.1039/c1cc11603g
The palladium-catalyzed cyanation of indole C-H bonds with the combination of NH4HCO3 and DMSO as a safe cyanide source
Chem. Commun.67Ren, XYFALSEFALSEFALSEFALSE
3732
10.1016/j.jasms.2010.03.040
Studies on Gas-phase Cyclometalations of [ArNi(PPh3)(n)](+) (n=1 or 2) by Electrospray Ionization Tandem Mass Spectrometry
J. Am. Soc. Mass Spectrom.
67Xu, MHFALSETRUEFALSEFALSE
3733
10.1021/ol100697a
Novel Axially Chiral Phosphine Ligand with a Fluoro Alcohol Moiety for Rh-Catalyzed Asymmetric Arylation of Aromatic Aldehydes
Org. Lett.67Amii, HFALSEFALSEFALSEFALSE
3734
10.1021/ol9028308
Biaryl Construction through Kumada Coupling with Diaryl Sulfates as One-by-One Electrophiles under Mild Conditions
Org. Lett.67Shi, ZJFALSETRUEFALSEFALSE
3735
10.1039/c0cc01943g
Decarboxylative homocoupling of (hetero) aromatic carboxylic acids
Chem. Commun.67Larrosa, IFALSEFALSEFALSEFALSE
3736
10.1002/chem.200900654
Synthetic, Mechanistic, and Theoretical Studies on the Generation of Iridium Hydride Alkylidene and Iridium Hydride Alkene Isomers
Chem.-Eur. J.67Carmona, EFALSEFALSEFALSEFALSE
3737
10.1021/jo701384n
Sequential Cu-catalyzed amidation-base-mediated camps cyclization: A two-step synthesis of 2-aryl-4-quinolones from o-halophenones
J. Org. Chem.67Buchwald, SLFALSEFALSEFALSEFALSE
3738
10.1002/adsc.200600527
Friedlander synthesis of quinolines using a Lewis acid-surfactant-combined catalyst in water
Adv. Synth. Catal.67Wu, JFALSEFALSEFALSEFALSE
3739
10.1002/ejoc.200600469
RhCl(PPh3)(3)/DPPF: A useful and efficient catalyst for cross-coupling reactions of activated alkenyl tosylates with arylboronic acids
Eur. J. Org. Chem.67Wu, JFALSEFALSEFALSEFALSE
3740
10.1002/chem.200501180
Phosphoramidite Ligands in iridium-catalyzed allylic substitution
Chem.-Eur. J.67Alexakis, AFALSEFALSEFALSEFALSE
3741
10.1002/chem.200500231
Efficient C-F and C-C activation by a novel N-heterocyclic carbene-nickel(0) complex
Chem.-Eur. J.67Radius, UFALSEFALSEFALSEFALSE
3742
10.1055/s-2004-832819
Pt(0)-catalyzed alkynylation of aryl iodides with lithium alkynyl-triisopropoxy borates
Synlett67Oh, CHFALSEFALSEFALSEFALSE
3743
10.1016/j.molcata.2004.05.008
Bis(triphenylphosphine)palladium(II)phthalimide - an easily prepared precatalyst for efficient Suzuki-Miyaura coupling of aryl bromides
J. Mol. Catal. A-Chem.
67Fairlamb, IJSFALSEFALSEFALSEFALSE
3744
10.1039/a907654i
Stereoselective [2+2+2] cocyclotrimerization of oxa- and azabenzonorbornadienes with alkynes catalyzed by nickel complexes: first transition metal-mediated synthesis of isobenzofuran and isoindole precursors
J. Chem. Soc.-Perkin Trans. 1
67Cheng, CHFALSEFALSEFALSEFALSE
3745
10.1021/jo990805t
Palladium/P,O-ligand-catalyzed Suzuki cross-coupling reactions of arylboronic acids and aryl chlorides. Isolation and structural characterization of (P,O)-Pd(dba) complex
J. Org. Chem.67Bei, XHFALSEFALSEFALSEFALSE
3746
10.1021/jo9707848
Synthesis of biaryls via a nickel(0)-catalyzed cross-coupling reaction of chloroarenes with arylboronic acids
J. Org. Chem.67FALSEFALSEFALSEFALSE
3747
10.1021/acscatal.2c00133
Depolymerization of Lignin via a Microscopic Reverse Biosynthesis Pathway
ACS Catal.67Diao, TNFALSEFALSEFALSEFALSE
3748
10.1002/chem.202103555
Sterically Crowded Tris(2-(trimethylsilyl)phenyl)phosphine - Is it Still a Ligand?
Chem.-Eur. J.67Englert, UFALSEFALSEFALSEFALSE
3749
10.1021/acscatal.1c04766
N-Heterocyclic Carbene-Nickel-Catalyzed Regioselective Diarylation of Aliphatic-1,3-Dienes
ACS Catal.67Koh, MJFALSEFALSEFALSEFALSE
3750
10.1002/chem.202103643
Nickel-Catalyzed Reductive Allyl-Aryl Cross-Electrophile Coupling via Allylic C-F Bond Activation
Chem.-Eur. J.67
Fujita, T; Ichikawa, J
FALSETRUEFALSEFALSE
3751
10.1002/adsc.202101285
Ni-Catalyzed Direct Carboxylation of Aryl C-H Bonds in Benzamides with CO2
Adv. Synth. Catal.67Wang, BQFALSEFALSEFALSEFALSE
3752
10.1021/acs.orglett.1c03048
Arylketones as Aryl Donors in Palladium-Catalyzed Suzuki-Miyaura Couplings
Org. Lett.67Dai, HXFALSEFALSEFALSEFALSE
3753
10.1055/a-1560-5245
Transition-Metal-Catalyzed Enantioselective alpha-Arylation of Carbonyl Compounds to Give Tertiary Stereocenters
Synthesis67Orlandi, MFALSEFALSEFALSEFALSE
3754
10.1002/aoc.6378
Nickel/beta-CD-catalyzed Suzuki-Miyaura cross-coupling of aryl boronic acids with aryl halides in water
Appl. Organomet. Chem.
67Kaboudin, BFALSEFALSEFALSEFALSE
3755
10.1002/chem.202101082
Enantioselective CO2 Fixation Via a Heck-Coupling/Carboxylation Cascade Catalyzed by Nickel
Chem.-Eur. J.67Bandini, MFALSEFALSEFALSEFALSE
3756
10.1021/acs.accounts.1c00096
Mechanistic Diversity of Low-Valent Chromium Catalysis: Cross-Coupling and Hydrofunctionalization
Accounts Chem. Res.
67Zeng, XMFALSEFALSEFALSEFALSE
3757
10.1039/d1sc00972a
Nickel-catalyzed enantioselective vinylation of aryl 2-azaallyl anions
Chem. Sci.67
Zhang, HB; Yang, XD
FALSEFALSEFALSEFALSE
3758
10.1039/d1ob00362c
Ruthenium(II) complexes with N-heterocyclic carbene-phosphine ligands for the N-alkylation of amines with alcohols
Org. Biomol. Chem.67Huang, MFALSEFALSEFALSEFALSE
3759
10.6023/cjoc201702036
Iron Catalyzed Oxidative Hydroarylation, Methylarylation, and Diarylation of Vinylarenes to Generate Unsymmetrical 1,1-Diarylalkanes
Chin. J. Org. Chem.67Bao, HLFALSEFALSEFALSEFALSE
3760
10.1246/cl.170079
Iron-catalyzed Methylation of Arylboron Compounds with Iodomethane
Chem. Lett.67Nakamura, MFALSEFALSEFALSEFALSE
3761
10.1002/adsc.201600814
Bifunctional Amine-Squaramide Catalyzed Friedel-Crafts Alkylation Based on ortho-Quinone Methides in Oil-Water Phases: Enantioselective Synthesis of Triarylmethanes
Adv. Synth. Catal.67Xu, DQFALSEFALSEFALSEFALSE
3762
10.1002/anie.201611974
Rhodium-Catalyzed Decarbonylative Borylation of Aromatic Thioesters for Facile Diversification of Aromatic Carboxylic Acids
Angew. Chem.-Int. Edit.
67
Niwa, T; Hosoya, T
FALSEFALSEFALSEFALSE
3763
10.1002/chem.201603758
Ni-I Catalyzes the Regioselective Cross-Coupling of Alkylzinc Halides and Propargyl Bromides to Allenes
Chem.-Eur. J.67Cardenas, DJFALSEFALSEFALSEFALSE
3764
10.1021/acs.organomet.6b00371
SambVca 2. A Web Tool for Analyzing Catalytic Pockets with Topographic Steric Maps
Organometallics67Cavallo, LFALSEFALSEFALSEFALSE
3765
10.1021/acs.orglett.6b01288
Heteroarene-Directed Oxidative sp(2) C-H Bond Allylation with Aliphatic Alkenes Catalyzed by an (Electron-Deficient eta(5)-Cyclopentadienyl)rhodium(III) Complex
Org. Lett.67Tanaka, KFALSETRUEFALSEFALSE
3766
10.1007/s00706-015-1613-6
Efficient and simple preparation of functionalized 1,1-dibromoenol phosphates
Mon. Chem.67Tobrman, TFALSEFALSEFALSEFALSE
3767
10.1002/anie.202014080
Rhodium-Catalyzed Enantioselective Synthesis of beta-Amino Alcohols via Desymmetrization of gem-Dimethyl Groups
We report Ti-catalyzed radical formal [3+2] cycloadditions of N-acylaziridines and alkenes. This method provides an efficient approach to the synthesis of pyrrolidines, structural units prevalent in bioactive compounds and organocatalysts, from readily available starting materials. The overall redox-neutral reaction was achieved via a redox-relay mechanism, which harnesses radical intermediates for selective C-N bond cleavage and formation.
Angew. Chem.-Int. Edit.
66
Liu, BX; Chang, JB; Li, XW
FALSEFALSEFALSEFALSE
3768
10.1021/acs.orglett.1c00313
Ni-Catalyzed Cross-Electrophile Coupling of Aryl Triflates with Thiocarbonates via C-O/C-O Bond Cleavage
A one-pot Pd-catalyzed carbonylation of phenols into their corresponding aryl carboxylic acids and esters through the insertion of carbon monoxide has been developed. This procedure offers a direct synthesis of aryl carboxylic acids and esters from inexpensive and abundant starting materials (phenols, SO2F2 and CO) under mild conditions. This method tolerates a broad range of functional groups and is also applicable for the modification of complicated natural products.
Org. Lett.66
Xue, WC; Gong, HG
FALSETRUEFALSEFALSE
3769
10.1039/d0sc05425a
Halogenated salt assisted Cu-catalyzed asymmetric 1,4-borylstannation of 1,3-enynes: enantioselective synthesis of allenylstannes
A catalytic synthesis of amidines from amides has been established for the first time. The newly developed CO extrusion recombination process takes advantage of an inexpensive nickel(II) catalyst and provides the corresponding amidines with high efficiency. The intramolecular fragment coupling shows excellent chemoselectivity, starts from readily available amides, and provides a valuable alternative amidine synthesis protocol.
Chem. Sci.66Liao, JFALSEFALSEFALSEFALSE
3770
10.1021/acs.orglett.0c03058
Alcohol Etherification via Alkoxy Radicals Generated by Visible-Light Photoredox Catalysis
A simple protocol for hydrodebromination and -deiodination of halo(hetero)arenes was enabled by sodium hydride (NaH) in the presence of lithium iodide (LiI). Mechanistic studies showed that an unusual concerted nucleophilic aromatic substitution operates in the present process.
Org. Lett.66Wallentin, CJTRUEFALSEFALSEFALSE
3771
10.1021/acs.inorgchem.0c02127
Two Isostructural URJC-4 Materials: From Hydrogen Physisorption to Heterogeneous Reductive Amination through Hydrogen Molecule Activation at Low Pressure
Oxetanes bearing all-carbon quaternary stereocenters are readily prepared through the iridium-catalyzed anti-diastereo-and enantioselective C-C coupling of primary alcohols and isoprene oxide. Based on this methodology, an oxetane containing analogue of haloperidol was prepared. A related azetidine formation is also described.
Inorg. Chem.66Calleja, GFALSEFALSEFALSEFALSE
3772
10.1021/acs.orglett.0c02909
Nickel-Catalyzed Mizoroki-Heck/Amination Cascade Reactions of o-Dihaloarenes with Allylamines: Synthesis of Indoles
The heterogeneous decarboxylative cross-coupling reaction of potassium polyfluorobenzoates with aryl iodides and bromides was achieved in diglyme or DMAc at 130 or 160 degrees C in the presence of 10-20 mol% of a 1,10-phenanthroline-functionalized MCM-41-immobilized copper(I) complex, [MCM-41-Phen-CuI], yielding a variety of polyfluorobiaryls in good to excellent yields. This heterogeneous copper(I) complex could easily be prepared via a simple procedure from commercially readily available and inexpensive reagents, exhibited the same catalytic activity as the homogeneous CuI/Phen system, and was recovered by filtration of the reaction solution and recycled at least 8 times without significant loss of catalytic activity.
Org. Lett.66Tian, XFALSEFALSEFALSEFALSE
3773
10.1016/j.tet.2020.131493
Palladium-catalyzed reaction of gamma-silylated allyl acetates proceeding through 1,2-shift of a substituent on silicon
Kumada-Corriu and Negishi cross-coupling reactions, catalyzed efficiently by a Ni(II) PNP pincer complex containing a triazine backbone, are described. The catalyst is able to react with both activated and inactivated aryl halides including chlorides as well as phenol derivatives such as tosylates and mesylates to give the corresponding cross-coupling products in good to excellent isolated yields. A high diversity of substrates was tested under moderate conditions for both types of reactions.
Tetrahedron66Horino, YFALSEFALSEFALSEFALSE
3774
10.1021/acs.orglett.0c02515
Palladium-Catalyzed Secondary Benzylic Imidoylative Reactions
The Pd-catalyzed Suzuki-Miyaura cross-coupling of alkyl- and fluoroalkyl(diphenyl)sulfonium triflates with arylboronic acids was compared. The fluorine substitution on the alkyl groups of [Ph2SR][OTf] had a big influence on the reaction. Perfluoroalkyl(diphenyl)sulfonium triflates (2b-d) were unsuccessful participants in the Pd-catalyzed phenylation of arylboronic acid under the standard conditions because of the strong electronegativity of the long-chain perfluoroalkyl groups, which underwent S-R-fn bond cleavage instead. Polyfluoroalkyl(diphenyl)sulfonium triflates (2f-h) reacted with arylboronic acid to afford the phenylation product in very low yields due to the tendency of deprotonation and beta-F elimination of the sulfonium salts. Eventually, (2,2,2-trifluoroethyl)diphenylsulfonium triflate (2e), methyl- or ethyl(diphenyl)sulfonium triflate (2i or 2j), and triphenylsulfonium triflate (2m) were found to be more effective reagents than other tested phenylsulfounium salts for Pd-catalyzed phenylation, which provided much higher yields of the desired products under mild conditions. (C) 2016 Elsevier Ltd. All rights reserved.
Org. Lett.66Qu, JP; Chen, YFFALSEFALSEFALSEFALSE
3775
10.1016/j.isci.2020.101419
Light-Driven Metal-Free Direct Deoxygenation of Alcohols under Mild Conditions
A series of 2,4-diarylquinazolines have been successfully synthesized via the Ni-catalyzed cross-coupling reaction of quinazoline-4-tosylates and aryl Grignard reagents, which provided alternative straightforward approaches for the introduction of aryl groups to quinazolines at C-4 position.
iScience66Li, CJFALSEFALSEFALSEFALSE
3776
10.1002/aoc.5966
Nb((PrNPMe2)-Pr-i)(3)Fe-PMe3: A potential high reactivity heterobimetallic catalyst for acetylene cycloadditions
The first palladium-catalyzed decarbonylative coupling of phenyl 2-azinecarboxylates and arylboronic acids is presented. The key for the development of this decarbonylative coupling is the use of Pd/dcype as a catalyst. A wide range of 2-azinecarboxylates can undergo the present coupling reaction to afford 2-arylazines. By combination with previously reported nickel-catalyzed decarbonylative coupling, we achieved a chemoselective sequential decarbonylative coupling of pyridine dicarboxylate to synthesize 2,4-diarylpyridine.
Appl. Organomet. Chem.
66Li, XYFALSEFALSEFALSEFALSE
3777
10.1002/adsc.202000799
Palladium/Norbornene-Catalyzed Sequentialortho-Acylation andipso-Alkenylation with Carboxylic Acid: Access to Polysubstituted Aryl Ketones
By fine tuning the combinations of chiral palladium catalysts and Lewis acids, both the additional and reductive asymmetric ring-opening reactions of azabenzonorbornadienes with alcohols were accomplished with good chemoselectivity, regioselectivity, and enantioselectivity. It was proven that the reductive ring-opening products were generated through a transfer hydrogenation process with alcohols as hydrogen source.
Adv. Synth. Catal.66Sun, FGFALSEFALSEFALSEFALSE
3778
10.1039/d0ob00737d
Lewis acid-promoted site-selective cyanation of phenols
Chiral monophosphorus ligands are playing an important role for the recent advances in asymmetric catalysis. This review summarizes the latest progress in various asymmetric catalytic reactions with the employment of chiral monophosphorus ligands including asymmetric allylic substitution, asymmetric dearomative arylation, asymmetric Heck reaction, asymmetric cross-coupling, asymmetric C-H bond functionalization, asymmetric coupling of pi systems, asymmetric addition, asymmetric hydrogenation, and asymmetric organocatalytic reactions. The new reactivity, selectivity, and reaction mechanism enabled by these chiral monophosphorus ligands are discussed.
Org. Biomol. Chem.66
Yang, W; Zhao, WX
FALSEFALSEFALSEFALSE
3779
10.1021/acs.oprd.0c00104
Recent Advances in Nonprecious Metal Catalysis
The base-free palladium-catalyzed borylation of aryl chlorides with diborons was achieved. The base-free conditions offered acceptable functional group compatibility. Based on experimental and computational studies, it was shown that smooth boryl transfer from the diborons to the arylpalladium chloride was promoted by strong interaction between the Lewis acidic boron and the chlorine atom on palladium.
Org. Process Res. Dev.
66Hansen, ECFALSEFALSEFALSEFALSE
3780
10.1016/j.chempr.2020.04.006
Cyclometalated Ruthenium Catalyst Enables Ortho-Selective C-H Alkylation with Secondary Alkyl Bromides
The remarkable activity displayed by copper(I)-phosphinite complexes of general formula [CuBr(L)] in two challenging cycloadditions is reported: a) the one-pot azidonation/ cycloaddition of boronic acids, NaN3, and terminal alkynes; b) the cycloaddition of azides and iodoalkynes. These air-stable catalysts led to very good results in both cases and the expected triazoles could be isolated in pure form under 'Click-suitable' conditions.
Chem66Larrosa, IFALSEFALSEFALSEFALSE
3781
10.1021/acscatal.0c01605
Zirconium-Catalyzed Remote Defunctionalization of Alkenes
The nickel-catalyzed addition and coupling reaction between aryl triflates and aldehydes were developed. The reactions proceed smoothly in the presence of zinc powder with the use of 10 mol% Ni(dppe)Br-2 as a catalyst. A range of aryl methanols and aryl ketones were isolated respectively in moderate to good yields in MeOH and THE solvent via direct addition or coupling reactions. Aliphatic and aromatic aldehydes were involved in this reaction, showing a broad substrate scope.
ACS Catal.66Streuff, JFALSEFALSEFALSEFALSE
3782
10.1039/d0qo00072h
A Co(ii)-catalyzed asymmetric ring opening reaction of spiro-epoxyoxindoles with allylboron
Asymmetric allylic alkylation of -ketoesters with allylic alcohols catalyzed by [Ni(cod)(2)]/(S)-H-8-BINAP was found to be a superior synthetic protocol for constructing quaternary chiral centers at the -position of -ketoesters. The reaction proceeded in high yield and with high enantioselectivity using various -ketoesters and allylic alcohols, without any additional activators. The versatility of this methodology for accessing useful and enantioenriched products was demonstrated.
Org. Chem. Front.66
Chen, JZ; Zhang, WB
FALSEFALSEFALSEFALSE
3783
10.1021/jacs.0c01330
Nickel-Catalyzed Alkyl-Alkyl Cross-Electrophile Coupling Reaction of 1,3-Dimesylates for the Synthesis of Alkylcyclopropanes
Catalytic functionalization of organic compounds, leading to the formation of new carbonecarbon bonds, remains one of the more transformative reactions found in modern organic chemistry. Fueled by the emergence of more efficient and sustainable transition metal catalysts, traditional coupling methods such as the Suzuki-Miyaura, Negishi, Heck, and Stille reactions have given way to more direct approaches which significantly reduce the waste associated with prefunctionalizations. This review provides an overview of the recent innovations in transition metal couplings, involving each of the major classes of heterocyclic compounds, reported in the literature from 2014 until the present. Particular emphasis is given to novel catalyst systems which result in direct alkylation and (hetero) arylation products. The chemo-, regio-, and stereoselectivity observed in these coupling reactions have also been highlighted.
J. Am. Chem. Soc.66Hong, XFALSETRUEFALSEFALSE
3784
10.1021/jacs.0c00286
The Quest for the Ideal Base: Rational Design of a Nickel Precatalyst Enables Mild, Homogeneous C-N Cross-Coupling
In this study, a phosphine group was chemically grafted to the surface of graphene in order to prepare a reusable ligand with high surface area, incorporating a phosphine moiety. The treatment of graphene oxide (GO) with hydroxide followed by an aqueous work-up yields an OH-functionalized graphene material (GOH) via ring-opening of the epoxide groups. Reaction of GOH with chlorodiphenylphosphine (ClPPh2) gives a new material, GOPPh(2) (PFG), which can be used for stabilization of metal nanoparticles or complexation of transition metals in order to prepare a reusable metal catalyst. Stabilization of palladium nanoparticles on the surface of GOPPh(2) resulted in the production of an efficient heterogeneous Pd catalyst (PFG Pd) for application in C-C and C-N bond formation reactions. The PFG Pd catalyst was characterized using some different microscopic and spectroscopic techniques such as FT-IR, XRD, TEM, SEM, EDX, and ICP analysis. The applicability of the PFG Pd catalyst was evaluated in Heck, Suzuki and N-arylation reactions. The catalyst system showed high catalyst activity in these processes and the target products were obtained in high isolated yields. The PFG Pd catalyst was reusable in these reactions for at least 5 times with no significant decrease in its catalytic activity.
J. Am. Chem. Soc.66Buchwald, SLFALSEFALSEFALSEFALSE
3785
10.1039/d0re00036a
An oscillatory plug flow photoreactor facilitates semi-heterogeneous dual nickel/carbon nitride photocatalytic C-N couplings
By developing a mild Ni-catalyzed system, a method for direct borylation of sp(2) and sp(3) C-N bonds has been established. The key to this hightly efficient C-N bond borylative cleavage depends on the appropriate choice of the nickel catalyst Ni(COD)(2), ICy center dot HCl as a ligand, and the use of 2-ethoxyethanol as the cosolvent. This transformation shows good functional group compatibility and can serve as powerful synthetic tool for gram-scale synthesis and late-stage C-N borylation of complex compounds.
REACT. CHEM. ENG.
66Kappe, COFALSEFALSEFALSEFALSE
3786
10.1002/anie.201914215
Regio- and Stereoselective Thianthrenation of Olefins To Access Versatile Alkenyl Electrophiles
Angew. Chem.-Int. Edit.
66Ritter, TFALSETRUEFALSEFALSE
3787
10.1038/s41467-019-14016-1
Reaction scope and mechanistic insights of nickel-catalyzed migratory Suzuki-Miyaura cross-coupling
Nat. Commun.66Yin, GYFALSEFALSEFALSEFALSE
3788
10.1002/ejoc.201901331
Acid-Catalyzed Synthesis of Quinoline Derivatives from 2-Methylquinolines and 2-Aryloxy/Alkoxybenzaldehyde in Aqueous Medium
Eur. J. Org. Chem.66Tang, XDFALSEFALSEFALSEFALSE
3789
10.1039/c9gc02464f
Copper and cobalt co-catalyzed aerobic oxidative cross-dehydrogenative coupling reaction of (benzo)azoles
Green Chem.66Lu, HJ; Li, GGFALSEFALSEFALSEFALSE
3790
10.1021/acs.orglett.9b02779
Nickel-Catalyzed Selective Reduction of Carboxylic Acids to Aldehydes
Org. Lett.66
Iosub, AV; Bergman, J
FALSEFALSEFALSEFALSE
3791
10.1039/c9sc02431j
Enantioselective palladium/copper-catalyzed C-C sigma-bond activation synergized with Sonogashira-type C(sp(3))-C(sp) cross-coupling alkynylation
Chem. Sci.66Cao, J; Xu, LWFALSEFALSEFALSEFALSE
3792
10.1039/c9ob00903e
SO2F2 mediated transformation of pyrazolones into pyrazolyl fluorosulfates
Org. Biomol. Chem.66Qin, HLFALSEFALSEFALSEFALSE
3793
10.1039/c9qo00092e
Cross coupling of alkylsilicates with acyl chlorides via photoredox/nickel dual catalysis: a new synthesis method for ketones
Org. Chem. Front.66
Ollivier, C; Fensterbank, L
FALSEFALSEFALSEFALSE
3794
10.1021/jacs.9b01886
Electrochemically Driven, Ni-Catalyzed Aryl Amination: Scope, Mechanism, and Applications
J. Am. Chem. Soc.66Baran, PSFALSETRUEFALSEFALSE
3795
10.1039/c9dt00443b
P-Chiral 1,7-diphosphanorbornenes: from asymmetric phospha-Diels-Alder reactions towards applications in asymmetric catalysis
Dalton Trans.66Zagidullin, AAFALSEFALSEFALSEFALSE
3796
10.1021/acs.organomet.8b00883
A Highly Active Catalyst System for Suzuki-Miyaura Coupling of Aryl Chlorides
Organometallics66Liu, GYFALSEFALSEFALSEFALSE
3797
10.1021/acs.inorgchem.8b03389
Carbon-Rich Trinuclear Octamethylferrocenophanes
Inorg. Chem.66
Roemer, M; Koutsantonis, GA
FALSEFALSEFALSEFALSE
3798
10.1016/j.mcat.2018.09.022
Effects arising from the replacement of aprotic dipolar solvents with ionic liquids in the nickel-catalyzed reduction of aryl chlorides
Mol. Catal.66
Prikhod'ko, SA; Adonin, NY
FALSEFALSEFALSEFALSE
3799
10.1002/anie.201809919
Photoredox/Nickel-Catalyzed Single-Electron Tsuji-Trost Reaction: Development and Mechanistic Insights
Angew. Chem.-Int. Edit.
66Molander, GATRUETRUEFALSEFALSE
3800
10.1021/acs.jpcc.8b07538
Donor/Acceptor Concepts for Developing Efficient Suzuki Cross-Coupling Catalysts Using Graphene-Supported Ni, Cu, Fe, Pd, and Bimetallic Pd/Ni Clusters
J. Phys. Chem. C66Khanna, SNFALSEFALSEFALSEFALSE
3801
10.1002/qua.25723
Computational exploration of Pd-catalyzed C-H bond activation reactions
Int. J. Quantum Chem.
66She, YBFALSEFALSEFALSEFALSE
3802
10.1002/anie.201804794
Selective alpha-Monomethylation by an Amine-Borane/N,N-Dimethylformamide System as the Methyl Source
Angew. Chem.-Int. Edit.
66Wang, YFFALSEFALSEFALSEFALSE
3803
10.1002/cjoc.201800166
Direct CH Bond Activation of Benzoxazole and Benzothiazole with Aryl Bromides Catalyzed by Palladium(II)-N-heterocyclic Carbene Complexes
Chin. J. Chem.66Ozdemir, IFALSEFALSEFALSEFALSE
3804
10.1016/j.ica.2017.06.039
Straightforward synthesis of ferrocenyl allylic thioethers
Inorg. Chim. Acta66
Deydier, E; Manoury, E
FALSEFALSEFALSEFALSE
3805
10.1002/chem.201703266
Mechanistic Study on Nickel-Catalyzed Silylation of Aryl Methyl Ethers
Chem.-Eur. J.66Fu, YFALSEFALSEFALSEFALSE
3806
10.1055/s-0036-1589101
Nickel-Catalyzed Cross-Coupling of Functionalized Organomanganese Reagents with Aryl and Heteroaryl Halides Promoted by 4-Fluorostyrene
Synthesis66Knochel, PFALSEFALSEFALSEFALSE
3807
10.1039/c7cc06881f
A simple route to 1,4-addition reactions by Co-catalyzed reductive coupling of organic tosylates and triflates with activated alkenes
Chem. Commun.66
Hsieh, JC; Cheng, CH
FALSEFALSEFALSEFALSE
3808
10.1016/j.mcat.2017.06.033
Synthesis, characterization and catalytic activity of nickel NHC complexes
Mol. Catal.66Wlodarska, AFALSEFALSEFALSEFALSE
3809
10.1002/chem.201406680
Reaction Optimization, Scalability, and Mechanistic Insight on the Catalytic Enantioselective Desymmetrization of 1,1-Diborylalkanes via Suzuki-Miyaura Cross-Coupling
Chem.-Eur. J.66Hall, DGFALSEFALSEFALSEFALSE
3810
10.1002/chem.201504049
Stereoselective Synthesis of Trisubstituted Alkenes through Sequential Iron-Catalyzed Reductive anti-Carbozincation of Terminal Alkynes and Base-Metal-Catalyzed Negishi CrossCoupling
Chem.-Eur. J.66Hu, XLFALSEFALSEFALSEFALSE
3811
10.1002/anie.201503528
Organocatalyzed Asymmetric Conjugate Addition of Heteroaryl and Aryl Trifluoroborates: a Synthetic Strategy for Discoipyrrole D
Angew. Chem.-Int. Edit.
66May, JAFALSEFALSEFALSEFALSE
3812
10.1021/acs.joc.5b01216
Palladium-Catalyzed Oxidative Silylation of Simple Olefins To Give Allylsilanes Using Hexamethyldisilane and Molecular Oxygen as the Sole Oxidant
J. Org. Chem.66Obora, YFALSEFALSEFALSEFALSE
3813
10.1021/acs.joc.5b00800
Regioselective Cross-Couplings of Coumarins and Flavones with Ethers via C(sp(3))-H Functionalization
J. Org. Chem.66Zhou, AHFALSEFALSEFALSEFALSE
3814
10.1016/j.tetlet.2015.04.069
A N-heterocyclic carbene Ni(II) complex bearing bis(cyclopentadienyl) ligands as a precatalyst for the dehydrogenative silylation of alcohols with hydrosilanes
Tetrahedron Lett.66Ohta, HFALSEFALSEFALSEFALSE
3815
10.1002/anie.201412051
Nickel-Catalyzed Enantioselective C-C Bond Formation through C-sp2-O Cleavage in Aryl Esters
Angew. Chem.-Int. Edit.
66Martin, RFALSEFALSEFALSEFALSE
3816
10.1002/anie.201409065
Phase-Transfer-Catalyzed Asymmetric SNAr Reaction of alpha-Amino Acid Derivatives with Arene Chromium Complexes
Angew. Chem.-Int. Edit.
66Maruoka, KFALSEFALSEFALSEFALSE
3817
10.1071/CH15459
Exploring the Catalytic Reactivity of Nickel Phosphine-Phosphite Complexes
Aust. J. Chem.66Stewart, SGFALSEFALSEFALSEFALSE
3818
10.1021/om500577w
Fate of Aryl/Amido Complexes of Rhodium(III) Supported by a POCOP Pincer Ligand: C-N Reductive Elimination, beta-Hydrogen Elimination, and Relevance to Catalysis
Organometallics66Ozerov, OVFALSEFALSEFALSEFALSE
3819
10.1002/chem.201403446
Highly Chemo-, Enantio-, and Regioselective Synthesis of alpha,alpha-Disubstituted Furanones by Cu-Catalyzed Conjugate Addition
Chem.-Eur. J.66Endo, KFALSEFALSEFALSEFALSE
3820
10.1002/anie.201309074
Asymmetric Palladium-Catalyzed Allylic Alkylation Using Dialkylzinc Reagents: A Remarkable Ligand Effect
Angew. Chem.-Int. Edit.
66Maulide, NFALSEFALSEFALSEFALSE
3821
10.1002/ejoc.201402202
Asymmetric Synthesis of 2-Heteroaryl Cyclic Amines: Total Synthesis of (-)-Anabasine
Eur. J. Org. Chem.66Gillaizeau, IFALSEFALSEFALSEFALSE
3822
10.1016/j.tet.2014.03.076
A novel sustainable strategy for the synthesis of phenols by magnetic CuFe2O4-catalyzed oxidative hydroxylation of arylboronic acids under mild conditions in water
Tetrahedron66Wang, HFALSEFALSEFALSEFALSE
3823
10.1021/ol403631k
Direct, Catalytic, and Regioselective Synthesis of 2-Alkyl-, Aryl-, and Alkenyl-Substituted N-Heterocycles from N-Oxides
Org. Lett.66Larionov, OVFALSEFALSEFALSEFALSE
3824
10.1039/c4cc05307a
Room-temperature palladium-catalyzed direct 2-arylation of benzoxazoles with aryl and heteroaryl bromides
Chem. Commun.66Walsh, PJFALSEFALSEFALSEFALSE
3825
10.1039/c3ra45212c
Experimental and theoretical studies on nickel-zinc-catalyzed cross-coupling of gem-dibromoalkenes with P(O)-H compounds
RSC Adv.66Tang, GFALSEFALSEFALSEFALSE
3826
10.1039/c4ob00642a
A neighboring group participation strategy: direct and highly diastereoselective synthesis of 2-substituted and 2,2-bisubstituted perhydrofuro[2,3-b] pyran derivatives
Org. Biomol. Chem.66Shao, HWFALSEFALSEFALSEFALSE
3827
10.1021/ar300318c
Unraveling the Mysteries of Microwave Chemistry Using Silicon Carbide Reactor Technology
Accounts Chem. Res.
66Kappe, COFALSEFALSEFALSEFALSE
3828
10.1016/j.tet.2013.04.073
Straightforward synthesis of substituted dibenzyl derivatives
Tetrahedron66Renaud, JLFALSEFALSEFALSEFALSE
3829
10.1002/ejoc.201300248
A General Procedure for the Regioselective Synthesis of Aryl Thioethers and Aryl Selenides Through C-H Activation of Arenes
Eur. J. Org. Chem.66Lee, CFFALSEFALSEFALSEFALSE
3830
10.1021/ie3035338
Experimental and Theoretical Investigations of Consequence of Ionic Liquid Anion on Copper(I) Catalyzed Reaction of Aryl Iodide and Thiols
Ind. Eng. Chem. Res.
66Gaikar, VGFALSEFALSEFALSEFALSE
3831
10.1016/j.tet.2012.12.086
Novel synthesis of 1,4,5-trisubstituted 1,2,3-triazoles via a one-pot three-component reaction of boronic acids, azide, and active methylene ketones
Tetrahedron66Cao, SFALSEFALSEFALSEFALSE
3832
10.3998/ark.5550190.0014.205
Design and synthesis of new bis-hydrazones and pyridine bis-hydrazones: application in the asymmetric Diels-Alder reaction
Arkivoc66Fernandez, RFALSEFALSEFALSEFALSE
3833
10.1002/anie.201200328
C-H Activation of Isobutylene Using Frustrated Lewis Pairs: Aluminum and Boron sigma-Allyl Complexes
Angew. Chem.-Int. Edit.
66Stephan, DWFALSEFALSEFALSEFALSE
3834
10.1002/ejoc.200901321
A Concise, Metal-Free Approach to the Synthesis of Oxime Ethers from Cross-Dehydrogenative-Coupling of sp(3) C-H Bonds with Oximes
Eur. J. Org. Chem.66Qian, WXFALSEFALSEFALSEFALSE
3835
10.1021/ja904152r
Iridium Phosphite-Oxazoline Catalysts for the Highly Enantioselective Hydrogenation of Terminal Alkenes
J. Am. Chem. Soc.66Borner, AFALSEFALSEFALSEFALSE
3836
10.1021/ol802049t
Palladium-Catalyzed Hiyama Cross-Coupling Reactions of Aryl Mesylates
Org. Lett.66Yang, PYFALSEFALSEFALSEFALSE
3837
10.1021/jo048702k
Palladium-catalyzed [2+2+2] cocyclotrimerization of benzynes with bicyclic alkenes: An efficient route to anellated 9,10-dihydrophenanthrene derivatives and polyaromatic compounds
J. Org. Chem.66Cheng, CHFALSEFALSEFALSEFALSE
3838
10.1002/anie.200352633
The tertiary sulfonamide as a latent directed-metalation group: Ni-0-catalyzed reductive cleavage and cross-coupling reactions of aryl sulfonamides with Grignard reagents
Angew. Chem.-Int. Edit.
66Snieckus, VFALSEFALSEFALSEFALSE
3839
10.1246/bcsj.63.80
HOMOCOUPLING OF ARYL HALIDES USING NICKEL(II) COMPLEX AND ZINC IN THE PRESENCE OF ET4NI - AN EFFICIENT METHOD FOR THE SYNTHESIS OF BIARYLS AND BIPYRIDINES
Bull. Chem. Soc. Jpn.
66IYODA, MFALSEFALSEFALSEFALSE
3840
10.1021/ja00239a029
CHEMOSELECTIVITY AND STEREOCONTROL IN MOLYBDENUM-CATALYZED ALLYLIC ALKYLATIONS
J. Am. Chem. Soc.66TROST, BMFALSEFALSEFALSEFALSE
3841
10.1021/jo00370a006
OPTICALLY-ACTIVE ALLYLSILANES .10. ASYMMETRIC-SYNTHESIS CATALYZED BY CHIRAL FERROCENYLPHOSPHINE TRANSITION-METAL COMPLEXES .3. PREPARATION OF OPTICALLY-ACTIVE ALLYLSILANES BY PALLADIUM-CATALYZED ASYMMETRIC GRIGNARD CROSS-COUPLING
J. Org. Chem.66HAYASHI, TFALSEFALSEFALSEFALSE
3842
10.1039/d1sc06701j
Palladium-catalyzed chemoselective direct alpha-arylation of carbonyl compounds with chloroaryl triflates at the C-Cl site
Chem. Sci.66So, CMFALSEFALSEFALSEFALSE
3843
10.1021/acscatal.1c04895
Acetate Facilitated Nickel Catalyzed Coupling of Aryl Chlorides and Alkyl Thiols
ACS Catal.66
Wagner, JP; Fleischer, I
FALSEFALSEFALSEFALSE
3844
10.1038/s41598-022-05747-1
Synthesis and characterization of dendritic compounds containing nitrogen: monomer precursors in the construction of biomimetic membranes
Sci Rep66Montane, XFALSEFALSEFALSEFALSE
3845
10.1021/jacs.1c12622
Catalytic Amination of Phenols with Amines
J. Am. Chem. Soc.66Shi, HFALSEFALSEFALSEFALSE
3846
10.1021/acs.joc.1c02659
Access to gem-Difluoroalkenes via Organic Photoredox-Catalyzed gem-Difluoroallylation of Alkyl Iodides
J. Org. Chem.66
Zhang, ZM; Wang, T
TRUEFALSEFALSEFALSE
3847
10.1002/cctc.202101237
Mixed Alkyl/Aryl Diphos Ligands for Iron-Catalyzed Negishi and Kumada Cross Coupling Towards the Synthesis of Diarylmethane
ChemCatChem66Zhang, JFALSEFALSEFALSEFALSE
3848
10.1016/j.tet.2021.132472
Manganese(I) catalyzed cross-coupling of secondary allylic alcohols and primary alcohols
Tetrahedron66Gunanathan, CFALSEFALSEFALSEFALSE
3849
10.3390/catal11091103
Evaluation of 3,3 '-Triazolyl Biisoquinoline N,N '-Dioxide Catalysts for Asymmetric Hydrosilylation of Hydrazones with Trichlorosilane
Catalysts66
Peverati, R; Takenaka, N
FALSEFALSEFALSEFALSE
3850
10.1021/jacs.1c06553
Access to Highly Stereodefined 1,4-cis-Polydienes by a [Ni/Mg] Orthogonal Tandem Catalytic Polymerization
J. Am. Chem. Soc.66Mazet, CFALSEFALSEFALSEFALSE
3851
10.1021/acs.orglett.1c02093
Pd-Catalyzed Asymmetric Acyl-Carbamoylation of an Alkene to Construct an alpha-Quaternary Chiral Cycloketone
Org. Lett.66Xu, H; Dai, HXFALSEFALSEFALSEFALSE
3852
10.1007/s11164-021-04528-1
Cellulose Schiff base-supported Pd(II): An efficient heterogeneous catalyst for Suzuki Miyaura cross-coupling
Res. Chem. Intermed.
66Pore, DMFALSEFALSEFALSEFALSE
3853
10.1021/jacs.1c03763
One to Find Them All: A General Route to Ni(I)-Phenolate Species
J. Am. Chem. Soc.66Morandi, BFALSEFALSEFALSEFALSE
3854
10.1002/tcr.202100089
Recent Advances in the Pd-Catalyzed Coupling of Arylhydrazines and Ammonium Salts via C-N Bond Cleavage
Chem. Rec.66Zhao, JFFALSEFALSEFALSEFALSE
3855
10.1021/jacs.1c03126
Site-Selective Defluorinative sp(3) C-H Alkylation of Secondary Amides
J. Am. Chem. Soc.66Martin, RFALSEFALSEFALSEFALSE
3856
10.1039/d1cc00769f
Palladium-catalyzed one-pot phosphorylation of phenols mediated by sulfuryl fluoride
Chem. Commun.66Ma, PX; Xu, HTFALSEFALSEFALSEFALSE
3857
10.1021/jacs.1c01086
Nickel-Sulfonate Mode of Substrate Binding for Forward and Reverse Reactions of Methyl-SCoM Reductase Suggest a Radical Mechanism Involving Long-Range Electron Transfer
J. Am. Chem. Soc.66Ragsdale, SWFALSETRUEFALSEFALSE
3858
10.1021/jacs.7b06469
Nickel-Catalyzed Defluorinative Reductive Cross-Coupling of gem-Difluoroalkenes with Unactivated Secondary and Tertiary Alkyl Halides
J. Am. Chem. Soc.66Gong, TJ; Fu, YFALSEFALSEFALSEFALSE
3859
10.1002/cjoc.201700071
Nickel-Catalyzed Cross-Electrophile Coupling of Aryl Bromides with Pyrimidin-2-yl Tosylates
Chin. J. Chem.66
Wang, XC; Quan, ZJ
FALSETRUEFALSEFALSE
3860
10.1002/adsc.201700290
Nickel-Catalyzed Sulfonylation of C(sp(2))-H Bonds with Sodium Sulfinates
Adv. Synth. Catal.66
Gong, JF; Song, MP
FALSEFALSEFALSEFALSE
3861
10.1002/ejoc.201700660
Nickel-Catalyzed Amination of Aryl Carbamates with Ammonia
Eur. J. Org. Chem.66Schranck, JFALSEFALSEFALSEFALSE
3862
10.1002/anie.201703486
Nickel-Catalyzed alpha-Allylation of Aldehydes and Tandem Aldol Condensation/Allylation Reaction with Allylic Alcohols
Angew. Chem.-Int. Edit.
66Sauthier, MFALSEFALSEFALSEFALSE
3863
10.1002/anie.201703400
A Dual Palladium and Copper Hydride Catalyzed Approach for Alkyl-Aryl Cross-Coupling of Aryl Halides and Olefins
Angew. Chem.-Int. Edit.
66Buchwald, SLFALSEFALSEFALSEFALSE
3864
10.1055/s-0036-1588692
Iridium-Catalyzed Anti-Stereoselective Ring-Opening Reactions of Azabicyclic Alkenes with Fluoroalkylamines
Synthesis66Yang, DQFALSEFALSEFALSEFALSE
3865
10.1016/j.poly.2016.10.005
Synthesis, characterization, and cycloaddition reaction studies of zinc(II) acetate complexes containing 2,6-bis(pyrazol-1-yl)pyridine and 2,6-bis (3,5-dimethylpyrazol-1-yl)pyridine ligands
Polyhedron66Kim, YFALSEFALSEFALSEFALSE
3866
10.1021/acs.joc.7b00002
Copper Catalyzed C-N Cross-Coupling Reaction of Aryl Boronic Acids at Room Temperature through Chelation Assistance
J. Org. Chem.66Baidya, MFALSEFALSEFALSEFALSE
3867
10.1021/acs.organomet.6b00885
Evaluating 1,1'-Bis(phosphino)ferrocene Ancillary Ligand Variants in the Nickel-Catalyzed C-N Cross-Coupling of (Hetero)aryl Chlorides
Organometallics66Stradiotto, MFALSEFALSEFALSEFALSE
3868
10.1016/j.tet.2016.10.018
Pd-catalyzed Suzuki-Miyaura cross-coupling of [Ph2SR][OTf] with arylboronic acids
Tetrahedron66Zhang, CPFALSEFALSEFALSEFALSE
3869
10.1002/anie.201607270
ortho-C-H Arylation of Benzoic Acids with Aryl Bromides and Chlorides Catalyzed by Ruthenium
Angew. Chem.-Int. Edit.
66Goossen, LJFALSEFALSEFALSEFALSE
3870
10.1016/j.ica.2016.07.048
Nickel(II) and nickel(0) complexes of bis(diisopropylphosphino)amine: Synthesis, structure, and electrochemical activity
Inorg. Chim. Acta66
Lam, K; Kemp, RA
FALSEFALSEFALSEFALSE
3871
10.1002/chem.201604504
Functional Group Interconversion: Decarbonylative Borylation of Esters for the Synthesis of Organoboronates
Chem.-Eur. J.66Rueping, MFALSEFALSEFALSEFALSE
3872
10.1016/j.tet.2016.07.063
A modified Cu(0)-Cu(I)-mediated C-aryl-C-aryl Ullmann coupling for the synthesis of biaryls
Tetrahedron66Ploypradith, PFALSEFALSEFALSEFALSE
3873
10.1002/anie.201604329
Gold(I)-Catalyzed N-Desulfonylative Amination versus N-to-O 1,5-Sulfonyl Migration: A Versatile Approach to 1-Azabicycloalkanes
Angew. Chem.-Int. Edit.
66Pale, P; Blanc, AFALSEFALSEFALSEFALSE
3874
10.1021/acsmacrolett.6b00279
C-H Arylation in the Synthesis of pi-Conjugated Polymers
ACS Macro Lett.66Luscombe, CKFALSEFALSEFALSEFALSE
3875
10.1016/j.tet.2016.02.069
Palladium catalyzed Mizoroki-Heck reaction of pyrimidin-2-yl tosylates with aromatic and aliphatic olefins
Tetrahedron66
Quan, ZJ; Wang, XC
FALSEFALSEFALSEFALSE
3876
10.1021/acs.orglett.5b03455
Nickel-Catalyzed Borylation of Benzylic Ammonium Salts: Stereospecific Synthesis of Enantioenriched Benzylic Boronates
Org. Lett.66Watson, MPFALSEFALSEFALSEFALSE
3877
10.1039/c6cc01312k
Palladium-catalyzed C(sp(3))-C(sp(2)) cross-coupling of homoleptic rare-earth metal trialkyl complexes with aryl bromides: efficient synthesis of functionalized benzyltrimethylsilanes
Chem. Commun.66Yao, B; Li, XFFALSEFALSEFALSEFALSE
3878
10.1039/d0dt04121a
Mechanism of nickel-catalyzed direct carbonyl-Heck coupling reaction: the crucial role of second-sphere interactions
The development of metal-catalysed cross-coupling reactions between one electrophilic and one organometallic nucleophilic partner has revolutionized the practice of chemical synthesis, with coupling reactions between sp(2) centres now commonplace in both academic and industrial research. Methods to allow coupling of sp(3) centres are rapidly being developed, with many recent advances even enabling control of the absolute configuration of newly formed stereogenic centres. The related cross-electrophile couplings have not been developed as thoroughly owing to the challenge of obtaining cross-selectivity between two substrates with similar reactivity. However, the discovery of improved methods to address this challenge has led to significant recent progress. The development of enantioselective cross-electrophile coupling reactions is an emerging area of research. Both stereoconvergent and stereospecific variants have been reported for the synthesis of a range of products containing tertiary stereogenic centres. Many of these transformations build on lessons learnt from traditional (electrophile-nucleophile) cross-couplings of alkyl electrophiles. For example, all enantioselective transformations described to date use a nickel catalyst. Continued progression is likely to provide strategic disconnections for asymmetric synthesis of natural products and medicinal agents.
Dalton Trans.65Wu, YBFALSEFALSEFALSEFALSE
3879
10.1039/d0dt04082g
alpha-Alkylation of arylacetonitriles with primary alcohols catalyzed by backbone modified N-heterocyclic carbene iridium(I) complexes
Sulfated tungstate catalyzed environmentally benign, simple, one pot, and solvent-free method has been developed for the synthesis of 1,3,5-triarylbenzenes via cyclic self-condensation of three molecules of aryl ketones. High yields, short reaction time, easy work-up procedure and recycling of the catalyst endorse advantage. (C) 2017 Elsevier Ltd. All rights reserved.
Dalton Trans.65Gulcemal, SFALSEFALSEFALSEFALSE
3880
10.21577/0103-5053.20200192
Theoretical Study of the Reactivity of Phenyl Radicals Toward Enol Acetates
A Ni-catalyzed oxidative C-H/C-H cross-dehydrogenative coupling (CDC) reaction was developed for constructing various highly functionalized alkyl (aryl)-substituted thiophenes. This method employs thiophenes and aliphatic (aromatic) amides that contain an 8-aminoquinoline as a removable directing group in the presence of a silver oxidant. The approach enables the facile one-step synthesis of substituted thiophenes with high functional group compatibility via double C-H bond cleavage without affecting C-Br and C-I bonds. DFT calculations verify the importance of KH2PO4 as an additive for promoting C-H bond cleavage and support the involvement of a Ni(III) species in the reaction.
J. Braz. Chem. Soc.65Buarque, CDFALSEFALSEFALSEFALSE
3881
10.1016/j.jfluchem.2020.109695
2-Position-selective C-H fluoromethylation of six-membered heteroaryl N-oxides with (fluoromethyl)triphenylphosphonium iodide
The cross-coupling of aryltrimethylammonium triflates with AIMe(3) and beta-H-containing trialkylaluminums was performed in dioxane at 110 C-omicron under catalysis of (dPPP)NiCl2 to afford alkylated arenes. The cross-coupling of 2-menaphthyltrimethylammonium triflate with trialkylaluminums and 1-naphthyltrimethylammonium triflate with triarylaluminums was also carried out respectively under the same conditions. (C) 2017 Elsevier Ltd. All rights reserved.
J. Fluor. Chem.65Qing, FLFALSEFALSEFALSEFALSE
3882
10.1039/d0cc07216h
Hydrogen-bonded nickel(i) complexes
A robust acenaphthoimidazolylidene gold complex is demonstrated as a highly efficient catalyst in the direct alkylsulfonylation of boronic acids. Remarkably, a wide range of highly reactive and unreactive C-electrophiles were well tolerated to produce various (hetero)aryl-alkyl, aryl-alkenyl, and alkenyl-alkyl sulfones in satisfactory yields with 5 mol % catalyst loading. Along with the steric properties of NHC ligands, the high catalytic activity of this gold complex suggests that the strong sigma-donation of acenaphthoimidazolylidene also played a role in promoting this challenging redox-neutral catalytic process.
Chem. Commun.65Szymczak, NKFALSEFALSEFALSEFALSE
3883
10.1021/acs.orglett.0c03786
C(sp(3))-H Monoarylation of Methanol Enabled by a Bidentate Auxiliary
An Fe/Cu-mediated one-pot ketone synthesis was reported; Unlike Ni- and Pd-mediated one-pot ketone syntheses, the reported Fe/Cu-mediated method allowed selective activation and coupling of alkyl iodides over vinyl iodides. The newly developed one-pot ketone synthesis was applied to a synthesis of vinyl iodide/ketone 13, the left half of halichondrin B, as well as vinyl iodide/ketone 8a, the C20-C26 building block of halichondrins.
Org. Lett.65Gou, Q; Yuan, BFFALSEFALSEFALSEFALSE
3884
10.1080/14756366.2021.1900165
Transition metal-catalysed A-ring C-H activations and C(sp(2))-C(sp(2)) couplings in the 13 alpha-oestrone series and in vitro evaluation of antiproliferative properties
Bimetallic effects on stoichiometric beta-hydride elimination and migratory insertion reactions were examined. Bimetallic reaction conditions drove beta-hydride elimination at Cu, while bimetallic C-B elimination occurred in the absence of beta-hydrogens. The inherent migratory insertion chemistry of alkynes at Ni was diverted under bimetallic reaction conditions to favor C-H deprotonation.
J. Enzym. Inhib. Med. Chem.
65Mernyak, EFALSEFALSEFALSEFALSE
3885
10.1021/jacs.0c09639
Cleavage of C(sp(3))-F Bonds in Trifluoromethylarenes Using a Bis(NHC)nickel(0) Complex
Ni-II-catalyzed C-N cross-coupling reaction of secondary acyclic amides (2-picolinamides, which were derived from 2-picolinic acid and amines) and aryl halides for the construction of tertiary amides has been reported. Relatively inexpensive NiCl2 was used as the catalyst for the N-arylation of various 2-picolinamides (secondary acyclic amides), in which the 2-picolinamide unit plausibly served as an internal ligand.
J. Am. Chem. Soc.65Ogoshi, SFALSEFALSEFALSEFALSE
3886
10.1055/a-1282-9731
Nickel-Catalyzed alpha-1,3-Dienylation of 1,3-Dicarbonyl Compounds with Propargylic Carbonates
Organic synthesis efficiency can take considerable advantage from microwave heating. Compared to conventional heating, it allows to improve the reactions speed and yield through an energy-efficient, clean, and easy-to-use processing tool. Transition-metal catalyzed cross-coupling reactions and in particular the Suzuki-Miyaura cross-coupling is powerful and widely used tool for the formation of carbon-carbon bonds. Cross coupling reactions are of large interest for the bonding of a broad range of functional groups, in particular biaryl groups, allowing for a strong stereoselectivity. In this paper, recent research results concerning the application of microwave heating in Suzuki-Miyaura cross-coupling reactions are reviewed with particular emphasis on reactions involving supported Pd as a catalyst.
Synlett65
Ishida, N; Murakami, M
FALSEFALSEFALSEFALSE
3887
10.1021/acs.organomet.0c00485
Ni((4-tBu)stb)(3): A Robust 16-Electron Ni(0) Olefin Complex for Catalysis
A ligand-free, highly efficient Cu-catalytic N-arylation of iminodibenzyl and iminostilbene derivatives with a broad scope of unactivated aryl halides under mild conditions has been developed for the first time. Moreover, the first Ni-based catalytic system was also applied to the N-arylation of pre-existing derivatives. These novel protocols provide facile and convenient access to the construction of dibenzazepines and offer promising alternatives to the widely used palladium catalysts.
Organometallics65Cornella, JFALSETRUEFALSEFALSE
3888
10.1002/chem.202002800
Nickel-Catalyzed Amination of (Hetero)aryl Halides Facilitated by a Catalytic Pyridinium Additive
Several procedures were evaluated for the preparation of lithium 4,4'-di-tert-butylbiphenylide (LiDBB, Freeman's reagent) from lithium metal and 4,4'-di-tert-butylbiphenyl (DBB) in THF. Solutions with nominal concentration of 0.4 and 1.0 M were formed. The stability of LiDBB solutions was evaluated over time, and the gradual uptake of lithium metal was observed. At 0 degrees C the LiDBB solutions were stable for over a week in THF. At 20 degrees C the LiDBB solution underwent various decomposition pathways, which led to uptake of more lithium metal and the accumulation of side products. These decomposition pathways were studied, and the importance of ethene in the destruction of THF by LiDBB was observed. On a practical note, LiDBB solutions in THF were stable and effective for over a week at 0 degrees C or for more than 37 weeks when stored under argon at -25 degrees C. These observations will extend the utility of LiDBB as a reagent in organic synthesis.
Chem.-Eur. J.65Jin, JFALSEFALSEFALSEFALSE
3889
10.1021/acs.orglett.0c02016
Co(III)-Catalyzed Annulative Vinylene Transfer via C-H Activation: Three-Step Total Synthesis of 8-Oxopseudopalmatine and Oxopalmatine
An iridium photocatalyst and visible light facilitate a room temperature, nickel-catalyzed coupling of (hetero)aryl bromides with activated alpha-heterosubstituted or benzylic C(sp(3))-H bonds. Mechanistic investigations on this unprecedented transformation have uncovered the possibility of an unexpected mechanism hypothesized to involve a Ni-Br homolysis event from an excited-state nickel complex. The resultant bromine radical is thought to abstract weak C(sp(3))-H bonds to generate reactive alkyl radicals that can be engaged in Ni-catalyzed arylation. Evidence suggests that the iridium photocatalyst facilitates nickel excitation and bromine radical generation via triplet-triplet energy transfer.
Org. Lett.65
Xiao, Q; Zhang, YF
FALSEFALSEFALSEFALSE
3890
10.1002/chem.202001685
Unexpected Vulnerability of DPEphos to C-O Activation in the Presence of Nucleophilic Metal Hydrides
Nickel can be used to promote oxidative C(sp(2))-H/C(sp(2))-H cross-coupling between two heteroarenes. The reaction scope can be extended to aromatic carboxamides as the coupling partner. The reaction exhibits high functional-group compatibility and broad substrate scope. The silver oxidant can be recycled to reduce costs and waste, which is very useful for practical applications.
Chem.-Eur. J.65Whittlesey, MKFALSEFALSEFALSEFALSE
3891
10.1021/acs.jpcb.0c03844
Uracil-5-yl O-Sulfamate: An Illusive Radiosensitizer. Pitfalls in Modeling the Radiosensitizing Derivatives of Nucleobases
Cross-coupling is a fundamental reaction in the synthesis of functional molecules, and has been widely applied, for example, to phenols, anilines, alcohols, amines and their derivatives. Here we report the Ni-catalysed Stille cross-coupling reaction of quaternary ammonium salts via C-N bond cleavage. Aryl/alkyl-trimethylammonium salts [Ar/R-NMe3](+) react smoothly with arylstannanes in 1: 1 molar ratio in the presence of a catalytic amount of commercially available Ni(cod)(2) and imidazole ligand together with 3.0 equivalents of CsF, affording the corresponding biaryl with broad functional group compatibility. The reaction pathway, including C-N bond cleavage step, is proposed based on the experimental and computational findings, as well as isolation and single-crystal X-ray diffraction analysis of Ni-containing intermediates. This reaction should be widely applicable for transformation of amines/quaternary ammonium salts into multi-aromatics.
J. Phys. Chem. B65Rak, JFALSEFALSEFALSEFALSE
3892
10.6023/cjoc201912030
Palladium-Catalyzed Asymmetric Ring-Opening Reactions of Oxabenzonorbornadienes with Potassium Trifluoroborate Salts
A unique C-H allylation has been discovered with unbiased aliphatic olefins. An intimate M-L affiliation between a high-valent cobalt catalyst and amino-quinoline derived benzamides has been found to be crucial for this unprecedented selectivity. An exemplary set of aliphatic olefins, high yields coupled with excellent regio- and stereoselectivity, and wide functional group tolerances are noteworthy. In addition, a catalytically competent organometallic Co(III) species has been identified through X-ray crystallography. This study is expected to facilitate new synthetic designs toward unconventional allylic selectivity with aliphatic olefins.
Chin. J. Org. Chem.65Huang, GB; Li, XYFALSEFALSEFALSEFALSE
3893
10.1021/acs.joc.0c00899
Transition-Metal-Free Stereospecific Oxidative Annulative Coupling of Indolines with Aziridines
Deprotonative directed ortho cupration of aromatic/heteroaromatic C-H bond and subsequent oxidation with t-BuOOH furnished functionalized phenols in high yields with high regio- and chemoselectivity. DFT calculations revealed that this hydroxylation reaction proceeds via a copper (I -> III -> I) redox mechanism. Application of this reaction to aromatic C-H amination using BnONH2 efficiently afforded the corresponding primary anilines. These reactions show broad scope and good functional group compatibility. Catalytic versions of these transformations are also demonstrated.
J. Org. Chem.65Punniyamurthy, TFALSEFALSEFALSEFALSE
3894
10.1021/jacs.0c03589
Development and Mechanistic Interrogation of Interrupted Chain-Walking in the Enantioselective Relay Heck Reaction
A strategy for cross-electrophile coupling has been developed via the merger of photoredox and transition metal catalysis. In this report, we demonstrate the use of commercially available tris(trimethylsilyl)silane with metallaphotoredox catalysis to efficiently couple alkyl bromides with aryl or heteroaryl bromides in excellent yields. We hypothesize that a photocatalytically generated silyl radical species can perform halogen-atom abstraction to activate alkyl halides as nucleophilic cross-coupling partners. This protocol allows the use of mild yet robust conditions to construct C-sp(3)-C-sp(2) bonds generically via a unique cross-coupling pathway.
J. Am. Chem. Soc.65Sigman, MSFALSEFALSEFALSEFALSE
3895
10.1016/j.tet.2020.131201
Ni(II)/tBu-SMI-PHOX catalyzed enantioselective addition of arylboronic acids to cyclic N-sulfonyl aldimines
A practical and highly stereoselective iron-catalyzed cross-coupling reaction of stereodefined enol carbamates and Grignard reagents to yield tri- and tetrasubstituted acrylates is reported. A facile method for the stereoselective generation of these enol carbamates has also been developed.
Tetrahedron65
Cao, GR; Teng, DW
FALSEFALSEFALSEFALSE
3896
10.1021/jacs.0c02839
Catalytic Deoxygenative Coupling of Aromatic Esters with Organophosphorus Compounds
The development of practical, efficient, and atom-economical methods for the formation of carbon-carbon bonds remains a topic of considerable interest in current synthetic organic chemistry. In this review, we have summarized selected topics from the recent literature with particular emphasis on C-alkylation processes involving hydrogen transfer using alcohols as alkylation reagents. This review includes selected highlights concerning recent progress towards the modification of catalytic systems for the alpha-alkylation of ketones, nitriles, and esters. Furthermore, we have devoted a significant portion of this review to the methylation of ketones, alcohols, and indoles using methanol. Lastly, we have also documented recent advances in beta-alkylation methods involving the dimerization of alcohols (Guerbet reaction), as well as new developments in C-alkylation methods based on sp 3 C-H activation.
J. Am. Chem. Soc.65Yamaguchi, JFALSEFALSEFALSEFALSE
3897
10.1021/jacs.0c01724
Synthesis of beta-Phenethylamines via Ni/Photoredox Cross-Electrophile Coupling of Aliphatic Aziridines and Aryl Iodides
Highly active aluminium hydroxide supported nanopalladium-catalyzed Suzuki-Miyaura coupling reactions of potassium aryl- and heteroaryltrifluoroborates with aryldiazonium salts or aromatic, heteroaromatic halides have been achieved, respectively. Most substrates were shown to cross-couple with ease to aryl compounds as well as to a variety of heteroaromatic bromides in good to excellent yields.
J. Am. Chem. Soc.65Doyle, AGTRUETRUEFALSEFALSE
3898
10.1021/acs.orglett.0c00679
Iron-Catalyzed Borylation of Aryl Ethers via Cleavage of C-O Bonds
Recently, esters have received much attention as transmetalation partners for cross-coupling reactions. Herein, we report a systematic study of the reactivity of a series of esters and thioesters with [{(dtbpe)Ni}(2)(-(2):(2)-C6H6)] (dtbpe=1,2-bis(di-tert-butyl)phosphinoethane), which is a source of (dtbpe)nickel(0). Trifluoromethylthioesters were found to form (2)-carbonyl complexes. In contrast, acetylthioesters underwent rapid C-acyl-S bond cleavage followed by decarbonylation to generate methylnickel complexes. This decarbonylation could be pushed backwards by the addition of CO, allowing for regeneration of the thioester. Most of the thioester complexes were found to undergo stoichiometric cross-coupling with phenylboronic acid to yield sulfides. While ethyl trifluoroacetate was also found to form an (2)-carbonyl complex, phenyl esters were found to predominantly undergo C-aryl-O bond cleavage to yield arylnickel complexes. These could also undergo transmetalation to yield biaryls. Attempts to render the reactions catalytic were hindered by ligand scrambling to yield nickel bis(acetate) complexes, the formation of which was supported by independent syntheses. Finally, 2-naphthyl acetate was also found to undergo clean C-aryl-O bond cleavage, and although stoichiometric cross-coupling with phenylboronic acid proceeded with good yield, catalytic turnover has so far proven elusive.
Org. Lett.65Feng, ZFALSEFALSEFALSEFALSE
3899
10.1021/jacs.0c00123
Catalytic Acceptorless Dehydrogenation of Aliphatic Alcohols
Herein, we describe a novel copper-catalyzed epoxide opening reaction with gem-diborylmethane. Aliphatic, aromatic epoxides as well as aziridines are converted to the corresponding gamma-pinacolboronate alcohols or amines in moderate to excellent yields. This new reaction provides beneficial applications for classic epoxide substrates as well as interesting gem-diborylalkane reagents.
J. Am. Chem. Soc.65
Mitsunuma, H; Kanai, M
FALSEFALSEFALSEFALSE
3900
10.1039/c9ob02667c
Chemical transformations of quaternary ammonium salts via C-N bond cleavage
Org. Biomol. Chem.65Wang, ZXFALSEFALSEFALSEFALSE
3901
10.1002/anie.201915218
Synergistic Relay Reactions To Achieve Redox-Neutral alpha-Alkylations of Olefinic Alcohols with Ruthenium(II) Catalysis
Angew. Chem.-Int. Edit.
65Li, CJFALSEFALSEFALSEFALSE
3902
10.1021/acs.orglett.9b04117
Continuous Flow Enables Metallaphotoredox Catalysis in a Medicinal Chemistry Setting: Accelerated Optimization and Library Execution of a Reductive Coupling between Benzylic Chlorides and Aryl Bromides
Org. Lett.65Brill, ZGFALSEFALSEFALSEFALSE
3903
10.1039/c9cc07072a
Formation of allylated quaternary carbon centers via C-O/C-O bond fragmentation of oxalates and allyl carbonates
Chem. Commun.65Gong, HGFALSEFALSEFALSEFALSE
3904
10.1002/anie.201913825
Enantioselective Synthesis of 3-Substituted Cyclobutenes by Catalytic Conjugate Addition/Trapping Strategies
Angew. Chem.-Int. Edit.
65Lu, PFALSEFALSEFALSEFALSE
3905
10.1021/acscatal.9b03894
Catalytic Dehydrative Peptide Synthesis with gem-Diboronic Acids
ACS Catal.65Takemoto, YFALSEFALSEFALSEFALSE
3906
10.1039/c9ob02107h
Double C-N bond cleavages of N-alkyl 4-oxopiperidinium salts: access to unsymmetrical tertiary sulfonamides
Org. Biomol. Chem.65
Fu, Y; Du, ZY; Huo, CD
FALSEFALSEFALSEFALSE
3907
10.1021/acs.joc.9b02094
Ni-Catalyzed C-H Arylation of Oxazoles and Benzoxazoles Using Pharmaceutically Relevant Aryl Chlorides and Bromides
J. Org. Chem.65Kalyani, DFALSEFALSEFALSEFALSE
3908
10.1021/acs.oprd.9b00232
Metal-Reductant-Free Electrochemical Nickel-Catalyzed Couplings of Aryl and Alkyl Bromides in Acetonitrile
Org. Process Res. Dev.
65Hansen, ECFALSETRUEFALSEFALSE
3909
10.1002/ejic.201900692
Nickel Carbodicarbene Catalyzes Kumada Cross-Coupling of Aryl Ethers with Grignard Reagents through C-O Bond Activation
Eur. J. Inorg. Chem.65Ong, TGFALSEFALSEFALSEFALSE
3910
10.1021/acs.orglett.9b01014
Deaminative Reductive Cross-Electrophile Couplings of Alkylpyridinium Salts and Aryl Bromides
Org. Lett.65Watson, MPFALSETRUEFALSEFALSE
3911
10.1021/acscatal.8b05111
Ni-Mediated Generation of CN Unit from Formamide and Its Catalysis in the Cyanation Reactions
ACS Catal.65Yang, LFALSEFALSEFALSEFALSE
3912
10.1021/acs.inorgchem.8b03425
CO Displacement in an Oxidative Addition of Primary Silanes to Rhodium(I)
Inorg. Chem.65Sadow, ADFALSEFALSEFALSEFALSE
3913
10.1038/s41467-019-08631-1
Direct dehydrogenative alkyl Heck-couplings of vinylarenes with umpolung aldehydes catalyzed by nickel
Nat. Commun.65Li, CJFALSEFALSEFALSEFALSE
3914
10.1021/jacs.8b13499
Mechanistic Characterization of (Xantphos)Ni(I)-Mediated Alkyl Bromide Activation: Oxidative Addition, Electron Transfer, or Halogen-Atom Abstraction
J. Am. Chem. Soc.65Diao, TNFALSETRUEFALSEFALSE
3915
10.1039/c8sc04162h
Ni-catalyzed migratory fluoro-alkenylation of unactivated alkyl bromides with gem-difluoroalkenes
Chem. Sci.65Feng, CFALSEFALSEFALSEFALSE
3916
10.1039/c8ob02864h
Nickel- catalyzed syn- stereocontrolled ring- opening of oxa- and azabicyclic alkenes with dialkylzinc reagents
Org. Biomol. Chem.65Yang, DQFALSEFALSEFALSEFALSE
3917
10.1039/c8qo00820e
Nickel catalyzed synthesis of 4,4-bichromenes/4,4-bithiochromenes and their Atropisomerism
Org. Chem. Front.65Kabilan, SFALSEFALSEFALSEFALSE
3918
10.1016/j.molstruc.2018.08.043
Syntheses, structures, and properties of three mixed-ligand complexes based on 3,6-bis(imidazole-1-yl)pyridazine
J. Mol. Struct.65Wang, DZFALSEFALSEFALSEFALSE
3919
10.1002/anie.201810652
Nitromethane as a Carbanion Source for Domino Benzoannulation with Ynones: One-Pot Synthesis of Polyfunctional Naphthalenes and a Total Synthesis of Macarpine
Angew. Chem.-Int. Edit.
65Pabbaraja, SFALSEFALSEFALSEFALSE
3920
10.1002/ajoc.201800560
Reaction of Quinoline N-Oxides and Pyridine N-Oxides with Arylzinc Reagents: Synthesis of 2-Arylquinolines and 2-Arylpyridines
Asian J. Org. Chem.65Wang, ZXFALSEFALSEFALSEFALSE
3921
10.1021/jacs.8b08746
Enol Acetates: Versatile Substrates for the Enantioselective Intermolecular Tsuji Allylation
J. Am. Chem. Soc.65Aponick, AFALSEFALSEFALSEFALSE
3922
10.1021/acs.orglett.8b02972
Intramolecular Desulfitative Coupling: Nickel-Catalyzed Transformation of Diaryl Sulfones into Biaryls via Extrusion of SO2
Org. Lett.65Yorimitsu, HFALSEFALSEFALSEFALSE
3923
10.1002/asia.201800478
Pd-Catalyzed Decarbonylative C-H Coupling of Azoles and Aromatic Esters
Chem.-Asian J.65Yamaguchi, JFALSEFALSEFALSEFALSE
3924
10.1002/anie.201805486
Cobalt-Catalyzed Cross-Couplings between Alkenyl Acetates and Aryl or Alkenyl Zinc Pivalates
Angew. Chem.-Int. Edit.
65Knochel, PFALSEFALSEFALSEFALSE
3925
10.1039/c8qo00517f
Unsymmetrical CNN-palladacycles with geometry-constrained iminopyridyl ligands: an efficient precatalyst in Suzuki coupling for accessing 1,1-diarylalkanes from secondary benzylic bromides
Org. Chem. Front.65Jin, LQ; Hu, XQFALSEFALSEFALSEFALSE
3926
10.1039/c8dt01852a
NIXANTPHOS: a highly active ligand for palladium catalyzed Buchwald-Hartwig amination of unactivated aryl chlorides
Dalton Trans.65
Mao, JY; Walsh, PJ
FALSEFALSEFALSEFALSE
3927
10.1039/c8dt00441b
1,1 '-Binaphthyl-substituted diphosphene: synthesis, structures, and chiral optical properties
Dalton Trans.65
Tsurusaki, A; Kamikawa, K
FALSEFALSEFALSEFALSE
3928
10.1021/acs.organomet.8b00005
Unsymmetrical Pincer N-Heterocyclic Carbene-Nitrogen-Phosphine Chelated Palladium(II) Complexes: Synthesis, Structure, and Reactivity in Direct Csp(2)-H Arylation of Benzoxazoles
Organometallics65Li, RXFALSEFALSEFALSEFALSE
3929
10.1039/c8ob00392k
Site-specific hydroxyalkylation of chromones via alcohol mediated Minisci-type radical conjugate addition
Org. Biomol. Chem.65Yu, JT; Cheng, JFALSEFALSEFALSEFALSE
3930
10.1039/c8ob00238j
A visible-light photocatalytic thiolation of aryl, heteroaryl and vinyl iodides
Org. Biomol. Chem.65Polyzos, AFALSEFALSEFALSEFALSE
3931
10.1039/c7sc05059c
A combined experimental and computational study on the reaction of fluoroarenes with Mg-Mg, Mg-Zn, Mg-Al and Al-Zn bonds
Chem. Sci.65Crimmin, MRFALSEFALSEFALSEFALSE
3932
10.1002/asia.201701224
HMPA-Promoted Siladifluoromethylation of Di-, and Triarylmethanes with the Ruppert-Prakash Reagent
Chem.-Asian J.65Cao, SFALSEFALSEFALSEFALSE
3933
10.1039/c6ra16627j
Efficient hydroarylation and hydroalkenylation of vinylarenes by Bronsted acid catalysis
RSC Adv.65
Xia, CG; Jiang, GX
FALSEFALSEFALSEFALSE
3934
10.1002/anie.201506432
Acyl Radicals from Aromatic Carboxylic Acids by Means of Visible-Light Photoredox Catalysis
Angew. Chem.-Int. Edit.
65Wallentin, CJTRUEFALSEFALSEFALSE
3935
10.1002/adsc.201500209
3-Naphthylindole Construction by Rhodium(II)-Catalyzed Regioselective Direct Arylation of Indoles with 1-Diazonaphthalen-2-(1H)-ones
Adv. Synth. Catal.65Baral, ERFALSEFALSEFALSEFALSE
3936
10.1002/adsc.201500301
An Efficient Synthesis of N-(Hetero)arylcarbazoles: Palladium-Catalyzed Coupling Reaction between (Hetero) aryl Chlorides and N-Carbazolylmagnesium Chloride
Adv. Synth. Catal.65Nakayama, YFALSEFALSEFALSEFALSE
3937
10.1021/acs.orglett.5b00780
Scalable Synthesis of Fmoc-Protected GalNAc-Threonine Amino Acid and T-N Antigen via Nickel Catalysis
Org. Lett.65Nguyen, HMFALSEFALSEFALSEFALSE
3938
10.1021/acs.joc.5b00065
Platinum-Catalyzed Asymmetric Ring-Opening Reactions of Oxabenzonorbornadienes with Phenols
J. Org. Chem.65Long, YHFALSEFALSEFALSEFALSE
3939
10.1002/chem.201405558
Biaryl Synthesis by Ring-Opening Friedel-Crafts Arylation of 1,4-Epoxy-1,4-dihydronaphthalenes Catalyzed by Iron Trichloride
Chem.-Eur. J.65Sawama, YFALSEFALSEFALSEFALSE
3940
10.1021/jo502541t
Synthesis of ortho-Haloaminoarenes by Aryne Insertion of Nitrogen-Halide Bonds
J. Org. Chem.65Wang, QFALSEFALSEFALSEFALSE
3941
10.1039/c5ob00545k
Divergent synthesis of 4,6-diarylated pyridin-2(1H)-ones from chalcones: novel access to 2,4,6-triaryl pyridines
Org. Biomol. Chem.65Kapoor, KKFALSEFALSEFALSEFALSE
3942
10.1002/ejoc.201403354
Transition-Metal-Free Synthesis of Fluorinated Nitriles and Diaryl Ketones Through a Selective C-F Bond Functionalization Under Mild Conditions
Eur. J. Org. Chem.65Yu, CMFALSEFALSEFALSEFALSE
3943
10.1039/c5cy00802f
Wool-anchored Pd(OAc)(2) complex: a highly active and reusable catalyst for desulfurative coupling reactions
Catal. Sci. Technol.65Yang, QLFALSEFALSEFALSEFALSE
3944
10.1016/j.tetlet.2014.09.129
Base initiated aromatization/C-O bond formation: a new entry to O-pyrazole polyfluoroarylated ethers
Tetrahedron Lett.65Liu, CBFALSEFALSEFALSEFALSE
3945
10.1016/j.jorganchem.2014.01.025
Transfer hydrogenation of ketones catalyzed by new rhodium and iridium complexes of aminophosphine containing cyclohexyl moiety and photosensing behaviors of rhodium and iridium based devices
J. Organomet. Chem.
65Aydemir, MFALSEFALSEFALSEFALSE
3946
10.1002/ejoc.201400090
Selective Suzuki- Miyaura Monocouplings with Symmetrical Dibromoarenes and Aryl Ditriflates for the One- Pot Synthesis of Unsymmetrical Triaryls
Eur. J. Org. Chem.65Dodd, RHFALSEFALSEFALSEFALSE
3947
10.1016/j.tetlet.2013.12.083
Efficient assembly of alpha-aryl and alpha-vinyl nitriles via iron-catalyzed ether bond activation
Tetrahedron Lett.65Fan, XHFALSEFALSEFALSEFALSE
3948
10.1002/aoc.3020
BiCl3-catalyzed carboncarbon cross-coupling of organoboronic acids with aryl iodides
Appl. Organomet. Chem.
65Chakraborty, DFALSEFALSEFALSEFALSE
3949
10.1016/j.jcat.2012.11.020
Aerobic homocoupling of phenylboronic acid on Mg-Al mixed-oxides-supported Au nanoparticles
J. Catal.65Xiao, FSFALSEFALSEFALSEFALSE
3950
10.1007/s00706-012-0838-x
Recent advances in Kumada-Tamao-Corriu cross-coupling reaction catalyzed by different ligands
Mon. Chem.65Heravi, MMFALSEFALSEFALSEFALSE
3951
10.1002/mrc.3864
O-17 NMR studies of ortho-substituent effects in substituted phenyl tosylates
Magn. Reson. Chem.
65Koppel, IAFALSEFALSEFALSEFALSE
3952
10.1021/jo3008397
Synthesis of Alkenyl Sulfides Through the Iron-Catalyzed Cross-Coupling Reaction of Vinyl Halides with Thiols
J. Org. Chem.65Lee, CFFALSEFALSEFALSEFALSE
3953
10.1016/j.tetlet.2012.03.036
A new electronically deficient atropisomeric diphosphine ligand (S)-CF3O-BiPhep and its application in asymmetric hydrogenation
Tetrahedron Lett.65Wang, MCFALSEFALSEFALSEFALSE
3954
10.1039/c2cc33641c
Triflimide-catalyzed allyl-allyl cross-coupling: a metal-free allylic alkylation
Chem. Commun.65Liu, XWFALSEFALSEFALSEFALSE
3955
10.1016/j.tetlet.2011.10.126
Improved Hiyama cross-coupling reactions using HOMSi (R) reagents: a novel application of a palladacycle
Tetrahedron Lett.65Hughes, ABFALSEFALSEFALSEFALSE
3956
10.1021/ol2020863
Efficient Copper-Catalyzed S-Vinylation of Thiols with Vinyl Halides
Org. Lett.65Lee, CFFALSEFALSEFALSEFALSE
3957
10.1021/ol201702a
Ni(II) Salts and 2-Propanol Effect Catalytic Reductive Coupling of Epoxides and Alkynes
Org. Lett.65Jamison, TFFALSEFALSEFALSEFALSE
3958
10.1021/jo100846t
A General Palladium Catalyst System for Suzuki-Miyaura Coupling of Potassium Aryltrifluoroborates and Aryl Mesylates
J. Org. Chem.65Kwong, FYFALSEFALSEFALSEFALSE
3959
10.1021/ja903091g
Hydroxyphosphine Ligand for Nickel-Catalyzed Cross-Coupling through Nickel/Magnesium Bimetallic Cooperation
J. Am. Chem. Soc.65Nakamura, EFALSEFALSEFALSEFALSE
3960
10.1016/j.tetlet.2008.11.082
Simple, efficient and recyclable catalytic system for performing copper-catalyzed C-S coupling of thiols with aryl iodides in PEG and PEG-H2O
Tetrahedron Lett.65Wang, YGFALSEFALSEFALSEFALSE
3961
10.1021/om700522q
Iron trichloride mediated allylation of lithium alkoxides through an unusual carbon-oxygen bond cleavage
Organometallics65Kabalka, GWFALSEFALSEFALSEFALSE
3962
10.1002/chem.200601582
Self-assembly of hybrid dendrons with complex primary structure into functional helical pores
Chem.-Eur. J.65Percec, VFALSEFALSEFALSEFALSE
3963
10.1016/j.tetlet.2004.09.114
An efficient palladium-catalyzed coupling reaction of lithium alkynyltriisopropoxyborates with acid chlorides: a new access to synthesis of conjugated ynones
Tetrahedron Lett.65Oh, CHFALSEFALSEFALSEFALSE
3964
10.1021/ja011428g
Ruthenium-catalyzed two-component addition to form 1,3-dienes: Optimization, scope, applications, and mechanism
J. Am. Chem. Soc.65Trost, BMFALSEFALSEFALSEFALSE
3965
10.1039/a809488h
New bis(phosphines) derived from N,N '-substituted ethylenediamine derivatives. Synthesis and transition metal chemistry of X2PN(R)CH2CH2(R)NPX2 (R = CH2Ph or Ph, X = Ph; R = CH2Ph, X-2 = O2C6H4). The crystal and molecular structure of Ph2PN(CH2Ph)CH2CH2(CH2Ph)NPPh2 and cis-[{PtCl2Ph2PN(CH2Ph)CH2CH2(CH2Ph)NPPh2}]
J. Chem. Soc.-Dalton Trans.
65Balakrishna, MSFALSEFALSEFALSEFALSE
3966
10.1021/jo00309a008
ALPHA-METALATED TERTIARY ENOL CARBAMATES - NEW ACYL ANION EQUIVALENTS
J. Org. Chem.65FALSEFALSEFALSEFALSE
3967
10.1002/anie.202116775
Reductant-Free Cross-Electrophile Synthesis of Di(hetero)arylmethanes by Palladium-Catalyzed Desulfinative C-C Coupling
Angew. Chem.-Int. Edit.
65Willis, MCFALSETRUEFALSEFALSE
3968
10.1039/d2ob00056c
Theoretical study for evaluating and discovering organic hydride compounds as novel trifluoromethylation reagents
Org. Biomol. Chem.65Yan, MCFALSEFALSEFALSEFALSE
3969
10.1002/ajoc.202100665
Synthesis of C4-Acyl-tetrofuranosides and C5-Acyl-pentopyranosides Enabled by the Liebeskind-Srogl Cross-Coupling Reaction
Asian J. Org. Chem.65Li, MFALSEFALSEFALSEFALSE
3970
10.1002/ejoc.202101505
Synthesis of 2-Substituted Indoles by Pd-Catalyzed Reductive Cyclization of 1-Halo-2-nitrobenzene with Alkynes
Eur. J. Org. Chem.65Bhanage, BMFALSEFALSEFALSEFALSE
3971
10.1002/cjoc.202100763
Enantioselective NiH-Catalyzed Reductive Hydrofunctionalization of Alkenes
Chin. J. Chem.65Zhu, SLFALSEFALSEFALSEFALSE
3972
10.1021/acs.inorgchem.1c03313
Reductive Carbonylation of Nitroarenes Using a Heterogenized Phen-Pd Catalyst
Inorg. Chem.65Lee, YFALSEFALSEFALSEFALSE
3973
10.1021/acs.orglett.1c03991
Nickel-Catalyzed Chemo- and Regioselective Benzylarylation of Unactivated Alkenes with o-Bromobenzyl Chlorides
Org. Lett.65
Wu, SH; Wang, LH
FALSEFALSEFALSEFALSE
3974
10.1002/ajoc.202100591
Recent Developments in Hydrodecyanation and Decyanative Functionalization Reactions
Asian J. Org. Chem.65Patra, T; Maiti, DFALSEFALSEFALSEFALSE
3975
10.1002/ejoc.202100955
N-Aroylsulfonamide-Photofragmentation (ASAP)-A Versatile Route to Biaryls
Eur. J. Org. Chem.65Wessig, PTRUEFALSEFALSEFALSE
3976
10.1021/acs.orglett.1c02938
Nickel/Photo-Cocatalyzed C(sp(2))-H Allylation of Aldehydes and Formamides
Org. Lett.65Wang, CTRUEFALSEFALSEFALSE
3977
10.1016/j.poly.2021.115412
Direct arylation (hetero-coupling) of heteroarenes via unsymmetrical palladium-PEPPSI-NHC type complexes
Polyhedron65Zafar, MNFALSEFALSEFALSEFALSE
3978
10.1016/j.xcrp.2021.100476
Manganese-catalyzed chlorosulfonylation of terminal alkene and alkyne via convergent paired electrolysis
Cell Rep. Phys. Sci.65Lei, AWFALSEFALSEFALSEFALSE
3979
10.1021/acs.orglett.1c01553
Switchable Cobalt-Catalyzed alpha-Olefination and alpha-Alkylation of Nitriles with Primary Alcohols
Org. Lett.65Ding, KYFALSEFALSEFALSEFALSE
3980
10.1039/d1sc02210e
Ni(0)-promoted activation of C-O bonds
Chem. Sci.65Lee, YFALSEFALSEFALSEFALSE
3981
10.1021/acs.organomet.1c00280
The Effect of Added Ligands on the Reactions of [Ni(COD)(dppf)] with Alkyl Halides: Halide Abstraction May Be Reversible
Organometallics65Nelson, DJFALSEFALSEFALSEFALSE
3982
10.1038/s41467-021-23887-2
Asymmetric benzylic C(sp(3))-H acylation via dual nickel and photoredox catalysis
Nat. Commun.65Huo, HHFALSEFALSEFALSEFALSE
3983
10.1021/acscatal.1c01201
The Emerging Applications of Sulfur(VI) Fluorides in Catalysis
ACS Catal.65Sammis, GMFALSEFALSEFALSEFALSE
3984
10.1039/d1qo00487e
Regioselective synthesis of indenones via nickel-catalyzed Larock annulations
Org. Chem. Front.65Rong, ZQFALSEFALSEFALSEFALSE
3985
10.1002/ejoc.202100115
Forging C-S(Se) Bonds by Nickel-catalyzed Decarbonylation of Carboxylic Acid and Cleavage of Aryl Dichalcogenides
Eur. J. Org. Chem.65Zhu, YMFALSEFALSEFALSEFALSE
3986
10.1039/d1nj01581h
Nickel-catalyzed C3-alkylation of indoles with alcohols via a borrowing hydrogen strategy
New J. Chem.65Jin, LQFALSEFALSEFALSEFALSE
3987
10.1039/d0qo01462a
Intermolecular alkene arylcyanation using BnSCN as a cyanide source via a reductive strategy: access to 3,3-disubstituted oxindoles
Org. Chem. Front.65Sun, FGFALSEFALSEFALSEFALSE
3988
10.1021/acsomega.0c05936
Organosolv Fractionation of Walnut Shell Biomass to Isolate Lignocellulosic Components for Chemical Upgrading of Lignin to Aromatics
ACS Omega65Abu-Omar, MMFALSEFALSEFALSEFALSE
3989
10.1016/j.chempr.2021.02.013
Ni-catalyzed enantioselective [2+2+2] cycloaddition of malononitriles with alkynes
Chem65Liu, WBFALSEFALSEFALSEFALSE
3990
10.1002/anie.201706719
Nickel-Catalyzed Enantioselective Conjunctive Cross-Coupling of 9-BBN Borates
Angew. Chem.-Int. Edit.
65Morken, JPFALSEFALSEFALSEFALSE
3991
10.1002/chem.201701211
Cobalt-Catalyzed Alkylation of Secondary Alcohols with Primary Alcohols via Borrowing Hydrogen/Hydrogen Autotransfer
Chem.-Eur. J.65Kempe, RFALSEFALSEFALSEFALSE
3992
10.1039/c7sc01750b
Nickel-catalyzed C-H/N-H annulation of aromatic amides with alkynes in the absence of a specific chelation system
Chem. Sci.65Chatani, NFALSEFALSEFALSEFALSE
3993
10.1021/acscatal.7b02014
Nickel-Catalyzed N-Arylation of Cyclopropylamine and Related Ammonium Salts with (Hetero)aryl (Pseudo)halides at Room Temperature
ACS Catal.65Stradiotto, MFALSEFALSEFALSEFALSE
3994
10.1021/jacs.7b06340
Ni-Catalyzed Regioselective 1,2-Dicarbofunctionalization of Olefins by Intercepting Heck Intermediates as Imine-Stabilized Transient Metallacycles
J. Am. Chem. Soc.65Giri, RFALSEFALSEFALSEFALSE
3995
10.1021/jacs.7b04937
Enantioselective CuH-Catalyzed Hydroacylation Employing Unsaturated Carboxylic Acids as Aldehyde Surrogates
J. Am. Chem. Soc.65Buchwald, SLFALSEFALSEFALSEFALSE
3996
10.1039/c7cc01932g
Highly nucleophilic vitamin B-12-assisted nickel-catalysed reductive coupling of aryl halides and non-activated alkyl tosylates
Chem. Commun.65Komeyama, KFALSEFALSEFALSEFALSE
3997
10.1002/ejoc.201700290
Palladium-Catalyzed Chemo- and Regioselective Oxidative Cross-Dehydrogenative Coupling of Acetanilides with Benzothiazole
Eur. J. Org. Chem.65Kianmehr, EFALSEFALSEFALSEFALSE
3998
10.1021/acs.joc.6b02564
Nickel-Catalyzed Cross-Coupling of Allyl Alcohols with Aryl- or Alkenylzinc Reagents
J. Org. Chem.65Wang, ZXFALSEFALSEFALSEFALSE
3999
10.1016/j.tetlet.2017.02.073
Nickel-catalyzed decarboxylative coupling of an alkynyl carboxylic acid with aryl iodides
Tetrahedron Lett.65Lee, SFALSEFALSEFALSEFALSE
4000
10.1021/acs.joc.6b02642
A Ligand-Dissociation-Involved Mechanism in Amide Formation of Monofluoroacylboronates with Hydroxylamines
J. Org. Chem.65Jiang, YY; Bi, SWFALSEFALSEFALSEFALSE
4001
10.1002/slct.201601241
Heck Reactions and Carbonylations of Alkenyl Nonaflates - Synthesis of Tetradehydroamino Acids and alpha,beta-Unsaturated Carboxylic Acids
ChemistrySelect65Reissig, HUFALSEFALSEFALSEFALSE
4002
10.1021/acs.organomet.6b00652
Heteroleptic Nickel Complexes for the Markovnikov-Selective Hydroboration of Styrenes
Organometallics65Schomaker, JMFALSEFALSEFALSEFALSE
4003
10.1021/acs.orglett.6b02619
Catalytic Direct C2-Alkenylation of Oxazoles at Parts per Million Levels of Palladium/PhMezole-Phos Complex
Org. Lett.65Kwong, FYFALSEFALSEFALSEFALSE
4004
10.1016/j.jorganchem.2016.05.014
Reactivity of mixed organozinc and mixed organocopper reagents: 14. Phosphine-nickel catalyzed aryl-allyl coupling of (n-butyl)(aryl)zincs. Ligand and substrate control on the group selectivity and regioselectivity
J. Organomet. Chem.
65Erdik, EFALSEFALSEFALSEFALSE
4005
10.1021/acssuschemeng.6b00729
Amberlyst-15/[Bmim][PF6] Catalyzed Synthesis of C-3-Symmetric Triarylbenzenes via Cyclotrimerization of Alkynes
ACS Sustain. Chem. Eng.
65Bhanage, BMFALSEFALSEFALSEFALSE
4006
10.1021/jacs.6b03897
One-Pot Ketone Synthesis with Alkylzinc Halides Prepared from Alkyl Halides via a Single Electron Transfer (SET) Process: New Extension of Fukuyama Ketone Synthesis
J. Am. Chem. Soc.65Kishi, YFALSETRUEFALSEFALSE
4007
10.1002/adsc.201600080
An Approach to Five-Membered Lactams from Aliphatic Amides and Terminal Acetylenes by Nickel Catalysis
Adv. Synth. Catal.65Zhang, YHFALSEFALSEFALSEFALSE
4008
10.1016/j.tetlet.2016.04.027
Iron-catalyzed allylic substitution reactions of allylic ethers with Grignard reagents
Tetrahedron Lett.65Li, ZPFALSEFALSEFALSEFALSE
4009
10.1002/adsc.201501138
Stereoselective thia-Michael 1,4-Addition to Acyclic 2,4-Dienones and 2-En-4-ynones
Adv. Synth. Catal.65Kowalczyk, RFALSEFALSEFALSEFALSE
4010
10.1021/acs.orglett.6b00453
Cobalt-Catalyzed Asymmetric Hydrogenation of 1,1-Diarylethenes
Org. Lett.65Lu, ZFALSEFALSEFALSEFALSE
4011
10.1002/chem.201505106
Nickel-Catalyzed Cross-Coupling of Organolithium Reagents with (Hetero)Aryl Electrophiles
Chem.-Eur. J.65
Hornillos, V; Feringa, BL
FALSETRUEFALSEFALSE
4012
10.1021/acscatal.5b02058
Density Functional Study of Nickel N-Heterocyclic Carbene Catalyzed C-O Bond Hydrogenolysis of Methyl Phenyl Ether: The Concerted beta-H Transfer Mechanism
ACS Catal.65
Surawatanawong, P
FALSEFALSEFALSEFALSE
4013
10.1002/adsc.201500721
Synthesis of Short-Chain Alkenyl Ethers from Primary and Biosourced Alcohols via the Nickel-Catalyzed Hydroalkoxylation Reaction of Butadiene and Derivatives
Adv. Synth. Catal.65
Suisse, I; Sauthier, M
FALSEFALSEFALSEFALSE
4014
10.1002/ajoc.202100039
Base-Promoted Direct Cascade Transformation of Chromones to Coumarins via Benzannulation and Transesterification
Whereas the metal-catalyzed C(sp(2))-N cross coupling of cyclopropylamine with aryl electrophiles represents an attractive route to pharmaceutically relevant N-arylcyclopro-pylamines, few catalysts that are capable of effecting such transformations have been identified. Herein, the nickel-catalyzed C(sp(2))-N cross-coupling of cyclopropylamine and related nucleophiles, including ammonium salts, with (hetero)aryl (pseudo)halides is reported for the first time, with the demonstrated scope of reactivity exceeding that displayed by all previously reported catalysts (Pd, Cu, or other). Our preliminary efforts to effect the N-arylation of cyclopropylamine with (hetero)aryl chlorides at room temperature by use of (L)NiCl(o-tolyl) precatalysts (L = PAd-DalPhos, Cl; L = JosiPhos CyPF-Cy, C2) were unsuccessful, despite the established efficacy of Cl and C2 in transformations of other primary alkylamines. However, systematic modification of the ancillary ligand (L) structure enabled success in such transformations, with crystallographically characterized (L)NiCl(o-tolyl) precatalysts incorporating o-phenylene-bridged bisphosphines featuring phosphatrioxaadamantane and PCy2 (L = L3, CyPAd-DalPhos; C3), P(o-tolyl)(2) and P(t-Bu)(2) (L = L4; C4), or PCy2 and P(t-Bu)(2) (L = L5; C5) donor pairings proving to be particularly effective. In employing the air-stable precatalyst C3 in cross-couplings of cyclopropylamine, substituted electrophiles encompassing an unprecedentedly broad range of heteroaryl (pyridine, isoquinoline, quinoline, quinoxaline, pyrimidine, purine, benzothiophene, and benzothiazole) and (pseudo)halide (chloride, bromide, mesylate, tosylate, triflate, sulfamate, and carbamate) structures were employed successfully, in the majority of cases under mild conditions (3 mol % of Ni, 25 degrees C). Preliminary studies also confirmed the ability of C3 to effect the N-arylation of cyclopropanemethylamine hydrochloride and cyclobutylamine hydrochloride under similar conditions. A notable exception in this chemistry was observed specifically in the case of electron-rich aryl chlorides, where the use of C4 in place of C3 proved more effective. In keeping with this observation, catalyst inhibition by 4-chloroanisole was observed in the otherwise efficient cross-coupling of cyclopropylamine and 3-chloropyridine when using C3. Competition studies involving C3 revealed a (pseudo)halide reactivity preference (Cl > Br, OTs).
Asian J. Org. Chem.64Lee, YRFALSEFALSEFALSEFALSE
4015
10.1016/j.tet.2020.131912
Palladium-catalyzed C-P bond activation of aroyl phosphine oxides without the adjacent anchoring atom
Over the past few decades, an impressive array of C-H activation methodology has been developed for organic synthesis. However, due to the inherent inertness of the C-H bonds (e.g. similar to 110 kcal mol(-1) for the cleavage of C(aryl)-H bonds) harsh reaction conditions have been realized to overcome high energetic transition states resulting in a limited substrate scope and functional group tolerance. Therefore, the development of mild C-H functionalization protocols is in high demand to exploit the full potential of the C-H activation strategy in the synthesis of a complex molecular framework. Although, electron-rich substrates undergo electrophilic metalation under relatively mild conditions, electron-deficient substrates proceed through a rate-limiting C-H insertion under forcing conditions at high temperature. In addition, a stoichiometric amount of toxic silver salt is frequently used in palladium catalysis to facilitate the C-H activation process which is not acceptable from the environmental and industrial standpoint. We report herein, a Pd(II)-catalyzed decarboxylative C-H acylation of 2-arylpyridines with alpha-ketocarboxylic acids under mild conditions. The present protocol does not require stoichiometric silver(I) salts as additives and proceeds smoothly at ambient temperature. A novel decarbonylative C-H acylation reaction has also been accomplished using aryl glyoxals as acyl surrogates. Finally, a practical C-H acylation via a dehydrogenative pathway has been demonstrated using commercially available benzaldehydes and aqueous hydroperoxides. We also disclose that acetonitrile solvent is optimal for the acylation reaction at room temperature and has a prominent role in the reaction outcome. Control experiments suggest that the acylation reaction via decarboxylative, decarbonylative and dehydrogenative proceeds through a radical pathway. Thus we disclose a practical protocol for the sp(2) C-H acylation reaction.
Tetrahedron64
Zhu, H; Wang, ZQ
FALSEFALSEFALSEFALSE
4016
10.1021/acs.joc.0c02389
Nickel-Catalyzed Cross-Coupling of Aryl 2-Pyridyl Ethers with Organozinc Reagents: Removal of the Directing Group via Cleavage of the Carbon-Oxygen Bonds
The nickel-catalyzed cyclization of in situ generated ortho-chlorobenzophenone hydrazone derivatives, to afford 3-(hetero) aryl-1H-indazoles, is documented for the first time. The product 1H-indazoles can be transformed subsequently in a one-pot procedure into 1,3-di(hetero) aryl-1H-indazoles via copper-catalyzed N-arylation with (hetero) aryl bromides.
J. Org. Chem.64Wang, ZXFALSEFALSEFALSEFALSE
4017
10.1021/acs.joc.0c02209
Nickel-Catalyzed Arylation/Alkenylation of tert-Cyclobutanols with Aryl/Alkenyl Triflates via a C-C Bond Cleavage
Amide and olefins are important synthetic intermediates with complementary reactivity which play a key role in the construction of natural products, pharmaceuticals and manmade materials. Converting the normally highly stable aliphatic amides into olefins directly is a challenging task. Here we show that a Ni/NHC-catalytic system has been established for decarbonylative elimination of aliphatic amides to generate various olefins via C-N and C-C bond cleavage. This study not only overcomes the acyl C-N bond activation in aliphatic amides, but also encompasses distinct chemical advances on a new type of elimination reaction called retro-hydroamidocarbonylation. This transformation shows good functional group compatibility and can serve as a powerful synthetic tool for late-stage olefination of amide groups in complex compounds.
J. Org. Chem.64Zhou, BWFALSEFALSEFALSEFALSE
4018
10.1021/acs.joc.0c02252
Transition Metal-Free Heteroarylation of Quinoxaline: Construction of Heteroaryl-Fused Phenazines by Oxidative Coupling
Ni-Pd binary nanoclusters are reported for the activation of the C-O bond for Suzuki-Miyaura cross coupling of bioactive heterocycle-tethered sterically hindered aryl carbonates with aryl boronic acids. The reaction does not take place in the presence of either the Pd or Ni salts/complexes or the individual Pd or Ni nanoparticles, indicating ensembling cooperativity between the Pd and Ni nanoparticles in activating the C-O bond.
J. Org. Chem.64Dastan, AFALSEFALSEFALSEFALSE
4019
10.1055/s-0040-1705987
Harnessing C-O Bonds in Stereoselective Cross-Coupling and Cross-Electrophile Coupling Reactions
A new class of aromatic metamorphosis has been developed in which dibenzofurans were converted into triphenylenes. This transformation is composed of three successive operations: (1) nickel-catalyzed ring-opening C-O bond arylation with arylmagnesium bromides, (2) trifluoromethanesulfonylation (triflation) of the resulting hydroxy moiety with Tf2O, and (3) palladium-catalyzed or photoinduced ring closure. In the last ring-closing step, the photoinduced process has proven to be more productive than the palladium-catalyzed one. By employing pi-extended dinaphthofuran as the substrate, dorsally benzo-fused [5]helicene was obtained in a satisfactory yield.
Synlett64Jarvo, ERFALSETRUEFALSEFALSE
4020
10.1016/j.cej.2020.125788
A novel path towards synthesis of nitrogen-rich porous carbon nanofibers for high performance supercapacitors
Pd-catalyzed decarboxylative asymmetric allylic alkylation has been developed for sterically hindered alpha-aryl, beta-oxo-allyl ester lactone substrates. Pb-mediated alpha-arylation of the beta-oxo-allyl ester was used as the key step to synthesize the substrates for catalysis in moderate to high yields. Optimization studies for decarboxylative asymmetric allylic alkylations (DAAA) were conducted using delta-valerolactone-derived alpha-aryl beta-oxo-allyl ester with 2,4,6-trimethoxyphenyl as the aryl substituent. Using (R,R)-ANDEN-phenyl Trost as the chiral ligand, enantioselectivities of up to >99% ee and 98% ee were achieved with the six-membered and five-membered lactone substrates, respectively. Bulky aryl groups containing di-ortho substitutions and naphthyl groups gave the highest enantioselectivities. This synthetic route allows for the simple modification of aryl groups, giving highly enantioselective access to important structural motifs.
Chem. Eng. J.64Naraghi, MFALSEFALSEFALSEFALSE
4021
10.1021/jacs.0c06995
Small Phosphine Ligands Enable Selective Oxidative Addition of Ar-O over Ar-Cl Bonds at Nickel(0)
Ligands are essential for controlling the reactivity and selectivity of reactions catalysed by transition metals. Access to large phosphine ligand libraries has become an essential tool for the application of metal-catalysed reactions industrially, but these existing libraries are not well suited to new catalytic methods based on non-precious metals (for example, Ni, Cu and Fe). The development of the requisite nitrogen-and oxygen-based ligand libraries lags far behind that of the phosphines and the development of new libraries is anticipated to be time consuming. Here we show that this process can be dramatically accelerated by mining for new ligands in a typical pharmaceutical compound library that is rich in heterocycles. Using this approach, we were able to screen a structurally diverse set of compounds with minimal synthetic effort and identify several new ligand classes for nickel-catalysed cross-electrophile coupling. These new ligands gave improved yields for challenging cross-couplings of pharmaceutically relevant substrates compared with those of those of previously published ligands.
J. Am. Chem. Soc.64Neufeldt, SRFALSEFALSEFALSEFALSE
4022
10.1021/acs.orglett.0c02369
Direct Catalytic Symmetrical, Unsymmetrical N,N-Dialkylation and Cyclization of Acylhydrazides Using Alcohols
Palladium-catalyzed ring-opening reactions of cyclopropanated 7-oxabenzonorbornadiene derivatives using alcohol nucleophiles were investigated. The optimal conditions were found to be 10 mol % PdCl2(CH3CN)(2) in methanol, offering yields up to 92%. The reaction was successful using primary, secondary and tertiary alcohol nucleophiles and was compatible with a variety of substituents on cyclopropanated oxabenzonorbornadiene. With unsymmetrical C1-substituted cyclopropanated 7-oxabenzonorbornadienes, the regioselectivity of the reaction was excellent, forming only one regioisomer in all cases.
Org. Lett.64Gunanathan, CFALSEFALSEFALSEFALSE
4023
10.1039/d0nj01139h
Synthesis and characterization of new square planar heteroleptic cationic complexes [Ni(ii) beta-oxodithioester-dppe](+); their use as a catalyst for Chan-Lam coupling
A theoretical investigation has been performed on nickel- and palladium-N-heterocyclic carbene (NHC) complexes in the Mizoroki-Heck (MH) reaction. A density functional theory (DFT) comparison of reaction pathways in cationic and neutral catalytic cycles for both metals was made using the M06 functional. The oxidative addition barrier is much lower for NHC-Ni than that for NHC-Pd for both mono- and bis-ligand pathways; the bis-ligand pathway (i.e., where both NHCs remain coordinated) is energetically more favorable for both metals. The migratory insertion steps have lower free energy barriers for NHC-Ni than for NHC-Pd complexes for both neutral and cationic pathways. beta-Hydride elimination is computed as thermodynamically difficult for NHC-Ni complexes, indicating a possible reluctance in the elimination of the Ni-based hydride intermediate and formation of the Heck adduct at room temperature. The base-assisted reductive elimination is easier for NHC-Pd than for NHC-Ni complexes in the neutral and cationic pathways, in agreement with reported experimental observations.
New J. Chem.64Singh, NFALSEFALSEFALSEFALSE
4024
10.1002/adsc.202000622
Transition Metal-Free Aroylation of Diarylmethanes with N-Bn-N-Boc Arylamides and N-Acylpyrroles
The replacement of expensive noble metals by earth-abundant transition metals is a central topic in catalysis. Herein, we introduce a highly active and selective homogeneous manganese-based C=O bond hydrogenation catalyst. Our catalyst has a broad substrate scope, it is able to hydrogenate aryl-alkyl, diaryl, dialkyl, and cycloalkyl ketones as well as aldehydes. A very good functional group tolerance including the quantitative and selective hydrogenation of a ketone in the presence of a non-shielded olefin is observed. In Mn hydrogenation catalysis, the combination of the multidentate ligand, the oxidation state of the metal, and the choice of the right ancillary ligand is crucial for high activity. This observation emphasizes an advantage and the importance of homogeneous catalysts in 3d-metal catalysis. For coordination compounds, fine-tuning of a complex coordination environment is easily accomplished in comparison to enzyme and/or heterogeneous catalysts.
Adv. Synth. Catal.64Li, JFALSEFALSEFALSEFALSE
4025
10.1002/ejoc.202000575
Palladium-Catalyzed Suzuki Coupling ofN-Acyloxazolidinones via Selective Cleavage of C-N Bonds
Regio- and stereoselective allylic substitution is an important tool for the synthesis of complex organic molecules. Due to the high branched-product selectivity, iridium gives a new opportunity in enantioselective synthesis. Iridium-catalyzed enantioselective allylic substitution is one of the most reliable methods for the synthesis of chiral building blocks. This review gives a comprehensive survey of iridium-catalyzed enantioselective allylic substitution. Iridium catalysts are divided into two types; iridacycle and bidentate (P, alkene) iridium complex. Iridacycle catalyst is suitable for the reaction of primary allylic electrophiles. On the other hand, bidentate (P, alkene) iridium catalyst is suitable for the reaction of racemic secondary allylic electrophiles.
Eur. J. Org. Chem.64
Wang, ZJ; Zeng, Z
FALSEFALSEFALSEFALSE
4026
10.1038/s41467-020-17085-9
Reductive dearomative arylcarboxylation of indoles with CO2 via visible-light photoredox catalysis
Copper-catalyzed directed decarboxylative amination of nonactivated aliphatic carboxylic acids is described. This intramolecular C-N bond formation reaction provides efficient access to the synthesis of pyrrolidine and piperidine derivatives as well as the modification of complex natural products. Moreover, this reaction presents excellent site selectivity in the C-N bond formation step through the use of directing group. Our work can be considered as a big step toward controllable radical decarboxylative carbon-heteroatom cross-coupling.
Nat. Commun.64Yu, DGFALSEFALSEFALSEFALSE
4027
10.1021/acs.orglett.0c01129
Enantioselective Construction of Spiro Quaternary Carbon Stereocenters via Pd-Catalyzed Intramolecular alpha-Arylation
A de novo synthesis of a benzene ring allows for the preparation of a diverse range of heterocycles including indoles, benzofurans, benzothiophenes, carbazoles, and dibenzofurans from simple heteroaryl propargylic esters using a unified carbonylative benzannulation strategy. Multiple substituents can be easily introduced to the C4-C7 positions of indoles and related heterocycles.
Org. Lett.64Tang, WJFALSEFALSEFALSEFALSE
4028
10.1021/acscatal.0c01199
Regioselective Cross-Electrophile Coupling of Epoxides and (Hetero)aryl Iodides via Ni/Ti/Photoredox Catalysis
This note describes a dimethyl dicarbonate-assisted, Pd-(OAc)(2)/PPh3-catalyzed acylative Suzuki coupling of carboxylic acids with diarylborinic acids or tetraarylboronates for practical and efficient synthesis of sterically undemanding aryl ketones at room temperature. More than just cost-effective alternatives to aryl boronic acids, diarylborinic acids and tetraarylboronates displayed higher reactivity in the acylative Suzuki coupling. A variety of alkyl aryl ketones, including those bearing a hydroxy, bromo, or carbonyl group, could be readily obtained in modest to excellent yields.
ACS Catal.64Doyle, AGTRUETRUEFALSEFALSE
4029
10.1021/acs.joc.0c00178
Chemoselective Rhodium-Catalyzed Borylation of Bromoiodoarenes Under Mild Conditions
In the presence of trialkylaluminum reagents, diverse aryl methyl ethers can be transformed into valuable products by C-O bond-cleaving alkylation, for the first time without the limiting -hydride elimination. This new nickel-catalyzed dealkoxylative alkylation method enables powerful orthogonal synthetic strategies for the transformation of a variety of naturally occurring and easily accessible anisole derivatives. The directing and/or activating properties of aromatic methoxy groups are utilized first, before they are replaced by alkyl chains in a subsequent coupling process.
J. Org. Chem.64Noonan, KJTFALSEFALSEFALSEFALSE
4030
10.1038/s42004-020-0304-3
Pd-catalyzed fluoro-carbonylation of aryl, vinyl, and heteroaryl iodides using 2-(difluoromethoxy)-5-nitropyridine
All elementary steps in the mechanism of Pd-catalyzed decarbonylation of hydrocinnamic acid through formation of a mixed anhydride species have been characterized through electronic structure calculations. Oxidative addition of the mixed anhydride to a singly or doubly ligated Pd is followed by decarbonylation, alkene formation, and catalyst regeneration. Metal-assisted deprotonation of the alkyl-Pd species by a coordinated carboxylate is predicted to be the rate-determining step; theory suggests that bulkier phosphine ligands (e.g., P(o-Tol)(3)) reduce the free energy of activation substantially, while variation of the auxiliary anhydride has little influence on efficiency.
Comm. Chem.64Shibata, NFALSEFALSEFALSEFALSE
4031
10.1177/1934578X20925340
Aspects in the Total Syntheses of Higher Terpenoids Starting From Wieland-Miescher Ketone and Its Derivative: A Review
The first general palladium catalyst for the catalytic mono-alpha-arylation of aryl- and heteroarylketones with aryl mesylates and tosylates is described. The newly developed indolyl-derived phosphine ligand L7 has been identified to promote this reaction efficiently. The key to success is attributed to the enhanced steric congestion of the catalyst and effective oxidative addition of the C((Ar))-OMs bond. In the presence of Pd(OAc)(2) (0.25-2.5 mol %) and L7, selective monoarylations are achieved with ample reaction scope and product yields up to 95%. Importantly, we demonstrated the applicability of this protocol with the modification of biological phenolic compounds, rendering it amenable for functionalization of phenolic (pro)drugs.
Nat. Prod. Commun.
64Hagiwara, HFALSEFALSEFALSEFALSE
4032
10.1002/ejoc.202000117
Palladium-Catalyzed Cyanation of Aryl Halides Using Formamide and Cyanuric Chloride as a New CN Source
A highly efficient synthetic approach to unnatural chiral beta-Ar,Ar'-alpha-amino acid esters bearing two contiguous stereogenic centers has been developed. The first enantioselective 1,6-conjugate addition of glycine Schiff bases to para-quinone methides was achieved using a Cu(CH3CN)(4)BF4/Ph-Foxap catalytic system (1 mol %). The reaction proceeded smoothly to generate corresponding products in high yields with excellent diastereoselectivities (up to 99:1) and enantioselectivities (up to >99% ee). Subsequent reduction delivered enantiopure unnatural amino alcohols, which were utilized for the synthesis of novel chiral ligands.
Eur. J. Org. Chem.64
Panahi, F; Khalafi-Nezhad, A
FALSEFALSEFALSEFALSE
4033
10.1021/acs.joc.9b02913
Ligand-Free Ru-Catalyzed Direct sp(3) C-H Alkylation of Fluorene Using Alcohols
J. Org. Chem.64
Gnanaprakasam, B
FALSEFALSEFALSEFALSE
4034
10.1002/anie.201915624
Rational Development of Remote C-H Functionalization of Biphenyl: Experimental and Computational Studies
Angew. Chem.-Int. Edit.
64Yu, JQFALSEFALSEFALSEFALSE
4035
10.1002/ejoc.201901835
Nickel-Catalyzed Arylative Additions on 2-Alkynyl-N-Arylsulfonylanilides to Construct Functionalized Indoles
Eur. J. Org. Chem.64Dake, GRFALSEFALSEFALSEFALSE
4036
10.1055/s-0039-1690764
Recent Advances in Chromium-Catalyzed Organic Transformations
Synlett64Zeng, XMFALSEFALSEFALSEFALSE
4037
10.1039/c9ob02408e
Tandem addition/cyclization for synthesis of 2-aroyl benzofurans and 2-aroyl indoles by carbopalladation of nitriles
Org. Biomol. Chem.64Hu, ML; Chen, JXFALSEFALSEFALSEFALSE
4038
10.1002/slct.201903749
Preparation, Characterization and First Application of Graphene Oxide-Metformin-Nickel for the Suzuki Cross-Coupling Reaction
ChemistrySelect64Raoufi, FFALSEFALSEFALSEFALSE
4039
10.1002/jccs.201900450
Nickel-mediated cross-coupling via C-O activation assisted by organoaluminum
J. Chin. Chem. Soc.64Ong, TGFALSEFALSEFALSEFALSE
4040
10.6023/cjoc201903029
Advances on Directing-Group Assisted meta-C-H Functionalization Catalyzed by Transition Metal
Chin. J. Org. Chem.64Wu, MFALSEFALSEFALSEFALSE
4041
10.1039/c9ra06724h
Chemodivergent synthesis of N-(pyridin-2-yl)amides and 3-bromoimidazo[1,2-a]pyridines from alpha-bromoketones and 2-aminopyridines
RSC Adv.64Xu, JYFALSEFALSEFALSEFALSE
4042
10.1016/j.tetlet.2019.151131
N-Heterocyclic carbene as a Bronsted base catalyst for the amination of naphthol derivatives and alcoholysis of glutaric anhydrides
Tetrahedron Lett.64Kaliyamoorthy, AFALSEFALSEFALSEFALSE
4043
10.1021/acs.orglett.9b02306
(KOBu)-Bu-t-Promoted Transition-Metal-Free Transamidation of Primary and Tertiary Amides with Amines
Org. Lett.64Dash, JFALSEFALSEFALSEFALSE
4044
10.1021/acs.oprd.9b00208
Efficient and Practical Synthesis of 3 ',4 ',5 '-Trifluoro-[1,1 '-biphenyl]-2-amine: A Key Intermediate of Fluxapyroxad
Org. Process Res. Dev.
64Li, ZHFALSEFALSEFALSEFALSE
4045
10.1016/j.tet.2019.03.010
Ring-expansion approaches for the total synthesis of salimabromide
Tetrahedron64Magauer, TFALSEFALSEFALSEFALSE
4046
10.1039/c9dt00455f
Aryl C-O oxidative addition of phenol derivatives to nickel supported by an N-heterocyclic carbene via a Ni-0 five-centered complex
Dalton Trans.64
Surawatanawong, P
FALSEFALSEFALSEFALSE
4047
10.1002/anie.201900659
Forming Benzylic Iodides via a Nickel Catalyzed Diastereoselective Dearomative Carboiodination Reaction of Indoles
Angew. Chem.-Int. Edit.
64Lautens, MFALSEFALSEFALSEFALSE
4048
10.1016/j.mcat.2018.12.029
Bi-functional catalyst of porous N-doped carbon with bimetallic FeCu for solvent-free resultant imines and hydrogenation of nitroarenes
Mol. Catal.64Li, RFALSEFALSEFALSEFALSE
4049
10.1039/c8dt04728f
Acetate as a model for aspartate-based CXCR4 chemokine receptor binding of cobalt and nickel complexes of cross-bridged tetraazamacrocycles
Dalton Trans.64Hubin, TJFALSEFALSEFALSEFALSE
4050
10.1002/anie.201812806
Reductive Molybdenum-Catalyzed Direct Amination of Boronic Acids with Nitro Compounds
Angew. Chem.-Int. Edit.
64
Suarez-Pantiga, S; Sanz, R
FALSEFALSEFALSEFALSE
4051
10.1021/acs.biomac.8b01608
Stimuli-Responsive Poly(N-Vinyllactams) with Glycidyl Side Groups: Synthesis, Characterization, and Conjugation with Enzymes
Biomacromolecules
64Pich, AFALSEFALSEFALSEFALSE
4052
10.1002/slct.201803105
A Straightforward Metal-Free and Mild Base Promoted Amidation and Transesterification via Acyl C-O bond Cleavage-An Expedite Synthesis of Aromatic Amides and Esters
ChemistrySelect64Gandhi, TFALSEFALSEFALSEFALSE
4053
10.1039/c8cc08010k
Mn(II)-catalysed alkylation of methylene ketones with alcohols: direct access to functionalised branched products
Chem. Commun.64Banerjee, DFALSEFALSEFALSEFALSE
4054
10.1021/acs.orglett.8b03698
Amination of Phosphorodiamidate-Substituted Pyridines and Related N-Heterocycles with Magnesium Amides
Org. Lett.64Knochel, PFALSEFALSEFALSEFALSE
4055
10.1002/ajoc.201800625
Silver-Catalyzed Stereoselective trans Addition of 4-Hydroxycoumarins to Haloalkynes and Late-Stage Nitration
Asian J. Org. Chem.64Ma, F; Li, HJFALSEFALSEFALSEFALSE
4056
10.1039/c8dt03188f
Reactivity of the diphosphinodithio ligated nickel(0) complex toward alkyl halides and resultant nickel( I) and nickel( II)- alkyl complexes
Dalton Trans.64Wang, WGFALSEFALSEFALSEFALSE
4057
10.1039/c8gc02280a
Copper catalysis: ligand-controlled selective N-methylation or N-formylation of amines with CO2 and phenylsilane
Green Chem.64Li, HRFALSEFALSEFALSEFALSE
4058
10.1021/acscatal.8b02334
Ir-Catalyzed Selective Hydroboration of 2-Substituted 1,3-Dienes: A General Method to Access Homoallylic Boronates
ACS Catal.64Mazet, CFALSEFALSEFALSEFALSE
4059
10.1038/s41467-018-06240-y
Asymmetric remote C-H borylation of internal alkenes via alkene isomerization
Nat. Commun.64Lu, ZFALSEFALSEFALSEFALSE
4060
10.1002/anie.201805118
Direct Cross-Coupling of Allylic C(sp(3))-H Bonds with Aryl- and Vinylbromides by Combined Nickel and Visible-Light Catalysis
Angew. Chem.-Int. Edit.
64Rueping, MFALSEFALSEFALSEFALSE
4061
10.1021/acscatal.8b00440
Palladium-Catalyzed Synthesis of Diaryl Ketones from Aldehydes and (Hetero)Aryl Halides via C-H Bond Activation
ACS Catal.64Kanai, MFALSEFALSEFALSEFALSE
4062
10.1021/acs.orglett.8b00408
Divergent Asymmetric Syntheses of Podophyllotoxin and Related Family Members via Stereoselective Reductive Ni-Catalysis
Org. Lett.64Peng, YFALSEFALSEFALSEFALSE
4063
10.1021/acscatal.7b04030
A General Nickel-Catalyzed Kumada Vinylation for the Preparation of 2-Substituted 1,3-Dienes
ACS Catal.64Mazet, CFALSEFALSEFALSEFALSE
4064
10.1039/c7gc02282d
Base-free nickel-catalyzed hydroboration of simple alkenes with bis(pinacolato)diboron in an alcoholic solvent
Green Chem.64Wang, YQFALSEFALSEFALSEFALSE
4065
10.1021/acs.orglett.5b02572
Nickel-Catalyzed Direct C (sp(3))-H Arylation of Aliphatic Amides with Thiophenes
Org. Lett.64Xu, XHFALSEFALSEFALSEFALSE
4066
10.1002/anie.201504524
Iron-Catalyzed Cross-Coupling of Alkenyl Acetates
Angew. Chem.-Int. Edit.
64
Jacobi von Wangelin, A
FALSEFALSEFALSEFALSE
4067
10.1021/acs.orglett.5b01612
Copper-Catalyzed Cross-Coupling Reaction of Allyl Boron Ester with 1 degrees/2 degrees/3 degrees-Halogenated Alkanes
Org. Lett.64Fu, YFALSEFALSEFALSEFALSE
4068
10.1039/c5cc01970b
Nickel-catalyzed directed sulfenylation of sp(2) and sp(3) C-H bonds
Chem. Commun.64Shi, XDFALSEFALSEFALSEFALSE
4069
10.1039/c5dt02298c
Selective amination of aryl chlorides catalysed by Ni(PMe3)(4)
Dalton Trans.64Sun, HJFALSEFALSEFALSEFALSE
4070
10.1002/asia.201402746
Mechanistic Origin of Chemoselectivity in Thiolate-Catalyzed Tishchenko Reactions
Chem.-Asian J.64Hu, GHFALSEFALSEFALSEFALSE
4071
10.1021/ol502499q
Nickel-Catalyzed alpha-Arylation of Zinc Enolates with Polyfluoroarenes via C-F Bond Activation under Neutral Conditions
Org. Lett.64Shen, QLFALSEFALSEFALSEFALSE
4072
10.1016/j.tetlet.2014.09.001
Operationally convenient method for preparation of sulfonamides containing alpha,alpha-difluoro-beta-amino carbonyl moiety
Tetrahedron Lett.64Han, JLFALSEFALSEFALSEFALSE
4073
10.1021/cs501045v
Nickel-Catalyzed Amination of Aryl Chlorides and Sulfamates in 2-Methyl-THF
ACS Catal.64Garg, NKFALSEFALSEFALSEFALSE
4074
10.1002/jhet.1898
A Facile Synthesis of Novel Cyclic Esters of gamma-Keto Acid Derivatives by Heck Coupling Reaction
J. Heterocycl. Chem.
64Krishnamurthy, GFALSEFALSEFALSEFALSE
4075
10.1021/ja5039616
Pd/NHC-Catalyzed Enantiospecific and Regioselective Suzuki-Miyaura Arylation of 2-Arylaziridines: Synthesis of Enantioenriched 2-Arylphenethylamine Derivatives
J. Am. Chem. Soc.64Takeda, YFALSEFALSEFALSEFALSE
4076
10.1021/ol302112q
Kumada-Tamao-Corriu Coupling of Heteroaromatic Chlorides and Aryl Ethers Catalyzed by (IPr)Ni(allyl)Cl
Org. Lett.64Prieto, AFALSEFALSEFALSEFALSE
4077
10.1021/ol301248d
Rhodium-Catalyzed Asymmetric Formal Cycloadditions of Racemic Butadiene Monoxide with Imines
Org. Lett.64Du, HFFALSEFALSEFALSEFALSE
4078
10.1021/ol300950r
Metal-Free Ortho C-H Borylation of 2-Phenoxypyridines under Mild Conditions
Org. Lett.64Fu, HFALSEFALSEFALSEFALSE
4079
10.1055/s-0031-1290751
Photochemically Induced Synthesis of the Topoisomerase I Inhibitors Indeno[1,2-c]isoquinoline-5,11-diones
Synlett64Couture, ATRUEFALSEFALSEFALSE
4080
10.1002/adsc.201100285
Cross-Coupling of Grignard Reagents with Sulfonyl-Activated sp(3) Carbon-Nitrogen Bonds
Adv. Synth. Catal.64Tian, SKFALSEFALSEFALSEFALSE
4081
10.1002/anie.201100620
Visual Chiral Recognition through Enantioselective Metallogel Collapsing: Synthesis, Characterization, and Application of Platinum-Steroid Low-Molecular-Mass Gelators
Angew. Chem.-Int. Edit.
64Tu, TFALSEFALSEFALSEFALSE
4082
10.1021/ar100082d
Exploration of New C-O Electrophiles in Cross-Coupling Reactions
Accounts Chem. Res.
64Shi, ZJFALSETRUEFALSEFALSE
4083
10.1016/j.tetlet.2009.05.079
Air-tolerant C-C bond formation via organometallic ruthenium catalysis: diverse catalytic pathways involving (C5Me5)Ru or (C5H5)Ru are robust to molecular oxygen
Tetrahedron Lett.64Teply, FFALSEFALSEFALSEFALSE
4084
10.1002/adsc.200900287
A New Approach to Pyrrolocoumarin Derivatives by Palladium-Catalyzed Reactions: Expedient Construction of Polycyclic Lamellarin Scaffold
Adv. Synth. Catal.64Xu, MHFALSEFALSEFALSEFALSE
4085
10.1134/S0965545X08030012
Organometallic compounds as reversible spin scavengers and chain growth regulators in free-radical polymerization processes
Polym. Sci. Ser. A64Grishin, DFFALSEFALSEFALSEFALSE
4086
10.1016/j.tet.2004.09.010
Asymmetric Kumada-Corriu cross-coupling reaction with Pd-2(dba)(3) and an N-Ar axially chiral mimetic-type ligand catalyst
Tetrahedron64Kondo, KFALSEFALSEFALSEFALSE
4087
10.5059/yukigoseikyokaishi.57.608
Rhodium and iridium complex-catalyzed highly selective reactions
J. Synth. Org. Chem. Jpn.
64Takeuchi, RFALSEFALSEFALSEFALSE
4088
10.1021/ja00413a014
INTERACTION OF NICKEL(0) COMPLEXES WITH ALLYL CARboxYLATES, ALLYL ETHERS, ALLYLIC ALCOHOLS, AND VINYL-ACETATE - PI-COMPLEX FORMATION AND OXIDATIVE ADDITION TO NICKEL INVOLVING CLEAVAGE OF THE ALKENYL-OXYGEN BOND
J. Am. Chem. Soc.64YAMAMOTO, TFALSEFALSEFALSEFALSE
4089
10.1021/acs.orglett.2c00029
Rhodium(III)-Catalyzed Asymmetric 1,2-Carboamidation of Alkenes Enables Access to Chiral 2,3-Dihydro-3-benzofuranmethanamides
Org. Lett.64
Yang, YX; Zhou, B
FALSEFALSEFALSEFALSE
4090
10.1002/anie.202200003
Covalent Organic Framework Based Functional Materials: Important Catalysts for Efficient CO2 Utilization
Angew. Chem.-Int. Edit.
64
Cai, YP; Li, SL; Lan, YQ
FALSEFALSEFALSEFALSE
4091
10.1021/acs.orglett.1c03720
Palladium-Catalyzed Aminomethylative Oppolzer-Type Cyclization of Enynes: Access to Aminomethylated Benzofulvenes
Org. Lett.64Huang, HMFALSEFALSEFALSEFALSE
4092
10.1038/s41467-021-27437-8
Nickel-catalyzed electrochemical carboxylation of unactivated aryl and alkyl halides with CO2
Nat. Commun.64Yu, DGFALSEFALSEFALSEFALSE
4093
10.1039/d1ob01990b
Synthesis of alkynamides through reaction of alkyl- or aryl-substituted alkynylaluminums with isocyanates
Org. Biomol. Chem.64Lee, YFALSEFALSEFALSEFALSE
4094
10.1021/acs.orglett.1c03324
A Dual CuH- and Pd-Catalyzed Stereoselective Synthesis of Highly Substituted 1,3-Dienes
Org. Lett.64Buchwald, SLFALSEFALSEFALSEFALSE
4095
10.1002/anie.202112993
Simultaneous Kinetic Resolution and Asymmetric Induction within a Borrowing Hydrogen Cascade Mediated by a Single Catalyst
Angew. Chem.-Int. Edit.
64Yu, PY; Xing, XYFALSEFALSEFALSEFALSE
4096
10.1039/d1cc05347g
Selective synthesis of enol ethers via nickel-catalyzed cross coupling of alpha-oxy-vinylsulfones with alkylzinc reagents
Chem. Commun.64
Zhang, X; Niu, DW
FALSEFALSEFALSEFALSE
4097
10.1021/acs.jpca.1c05412
Insight into the Mechanism and Regioselectivity of Pd(OAc)(2)-Catalyzed C-O Bond Activation via a beta-O Elimination Approach: A Computational Study
J. Phys. Chem. A64Xue, YFALSEFALSEFALSEFALSE
4098
10.1016/j.tetlet.2021.153326
Nickel-catalyzed sustainable synthesis of N-heterocycles through dehydrogenative coupling of alcohols
Tetrahedron Lett.64Mukherjee, AFALSEFALSEFALSEFALSE
4099
10.1039/d1sc03596g
Synthesis of C-acyl furanosides via the cross-coupling of glycosyl esters with carboxylic acids
Chem. Sci.64Diao, TNFALSEFALSEFALSEFALSE
4100
10.1021/jacs.1c05281
Design of an Electron-Withdrawing Benzonitrile Ligand for Ni-Catalyzed Cross-Coupling Involving Tertiary Nucleophiles
J. Am. Chem. Soc.64Rousseaux, SALFALSETRUEFALSEFALSE
4101
10.1021/acs.joc.1c00997
Synthesis of Long-Chain Alkanoyl Benzenes by an Aluminum(III) Chloride-Catalyzed Destannylative Acylation Reaction
J. Org. Chem.64Roemer, MFALSEFALSEFALSEFALSE
4102
10.1021/acs.joc.1c00808
Tris(pentafluorophenyl)borane-Catalyzed Formal Cyanoalkylation of Indoles with Cyanohydrins
J. Org. Chem.64
Kiyokawa, K; Minakata, S
FALSEFALSEFALSEFALSE
4103
10.1021/jacs.1c03038
Selective C-O Bond Reduction and Borylation of Aryl Ethers Catalyzed by a Rhodium-Aluminum Heterobimetallic Complex
J. Am. Chem. Soc.64Nakao, YFALSEFALSEFALSEFALSE
4104
10.1039/d0qo01607a
Copper-catalyzed four-component reaction of alkenes, Togni's reagent, amines and CO2: stereoselective synthesis of (Z)-enol carbamates
Org. Chem. Front.64Qi, CR; Jiang, HFFALSEFALSEFALSEFALSE
4105
10.1039/d1cc00202c
Palladium-catalyzed decarbonylative and decarboxylative cross-coupling of acyl chlorides with potassium perfluorobenzoates affording unsymmetrical biaryls
Chem. Commun.64Nishihara, YFALSEFALSEFALSEFALSE
4106
10.1021/acscatal.1c00225
Catalyst-Controlled Regiodivergent Synthesis of 1-and 3-Thiosugars with High Stereoselectivity and Chemoselectivity
ACS Catal.64
Huang, NAY; Zou, K; Yao, H
FALSEFALSEFALSEFALSE
4107
10.1016/j.jorganchem.2017.03.045
Towards phosphine-free Pd(II) pincer complexes for catalyzing Suzuki-Miyaura cross-coupling reaction in aqueous medium
J. Organomet. Chem.
64Karvembu, RFALSEFALSEFALSEFALSE
4108
10.1021/jacs.7b04279
Combined Theoretical and Experimental Studies of Nickel-Catalyzed Cross-Coupling of Methoxyarenes with Arylboronic Esters via C-O Bond Cleavage
J. Am. Chem. Soc.64Mori, SFALSEFALSEFALSEFALSE
4109
10.1021/acs.orglett.7b01588
Direct Conversion of Carboxylic Acids to Alkyl Ketones
Org. Lett.64Molander, GAFALSEFALSEFALSEFALSE
4110
10.1021/jacs.7b02742
Nickel-Catalyzed Direct Synthesis of Aryl Olefins from Ketones and Organoboron Reagents under Neutral Conditions
J. Am. Chem. Soc.64Zhou, JSFALSEFALSEFALSEFALSE
4111
10.1039/c7cc01655g
Regioselective hydrosilylation of epoxides catalysed by nickel(II) hydrido complexes
Chem. Commun.64Gade, LHFALSEFALSEFALSEFALSE
4112
10.1039/c6gc03355e
Metal-free radical C-H methylation of pyrimidinones and pyridinones with dicumyl peroxide
Green Chem.64Zou, JPFALSEFALSEFALSEFALSE
4113
10.1002/chem.201603832
Cobalt-Catalyzed Reductive Cross-Coupling Between Styryl and Benzyl Halides
Chem.-Eur. J.64Gosmini, CFALSEFALSEFALSEFALSE
4114
10.1039/c7ra10755b
Theoretical study on the reaction mechanism of ligandless Ni-catalyzed hydrodesulfurization of aryl sulfide
RSC Adv.64
Wang, MY; Liu, JY
FALSEFALSEFALSEFALSE
4115
10.1021/acscatal.6b02576
Direct and Practical Synthesis of Primary Anilines through Iron-Catalyzed C-H Bond Amination
ACS Catal.64Morandi, BFALSEFALSEFALSEFALSE
4116
10.1016/j.jorganchem.2016.08.017
Polystyrene-resin supported N-heterocyclic carbene-Pd(II) complex based on plant-derived theophylline: A reusable and effective catalyst for the Suzuki-Miyaura cross-coupling reaction of arenediazonium tetrafluoroborate salts with arylboronic acids
J. Organomet. Chem.
64Movassagh, BFALSEFALSEFALSEFALSE
4117
10.1139/cjc-2016-0006
Synthesis of building blocks for an iterative approach towards oligomers of the Streptococcus pneumoniae type 1 zwitterionic capsular polysaccharide repeating unit
Can. J. Chem.64Oscarson, SFALSEFALSEFALSEFALSE
4118
10.1021/jacs.6b07844
Rhodium-Catalyzed Asymmetric Arylation/Defluorination of 1-(Trifluoromethyl)alkenes Forming Enantioenriched 1,1-Difluoroalkenes
J. Am. Chem. Soc.64Hayashi, TFALSEFALSEFALSEFALSE
4119
10.1021/acs.joc.5b02667
One-Pot Synthesis of Arylketones from Aromatic Acids via Palladium-Catalyzed Suzuki Coupling
J. Org. Chem.64Zeng, ZFALSEFALSEFALSEFALSE
4120
10.3762/bjoc.12.49
Copper-mediated arylation with arylboronic acids: Facile and modular synthesis of triarylmethanes
Beilstein J. Org. Chem.
64Rao, HSPFALSEFALSEFALSEFALSE
4121
10.1039/c5cc10272c
A practical cobalt-catalyzed cross-coupling of benzylic zinc reagents with aryl and heteroaryl bromides or chlorides
Chem. Commun.64Knochel, PFALSEFALSEFALSEFALSE
4122
10.1007/3418_2015_117
Nickel-Catalyzed C-H Bond Functionalization Utilizing an N,N '-Bidentate Directing Group
Top. Organomet. Chem.
64Chatani, NFALSEFALSEFALSEFALSE
4123
10.1021/acs.orglett.1c00100
Direct Arylation of Azoles Enabled by Pd/Cu Dual Catalysis
Reactions of PdCl2 with 2 equiv of N,N'disubstituted-imidazole-2-thiones (RRC3N2S)-R-1-C-2 (R-1 = R-2 = Me (1a), Pr-i (1b), Cy (1c), C6Me3H2 (1d); R-1 = Me, R-2 = Ph (1e)) under the different conditions afford five mononuclear complexes trans-[((RRC3N2S)-R-1-C-2)(2)PdCl2] (R-1 = R-2 = Me (2a), Pr-i (2b), Cy (2c), C6Me3H2 (2d); R-1= Me, R-2 = Ph (2e)) and five binuclear Pd(II) complexes [(PdCl2){mu-((RRC3N2S)-R-1-C-2)}](2) (R-1 = R-2 = Me (3a), Pr-i (3b), Cy (3c), C6Me3H2 (3d); R-1 = Me, R-2 = Ph (3e)), respectively. Complexes 2a-2e are easily converted into the corresponding 3a-3e by adding equimolar PdCl2 in refluxing MeOH, while the reverse reaction is achieved at room temperature by addition of 2 equiv of la le. In 2b, 2d, and 2e, each Pd(II) holds a distorted square planar geometry completed by two trans Cl atoms and two trans S atoms. Complexes 3a-3e have a dimeric [Pd2S2] structure in which two {PdCl2} units are interlinked by two N,N'-disubstituted-imidazole-2-thiones. Each Pd(II) adopts a distorted square planar geometry accomplished by two cis Cl atoms and two cis bridging S atoms. Among them, complex 3d has the two largest C6Me3H2 groups on the 2 and 5 positions of imidazole-2-thione, the longest Pd-mu-S bond, the largest S-Pd-S angle, and displays the highest catalytic activity toward Suzuki Miyaura and copper-free Sonogashira cross-coupling reactions, which are confirmed by density functional theory calculations. The results provide an interesting insight into the introduction of various substituent groups into the periphery ligands of coordination complex-based catalysts, which could tune their geometric structures to acquire the best catalytic activity toward organic reactions.
Org. Lett.63Slutskyy, YFALSEFALSEFALSEFALSE
4124
10.1016/j.poly.2020.114979
Dehydrogenative amide synthesis from alcohols and amines utilizing N-heterocyclic carbene-based ruthenium complexes as efficient catalysts: The influence of catalyst loadings, ancillary and added ligands
The mechanisms of Ni-catalyzed C-H arylation, alkylation, and sulfenylation with N,N-bidentate directing groups are investigated using density functional theory (DFT) calculations. While the C-H cleavage occurs via the concerted metalation-deprotonation (CMD) mechanism in all types of reactions, the subsequent C-C and C-X bond formation steps may occur via either oxidative addition to form a Ni(IV) intermediate or radical pathways involving Ni(III) complexes generated from homolytic dissociation of disulfides/peroxides or halide-atom transfer from alkyl halides. DFT calculations revealed that radical mechanisms are preferred in reactions with sterically hindered coupling partners with relatively low bond dissociation energies (BDE) such as dicumyl peroxide, heptafluoroisopropyl iodide and diphenyl disulfide. In contrast, these radical processes are highly disfavored when generating unstable phenyl and primary alkyl radicals. In such cases, the reaction proceeds via an oxidative addition/reductive elimination mechanism involving a Ni(IV) intermediate. These theoretical insights into the substrate-controlled mechanisms in the C-H functionalizations were employed to investigate a number of experimental phenomena including substituent effects on reactivity, chemo- and regioselectivity and the effects of oxidant in the intermolecular oxidative C-H/C-H coupling reactions.
Polyhedron63Cheng, HFALSEFALSEFALSEFALSE
4125
10.1039/d0sc04578k
Understanding the unique reactivity patterns of nickel/JoSPOphos manifold in the nickel-catalyzed enantioselective C-H cyclization of imidazoles
We developed a novel phosphine-catalyzed Friedel-Crafts reaction of naphthols with para-quinone methides (p-QMs). This reaction provided a promising method for the synthesis of triarylmethanes, which widely exist in natural products and in molecules which have been shown to have biological and pharmacological activity.
Chem. Sci.63Liu, JB; Chen, DZFALSEFALSEFALSEFALSE
4126
10.1021/acs.orglett.0c03998
Convergent Evolution of Diastereomeric Mixtures of 5-Methoxy-pentylzirconocenes toward Trans-1,2-substituted Cyclopentanes
Direct nickel-catalyzed.alkylation of chiral N-acyl-ilisopropy1-1,3-thiazolidine-2-thiones using a commercially available nickel(II) complex, (Me3P)(2)NiCl2, has been developed for tropylium and trityl tetrafluoroborate salts. The reaction provides a single diastereomer of the corresponding adducts in good to high yields, which, in turn, can be easily converted into a wide array of enantiomerically pure compounds that are difficult to obtain by other asymmetric procedures.
Org. Lett.63Vasse, JLFALSEFALSEFALSEFALSE
4127
10.1002/cssc.202002830
Tungsten-Catalyzed Direct N-Alkylation of Anilines with Alcohols
An efficient Ni-catalyzed reductive carboxylation of allylic alcohols with CO2 has been successfully developed, providing linear beta,gamma-unsaturated carboxylic acids as the sole regioisomer with generally high E/Z stereoselectivity. In addition, the carboxylic acids can be generated from propargylic alcohols via hydrogenation to give allylic alcohol intermediates, followed by carboxylation. A preliminary mechanistic investigation suggests that the hydrogenation step is made possible by a Ni hydride intermediate produced by a hydrogen atom transfer from water.
ChemSusChem63Ke, ZFFALSEFALSEFALSEFALSE
4128
10.1039/d0cc04831c
Base-mediated cascade amidination/N-alkylation of amines by alcohols
A general method is reported for the stereo selective preparation of highly functionalized allylic thioethers. This protocol is based on a Pd-catalyzed thiolation of modular vinyl cyclic carbonate substrates and features high (Z) selectivity, good yields, minimal waste, ample product scope, and operational simplicity. A one-pot strategy was used for the stereoselective formation of pharma-relevant allylic sulfones derived from their in situ prepared thioether precursors.
Chem. Commun.63
Zhang, CY; Zhang, GY
FALSEFALSEFALSEFALSE
4129
10.1016/j.tetlet.2020.152254
Efficient aerobic cross-dehydrogenative coupling of tertiary amines over NiGa layered double oxide
The present review offers an overview of nonclassical (e.g., with no pre-or in situ activation of a carboxylic acid partner) approaches for the construction of amide bonds. The review aims to comprehensively discuss relevant work, which was mainly done in the field in the last 20 years. Organization of the data follows a subdivision according to substrate classes: catalytic direct formation of amides from carboxylic and amines (section 2 ); the use of carboxylic acid surrogates (section 3); and the use of amine surrogates (section 4). The ligation strategies (NCL, Staudinger, KAHA, KATs, etc.) that could involve both carboxylic acid and amine surrogates are treated separately in section 5 .
Tetrahedron Lett.63Zhou, WYFALSEFALSEFALSEFALSE
4130
10.1002/aoc.5869
Benzimidazole bearing Pd-PEPPSI complexes catalyzed direct C2-arylation/heteroarylation ofN-substituted benzimidazoles
Six new imidazolium salts of the form 3-R-1-picolylimidazolium bromide (la: R = 4-nitrophenyl, lb: R = 4-acetylphenyl, 1c: R = 4-cyanophenyl, ld: R = le: R = butenyl, if: R = pentenyl) were synthesised and isolated in high yields. The corresponding Ag NHC intermediate complexes 2a, 2d, and 2e were transmetalated to yield [M(NHC)(2)Cl-2 M = Co, Nil complexes in good to excellent yields. The Co-NHC (3a, 3d, 3e) and Ni NHC (3a', 3d', 3e') complexes were relatively stable in air, insoluble in chlorinated solvents but very soluble in methanol and DMSO. Poorly resolved NMR spectra and magnetic susceptibility values of 2.53 and 2.73 mu(B) for 3d and 3e respectively suggest both to be paramagnetic cobalt complexes. All the imidazolium salts, isolated Ag-NHC complexes and the corresponding Co and Ni NHC complexes were characterised by spectroscopic and analytical techniques. The complexes were found to be active at tow catalyst loading (1 mol%) for the C N coupling of aniline with phenyl bromide under mild reaction conditions. In addition, the in situ generated catalyst obtained from a mixture of NiCl2/1a (1:2 molar ratio) initiated the C-N coupling of several aryl amines with substituted aryl bromides bearing a wide variety of functional groups. Good to excellent yields of the desired diaryl amine products were obtained. The yields are comparable to data obtained with palladium catalysts or to data obtained under harsher temperature conditions of Cu mediated Ullman reactions.
Appl. Organomet. Chem.
63
Peddiahgari, VGR
FALSEFALSEFALSEFALSE
4131
10.1021/acs.orglett.0c01284
Nickel-Catalyzed Formal Aminocarbonylation of Secondary Benzyl Chlorides with Isocyanides
Nickel-catalyzed enantioselective cross-couplings between symmetric cyclic sulfates and aromatic Grignard reagents are described. These reactions are effective with a broad range of substituted cyclic sulfates and deliver products with asymmetric tertiary carbon centers. Mechanistic experiments point to a stereoinvertive S(N)2-like oxidative addition of a nickel complex to the electrophilic substrate.
Org. Lett.63Qu, JP; Chen, YFFALSEFALSEFALSEFALSE
4132
10.1002/ajoc.202000188
Direct Access to (+/-)-10-Desbromoarborescidine A from Tryptamine and Pentane-1,5-diol
Pyrimidin-2-y1 tosylates which are successfully applied as the electrophiles instead of halides coupled with olefins via Pd(PPh3)(2)Cl-2 catalyzed Mizoroki Heck reaction conditions to give the corresponding C2-alkenyl pyrimidine derivatives with high beta-regioselectivity. This protocol proves to be tolerant of various pyrimidin-2-y1 tosylates as well as various olefins including styrene deriptives, aliphatic olefins (vinyl cyanide, methyl acrylate, ethyl acrylate, n-butyl acrylate, butyl vinyl ether, 1-hexene and 1-octene). (C) 2016 Elsevier Ltd. All rights reserved.
Asian J. Org. Chem.63Achard, MFALSEFALSEFALSEFALSE
4133
10.1021/acs.orglett.0c01109
Ni-Catalyzed Allylic Dearomatization Reaction of beta-Naphthols with Allylic Alcohols
Allylic amination, directly from alcohols, has been demonstrated without any Lewis acid activators using an efficient and regiospecific molecular iron catalyst. Various amines and alcohols were employed and the reaction proceeded through the oxidation/reduction (redox) pathway. A direct one-step synthesis of common drugs, such as cinnarizine and nafetifine, was exhibited from cinnamyl alcohol that produced water as side product.
Org. Lett.63You, SLFALSEFALSEFALSEFALSE
4134
10.1021/acscatal.0c00980
Nickel-Catalyzed Intermolecular Carbobromination of Alkynes
There is significant interest in the development of C-C bond-forming methodologies that directly access challenging benzylic stereocenters. Predominantly, efforts have been focused on the development of enantiospecific or enantioselective cross-coupling methodologies. An alternate and conceptually ideal approach involves the development of branch-selective and enantioselective Murai-type alkene hydroarylations. Recent progress towards this broad, yet challenging goal is highlighted.
ACS Catal.63
Kurahashi, T; Matsubara, S
FALSEFALSEFALSEFALSE
4135
10.1021/acs.orglett.0c00624
Intermolecular Vicinal Diaminative Assembly of Tetrahydroquinoxalines via Metal-free Oxidative [4+2] Cycloaddition Strategy
The area of catalysis of radical reactions has recently flourished. Various reaction conditions have been discovered and explained in terms of catalytic cycles. These cycles rarely stand alone as unique paths from substrates to products. Instead, most radical reactions have innate chains which form products without any catalyst. How do we know if a species added in catalytic amounts is a catalyst, an initiator, or something else? Herein we critically address both catalystfree and catalytic radical reactions through the lens of radical chemistry. Basic principles of kinetics and thermodynamics are used to address problems of initiation, propagation, and inhibition of radical chains. The catalysis of radical reactions differs from other areas of catalysis. Whereas efficient innate chain reactions are difficult to catalyze because individual steps are fast, both inefficient chain processes and non-chain processes afford diverse opportunities for catalysis, as illustrated with selected examples.
Org. Lett.63Zhong, FRFALSEFALSEFALSEFALSE
4136
10.1021/acs.joc.9b03294
Cu-Catalyzed Generation of Alkyl Radicals from Alkylsilyl Peroxides and Subsequent C(sp(3)) C(sp(2)) Cross-Coupling with Arylboronic Acids
The direct arylation of pyridine substrates using non-precious catalysts is underdeveloped but highly desirable due to its efficiency to access important motifs while being extremely cost-effective. The first nickel-catalyzed C-3 direct arylation of pyridine derivatives to provide a new approach to valuable 1-azafluorene pharmacophore frameworks was developed. This transformation is accomplished using air-stable nickel catalyst precursors combined with phenanthroline ligands and tolerates a variety of substituents. Computational studies suggest facile oxidative addition via the pyridinium form, deprotonation, and a subsequent carbo-nickelation cyclization. Nickel homolysis/recombination permits isomerization to the stereochemical array needed for the final elimination.
J. Org. Chem.63Maruoka, KFALSEFALSEFALSEFALSE
4137
10.1021/jacs.9b12519
Visible Light-Induced Borylation of C-O, C-N, and C-X Bonds
J. Am. Chem. Soc.63Larionov, OVFALSEFALSEFALSEFALSE
4138
10.1021/acs.orglett.9b04414
Palladium-Catalyzed Synthesis of 1,2-Diketones from Aryl Halides and Organoaluminum Reagents Using tert-Butyl Isocyanide as the CO Source
Org. Lett.63FALSEFALSEFALSEFALSE
4139
10.1038/s41428-019-0259-3
A robust nickel catalyst with an unsymmetrical propyl-bridged diphosphine ligand for catalyst-transfer polymerization
Polym. J.63Noonan, KJTFALSEFALSEFALSEFALSE
4140
10.1002/anie.201912055
Manganese-Catalyzed beta-Methylation of Alcohols by Methanol
Angew. Chem.-Int. Edit.
63Kempe, RFALSEFALSEFALSEFALSE
4141
10.1016/j.jpowsour.2019.227233
Improved proton conductive membranes from poly (phenylenebenzophenone)s with pendant sulfonyl imide acid groups for fuel cells
J. Power Sources63Kim, WFALSEFALSEFALSEFALSE
4142
10.1039/c9ob01547g
A cascade process for directly converting nitriles (RCN) to cyanamides (RNHCN) via SO2F2-activated Tiemann rearrangement
Org. Biomol. Chem.63Ding, CRFALSEFALSEFALSEFALSE
4143
10.1021/acs.oprd.9b00207
Pd-Catalyzed Dehydrogenative Oxidation of Alcohols to Functionalized Molecules
Org. Process Res. Dev.
63Mori, TFALSEFALSEFALSEFALSE
4144
10.1039/c9cc02603g
Nickel(ii)-catalyzed direct olefination of benzyl alcohols with sulfones with the liberation of H-2
Chem. Commun.63Balaraman, EFALSEFALSEFALSEFALSE
4145
10.1002/anie.201812702
Reductive Cyclization of Unactivated Alkyl Chlorides with Tethered Alkenes under Visible-Light Photoredox Catalysis
Angew. Chem.-Int. Edit.
63
Casitas, A; Lloret-Fillol, J
TRUEFALSEFALSEFALSE
4146
10.1002/ejoc.201800341
Highly Regioselective Isoquinoline Synthesis via Nickel-Catalyzed Iminoannulation of Alkynes at Room Temperature
Eur. J. Org. Chem.63Zhang, BFALSEFALSEFALSEFALSE
4147
10.1002/adsc.201800504
Synthesis of Arylamines via Non-Aerobic Dehydrogenation Using a Palladium/Carbon-Ethylene System
Adv. Synth. Catal.63Hayashi, MFALSEFALSEFALSEFALSE
4148
10.1021/acs.joc.8b01176
Palladium-Catalyzed Direct Arylation of Polyfluoroarenes for Accessing Tetra-ortho-Substituted Biaryls: Buchwald-type Ligand Having Complementary -PPh2 Moiety Exhibits Better Efficiency
J. Org. Chem.63Kwong, FYFALSEFALSEFALSEFALSE
4149
10.1246/cl.180385
Copper-catalyzed Borylation of Bromoaryl Triflates with Diborons: Chemoselective Replacement of an Ar-Br Bond
Chem. Lett.63Yoshida, HFALSEFALSEFALSEFALSE
4150
10.1039/c8sc01256c
Copper mediated C-H amination with oximes: en route to primary anilines
Chem. Sci.63Dai, HXFALSEFALSEFALSEFALSE
4151
10.3390/molecules23061449
Cobalt-Catalyzed (Hetero)arylation of Saturated Cyclic Amines with Grignard Reagents
Molecules63
Guerinot, A; Cossy, J
FALSEFALSEFALSEFALSE
4152
10.1021/acs.orglett.8b00755
Amide-Directed Ru-Catalyzed Hydrodemethoxylation of ortho-Methoxy-Benzamides and -Naphthamides: A DoM Reaction Counterpart
Org. Lett.63Snieckus, VFALSEFALSEFALSEFALSE
4153
10.1016/j.tet.2018.03.039
Nickel(II)-catalyzed addition reaction of arylboronic acids to isatins
Tetrahedron63Qiu, LQFALSEFALSEFALSEFALSE
4154
10.1002/cptc.201700232
Aryl Sulfonates as Initiators for Extreme Ultraviolet Lithography: Applications in Epoxy-Based Hybrid Materials
ChemPhotoChem63Fagnoni, MFALSEFALSEFALSEFALSE
4155
10.1039/c8cc00001h
Stereoselective synthesis of a Podophyllum lignan core by intramolecular reductive nickel-catalysis
Chem. Commun.63Peng, YFALSEFALSEFALSEFALSE
4156
10.1039/c7nj03989a
Copper-catalyzed alpha-C-H acyloxylation of carbonyl compounds with terminal alkynes
New J. Chem.63
Yang, T; Zhou, CS
FALSEFALSEFALSEFALSE
4157
10.1016/j.poly.2017.08.021
Seven copper (I) complexes of diphosphine ligands and N boolean AND N ligands: Syntheses, structural characterizations and spectroscopic properties
Polyhedron63Jin, QHFALSEFALSEFALSEFALSE
4158
10.1016/j.tet.2017.09.052
Synthesis of naphthyl-substituted terminal olefins via Pd-Catalyzed one-pot coupling of acetylnaphthalene, N-Tosylhydrazide with aryl halide
Tetrahedron63Liu, P; Liu, YFALSEFALSEFALSEFALSE
4159
10.1039/c6ob00013d
Synthesis of N-heterocyclic carbene-PdCl2-(iso)quinoline complexes and their application in arylamination at low catalyst loadings
Org. Biomol. Chem.63Lu, JMFALSEFALSEFALSEFALSE
4160
10.1002/cctc.201500575
Palladium-Catalyzed sp(2) C-H Arylation of Azoarenes with Arylhydrazines
ChemCatChem63Ye, YFALSEFALSEFALSEFALSE
4161
10.1002/anie.201507902
Salt- Free Reduction of Nonprecious Transition- Metal Compounds: Generation of Amorphous Ni Nanoparticles for Catalytic C-C Bond Formation
Angew. Chem.-Int. Edit.
63Sato, KFALSEFALSEFALSEFALSE
4162
10.1021/jacs.5b08477
Asymmetric Allylic C-H Oxidation for the Synthesis of Chromans
J. Am. Chem. Soc.63Gong, LZFALSEFALSEFALSEFALSE
4163
10.1002/anie.201505789
Dehydrogenative Carbon-Carbon Bond Formation Using Alkynyloxy Moieties as Hydrogen-Accepting Directing Groups
Angew. Chem.-Int. Edit.
63Minami, YFALSEFALSEFALSEFALSE
4164
10.1021/acs.orglett.5b02200
Nickel-Catalyzed Cross-Coupling of Anisoles with Alkyl Grignard Reagents via C-O Bond Cleavage
Org. Lett.63Tobisu, MFALSEFALSEFALSEFALSE
4165
10.1016/j.jorganchem.2015.04.019
Synthesis and catalytic activity of nickel(II) complexes of CNC pincer-type N-heterocyclic carbene ligands
J. Organomet. Chem.
63Luo, MMFALSEFALSEFALSEFALSE
4166
10.1002/adsc.201500304
Nickel- or Cobalt-Catalyzed Cross-Coupling of Arylsulfonic Acid Salts with Grignard Reagents
Adv. Synth. Catal.63Reeves, JTFALSEFALSEFALSEFALSE
4167
10.1002/adsc.201400761
Ligand-Free Nickel-Catalysed 1,4-Addition of Arylboronic Acids to alpha,beta-Unsaturated Carbonyl Compounds
Adv. Synth. Catal.63Song, GHFALSEFALSEFALSEFALSE
4168
10.1021/jacs.5b01671
Direct Aerobic Carbonylation of C(sp(2))-H and C(sp(3))-H Bonds through Ni/Cu Synergistic Catalysis with DMF as the Carbonyl Source
J. Am. Chem. Soc.63Ge, HBFALSEFALSEFALSEFALSE
4169
10.1021/acs.orglett.5b00146
Pd-Catalyzed Enantioselective Hydroalkoxylation of Alkoxyallenes with Phenol for Construction of Acyclic O,O-Acetals
Org. Lett.63Cao, PFALSEFALSEFALSEFALSE
4170
10.1039/c5cc00905g
Introducing a new radical trifluoromethylation reagent
Chem. Commun.63Soloshonok, VAFALSEFALSEFALSEFALSE
4171
10.1002/cplu.201402169
Poly(vinylpyridine)-Grafted Silica Containing Palladium or Nickel Nanoparticles as Heterogeneous Catalysts for the Sonogashira Coupling Reaction
ChemPlusChem63Farjadian, FFALSEFALSEFALSEFALSE
4172
10.1039/c4dt01808g
Tetraphenylethylene-based phosphine: tuneable emission and carbon dioxide fixation
Dalton Trans.63Zhang, JYFALSEFALSEFALSEFALSE
4173
10.1021/jo500068p
Synthesis of Quaternary Carbon Stereocenters by Copper-Catalyzed Asymmetric Allylic Substitution of Allyl Phosphates with Arylboronates
J. Org. Chem.63Shintani, RFALSEFALSEFALSEFALSE
4174
10.1039/c3sc53047g
Palladium-catalysed direct cross-coupling of secondary alkyllithium reagents
Chem. Sci.63
Fananas-Mastral, M
FALSEFALSEFALSEFALSE
4175
10.1021/ol401341s
Reversal of Polarity in Masked o-Benzoquinones: Rapid Access to Unsymmetrical Oxygenated Biaryls
Org. Lett.63Peddinti, RKFALSEFALSEFALSEFALSE
4176
10.1002/asia.201201062
Copper-Catalyzed Synthesis of alpha-Hydroxy Phosphonates from H-Phosphonates and Alcohols or Ethers
Chem.-Asian J.63Tang, GFALSEFALSEFALSEFALSE
4177
10.1039/c3ra42955e
Transition metal-free domino sequential synthesis of (E)-stilbenes, biaryl methanes and biaryl ethers using Et2AlCl as a Lewis acid
RSC Adv.63Tadigoppul, NFALSEFALSEFALSEFALSE
4178
10.3390/molecules171012121
Suzuki-Miyaura Reactions Catalyzed by C-2-Symmetric Pd-Multi-Dentate N-Heterocyclic Carbene Complexes
Molecules63Li, ZNFALSEFALSEFALSEFALSE
4179
10.1016/j.jorganchem.2011.09.008
Trinuclear copper(I) complex of 1,3-bis(2-pyridinylmethyl)imidazolylidene as a carbene-transfer reagent for the preparation of catalytically active nickel(II) and palladium(II) complexes
J. Organomet. Chem.
63Qiu, HYFALSEFALSEFALSEFALSE
4180
10.1039/c2ra21632a
Sustainable H2O/ethyl lactate system for ligand-free Suzuki-Miyaura reaction
RSC Adv.63Wan, JPFALSEFALSEFALSEFALSE
4181
10.1021/om2008309
Chiral Imidazoline-Phosphine Ligands for Palladium-Catalyzed Asymmetric Allylic Substitutions
Organometallics63Shi, MFALSEFALSEFALSEFALSE
4182
10.1021/om200945q
Pd/Josiphos-Catalyzed Enantioselective alpha-Arylation of Silyi Ketene Acetals and Mechanistic Studies on Transmetalation and Enantioselection
Organometallics63Yamamoto, YFALSEFALSEFALSEFALSE
4183
10.1002/chem.201100909
Nickel-Catalyzed Cross-Coupling of Aryl Bromides with Tertiary Grignard Reagents Utilizing Donor-Functionalized N-Heterocyclic Carbenes (NHCs)
Chem.-Eur. J.63Glorius, FFALSEFALSEFALSEFALSE
4184
10.1021/ol102784c
An Efficient Copper-Catalyzed Carbon-Sulfur Bond Formation Protocol in Water
Org. Lett.63Zhou, XGFALSEFALSEFALSEFALSE
4185
10.1002/anie.201101461
Mutual Activation: Suzuki-Miyaura Coupling through Direct Cleavage of the sp(2) C-O Bond of Naphtholate
Angew. Chem.-Int. Edit.
63Shi, ZJFALSEFALSEFALSEFALSE
4186
10.1021/ol100838m
Iron-Mediated Direct Suzuki-Miyaura Reaction: A New Method for the ortho-Arylation of Pyrrole and Pyridine
Org. Lett.63Hu, CWFALSEFALSEFALSEFALSE
4187
10.5012/bkcs.2010.31.03.582
Rhodium-Catalyzed Reductive Decyanation of Nitrites Using Hydrosilane as a Reducing Agent: Scope, Mechanism and Synthetic Application
Bull. Korean Chem. Soc.
63Tobisu, MFALSEFALSEFALSEFALSE
4188
10.3184/030823410X12680525004303
An efficient palladium-catalysed amination of aryl chlorides in presence of 1,3-bis-(2,6-diisopropylphenyl)imidazolinium chloride
J. Chem. Res63Li, JHFALSEFALSEFALSEFALSE
4189
10.1021/ja907700e
N,N-Diethyl O-Carbamate: Directed Metalation Group and Orthogonal Suzuki-Miyaura Cross-Coupling Partner
J. Am. Chem. Soc.63Snieckus, VFALSEFALSEFALSEFALSE
4190
10.1021/om8010596
Synthesis of Novel Chelating Benzimidazole-Based Carbenes and Their Nickel(II) Complexes: Activity in the Kumada Coupling Reaction
Organometallics63Bouwman, EFALSEFALSEFALSEFALSE
4191
10.1021/jo7027097
Direct vinylation and difluorovinylation of arylboronic acids using vinyl- and 2,2-difluorovinyl tosylates via the Suzuki-Miyaura cross coupling
J. Org. Chem.63Skrydstrup, TFALSEFALSEFALSEFALSE
4192
10.1002/anie.200701282
Efficient CuO-nanoparticle-catalyzed C-S cross-coupling of thiols with iodobenzene
Angew. Chem.-Int. Edit.
63Punniyamurthy, TFALSEFALSEFALSEFALSE
4193
10.1016/j.tetlet.2004.05.033
Mild and efficient palladium-catalyzed homocoupling of lithium alkynyltriisopropoxyborates: a new route to synthesis of 1,3-diynes
Tetrahedron Lett.63Oh, CHFALSEFALSEFALSEFALSE
4194
10.1021/om0302948
A palladium-ferrocenyl tetraphosphine system as catalyst for Suzuki cross-coupling and Heck vinylation of aryl halides: Dynamic behavior of the palladium/phosphine species
Organometallics63Hierso, JCFALSEFALSEFALSEFALSE
4195
10.1021/jo020640f
Palladium-catalyzed cross-coupling reactions of 4-tosyl-2(5H)-furanone with boronic acids: A facile and efficient route to generate 4-substituted 2(5H)-furanones
J. Org. Chem.63Wu, JFALSEFALSEFALSEFALSE
4196
10.1021/ar010112a
Transition metal-catalyzed enantioselective ring-opening reactions of oxabicyclic alkenes
Accounts Chem. Res.
63Lautens, MFALSEFALSEFALSEFALSE
4197
10.1021/ja011122+
An improved catalyst for the asymmetric arylation of ketone enolates
J. Am. Chem. Soc.63Buchwald, SLFALSEFALSEFALSEFALSE
4198
10.1016/S0040-4020(99)00788-7
Nickel-catalysed couplings of aryl chlorides with secondary amines and piperazines
Tetrahedron63Fort, YFALSEFALSEFALSEFALSE
4199
10.1002/asia.202101370
Cs2CO3-Promoted C-O Coupling Protocol Enables Solventless (Hetero)aryl Ether Synthesis under Air Atmosphere
Chem.-Asian J.63
Chen, C; Verpoort, F
FALSEFALSEFALSEFALSE
4200
10.1021/acs.orglett.1c03739
Palladium-Catalyzed Asymmetric Cross-Coupling Reactions of Cyclobutanols and Unactivated Olefins
Org. Lett.63
Zhang, JL; Chen, F
FALSEFALSEFALSEFALSE
4201
10.1002/hlca.202100177
The Journey of Ni(I) Chemistry
Helv. Chim. Acta63Morandi, BFALSEFALSEFALSEFALSE
4202
10.1021/acscatal.1c03449
Nickel/Enamine Cooperative Catalysis Enables Highly Enantioselective Allylic Alkylation of alpha-Branched Aldehydes
ACS Catal.63Shen, HCFALSEFALSEFALSEFALSE
4203
10.1002/anie.202105631
Photoredox-Catalyst-Enabled para-Selective Trifluoromethylation of tert-Butyl Arylcarbamates
Angew. Chem.-Int. Edit.
63Shi, DQ; Zhao, YSTRUEFALSEFALSEFALSE
4204
10.1021/acs.orglett.1c01457
Synthesis of Plakortolides E and I Enabled by Base Metal Catalysis
Org. Lett.63Christmann, MFALSEFALSEFALSEFALSE
4205
10.1002/asia.201700877
Robust Acenaphthoimidazolylidene Palladacycles: Highly Efficient Catalysts for the Amination of N-Heteroaryl Chlorides
Chem.-Asian J.63Tu, TFALSEFALSEFALSEFALSE
4206
10.1016/j.tetlet.2017.06.055
Sulfated tungstate catalyzed synthesis of C-3-symmetric 1,3,5-triaryl benzenes under solvent-free condition
Tetrahedron Lett.63Akamanchi, KGFALSEFALSEFALSEFALSE
4207
10.1039/c7cc04252c
Nickel-catalysed direct alkylation of thiophenes via double C(sp(3))-H/C(sp(2))-H bond cleavage: the importance of KH2PO4
Chem. Commun.63Qiu, RH; Yin, SFFALSEFALSEFALSEFALSE
4208
10.1039/c7qo00174f
Palladium-catalyzed coupling of azoles with 1-aryltriazenes via C-H/C-N cleavage
Org. Chem. Front.63Wang, ZXFALSEFALSEFALSEFALSE
4209
10.1021/acs.orglett.7b01336
Catalytic Asymmetric Construction of the Tryptanthrin Skeleton via an Enantioselective Decarboxylative [4+2] Cyclization
Org. Lett.63Mei, GJ; Shi, FFALSEFALSEFALSEFALSE
4210
10.1021/jacs.7b01705
Nickel-Catalyzed Asymmetric Reductive Cross-Coupling To Access 1,1-Diarylalkanes
J. Am. Chem. Soc.63Reisman, SEFALSEFALSEFALSEFALSE
4211
10.1021/acs.joc.7b00081
Copper-Catalyzed Regioselective C-H Sulfonyloxylation of Electron-Rich Arenes with p-Toluenesulfonic Acid and Sulfonyloxylation of Aryl(mesityl)iodonium Sulfonates
J. Org. Chem.63Xiang, SKFALSETRUEFALSEFALSE
4212
10.1021/acs.joc.6b02693
Rhodium(III)-Catalyzed ortho-Alkylation of Phenoxy Substrates with Diazo Compounds via C-H Activation: A Case of Decarboxylative Pyrimidine/Pyridine Migratory Cyclization Rather than Removal of Pyrimidine/Pyridine Directing Group
J. Org. Chem.63Swamy, KCKFALSEFALSEFALSEFALSE
4213
10.1016/j.jorganchem.2016.09.026
Palladium complexes catalyzed regioselective arylation of 2-oxindole via in situ C(sp(2))-OH activation mediated by PyBroP
J. Organomet. Chem.
63Dharmaraj, NFALSEFALSEFALSEFALSE
4214
10.1016/j.tet.2016.08.062
DMAP-promoted in situ activation of bromoacetic acid as a 2-carbon synthon for facile synthesis of pyridines and fused pyridin-2-ones
Tetrahedron63Lu, T; Du, DFALSEFALSEFALSEFALSE
4215
10.1021/acs.joc.6b01627
Nickel/N-Heterocyclic Carbene-Catalyzed Suzuki-Miyaura Type Cross-Coupling of Aryl Carbamates
J. Org. Chem.63
Tobisu, M; Chatani, N
FALSEFALSEFALSEFALSE
4216
10.1021/acs.macromol.6b01006
Nickel-Catalyzed Suzuki Polycondensation for Controlled Synthesis of Ester-Functionalized Conjugated Polymers
Macromolecules63Noonan, KJTFALSEFALSEFALSEFALSE
4217
10.1021/acs.orglett.6b01134
Nickel-Catalyzed Reductive Cross-Coupling of Benzyl Chlorides with Aryl Chlorides/Fluorides: A One-Pot Synthesis of Diarylmethanes
Org. Lett.63Sun, HMFALSEFALSEFALSEFALSE
4218
10.1002/ejoc.201600385
1,6-Addition Arylation of para-Quinone Methides: An Approach to Unsymmetrical Triarylmethanes
Eur. J. Org. Chem.63Yao, HQ; Lin, AJFALSEFALSEFALSEFALSE
4219
10.1002/anie.201511975
Reductive Cross-Coupling of Conjugated Arylalkenes and Aryl Bromides with Hydrosilanes by Cooperative Palladium/Copper Catalysis
Angew. Chem.-Int. Edit.
63
Semba, K; Nakao, Y
FALSEFALSEFALSEFALSE
4220
10.1002/anie.201511663
Enantioselective Rhodium-Catalyzed Dearomative Arylation or Alkenylation of Quinolinium Salts
Angew. Chem.-Int. Edit.
63Wang, FJFALSEFALSEFALSEFALSE
4221
10.1002/ejoc.201501607
Palladium-Catalyzed Aminocarbonylation of Aryl Halides with 2,4,6-Trichloro-1,3,5-triazine/Formamide Mixed Reagent
Eur. J. Org. Chem.63
Iranpoor, N; Panahi, F
FALSEFALSEFALSEFALSE
4222
10.1055/s-0035-1560380
Regioselective Allylation of Carbon Electrophiles with Alkenylsilanes under Dual Catalysis by Cationic Platinum(II) Species
Synthesis63Miura, KFALSETRUEFALSEFALSE
4223
10.1002/anie.201509133
Chemo- and Regioselective Hydrogenolysis of Diaryl Ether C-O Bonds by a Robust Heterogeneous Ni/C Catalyst: Applications to the Cleavage of Complex Lignin-Related Fragments
Angew. Chem.-Int. Edit.
63Hartwig, JFFALSEFALSEFALSEFALSE
4224
10.1039/c6gc00163g
Palladium catalyzed direct benzylation/allylation of malonates with alcohols - in situ C-O bond activation
Green Chem.63Zhang, YGFALSEFALSEFALSEFALSE
4225
10.1039/c6ra14678c
Carbonylative coupling of aryl tosylates/triflates with arylboronic acids under CO atmosphere
RSC Adv.63Chang, SFALSEFALSEFALSEFALSE
4226
10.1021/acs.orglett.1c00296
Mizoroki-Heck Reaction of Unstrained Aryl Ketones via Ligand-Promoted C-C Bond Olefination
A new class of aryl-heteroarylphosphines, 3-arylbenzofuran-2-ylphosphines, was synthesized by [Cp*Rh(111)1-catalyzed redox-neutral cyclization of N-phenoxyacetamides with 1-alkynylphosphine sulfides and oxides followed by reduction. This step-economic reaction proceeds in excellent regioselectivity with a broad substrate scope. The application of the resulting air-stable trivalent-phosphine containing dicyclo-hexylphosphino moiety in palladium-catalyzed Suzuki Miyaura coupling and Buchwald Hartwig amination of aryl chlorides is also described.
Org. Lett.62Dai, HXFALSEFALSEFALSEFALSE
4227
10.1002/chem.202004477
Multi-Step Continuous-Flow Organic Synthesis: Opportunities and Challenges
Pd-catalyzed arylation or benzylation of nitroazoles using aryl sulfonates or benzyl acetates is described. Electronically varied aryl tosylates and mesylates, as well as benzyl acetates, afford the arylated and benzylated products. Arylation of nitrobenzene is also reported. The relative rate for the arylation of halides is greater than that of tosylates using the reported reaction parameters. These studies enhance the scope of electrophiles for nitroarene arylations and benzylations, which was hitherto limited to the use of halide electrophiles.
Chem.-Eur. J.62Jiao, JFALSEFALSEFALSEFALSE
4228
10.1016/j.tetlet.2020.152605
Nickel-catalyzed aminocarbonylation of Aryl/Alkenyl/Allyl (pseudo) halides with isocyanides and H2O
A highly efficient protocol of Ni(II) metal complex, [Ni(quin)(2)], catalyzing N-formylation and N-acylation of amines with moderate to excellent yields, using N,N-dimethylformamide and N,N-dimethylacetamide in the presence of imidazole, is described here. The protocol shows broad substrate scope for aliphatic, aromatic, and heterocyclic amines.
Tetrahedron Lett.62
Liu, YK; Zhou, BW
FALSEFALSEFALSEFALSE
4229
10.1002/jcc.26471
Computational prediction on the catalytic activity of heterobimetallic complex featuring M-M triple bond in acetylene cyclotrimerization: Mechanistic study
A new and general nickel-catalyzed cyanation of hetero(aryl) Chlorides using less toxic Zn(CN)(2) as the cyanide source has been developed. The reaction relies on the use of inexpensive NiCl2.6H(2)O/dppf/Zn, as the catalytic system, and DMAP as the additive, allowing the cyanation to occur :under mild reaction conditions (50-80 degrees C) with wide functional group tolerance. DMAP was found to be crucial for successful transformation, and the reaction likely proceeds via a Ni(0)/Ni(II) catalysis based on mechanistic studies. The method was also successfully extended to aryl bromides and aryl iodides.
J. Comput. Chem.62Li, XYFALSEFALSEFALSEFALSE
4230
10.1002/chem.202002795
Carbodicarbene: geminal-Bimetallic Coordination in Selective Manner
Synthetically versatile 3,3-disubstituted fluorooxindoles exhibiting vicinal chirality centers were obtained in high yields and with excellent enantio-, diastereo-, and regioselectivity through catalytic asymmetric fluoroenolate alkylation with allylic acetates. The reaction proceeds under mild conditions and can be scaled up without compromising the asymmetric induction. The unique synthetic usefulness of the products is highlighted by the incorporation of additional functionalities and the formation of 3-fluorinated oxindoles exhibiting an array of four adjacent centers of chirality. A new C-F bond functionalization path that provides unprecedented possibilities for the stereoselective generation of a chiral quaternary carbon center in the alkaloid scaffold is introduced.
Chem.-Eur. J.62Zhao, LLFALSEFALSEFALSEFALSE
4231
10.1055/s-0040-1707266
Identification of a Surprising Boronic Acid Homocoupling Process in Suzuki-Miyaura Cross-Coupling Reactions Utilizing a Hindered Fluorinated Arene
Zwitterionic capsular polysaccharide extracts, similar to 8 kDa in mass, from Streptococcus pneumoniae type 1 (Spt1) have shown unique T-cell activating properties. Oligomers of the trisaccharide repeating unit of the Spt1 capsular polysaccharide [-> 3)-4-NH2-alpha-D-QuipNAc-(1 -> 4)-alpha-D-GalpA-(1 -> 3)-alpha-D-GalpA-(1-](n) of defined length are needed to further investigate this response. An approach towards iteratively extendable trisaccharide building blocks of the zwitterionic capsular polysaccharides of Spt1 is described. Key elements include the comparison of pre-glycosylation oxidation and post-glycosylation oxidation approaches using thioglycoside donors to the target trisaccharide, the optimisation of the post-glycosylation oxidation approach, and the conversion of the trisaccharide to building blocks tailored for iterative glycosylation. The construction and evaluation of stereotunable 2-N-3-O-oxazolidinone donors for the common bacterial 2-acetamido-4-amino-2,4,6-trideoxy-alpha-D-galactopyranoside motif is also described, as is a key intermediate for their efficient synthesis.
Synlett62Sieber, JDFALSEFALSEFALSEFALSE
4232
10.1039/d0ra05251e
Direct access to multi-functionalized benzenesvia[4+2] annulation of alpha-cyano-beta-methylenones and alpha,beta-unsaturated aldehydes
An efficient ligand-free copper-manganese (Cu-Mn) spinel oxide-catalyzed direct tandem C-H oxygenation and N-arylation of benzylamines has been developed. The method has been utilized for the synthesis of medicinally important 2-arylqui-nazolin-4(3H)-ones. Salient features of this method include recyclable catalyst, no ligand, excellent product yields, shorter reaction times and a broad substrate scope.
RSC Adv.62Lin, YHFALSEFALSEFALSEFALSE
4233
10.1021/acs.joc.0c01381
Cu(I)-Catalyzed Three-Component Cyclization for the Construction of Functionalized Thiazoles
A novel method for the synthesis of anthranilate esters is described. The esterification reaction of nitro-substituted anthranilic acids was carried out under microwave irradiation. A range of solvents and other reaction parameters were investigated to provide the most environmentally friendly reaction conditions. The feasibility of scale-up was demonstrated, allowing a simple and inexpensive production of anthranilate esters.
J. Org. Chem.62He, QX; Cao, HFALSEFALSEFALSEFALSE
4234
10.1002/ejoc.202000270
A Star-Shaped Triazine-Based Vitamin B(5)Copper(II) Nanocatalyst for Tandem Aerobic Synthesis of Bis(indolyl)methanes
Reductive cross-coupling has emerged, as a direct method for the construction of carbon carbon bonds. Most cobalt-, nickel-, and palladium-catalyzed reductive cross-coupling reactions to date are limited to stoichiometric Mn(0) or Zn(0) as the reductant. One nickel-catalyzed cross-coupling paradigm using Et3N as the terminal reductant is reported. By using this photoredox catalysis and nickel catalysis approach, a direct Csp(2)-Csp(3) reductive cross coupling of aryl bromides with alkyl bromides is achieved under mild conditions without stoichiometric metal reductants.
Eur. J. Org. Chem.62
Jafarpour, M; Rezaeifard, A
FALSEFALSEFALSEFALSE
4235
10.1021/jacs.0c02075
Enantioselective Assembly of Cycloenones with a Nitrile-Containing All-Carbon Quaternary Center from Malononitriles Enabled by Ni Catalysis
A method for synthesizing substituted 2H-chromenes using TMSOTf-catalyzed polystyrene-supported succinimidyl selenide-induced intramolecular seleno-arylation of tethered alkenes as a key step has been developed. The catalytic process provides an efficient method for the stereoselective and regioselective synthesis of 3,4-dihydro-2H-chromenes possessing a seleno-functionality, followed by syn-elimination of selenoxides to provide 2H-chromenes in good yields and with high purities.
J. Am. Chem. Soc.62Liu, WBFALSEFALSEFALSEFALSE
4236
10.1002/ajoc.202000110
Computational Insights into the Divergent Regioselectivities for Nickel-Catalyzed Dicarbofunctionalization of Allyl Moiety of N-Allyl-2-aminopyrimidine
A new reductive preparation of unsymmetrical sulfides from esters and thiols in the presence of InI3 and either 1,1,3,3-tetramethyldisiloxane (TMDS) or PhSiH3 as the reductant was developed. This protocol was applied to not only benzoic acid esters that have a methoxy, methyl, chloro, bromo, iodo, or trifluoromethyl group on the aromatic ring but also aliphatic acid esters with either aromatic or aliphatic thiols. A reaction mechanism is proposed by using Hammett plot results and several control experiments.
Asian J. Org. Chem.62Bao, XG; Wang, YFALSEFALSEFALSEFALSE
4237
10.1021/acscatal.0c00246
Nickel-Catalyzed Direct Acylation of Aryl and Alkyl Bromides with Acylimidazoles
Owing to the synthetic importance of branched olefinated products, we report palladium catalyzed formation of branched olefins facilitated by a C-H activation based protocol. This involves selective insertion of olefins and subsequent decarboxylation using a completely unbiased benzene ring as the starting precursor. The significance of the protocol has been further highlighted by exhibition of functionality tolerance along with a late-stage modification of the branched olefinated products leading to the formation of other functionalized molecules.
ACS Catal.62Li, CFALSEFALSEFALSEFALSE
4238
10.1021/acs.orglett.0c00047
Origins of Unconventional gamma Site Selectivity in Palladium-Catalyzed C(sp(3))-H Activation and Arylation of Aliphatic Alcohols
Org. Lett.62Dang, YFFALSEFALSEFALSEFALSE
4239
10.1039/c9cc08448g
Cobalt-catalyzed alkylation of methyl-substituted N-heteroarenes with primary alcohols: direct access to functionalized N-heteroaromatics
Chem. Commun.62Kundu, SFALSEFALSEFALSEFALSE
4240
10.1016/j.ultsonch.2019.104746
Ultrasonic-assisted reduction for facile synthesis of ultrafine supported Pd nanocatalysts by hydroxyl groups on the surfaces of layered double hydroxides and their catalytic properties
Ultrason. Sonochem.
62Bai, XFFALSEFALSEFALSEFALSE
4241
10.2174/1871530319666191202141209
Neurotransmitters and Behavrioral Alterations Induced by Nickel Exposure
Endocr. Metab. Immune Disord.-Drug Targets
62Cauli, OFALSEFALSEFALSEFALSE
4242
10.1021/acs.organomet.9b00629
Scope and Mechanism of the Ruthenium-Catalyzed Dehydrative C-H Coupling of Phenols with alpha,beta-Unsaturated Carbonyl Compounds: Expedient Synthesis of Chromene and Benzoxacyclic Derivatives
Organometallics62Yi, CSFALSEFALSEFALSEFALSE
4243
10.1021/jacs.9b09245
Nickel-Catalyzed Difunctionalization of Unactivated Alkenes Initiated by Unstabilized Enolates
J. Am. Chem. Soc.62Newhouse, TRFALSEFALSEFALSEFALSE
4244
10.1155/2019/2381208
2-Oxiranyl-pyridines: Synthesis and Regioselective Epoxide Ring Openings with Chiral Amines as a Route to Chiral Ligands
Heteroatom Chem.62Skarzewski, JFALSEFALSEFALSEFALSE
4245
10.1021/acs.joc.9b01387
Nickel-Catalyzed Defluorinative Reductive Cross-Coupling Reaction of gem-Difluoroalkenes with Thiosulfonate or Selenium Sulfonate
J. Org. Chem.62Wang, SY; Ji, SJFALSEFALSEFALSEFALSE
4246
10.1021/acs.orglett.9b02621
Photochemically-Mediated, Nickel-Catalyzed Synthesis of N-(Hetero)aryl Sulfamate Esters
Org. Lett.62Roizen, JLTRUEFALSEFALSEFALSE
4247
10.1039/c9nj02191d
Nickel-catalyzed regioselective C-H acylation of chelating arenes: a new catalytic system for C-C bond formation via a radical process and its mechanistic explorations
New J. Chem.62Cai, CFALSEFALSEFALSEFALSE
4248
10.1021/acs.oprd.9b00199
Concise Synthesis of a Potential 5-Lipoxygenase Activating Protein (FLAP) Inhibitor and Its Analogs through Late-Stage Alkene Dicarbofunctionalization
Org. Process Res. Dev.
62Giri, RFALSEFALSEFALSEFALSE
4249
10.1002/chem.201902147
Streamlined Synthesis of Diaminopyridines by Pd-Catalyzed Ammonia Coupling with Deactivated Amino-Chloropyridines
Chem.-Eur. J.62Fantasia, SFALSEFALSEFALSEFALSE
4250
10.6023/cjoc201902011
One-Pot, Two-Step Reductive Amination of Boronate Ester Containing Aromatic Amines and Aldehydes Using B(2)pin(2) as Reductant
Chin. J. Org. Chem.62Zou, DP; Wu, YJFALSEFALSEFALSEFALSE
4251
10.1039/c9ob00995g
Sterically controlled C-H/C-H homocoupling of arenes via C-H borylation
Org. Biomol. Chem.62Srinivasan, RFALSEFALSEFALSEFALSE
4252
10.1016/j.tetlet.2019.05.003
Chiral Bronsted acid-catalyzed Friedel-Crafts reaction of 3-indolylsulfamidates with indoles: Synthesis of enantioenriched bisindolylmethane sulfamates
Tetrahedron Lett.62Kim, SGFALSEFALSEFALSEFALSE
4253
10.1021/acs.joc.9b00708
Direct C-H Multifluoroarylation of Ethers through Hydrogen Atom Transfer Using Photoredox Catalysis
J. Org. Chem.62Yang, C; Xia, WJTRUEFALSEFALSEFALSE
4254
10.1021/acs.organomet.9b00083
Revisiting Claims of the Iron-, Cobalt-, Nickel-, and Copper-Catalyzed Suzuki Biaryl Cross-Coupling of Aryl Halides with Aryl Boronic Acids
Organometallics62Bedford, RBFALSEFALSEFALSEFALSE
4255
10.1039/c8sc04505d
Enantioselective and site-specific copper-catalyzed reductive allyl-allyl cross-coupling of allenes
Chem. Sci.62Xiong, TFALSEFALSEFALSEFALSE
4256
10.1021/jacs.8b13884
Synthesis and Characterization of Oxygen-Embedded Quinoidal Pentacene and Nonacene
J. Am. Chem. Soc.62Zeng, ZBFALSEFALSEFALSEFALSE
4257
10.1021/acscatal.8b04481
Cobalt-Catalyzed Regio- and Enantioselective Markovnikov 1,2-Hydrosilylation of Conjugated Dienes
ACS Catal.62Huang, ZFALSEFALSEFALSEFALSE
4258
10.1002/anie.201813182
P-III-Chelation-Assisted Indole C7-Arylation, Olefination, Methylation, and Acylation with Carboxylic Acids/Anhydrides by Rhodium Catalysis
Angew. Chem.-Int. Edit.
62Shi, ZZFALSEFALSEFALSEFALSE
4259
10.1002/anie.201808509
Rhodium-Catalyzed Enantioselective Defluorinative alpha-Arylation of Secondary Amides
Angew. Chem.-Int. Edit.
62Lautens, MFALSEFALSEFALSEFALSE
4260
10.6023/A18060224
Synthesis of Non-Natural Amino Acid Derivatives Bearing Triphenylamine Core Skeleton via Pd-Catalyzed Direct Asymmetric Allylic Alkylation
Acta Chim. Sin.62Jiang, GXFALSEFALSEFALSEFALSE
4261
10.1039/c8nj03955k
Gold-catalyzed tandem reaction of 2-alkynylanilines followed by 1,6-conjugate addition to p-quinone methides: efficient access to unsymmetrical diarylindolylmethanes
New J. Chem.62Oh, CHFALSEFALSEFALSEFALSE
4262
10.1021/acs.orglett.8b02256
Nickel-Catalyzed Hydrogen-Borrowing Strategy for alpha-Alkylation of Ketones with Alcohols: A New Route to Branched gem-Bis(alkyl) Ketones
Org. Lett.62Banerjee, DFALSEFALSEFALSEFALSE
4263
10.1021/jacs.8b06069
Tandem Catalysis: Transforming Alcohols to Alkenes by Oxidative Dehydroxymethylation
J. Am. Chem. Soc.62Dong, VMFALSEFALSEFALSEFALSE
4264
10.1021/acs.macromol.8b01333
Elucidating the Role of Diphosphine Ligand in Nickel-Mediated Suzuki-Miyaura Polycondensation
Macromolecules62Noonan, KJTFALSEFALSEFALSEFALSE
4265
10.1039/c8ob00488a
Palladium-catalyzed carbonylation of benzylic ammonium salts to amides and esters via C-N bond activation
Org. Biomol. Chem.62Wang, TFALSEFALSEFALSEFALSE
4266
10.1021/acs.joc.8b00515
Improved Substrate Scope in the Potassium Hexacyanoferrate(II)-Based Cyanation for the Synthesis of Benzonitriles and Their Heterocyclic Analogues
J. Org. Chem.62Richardson, JFALSEFALSEFALSEFALSE
4267
10.1021/acsomega.8b00159
A Simple and Versatile Method for the Formation of Acetals/Ketals Using Trace Conventional Acids
ACS Omega62Xie, JWFALSEFALSEFALSEFALSE
4268
10.1016/j.jorganchem.2018.01.044
2,6-Lutidine-linked bis-saturated NHC pincer ligands, silver complexes and transmetallation
J. Organomet. Chem.
62Asay, MFALSEFALSEFALSEFALSE
4269
10.1039/c7qi00694b
Efficient procedure with new fused pyrimidinone derivatives, Schiff base ligand and its La and Gd complexes by green chemistry
Inorg. Chem. Front.62Taha, RHFALSEFALSEFALSEFALSE
4270
10.2174/1385272822666180704143509
Research Progress on Cross-coupling Reactions of Alkenylaluminum with Electrophilic Reagents
Curr. Org. Chem.62Li, QHFALSETRUEFALSEFALSE
4271
10.1039/c7ob02159c
Iron(III)-catalyzed chelation assisted remote C-H bond oxygenation of 8-amidoquinolines
Org. Biomol. Chem.62
Chandrasekharam, M
FALSEFALSEFALSEFALSE
4272
10.1002/ejoc.201701197
Synthesis of trans-Configured Enol Ethers by a Sequence of syn-Selective Glycolate Aldol Addition, Hydrolysis, and Grob Fragmentation
Eur. J. Org. Chem.62Bruckner, RFALSEFALSEFALSEFALSE
4273
10.1021/acs.joc.5b02448
Amination-Oxidation Strategy for the Copper-Catalyzed Synthesis of Monoarylamines
J. Org. Chem.62Billingsley, KLFALSEFALSEFALSEFALSE
4274
10.1039/c6dt02185a
Ligand effects on the properties of Ni(III) complexes: aerobically-induced aromatic cyanation at room temperature
Dalton Trans.62Mirica, LMFALSEFALSEFALSEFALSE
4275
10.1021/acs.orglett.5b03142
Cobalt Catalyzed C-H and N-H Bond Annulation of Sulfonamide with Terminal and Internal Alkynes
Org. Lett.62Sundararaju, BFALSEFALSEFALSEFALSE
4276
10.1016/j.tetlet.2015.10.009
Ni-catalyzed Suzuki-Miyaura coupling reactions of pyrimidin-2-yl phosphates, tosylates and pivalates with arylboronic acids
Tetrahedron Lett.62Quan, ZJFALSEFALSEFALSEFALSE
4277
10.1055/s-0035-1560712
Dimerization of Aryl Sulfonates by in situ Generated Nickel(0)
Synlett62Durandetti, MFALSEFALSEFALSEFALSE
4278
10.1055/s-0034-1380424
Oxidative Homocoupling of Diheteroaryl- or Diarylmanganese Reagents Generated via Directed Manganation Using TMP2Mn
Synlett62Knochel, PFALSEFALSEFALSEFALSE
4279
10.1055/s-0034-1379899
Palladium/N-Heterocyclic Carbene Catalyzed Mono- and Double-Cyanation of Aryl Halides Using Potassium Ferrocyanide Trihydrate under Aerobic Conditions
Synthesis62Cao, CSFALSEFALSEFALSEFALSE
4280
10.1016/j.tetlet.2015.03.106
Reductive homocoupling of benzylic halides in aqueous medium using recyclable alumina-supported nickel nanoparticles
Tetrahedron Lett.62Bhar, SFALSEFALSEFALSEFALSE
4281
10.1021/acs.orglett.5b00905
Palladium-Catalyzed C(sp(3)) C(sp(2)) Cross-Coupling of (Trimethylsilyl)methyllithium with (Hetero)Aryl Halides
Org. Lett.62Feringa, BLFALSEFALSEFALSEFALSE
4282
10.1021/acs.orglett.5b00844
Pd(II)-Catalyzed P(O)(RR2)-R-1-Directed Asymmetric C-H Activation and Dynamic Kinetic Resolution for the Synthesis of Chiral Biaryl Phosphates
Org. Lett.62Yang, SDFALSEFALSEFALSEFALSE
4283
10.1021/om5004682
Stoichiometric Reactions of Acylnickel(II) Complexes with Electrophiles and the Catalytic Synthesis of Ketones
Organometallics62Weix, DJFALSETRUEFALSEFALSE
4284
10.1002/anie.201406077
Iridium-Catalyzed Enantioselective Allyl-Allylsilane Cross-Coupling
Angew. Chem.-Int. Edit.
62Carreira, EMFALSEFALSEFALSEFALSE
4285
10.1016/j.tet.2013.11.102
A route to the 9,10-secosteroid astrogorgiadiol featuring a key sp(2)-sp(3) Suzuki type cross-coupling
Tetrahedron62Medard, GFALSEFALSEFALSEFALSE
4286
10.1039/c4ra11520a
Nickel-catalyzed cross-coupling of carboxylic anhydrides with arylboronic acids
RSC Adv.62Yang, LMFALSEFALSEFALSEFALSE
4287
10.1039/c3ob41382a
Palladium-catalyzed Suzuki-Miyaura coupling of aryl sulfamates with arylboronic acids
Org. Biomol. Chem.62Shao, LXFALSEFALSEFALSEFALSE
4288
10.1055/s-0032-1316921
Rhodium-Catalyzed Asymmetric Amination of Allylic Trichloroacetimidates
Synthesis62Nguyen, HMFALSEFALSEFALSEFALSE
4289
10.1055/s-0032-1316898
Synthesis of Phenanthridin-6(5H)-ones via Copper-Catalyzed Cyclization of 2-Phenylbenzamides
Synlett62Tan, ZFALSEFALSEFALSEFALSE
4290
10.1002/ejoc.201300197
Stereoselective Organocatalytic Approach to alpha,beta-Disubstituted-beta-amino Acids: A Short Enantioselective Synthesis of Cispentacin
Eur. J. Org. Chem.62Moyano, AFALSEFALSEFALSEFALSE
4291
10.1021/am301394u
Highly Ordered Mesoporous TiO2-Fe2O3 Mixed Oxide Synthesized by Sol-Gel Pathway: An Efficient and Reusable Heterogeneous Catalyst for Dehalogenation Reaction
ACS Appl. Mater. Interfaces
62Bhaumik, AFALSEFALSEFALSEFALSE
4292
10.1002/chem.201202251
Asymmetric Allylic Alkylation of Acyclic Allylic Ethers with Organolithium Reagents
Chem.-Eur. J.62Harutyunyan, SRFALSEFALSEFALSEFALSE
4293
10.1002/chem.201201607
Highly Stereoselective Synthesis of Tertiary Propargylic Centers and Their Isomerization to Enantiomerically Enriched Allenes
Chem.-Eur. J.62Ruano, JLGFALSEFALSEFALSEFALSE
4294
10.1002/adsc.201200369
Nickel-Catalyzed Cross-Coupling of Arene- or Heteroarenecarbonitriles with Aryl- or Heteroarylmanganese Reagents through C-CN Bond Activation
Adv. Synth. Catal.62Wang, ZXFALSEFALSEFALSEFALSE
4295
10.1021/ja300743t
Z-Selective Copper-Catalyzed Asymmetric Allylic Alkylation with Grignard Reagents
J. Am. Chem. Soc.62Feringa, BLFALSEFALSEFALSEFALSE
4296
10.1021/ol200881v
Reductive Conjugate Addition of Haloalkanes to Enones To Form Silyl Enol Ethers
Org. Lett.62Weix, DJFALSEFALSEFALSEFALSE
4297
10.1021/ol1020527
Ruthenium-Catalyzed Tertiary Amine Formation from Nitroarenes and Alcohols
Org. Lett.62Deng, GJFALSEFALSEFALSEFALSE
4298
10.1021/jo1011202
Enantioselective Synthesis of Cyclic, Quaternary Oxonitriles
J. Org. Chem.62Altundas, RFALSEFALSEFALSEFALSE
4299
10.1515/znb-2009-11-1226
Synthetic Access to a Novel Binaphthyl Ligand Bearing a Phosphine and a Triazole Donor Site
Z.Naturforsch.(B)62Thiel, WRFALSEFALSEFALSEFALSE
4300
10.1039/b819510b
Copper-TBAF catalyzed arylation of amines and amides with aryl trimethoxysilane
Org. Biomol. Chem.62Cheng, JFALSEFALSEFALSEFALSE
4301
10.1021/ol802239n
Synthesis of 4-Arylcoumarins via Cu-Catalyzed Hydroarylation with Arylboronic Acids
Org. Lett.62Yamamoto, YFALSEFALSEFALSEFALSE
4302
10.1002/adsc.200800446
Enantioselective Platinum-Catalyzed Tandem Hydroarylation-Cycloisomerization of 1,6-Enynes
Adv. Synth. Catal.62Toullec, PYFALSEFALSEFALSEFALSE
4303
10.1016/j.tet.2008.02.068
Highly efficient copper(0)-catalyzed Suzuki-Miyaura cross-coupling reactions in reusable PEG-400
Tetrahedron62Mao, JCFALSEFALSEFALSEFALSE
4304
10.1002/anie.200703382
A general method for meta and para functionalization of arenes using TMP2Mg center dot 2LiCl
Angew. Chem.-Int. Edit.
62Knochel, PFALSEFALSEFALSEFALSE
4305
10.1002/anie.200453859
Design and synthesis of endoperoxide antimalarial prodrug models
Angew. Chem.-Int. Edit.
62O'Neill, PMFALSEFALSEFALSEFALSE
4306
10.1016/S0022-328X(02)01174-9
Scope and limitation of the nickel-catalyzed coupling reaction between lithium borates and mesylates
J. Organomet. Chem.
62Kobayashi, YFALSEFALSEFALSEFALSE
4307
10.1246/bcsj.68.713
ASYMMETRIC HYDROSILYLATION OF 1-ALKENES CATALYZED BY PALLADIUM-MOP
Bull. Chem. Soc. Jpn.
62FALSEFALSEFALSEFALSE
4308
10.5059/yukigoseikyokaishi.52.800
RHODIUM-CATALYZED CARBON-CARBON BOND FORMATION
J. Synth. Org. Chem. Jpn.
62MATSUDA, IFALSEFALSEFALSEFALSE
4309
10.1002/adsc.202200003
Nickel-Catalyzed Reductive Acylation of Carboxylic Acids with Alkyl Halides and N-Hydroxyphthalimide Esters Enabled by Electrochemical Process
Adv. Synth. Catal.62Yang, C; Xia, WJFALSETRUEFALSEFALSE
4310
10.1002/anie.202200352
Mapping Dual-Base-Enabled Nickel-Catalyzed Aryl Amidations: Application in the Synthesis of 4-Quinolones
Angew. Chem.-Int. Edit.
62Stradiotto, MFALSEFALSEFALSEFALSE
4311
10.1055/s-0040-1719881
Nickel-Catalyzed Reductive Cross-Coupling of Oxalates Derived from alpha-Hydroxy Carbonyls with Vinyl Bromides
Synthesis62Wu, FFALSEFALSEFALSEFALSE
4312
10.1021/jacs.1c09718
A Comprehensive Discovery Platform for Organophosphorus Ligands for Catalysis
J. Am. Chem. Soc.62Aspuru-Guzik, AFALSEFALSEFALSEFALSE
4313
10.1021/acs.joc.1c02806
DMF-Assisted Radical Cyclization of o-Isocyanodiaryl Ethers via 1,5-Aryl Migration: Construction of 2-Arylbenzoxazoles
J. Org. Chem.62Ding, QPFALSEFALSEFALSEFALSE
4314
10.1021/acs.jpca.1c07707
Theoretical Studies on Bimetallic Salen Complexes Catalyzed Epoxide Hydration: Effects of Metal Centers, Substrates, and Ligands
J. Phys. Chem. A62Chen, ZXFALSEFALSEFALSEFALSE
4315
10.1021/acs.orglett.1c03484
Construction of 2-Amino-2 '-ketonyl Biaryls via Acid-Mediated Ring Opening of 9H-Fluoren-9-ols with Organic Azides
Org. Lett.62Gu, ZHFALSEFALSEFALSEFALSE
4316
10.1021/acscatal.1c03729
Nickel-Catalyzed Regiodivergent Cyanation of Allylic Alcohols: Scope, Mechanism, and Application to the Synthesis of 1,n-Dinitriles
ACS Catal.62Fang, XJFALSEFALSEFALSEFALSE
4317
10.1002/cssc.202101963
Cobalt-Catalyzed Highly Regioselective Three-Component Arylcarboxylation of Acrylate with Aryl Bromides and Carbon Dioxide
ChemSusChem62Xi, CJFALSEFALSEFALSEFALSE
4318
10.1016/j.tet.2021.132431
C(sp(2))-C(sp2) Suzuki cross-coupling of arylammonium salts catalyzed by a stable Pd-NHC complex
Tetrahedron62Shi, YH; Cao, CSFALSEFALSEFALSEFALSE
4319
10.1021/acs.orglett.1c02458
Deaminative Reductive Methylation of Alkylpyridinium Salts
Org. Lett.62Watson, MPFALSEFALSEFALSEFALSE
4320
10.1016/j.jorganchem.2021.122042
DFT studies on the mechanisms of enantioselective Ni-catalyzed reductive coupling reactions to form 1,1-diarylalkanes
J. Organomet. Chem.
62Ren, QHFALSEFALSEFALSEFALSE
4321
10.1002/anie.202108587
Chiral Arylated Amines via C-N Coupling of Chiral Amines with Aryl Bromides Promoted by Light
Angew. Chem.-Int. Edit.
62Xue, DFALSEFALSEFALSEFALSE
4322
10.1021/acs.joc.1c01073
A Process Chemistry Benchmark for sp(2)-sp(3) Cross Couplings
J. Org. Chem.62
Beutner, GL; Simmons, EM
FALSEFALSEFALSEFALSE
4323
10.1002/ejoc.202100420
Metal-Free Synthesis of Alkenylazaarenes and 2-Aminoquinolines through Base-Mediated Aerobic Oxidative Dehydrogenation of Benzyl Alcohols
Eur. J. Org. Chem.62Batra, SFALSEFALSEFALSEFALSE
4324
10.1021/acs.inorgchem.1c00145
Sulfide Oxidation by 2,6-Bis[hydroxyl(methyl)amino]-4-morpholino-1,3,5-triazinatodioxomolybdenum(VI): Mechanistic Implications with DFT Calculations for a New Class of Molybdenum(VI) Complex
Inorg. Chem.62Kuo, LYFALSEFALSEFALSEFALSE
4325
10.1055/a-1507-6419
Chromium-Catalyzed Reductive Cleavage of Unactivated Aromatic and Benzylic C-O Bonds
Synthesis62Zeng, XMFALSEFALSEFALSEFALSE
4326
10.1021/acs.joc.1c00473
Substrate-Controlled Regiodivergent Synthesis of Fluoroacylated Carbazoles via Friedel-Crafts Acylation
J. Org. Chem.62
Chen, P; Jiang, YJ
FALSEFALSEFALSEFALSE
4327
10.1021/acscatal.1c00536
Synergistic Effects of Boron and Oxygen Interaction Enabling Nickel-Catalyzed Exogenous Base-Free Stereoselective Arylvinylation of Alkynes through Vinyl Transposition
ACS Catal.62Cho, EJFALSEFALSEFALSEFALSE
4328
10.1021/jacs.7b06723
Radical Redox-Relay Catalysis: Formal [3+2] Cycloaddition of N-Acylaziridines and Alkenes
J. Am. Chem. Soc.62Lin, SFALSEFALSEFALSEFALSE
4329
10.1002/asia.201700891
SO2F2-Mediated One-Pot Synthesis of Aryl Carboxylic Acids and Esters from Phenols through a Pd-Catalyzed Insertion of Carbon Monoxide
Chem.-Asian J.62Qin, HLFALSEFALSEFALSEFALSE
4330
10.1055/s-0036-1589045
Base-Mediated Ring Opening of meso-Epoxides with 4-Aryl-N H-1,2,3-triazoles: Synthesis of trans-2-(Aryltriazolyl)cycloalkanols
Synthesis62Peddinti, RKFALSEFALSEFALSEFALSE
4331
10.1016/j.tet.2017.06.004
Nickel-catalyzed cross-coupling of aryl or 2-menaphthyl quaternary ammonium triflates with organoaluminum reagents
Tetrahedron62Wang, ZXFALSEFALSEFALSEFALSE
4332
10.1021/acs.joc.7b00657
Diastereoselective and Catalytic alpha-Alkylation of Chiral N-Acyl Thiazolidinethiones with Stable Carbocationic Salts
J. Org. Chem.62Romea, P; Urpi, FFALSEFALSEFALSEFALSE
4333
10.1126/sciadv.1700832
Templated deprotonative metalation of polyaryl systems: Facile access to simple, previously inaccessible multi-iodoarenes
Sci. Adv.62O'Hara, CTFALSEFALSEFALSEFALSE
4334
10.1021/acs.orglett.7b00473
Palladium-Catalyzed Electrochemical Allylic Alkylation between Alkyl and Allylic Halides in Aqueous Solution
Org. Lett.62Huang, JMFALSETRUEFALSEFALSE
4335
10.1021/jacs.6b13299
Asymmetric Cu-Catalyzed Intermolecular Trifluoromethylarylation of Styrenes: Enantioselective Arylation of Benzylic Radicals
J. Am. Chem. Soc.62Liu, GSFALSEFALSEFALSEFALSE
4336
10.1002/adsc.201600946
Non-Covalent Carbonyl-Directed Heck-Matsuda Desymmetrizations: Synthesis of Cyclopentene-Fused Spirooxindoles, Spirolactones, and Spirolactams
Adv. Synth. Catal.62Correia, CRDFALSEFALSEFALSEFALSE
4337
10.1039/c7ra02549a
Palladium catalyzed Suzuki cross-coupling of benzyltrimethylammonium salts via C-N bond cleavage
RSC Adv.62Zhao, JFFALSEFALSEFALSEFALSE
4338
10.1002/anie.201607646
Nickel-Catalyzed Alkoxy-Alkyl Interconversion with Alkylborane Reagents through C-O Bond Activation of Aryl and Enol Ethers
Angew. Chem.-Int. Edit.
62Rueping, MFALSEFALSEFALSEFALSE
4339
10.1021/acs.orglett.6b02981
Palladium-Catalyzed Stereoselective Formation of Substituted Allylic Thioethers and Sulfones
Org. Lett.62Guo, WS; Kleij, WFALSEFALSEFALSEFALSE
4340
10.1002/ajoc.201600411
Nickel-Catalyzed C(Aryl)-O Bond Activation/Cross-Coupling Reaction of Carbazoles with Methyl Grignard: Synthesis of Ellipticine
Asian J. Org. Chem.62Das, PFALSEFALSEFALSEFALSE
4341
10.1021/acs.organomet.6b00484
Computational Study on the Mechanism of the Palladium-Catalyzed Arylation of alpha,beta-Unsaturated Aldehydes
Organometallics62
Poblador-Bahamonde, AI
FALSEFALSEFALSEFALSE
4342
10.1021/acs.orglett.6b01806
Cobalt(III)-Catalyzed C-C Coupling of Arenes with 7-Oxabenzonorbornadiene and 2-Vinyloxirane via C-H Activation
Org. Lett.62Li, XWFALSEFALSEFALSEFALSE
4343
10.1002/adsc.201600349
Cobalt-Catalyzed Twofold Direct C(sp(2))-C(sp(3)) Bond Coupling: Regioselective C-3 Alkylation of Coumarins with (Cyclo)alkyl Ethers
Adv. Synth. Catal.62Du, YFFALSEFALSEFALSEFALSE
4344
10.1002/adsc.201600336
Nickel-Catalyzed Borylation of Aryl and Benzyl 2-Pyridyl Ethers: A Method for Converting a Robust ortho-Directing Group
Adv. Synth. Catal.62Tobisu, MFALSEFALSEFALSEFALSE
4345
10.1055/s-0035-1561859
Novel Methodology for the Efficient Synthesis of 3-Aryloxindoles: [1,2]-Phospha-Brook Rearrangement-Palladium-Catalyzed Cross-Coupling Sequence
Synlett62Terada, MFALSEFALSEFALSEFALSE
4346
10.1055/s-0035-1560960
Memory of Chirality (MOC) in Intramolecular sp(3) C-H Amination
Synlett62Shi, ZZFALSEFALSEFALSEFALSE
4347
10.1039/c5nj01833a
Nickel-glycerol: an efficient, recyclable catalysis system for Suzuki cross coupling reactions using aryl diazonium salts
New J. Chem.62Nagarkar, JMFALSEFALSEFALSEFALSE
4348
10.1002/chem.202100075
Merging Pd-0/Pd-II Redox and Pd-II/Pd-II Non-redox Catalytic Cycles for the Allylarylation of Electron-Deficient Alkenes
A zirconium/nickel-mediated one-pot synthesis of ketones is reported. In the presence of Zn or Mn, Cp2ZrCl2 was found to dramatically accelerate the coupling and suppress side product formation via an I -> SPy displacement at the same time. Unlike Zn/Pd- and Fe/Cu-mediated one-pot ketone syntheses, the new method is effective for nucleophiles bearing OR or equivalent functional groups at the alpha-position. A mechanism comprising a nickel catalytic cycle, a zirconium catalytic cycle, and Zr -> Ni transmetalation is proposed, and Cp2ZrCl2 and/or low-valent Zr species are suggested to play crucial dual roles.
Chem.-Eur. J.61
Semba, K; Nakao, Y
FALSETRUEFALSEFALSE
4349
10.1002/chem.202004413
alpha- and gamma-Regiocontrol and Enantiospecificity in the Copper-Catalyzed Substitution Reaction of Propargylic Phosphates with Grignard Reagents
Methyl group is the smallest carbon substituent that plays important roles in many compounds. Conversion of a carboxylic acid into a ketone is a fundamental transformation in organic chemistry. This functional group change is usually performed indirectly by activating the carboxylic acid into an acyl chloride or into a Weinreb amide, and then by nucleophilic attack with an organometallic reagent. However, direct conversion of a carboxylic acid into a ketone can be achieved in one-step reaction using at least 2 equiv. of an organolithium reagent at low temperature and producing much tertiary alcohol. Herein, methylation of alkyl acid under Ni-catalyzed reductive coupling conditions using methyl p-methyl tosylate as the methylation reagent was reported to yield methylated ketones. Moderate yields as well as good functional group tolerance were observed under the present mild and easy-to-operate reaction conditions.
Chem.-Eur. J.61Kobayashi, YFALSEFALSEFALSEFALSE
4350
10.1039/d0cc04986g
Photoredox/palladium co-catalyzed propargylic benzylation with internal propargylic carbonates
The (POBOP)NiCl pincer complex (POBOP = 1,7-OP(i-Pr)(2)-m-carboranyl) was synthesized by the selective B-H activation of the chelating carboranyl ligand and structurally and spectroscopically characterized. The reaction of (POBOP)NiCl and 1 equiv. of I-2 at room temperature led to the selective iodination of the vicinal B-H bond in the complex. The reaction of (POBOP)NiCl and 7 equiv. of I-2 at room temperature led to further iodination of the ligand and dissociation of the metal from the complex. (C) 2016 Elsevier B.V. All rights reserved.
Chem. Commun.61Chen, XMTRUEFALSEFALSEFALSE
4351
10.1002/ajoc.202000242
Ligand-Free Iron-Catalyzed Homo-Coupling of Aryllithium Reagents
The organic synthesis reactions of diboron(4) compounds in which B-B cleavage is involved can introduce a new set of boron-containing organic reagents that were proven to be very useful in many organic synthetic routes and can be regarded as ideal candidates for green chemistry. So it is very valuable and significant to understand one of the thermodynamic properties of the B-B bond, the strength of the B-B bond, which can be measured by using the homolytic bond dissociation enthalpies (BDEs). To this end, the 34 B-B BDEs of diboron(4) compounds were calculated by theoretical methods including composite high-level ab initio and density functional theory (DFT) methods. The results show that it is reasonable and reliable to regard the 34 B-B BDE averages of the five high-level methods including G3, G3B3, CBS-Q, CBS-QB3 and ROCBS-QB3 as the standard reference values and the SOGGA11-X method provides the best accuracy with the smallest root mean square error (RMSE) of 4.4 kJ mol(-1). Subsequently, the B-B BDEs of three types of diboron(4) compounds according to their different molecular symmetry were investigated in detail by using this method. The results indicate that the different substituents have different effects on B-B BDE values. Natural bond orbital (NBO) analysis and investigations of the ground-state effect (GE) and the radical-state effect (RE) as well as frontier orbital energy analysis were performed in order to further disclose the essence of corresponding BDE change patterns. In addition, in order to better understand the catalytic process involving B-B cleavages by transitional-metal catalysts, the Pt-B and Cu-B BDE predictions after B-B cleavage were also conducted at this level. The results demonstrate that the participation of transition metals such as Pt and Cu can make the B-B cleavage much easier and the different substituents have different effects on the stability of transition metal boryl complexes.
Asian J. Org. Chem.61
Peng, XS; Wong, HNC
FALSEFALSEFALSEFALSE
4352
10.1021/acs.joc.0c01392
Palladium-Catalyzed ortho-C-H Glycosylation/ipso-Alkenylation of Aryl Iodides
A set of nickel(II) Cp complexes with triazolylidenes containing various different wingtip groups (aryl, alkyl, pyridyl, CH2OH) have been synthesized by direct metalation of the corresponding triazolium salt with nickelocene. Distinct effects of the substituents on electronic and steric properties of the formed complexes are demonstrated by NMR spectroscopy and single crystal structural analysis, as well as by the catalytic activity of the complexes in the hydrosilylation of aldehydes. While all complexes display appreciable catalytic performance, the cyclometalated pyridyl-functionalized triazolylidene nickel complex 2e is highly active and reaches turnover frequencies of >20 000 h(-1) with good catalyst stability (full conversion at 0.05 mol % catalyst, maximum turnovers of similar to 6000). A variety of functional groups on the benzaldehyde are tolerated. Ketones are not converted, which identifies complex 2e as a highly selective precatalyst for the hydrosilylation of aldehydes in the presence of ketones.
J. Org. Chem.61Liang, YMFALSEFALSEFALSEFALSE
4353
10.1021/acs.orglett.0c02053
Visible-Light-Induced Pd-Catalyzed Radical Strategy for Constructing C-Vinyl Glycosides
General direct C2-alkenylation of oxazoles is reported using alkenyl tosylates at parts per million levels of palladium catalyst. From a series of ligands screened, PhMezole-Phos emerged as the promising ligand candidate to facilitate this reaction. Significantly, the method is scalable and exhibits excellent substrate tolerance. Highly sterically hindered substrates and small vinyl tosylate can be coupled successfully. Moreover, our method enables a rapid diversification of oxazole-based (CN)-N-boolean AND ligands which can be readily derived into new group 9 organometallic compounds.
Org. Lett.61Liang, YMFALSEFALSEFALSEFALSE
4354
10.1038/s41467-020-17939-2
Reductive cyanation of organic chlorides using CO2 and NH3 via Triphos-Ni(I) species
An anionic Ni complex was isolated and its structure determined by X-ray crystallography. With such an anionic complex as a key intermediate, a regio- and stereoselective multicomponent coupling reaction of perfluoroarenes, aryl Grignard reagents, and 1,3-butadiene in a 1:1:2 ratio was achieved, resulting in the formation of 1,6-octadiene derivatives containing two aryl groups, one from the perfluoroarene and the other from the aryl Grignard reagent, at the 3- and 8-positions, respectively.
Nat. Commun.61Li, YHFALSEFALSEFALSEFALSE
4355
10.1021/acscatal.0c02683
Direct Carbon-Carbon sigma Bond Amination of Unstrained Arylalkylketones
A combination of cobalt and nickel catalytic cycles enables a highly branch-selective (Markovnikov) olefin hydroarylation. Radical cyclization and ring scission experiments are consistent with hydrogen atom transfer (HAT) generation of a carbon-centered radical that leads to engagement of a nickel cycle.
ACS Catal.61Xie, HS; Zeng, WFALSEFALSEFALSEFALSE
4356
10.1021/acs.orglett.0c01612
Nickel-Catalyzed Asymmetric Addition of Aromatic Halides to Ketones: Highly Enantioselective Synthesis of Chiral 2,3-Dihydrobenzofurans Containing a Tertiary Alcohol
We have obtained a suite of two-dimensional layered isostructural coordination polymers [M(pypa)(2)(H2O)(2)](n) (M = Mn (1), Co (2), Ni (3), Cu (4), respectively), Hpypa = 1H-[3-(4-pyridy)pyrazole]-propionic acid), and used them in catalyzing the homocoupling of aromatic halides. 3 and 4 exhibit preeminent catalytic performance on the homocoupling of aryl bromide or aryl iodide without byproducts, while 2 only promoted the homocoupling of aryl iodide. But 1 showed no catalytic activities for all tested aromatic halides. Subsequently, density functional theory was performed for the balanced geometry frameworks, net charges of atoms, and energy of frontier molecule orbits. By using this method we determined that the catalytic performance was influenced by central metal ions. For further improving the catalytic performance, polyvinylpyrrolidone or polyethylene glycol 20000 (PEG 20000) was used as surfactants to synthesize the microscales of 3's (3a and 3b). 3a and 3b showed more preeminent catalytic activity than 3.
Org. Lett.61Huang, GZFALSEFALSEFALSEFALSE
4357
10.1016/j.jorganchem.2020.121311
Nickel(II) allyl complexes with anionic N -heterocyclic carbene-borate ligands
Transition metal hydride complexes are usually amphoteric, not only acting as hydride donors, but also as Bronsted-Lowry acids. A simple additive ligand acidity constant equation (LAC for short) allows the estimation of the acid dissociation constant K-a(LAC) of diamagnetic transition metal hydride and dihydrogen complexes. It is remarkably successful in systematizing diverse reports of over 450 reactions of acids with metal complexes and bases with metal hydrides and dihydrogen complexes, including catalytic cycles where these reactions are proposed or observed. There are links between pK(a)(LAC) and pK(a)(THF), pK(a)(DCM), pK(a)(MecN) for neutral and cationic acids. For the groups from chromium to nickel, tables are provided that order the acidity of metal hydride and dihydrogen complexes from most acidic (pK(a)(LAc) -18) to least acidic (pK(a)(LAC) 50). Figures are constructed showing metal acids above the solvent pK(a) scales and organic acids below to summarize a large amount of information. Acid-base features are analyzed for catalysts from chromium to gold for ionic hydrogenations, bifunctional catalysts for hydrogen oxidation and evolution electrocatalysis, H/D exchange, olefin hydrogenation and isomerization, hydrogenation of ketones, aldehydes, imines, and carbon dioxide, hydrogenases and their model complexes, and palladium catalysts with hydride intermediates.
J. Organomet. Chem.
61Tamm, MFALSEFALSEFALSEFALSE
4358
10.1002/chem.201905048
A Practical Method for Continuous Production of sp3-Rich Compounds from (Hetero)Aryl Halides and Redox-Active Esters
Chem.-Eur. J.61Ley, SVFALSEFALSEFALSEFALSE
4359
10.7536/PC190809
The Total Synthesis of ent-Kaurane Diterpenoids
Prog. Chem.61Ma, DWFALSEFALSEFALSEFALSE
4360
10.1021/acs.orglett.9b02910
Sequential ortho-C-H and ipso-C-O Functionalization Using a Bifunctional Directing Group
Org. Lett.61Xu, XH; Jin, ZFALSEFALSEFALSEFALSE
4361
10.1038/s41557-019-0319-5
Towards the online computer-aided design of catalytic pockets
Nat. Chem.61Cavallo, LFALSEFALSEFALSEFALSE
4362
10.1021/acscatal.9b03715
Nickel-Catalyzed C-N Cross-Coupling of Ammonia, (Hetero)anilines, and Indoles with Activated (Hetero)aryl Chlorides Enabled by Ligand Design
ACS Catal.61Stradiotto, MFALSEFALSEFALSEFALSE
4363
10.1038/s42004-019-0182-8
Chemoenzymatic conversion of amides to enantioenriched alcohols in aqueous medium
Comm. Chem.61Garg, NKFALSEFALSEFALSEFALSE
4364
10.1021/jacs.9b02411
Connecting Organometallic Ni(III) and Ni(IV): Reactions of Carbon-Centered Radicals with High-Valent Organonickel Complexes
J. Am. Chem. Soc.61Sanford, MSFALSEFALSEFALSEFALSE
4365
10.1055/s-0037-1610699
Potassium Alkoxide/Disilane-Mediated Dehalogenative Deuteration
Synlett61Liu, WBFALSEFALSEFALSEFALSE
4366
10.1021/acs.accounts.8b00638
Salt-Free Reduction of Transition Metal Complexes by Bis(trimethylsilyl)cyclohexadiene, -dihydropyrazine, and-4,4 '-bipyridinylidene Derivatives
Accounts Chem. Res.
61
Tsurugi, H; Mashima, K
FALSEFALSEFALSEFALSE
4367
10.1039/c9ob00144a
Programmed synthesis of triarylnitroimidazoles via sequential cross-coupling reactions
Org. Biomol. Chem.61Ahmed, QNFALSEFALSEFALSEFALSE
4368
10.1021/acs.joc.8b02766
Synthesis of Aryl Trimethylstannane via BF3 center dot OEt2-Mediated Cross-Coupling of Hexaalkyl Distannane Reagent with Aryl Triazene at Room Temperature
J. Org. Chem.61Zhang, SQFALSEFALSEFALSEFALSE
4369
10.1039/c9ra00749k
Ni(ii)-catalyzed mono-selective ortho-arylation of unactivated aryl C-H bonds utilizing amino acids as a directing group
RSC Adv.61Liu, HFALSEFALSEFALSEFALSE
4370
10.1016/j.apsusc.2018.08.241
Gradient structure based dual-robust superhydrophobic surfaces with high-adhesive force
Appl. Surf. Sci.61Wang, ZFALSEFALSEFALSEFALSE
4371
10.1021/jacs.8b12025
Metallaphotoredox-Catalyzed Cross-Electrophile C-sp(3)-C-sp(3) Coupling of Aliphatic Bromides
J. Am. Chem. Soc.61MacMillan, DWCFALSETRUEFALSEFALSE
4372
10.1016/j.tet.2018.09.036
Cascade radical cyclization/cross-coupling of halobenzamides by synergistic Cu/Fe catalysis: An access to 7-tert-alkylated isoquinolinediones
Tetrahedron61Tang, SFALSEFALSEFALSEFALSE
4373
10.1021/acssuschemeng.8b02614
1,3-Bis(carboxymethyl)imidazolium Chloride as a Metal-Free and Recyclable Catalyst for the Synthesis of N-Allylanilines by Allylic Substitution of Alcohols
ACS Sustain. Chem. Eng.
61Pastor, IMFALSEFALSEFALSEFALSE
4374
10.1002/anie.201807393
A Practical and General Amidation Method from Isocyanates Enabled by Flow Technology
Angew. Chem.-Int. Edit.
61Kerr, WJFALSEFALSEFALSEFALSE
4375
10.1021/acs.joc.8b01474
C-N Bond Formation from Allylic Alcohols via Cooperative Nickel and Titanium Catalysis
J. Org. Chem.61Michaelis, DJFALSEFALSEFALSEFALSE
4376
10.1039/c8qo00444g
Oxidation of active sp(3) C-H bonds initiated consecutive intermolecular/intramolecular cyclization between glycine derivatives and o-vinylphenols: construction of a polycyclic benzofuroquinoline skeleton
Org. Chem. Front.61Jia, XDFALSEFALSEFALSEFALSE
4377
10.1039/c8cc03954b
Palladium-catalyzed C(carbonyl)-C bond cleavage of amides: a facile access to phenylcarbamate derivatives with alcohols
Chem. Commun.61Zhou, XGFALSEFALSEFALSEFALSE
4378
10.1039/c8nj02413h
Pd/C-catalyzed reductive carbonylation of nitroaromatics for the synthesis of unsymmetrical ureas: one-step synthesis of neburon
New J. Chem.61Wu, XFFALSEFALSEFALSEFALSE
4379
10.1246/cl.180361
Catalytic Cleavage and Reformation of Ethereal sigma-Bonds
Chem. Lett.61Murai, MFALSEFALSEFALSEFALSE
4380
10.1021/jacs.8b04637
Synthesis of Tetrasubstituted Alkenes by Tandem Metallacycle Formation/Cross-Electrophile Coupling
J. Am. Chem. Soc.61Montgomery, JFALSETRUEFALSEFALSE
4381
10.6023/cjoc201803001
Trityl Ion-Mediated Oxidative C-H Alkynylation of 1,2-Dihydroquinolines
Chin. J. Org. Chem.61Li, WFALSEFALSEFALSEFALSE
4382
10.6023/cjoc201711045
Catalytic Asymmetric Dehydrative Arylation of 3-Indolylmethanols with Tryptophols: Enantioselective Synthesis of Bisindolyl-Substituted Triarylmethanes
Chin. J. Org. Chem.61Mei, GJFALSEFALSEFALSEFALSE
4383
10.1002/cjoc.201700808
Silver-Catalyzed Three-Component Coupling of Carbon Dioxide, Amines and alpha-Diazoesters
Chin. J. Chem.61Qi, CR; Jiang, HFFALSEFALSEFALSEFALSE
4384
10.1039/c8cc00271a
Decarbonylative thioetherification by nickel catalysis using air- and moisture-stable nickel precatalysts
Chem. Commun.61Szostak, MFALSEFALSEFALSEFALSE
4385
10.1021/acs.orglett.7b03514
Palladium/Norbornene-Catalyzed ortho Aliphatic Acylation with Mixed Anhydride: Selectivity and Reactivity
Org. Lett.61Fu, Y; Gu, ZHFALSEFALSEFALSEFALSE
4386
10.1039/c7ob02895d
Palladium-catalyzed synthesis of fluoreones from bis(2-bromophenyl)methanols
Org. Biomol. Chem.61Xu, SMFALSEFALSEFALSEFALSE
4387
10.1002/ejoc.201701463
Stannylation of Aryl Halides, Stille Cross-Coupling, and One-Pot, Two-Step Stannylation/Stille Cross-Coupling Reactions under Solvent-Free Conditions
Eur. J. Org. Chem.61Nechaev, MSFALSEFALSEFALSEFALSE
4388
10.1055/s-0036-1590908
Transition-Metal-Catalyzed Carboxylation of Organic Halides and Their Surrogates with Carbon Dioxide
Synthesis61Mei, TSFALSEFALSEFALSEFALSE
4389
10.1039/c7qo00716g
Cu-Catalyzed tertiary alkylation of alpha-(trifluoromethyl) styrenes with tertiary alkylmagnesium reagents
Org. Chem. Front.61Cao, SFALSEFALSEFALSEFALSE
4390
10.1055/s-0036-1589102
Electrophilic Ring Opening of Small Heterocycles
Synthesis61Wang, CFALSETRUEFALSEFALSE
4391
10.1039/c7qo00327g
Palladium-catalyzed direct ortho-alkynylation of arylalkylacid derivatives at gamma and delta positions via an N,O-bidentate directing group
Org. Chem. Front.61Shi, DQ; Zhao, YSFALSEFALSEFALSEFALSE
4392
10.1080/00397911.2015.1127384
Highly efficient TfOH-catalyzed head-to-tail dimerization of vinylarenes
Synth. Commun.61Zhao, XHFALSEFALSEFALSEFALSE
4393
10.1021/acs.jmedchem.5b00612
Phenylalanine and Phenylglycine Analogues as Arginine Mimetics in Dengue Protease Inhibitors
J. Med. Chem.61Klein, CDFALSEFALSEFALSEFALSE
4394
10.1016/j.tet.2015.04.066
Rhodium-catalyzed benzylic fluorination of trichloroacetimidates
Tetrahedron61Nguyen, HMFALSEFALSEFALSEFALSE
4395
10.1055/s-0034-1380813
Synthesis of an Intermediate of Nafoxidine via Nickel-Catalyzed Ketone Arylation
Synthesis61Nolan, SPFALSEFALSEFALSEFALSE
4396
10.1021/acs.accounts.5b00051
Cross-Couplings Using Aryl Ethers via C-O Bond Activation Enabled by Nickel Catalysts
Accounts Chem. Res.
61Tobisu, MFALSEFALSEFALSEFALSE
4397
10.1021/acs.accounts.5b00057
Methods and Mechanisms for Cross-Electrophile Coupling of Csp(2) Halides with Alkyl Electrophiles
Accounts Chem. Res.
61Weix, DJFALSETRUEFALSEFALSE
4398
10.1039/c4cc08363f
Cu-catalyzed intramolecular aryl-etherification reactions of alkoxyl alkynes with diaryliodonium salts via cleavage of a stable C-O bond
Chem. Commun.61Chen, CFALSEFALSEFALSEFALSE
4399
10.1039/c5qo00224a
Nickel-catalyzed reductive coupling of alkyl halides with other electrophiles: concept and mechanistic considerations
Org. Chem. Front.61Gu, JFALSEFALSEFALSEFALSE
4400
10.1039/c5qo00241a
Catalyst-free cross-coupling of N-tosylhydrazones with chromium(0) Fischer carbene complexes: a new approach to diarylethanone
Org. Chem. Front.61Hu, FDFALSEFALSEFALSEFALSE
4401
10.1039/c5nj00655d
A novel nickel-catalyzed synthesis of thioesters, esters and amides from aryl iodides in the presence of chromium hexacarbonyl
New J. Chem.61Iranpoor, NFALSEFALSEFALSEFALSE
4402
10.1039/c5cc05506g
Triply cyclometalated trinuclear iridium(III) and trinuclear palladium(II) complexes with a tri-mesoionic carbene ligand
Chem. Commun.61Sarkar, BFALSEFALSEFALSEFALSE
4403
10.1016/j.tet.2014.10.008
Organocatalytic desymmetrization of cyclic meso-anhydrides through enantioselective alcoholysis with functionalized primary nitroallylic alcohols
Tetrahedron61Chen, KMFALSEFALSEFALSEFALSE
4404
10.1021/ol502207z
Nickel-Catalyzed Reductive Cyclization of Alkyl Dihalides
Org. Lett.61Qian, QFALSEFALSEFALSEFALSE
4405
10.1016/j.jorganchem.2013.12.047
Theoretical investigation of the mechanisms of the biphenyl formation in Ni-catalyzed reductive cross-coupling system
J. Organomet. Chem.
61Ren, QHFALSEFALSEFALSEFALSE
4406
10.1021/jo402799t
Melamine and Melamine-Formaldehyde Polymers as Ligands for Palladium and Application to Suzuki-Miyaura Cross-Coupling Reactions in Sustainable Solvents
J. Org. Chem.61Chalker, JMFALSEFALSEFALSEFALSE
4407
10.1039/c4ob00403e
Efficient C(sp(alkyl)(3))-SCF3 bond formations via copper-mediated trifluoromethylthiolation of alkyl halides
Org. Biomol. Chem.61Weng, ZQFALSEFALSEFALSEFALSE
4408
10.1021/jo401850q
Cross-Coupling Reactions Involving Metal Carbene: From C=C/C-C Bond Formation to C-H Bond Functionalization
J. Org. Chem.61Wang, JBFALSEFALSEFALSEFALSE
4409
10.1002/chem.201300241
Highly Efficient Catalytic Enantioselective Mannich Reaction of Malonates with N-tert-Butoxycarbonyl Imines by Using Yb(OTf)(3)/Pybox Catalysts at Room Temperature
Chem.-Eur. J.61Karimi, BFALSEFALSEFALSEFALSE
4410
10.1021/ic302590g
Direct Synthesis of Ligand-Based Radicals by the Addition of Bipyridine to Chromium(II) Compounds
Inorg. Chem.61Smith, KMFALSEFALSEFALSEFALSE
4411
10.1016/j.poly.2012.09.030
Synthesis, crystal structures, magnetic properties and Suzuki and Heck coupling catalytic activities of new coordination polymers containing tetracyanopalladate(II) anions
Polyhedron61Karadag, AFALSEFALSEFALSEFALSE
4412
10.1002/anie.201207958
Aldimine-Directed Branched-Selective Hydroarylation of Styrenes
Angew. Chem.-Int. Edit.
61Yoshikai, NFALSEFALSEFALSEFALSE
4413
10.1016/j.jorganchem.2012.10.013
Nickel-catalyzed C-F bond activation and alkylation of polyfluoroaryl imines
J. Organomet. Chem.
61Li, XYFALSEFALSEFALSEFALSE
4414
10.1016/j.tetasy.2012.09.012
Asymmetric oxidation of enol phosphates to alpha-hydroxy ketones using Sharpless reagents and a fructose derived dioxirane
Tetrahedron-Asymmetry
61Krawczyk, EFALSEFALSEFALSEFALSE
4415
10.1002/aoc.2852
A comparative Suzuki reaction of aryl halides using a new dimeric orthopalladated complex under conventional and microwave irradiation conditions
Appl. Organomet. Chem.
61Hajipour, ARFALSEFALSEFALSEFALSE
4416
10.1039/c2cc17283f
A highly active and magnetically retrievable nanoferrite-DOPA-copper catalyst for the coupling of thiophenols with aryl halides
Chem. Commun.61Varma, RSFALSEFALSEFALSEFALSE
4417
10.1039/c2dt31753b
Neutral Ni-II, Pd-II and Pt-II ONS-pincer complexes of 5-acetylbarbituric-4N-dimethylthiosemicarbazone: synthesis, characterization and properties
Dalton Trans.61Garcia-Santos, IFALSEFALSEFALSEFALSE
4418
10.1002/anie.201202466
Cobalt-Catalyzed Direct Arylation and Benzylation by C-H/C-O Cleavage with Sulfamates, Carbamates, and Phosphates
Angew. Chem.-Int. Edit.
61Ackermann, LFALSEFALSEFALSEFALSE
4419
10.1055/s-0030-1260169
N-Heterocyclic Carbene/Pd(II)/1-Methylimidazole Complex Catalyzed Suzuki-Miyaura Coupling Reaction of Aryl Chlorides in Water
Synthesis61Shao, LXFALSEFALSEFALSEFALSE
4420
10.1055/s-0030-1259079
Ligand-Free Copper-Catalyzed Synthesis of Diaryl Thioethers from Aryl Halides and Thioacetamide
Synlett61Tao, CZFALSEFALSEFALSEFALSE
4421
10.1021/ja103973a
Iron-Catalyzed Suzuki-Miyaura Coupling of Alkyl Halides
J. Am. Chem. Soc.61Nakamura, MFALSEFALSEFALSEFALSE
4422
10.1055/s-0029-1218013
Thieme Journal Awardees - Where Are They Now? On Cobalt-Catalyzed Biaryl Coupling Reactions
Synlett61
Jacobi von Wangelin, A
FALSEFALSEFALSEFALSE
4423
10.1016/j.jorganchem.2005.09.010
Nickel(II) complexes with bifunctional phosphine-imidazolium ligands and their catalytic activity in the Kumada-Corriu coupling reaction
J. Organomet. Chem.
61Labande, AFALSEFALSEFALSEFALSE
4424
10.1021/om0501879
Simple synthesis of CpNi(NHC)Cl complexes (Cp = cyclopentadienyl; NHC=N-heterocyclic carbene)
Organometallics61Nolan, SPFALSEFALSEFALSEFALSE
4425
10.1021/jo026702j
Formal synthesis of (+/-)-guanacastepene A
J. Org. Chem.61Snider, BBFALSEFALSEFALSEFALSE
4426
10.1021/jo00392a020
MECHANISM OF INTRAMOLECULAR PHOTOCYCLOADDITIONS OF CYCLOOCTENONES
J. Org. Chem.61PIRRUNG, MCFALSEFALSEFALSEFALSE
4427
10.1039/d1qo01927a
Construction of quaternary carbon centers by KOtBu-catalyzed alpha-homoallylic alkylation of lactams with 1,3-dienes
Org. Chem. Front.61Xing, DFALSEFALSEFALSEFALSE
4428
10.1016/j.matpr.2021.09.464
Palladium complex of sulphated schiff base with ortho-vanillin as catalyst for O-arylation of phenol
Mater. Today-Proc.
61Kumar, AFALSEFALSEFALSEFALSE
4429
10.1021/acs.joc.1c02132
Manganese(I) Catalyzed Alkenylation of Phosphine Oxides Using Alcohols with Liberation of Hydrogen and Water
J. Org. Chem.61Gunanathan, CFALSEFALSEFALSEFALSE
4430
10.1021/acs.orglett.1c02738
Electrochemical Deoxygenative Thiolation of Preactivated Alcohols and Ketones
Org. Lett.61Wang, Y; Wang, YFALSETRUEFALSEFALSE
4431
10.1039/d1ob01503f
Palladium-catalyzed synthesis of alpha-aryl acetophenones from styryl ethers and aryl diazonium salts via regioselective Heck arylation at room temperature
Org. Biomol. Chem.61Kandasamy, JFALSEFALSEFALSEFALSE
4432
10.1007/s11244-021-01493-2
Computational Study of Homogeneous Multimetallic Cooperative Catalysis
Top. Catal.61Maseras, FFALSEFALSEFALSEFALSE
4433
10.1073/pnas.2103513118
Identification of simple arylfluorosulfates as potent agents against resistant bacteria
Proc. Natl. Acad. Sci. U. S. A.
61Dong, JJFALSEFALSEFALSEFALSE
4434
10.1039/d1qo00811k
Advances in regioselective functionalization of 9-phenanthrenols
Org. Chem. Front.61Wang, QFFALSEFALSEFALSEFALSE
4435
10.1021/acs.orglett.1c01213
Ni-Catalyzed Reductive Allylation of alpha-Chloroboronates to Access Homoallylic Boronates
Org. Lett.61Song, QLFALSEFALSEFALSEFALSE
4436
10.1039/d1sc01028j
Ceramic boron carbonitrides for unlocking organic halides with visible light
Chem. Sci.61
Zheng, MF; Wang, XC
FALSEFALSEFALSEFALSE
4437
10.1021/jacs.1c00142
Regiocontrolled Reductive Vinylation of Aliphatic 1,3-Dienes with Vinyl Triflates by Nickel Catalysis
J. Am. Chem. Soc.61Shu, XZFALSEFALSEFALSEFALSE
4438
10.1021/acscatal.0c04287
Phosphine-Borane Ligands Induce Chemoselective Activation and Catalytic Coupling of Acyl Chlorides at Palladium
ACS Catal.61Bourissou, DFALSEFALSEFALSEFALSE
4439
10.1002/anie.202017190
Asymmetric Hydroacylation Involving Alkene Isomerization for the Construction of C-3-Chirogenic Center
Angew. Chem.-Int. Edit.
61Zhang, ZFFALSEFALSEFALSEFALSE
4440
10.1021/acs.orglett.7b02287
Asymmetric Benzylic Functionalizations of 3-Vinyl Benzofurans via Cascade Formal Trienamine-Vinylogous Iminium Ion Activation
Org. Lett.61Chen, YCFALSEFALSEFALSEFALSE
4441
10.1002/cctc.201700218
Selective Reduction of Nitroarenes with Silanes Catalyzed by Nickel N- Heterocyclic Carbene Complexes
ChemCatChem61Royo, BFALSEFALSEFALSEFALSE
4442
10.1016/j.tet.2017.05.088
Metal-free, regio- and stereoselective S-methylation/phenylation of allyl halides using sulfoxides as sulfenylating agent
Tetrahedron61Badsara, SSFALSEFALSEFALSEFALSE
4443
10.1021/jacs.7b03781
Copper-Catalyzed Arylation of Benzylic C-H bonds with Alkylarenes as the Limiting Reagents
J. Am. Chem. Soc.61Liu, GSFALSEFALSEFALSEFALSE
4444
10.1021/acs.orglett.7b00793
Nickel-Catalyzed Enantioselective Cross-Coupling of N-Hydroxyphthalimide Esters with Vinyl Bromides
Org. Lett.61Reisman, SEFALSEFALSEFALSEFALSE
4445
10.1039/c6qo00451b
Nickel-catalyzed direct formation of the C-S bonds of aryl sulfides from arylsulfonyl chlorides and aryl iodides using Mn as a reducing agent
Org. Chem. Front.61Huang, DGFALSEFALSEFALSEFALSE
4446
10.1002/anie.201606955
Construction of Quaternary Stereocenters by Nickel-Catalyzed Heck Cyclization Reactions
Angew. Chem.-Int. Edit.
61Desrosiers, JNFALSEFALSEFALSEFALSE
4447
10.1055/s-0035-1560439
Nickel-Catalyzed Reductive Carboxylation of Cyclopropyl Motifs with Carbon Dioxide
Synthesis61Martin, RFALSEFALSEFALSEFALSE
4448
10.1016/j.jorganchem.2016.04.034
Substrate-assisted rhodium-catalyzed C-H bond cyanation of 2-arylbenzothiazoles
J. Organomet. Chem.
61
Ding, QP; Peng, YY
FALSEFALSEFALSEFALSE
4449
10.1002/cctc.201600234
Copper(I)-Phosphinite Complexes in Click Cycloadditions: Three-Component Reactions and Preparation of 5-Iodotriazoles
ChemCatChem61
Diez-Gonzalez, S
FALSEFALSEFALSEFALSE
4450
10.1002/chem.201601112
Aniline-Promoted Cyclization-Replacement Cascade Reactions of 2-Hydroxycinnamaldehydes with Various Carbonic Nucleophiles through In Situ Formed N,O-Acetals
Chem.-Eur. J.61Wang, WFALSEFALSEFALSEFALSE
4451
10.1002/slct.201600532
Functionalization of Quinolines through Copper-Catalyzed Regioselective Halogenation Reaction
ChemistrySelect61Baidya, MFALSEFALSEFALSEFALSE
4452
10.1021/jacs.6b01214
Palladium/L-Proline-Catalyzed Enantioselective alpha-Arylative Desymmetrization of Cyclohexanones
J. Am. Chem. Soc.61Jia, YXFALSEFALSEFALSEFALSE
4453
10.1038/ncomms11073
Challenging nickel-catalysed amine arylations enabled by tailored ancillary ligand design
Nat. Commun.61Stradiotto, MFALSEFALSEFALSEFALSE
4454
10.1039/c6ra23004k
Nickel stabilized by triazole-functionalized carbon nanotubes as a novel reusable and efficient heterogeneous nanocatalyst for the Suzuki-Miyaura coupling reaction
RSC Adv.61Hajipour, ARFALSEFALSEFALSEFALSE
4455
10.1038/s41929-020-00560-3
Deciphering the dichotomy exerted by Zn(ii) in the catalytic sp(2) C-O bond functionalization of aryl esters at the molecular level
An efficient method for the synthesis of 1H-indole-3-sulfonates via palladium-catalyzed tandem reactions of 2-alkynyl arylazides with sulfonic acids has been developed. The desired products were obtained in good to excellent yields under mild reaction conditions. The reactions were shown to proceed very fast, in most cases, within 10 min.
Nat. Catal.60Martin, RFALSEFALSEFALSEFALSE
4456
10.1002/anie.202014660
A Concise Total Synthesis of (-)-Berkelic Acid
Unactivated acyclic internal aliphatic olefins are often found to be unreactive in conventional alkenylation reactions. To address this problem, a cobalt catalyzed allylic selective dehydrogenative Heck reaction with internal aliphatic olefins has been developed. The method is highly regio- and stereoselective, the conditions are mild and a wide variety of functional groups can be tolerated. Remarkably, both internal and terminal aliphatic olefins can be employed, thereby significantly expanding the scope of alkenylation chemistry with aliphatic olefins.
Angew. Chem.-Int. Edit.
60Zhou, QHFALSEFALSEFALSEFALSE
4457
10.1016/j.tet.2020.131785
Oxidative Pictet-Spengler cyclisations through acceptorless iridium-catalysed dehydrogenation of tertiary amines
A new approach has been developed for the synthesis of 8-substituted 2H-chromenes, featuring a novel cascade aromatic Claisen rearrangement/o-quinone methide formation/6 pi-electrocyclization. This new method was demonstrated with 28 examples tolerating different substitutions at alkenes, allylic and aromatic ring and with total syntheses of three 2H-chromene natural products.
Tetrahedron60Marsden, SPFALSEFALSEFALSEFALSE
4458
10.1021/acscatal.0c04956
Synthesis of Carbocyclic Compounds via a Nickel-Catalyzed Carboiodination Reaction
In this experiment, students perform an air-free synthesis of three dichlorophosphinenickel(II) compounds, NiCl2(PPh3)(2), NiCl2(PCy3)(2), and NiCl2(DPPE), using NiCl2. 6H(2)O and the appropriate phosphine as the precursors. These colorful nickel compounds are air-sensitive in solution, but are stable toward air once isolated in the solid form. The synthesized nickel products will be utilized in a catalytic Suzuki cross-coupling reaction between phenylboronic acid and 1-bromo-4-(trifluoromethyl)benzene. The formation of the desired product, 4-(trifluoromethyl)biphenyl, is observed and determined quantitatively by F-19{H-1} NMR spectroscopy. The effect of the phosphine ligands on the formation of the nickel products and their catalytic activity will also be determined. KEYWORDS: Second-Year Undergraduate, Inorganic Chemistry, Hands-On Learning/Manipulatives, Laboratory Instruction,
ACS Catal.60Lautens, MFALSEFALSEFALSEFALSE
4459
10.1021/acs.joc.0c02033
Tandem Olefin Isomerization/Cyclization Catalyzed by Complex Nickel Hydride and Bronsted Acid
The use of pyridine as the sole ligand for the reductive vinylation of unactivated secondary alkyl halides under Ni-catalyzed conditions has been developed. Both alkyl-and aryl-substituted vinyl bromides are suitable, in which alkyl-decorated a-alkenyl bromides resulted in the a-products in good results.
J. Org. Chem.60
Berkefeld, A; Fleischer, I
FALSEFALSEFALSEFALSE
4460
10.1021/acs.joc.0c00793
Highly Selective Room-Temperature Suzuki-Miyaura Coupling of Bromo-2-sulfonyloxypyridines for Unsymmetrical Diarylpyridines
C-H alkynylations of electron-rich anilines were accomplished by means of user-friendly nickel catalysis. The C-H functionalization occurred with high positional selectivity and ample scope by kinetically relevant C-H activation. The robust nickel catalyst tolerated synthetically useful functional groups, which set the stage for the facile synthesis of substituted indoles. The chemoselectivity of the cost-effective nickel catalyst was reflected by enabling transformative nickel-catalyzed C-H functionalization with purine nucleobases through monodentate chelation assistance.
J. Org. Chem.60Kim, WSFALSEFALSEFALSEFALSE
4461
10.1039/d0cc01210f
2,3-Dimethoxyindolines: a latent electrophile for SNAr reactions triggered by indium catalysts
Magnesium-promoted reductive silylation of 2- and 4-vinylpyridines with chiorotrialkylsilanes in N-methylpyrrolidinone at room temperature led to the selective formation of a variety of the corresponding beta-mono-silylated compounds at the terminal carbon atom in good to excellent yields, whereas silylation of 3-vinylpyridine under the same reduction conditions failed to give a complex mixture of silylated compounds. The difference of the results between 2- or 4-vinylpyridines and 3-vinylpyridine is attributed to that of the stabilizing effect to reaction intermediates by the resonance with the nitrogen atom of pyridine. (C) 2016 Elsevier Ltd. All rights reserved.
Chem. Commun.60Abe, TFALSEFALSEFALSEFALSE
4462
10.1016/j.cclet.2019.09.057
Palladium-catalyzed meta-C-H bond iodination of arenes with I-2
A convenient and regioselective cross-coupling of heteroaryl boronic acids with allylic alcohols under catalyst-free reaction conditions is described. The developed procedure is simple, works under external oxidant- and metal-free conditions, and proves to be very general with an unprecedented ortho-selectivity. This approach represents one of the very few examples of ortho-functionalization of boronic acids. (C) 2016 Elsevier Ltd. All rights reserved.
Chin. Chem. Lett.60Xu, H; Dai, HXFALSEFALSEFALSEFALSE
4463
10.1021/jacs.0c00283
Chemoselective Cross-Coupling between Two Different and Unactivated C(aryl)-O Bonds Enabled by Chromium Catalysis
Highly enantioselective cobalt-catalyzed hydrogenation of 1,1-diarylethenes was developed by using bench stable chiral oxazoline iminopyridine-cobalt complexes as precatalysts. A unique o-chloride effect was observed to achieve high enantioselectivity. Easy removal as well as further transformations of the chloro group make this protocol a potentially useful alternative to synthesize various chiral 1,1-diarylethanes. This process can be successfully performed under 1 atm of hydrogen at room temperature on gram scale.
J. Am. Chem. Soc.60Zeng, XMFALSEFALSEFALSEFALSE
4464
10.1021/acs.joc.9b03512
Synthesis of Amide Enol Carbamates and Carbonates through Cu(OTf)(2)-Catalyzed Reactions of Ynamides with t-Butyl Carbamates/Carbonates
In this work, the mixture of formamide and 2,4,6-trichloro-1,3,5-triazine (cyanuric chloride or TCT) is introduced as a new amidating agent in Pd-catalyzed aminocarbonylation of aryl halides. In the presence of a catalytic amount of palladium and TCT/formamide reagent, a range of aryl halides (X = Cl, Br, I) were converted into amides efficiently in N, N-dimethylformamide at 120 degrees C.
J. Org. Chem.60Si, CM; Wei, BGFALSEFALSEFALSEFALSE
4465
10.1039/c9gc03351c
In water alkylation of amines with alcohols through a borrowing hydrogen process catalysed by ruthenium nanoparticles
Green Chem.60Taddei, MFALSEFALSEFALSEFALSE
4466
10.1002/adsc.201901142
Palladium-Catalyzed Decarboxylative Synthesis of 5H-Benzo[4,5][1,3]oxazino[2,3-a]isoindole-5,11(6aH)-Diones using 2-Phenyl-4H-Benzo[d][1,3]oxazin-4-Ones and alpha-Oxo Carboxylic Acids
Adv. Synth. Catal.60Singh, BKFALSEFALSEFALSEFALSE
4467
10.1039/c9nj05114g
An umpolung reaction of alpha-iminonitriles and its application to the synthesis of aminomalononitriles
New J. Chem.60Shimizu, MFALSEFALSEFALSEFALSE
4468
10.1007/s10562-019-02929-x
A Highly Active, Recyclable and Cost-Effective Magnetic Nanoparticles Supported Copper Catalyst for N-arylation Reaction
Catal. Lett.60Asadi, ZFALSEFALSEFALSEFALSE
4469
10.1021/acs.orglett.9b02858
Transition-Metal-Catalyzed Transformation of Sulfonates via S-O Bond Cleavage: Synthesis of Alkyl Aryl Ether and Diaryl Ether
Org. Lett.60Lian, ZFALSEFALSEFALSEFALSE
4470
10.1002/cjoc.201800554
Conversion of Carbonyl Compounds to Olefins via Enolate Intermediate
Chin. J. Chem.60Fang, HY; Shi, ZJFALSEFALSEFALSEFALSE
4471
10.1055/s-0037-1611840
SO (2) F (2) -Promoted Dehydration of Aldoximes: A Rapid and Simple Access to Nitriles
Synlett60
Zhang, GF; Ding, CR
FALSEFALSEFALSEFALSE
4472
10.1002/ajoc.201900254
Copper-Catalyzed Homocoupling of Alkyl Halides in the Presence of Samarium
Asian J. Org. Chem.60Liu, YJ; Liu, SFFALSEFALSEFALSEFALSE
4473
10.1007/s10593-019-02475-9
Expanding the chemical space of sp(3)-enriched 4,5-disubstituted oxazoles via synthesis of novel building blocks
Chem. Heterocycl. Compds.
60Grygorenko, OOFALSEFALSEFALSEFALSE
4474
10.1021/jacs.9b03113
Conversion of Aldehydes to Branched or Linear Ketones via Regiodivergent Rhodium-Catalyzed Vinyl Bromide Reductive Coupling-Redox Isomerization Mediated by Formate
J. Am. Chem. Soc.60Krische, MJFALSEFALSEFALSEFALSE
4475
10.20964/2019.04.38
Potentiometeric Study of New Schiff Base Complexes Bearing Morpholine in Ethanol-water Medium with some Metal Ions
Int. J. Electrochem. Sci.
60Al-Farhan, BSFALSEFALSEFALSEFALSE
4476
10.1021/acscatal.9b00218
Sonogashira Cross-Coupling of Aryltrimethylammonium Salts
ACS Catal.60Shi, YH; Cao, CSFALSEFALSEFALSEFALSE
4477
10.1021/acs.orglett.9b00191
Intramolecular Reductive Cyclization of o-Nitroarenes via Biradical Recombination
Org. Lett.60Zheng, KFALSEFALSEFALSEFALSE
4478
10.1021/acs.joc.8b03137
Iridium-Catalyzed Alkylation of Amine and Nitrobenzene with Alcohol to Tertiary Amine under Base- and Solvent-Free Conditions
J. Org. Chem.60
Zheng, XL; Chen, H
FALSEFALSEFALSEFALSE
4479
10.1002/anie.201812533
Catalyst-Controlled 1,2-and 1,1-Arylboration of -Alkyl Alkenyl Arenes
Angew. Chem.-Int. Edit.
60Brown, MKFALSEFALSEFALSEFALSE
4480
10.1021/acs.joc.8b02478
Development of and Recent Advances in Pd-Catalyzed Decarboxylative Asymmetric Protonation
J. Org. Chem.60Guiry, PJFALSEFALSEFALSEFALSE
4481
10.1021/jacs.8b08826
Copper-Mediated Amination of Aryl C-H Bonds with the Direct Use of Aqueous Ammonia via a Disproportionation Pathway
J. Am. Chem. Soc.60
Baik, MH; Chang, S
FALSEFALSEFALSEFALSE
4482
10.1002/anie.201805372
Ylide-Functionalized Phosphines: Strong Donor Ligands for Homogeneous Catalysis
Angew. Chem.-Int. Edit.
60Gessner, VHFALSEFALSEFALSEFALSE
4483
10.1021/acs.orglett.8b02325
Nickel-Catalyzed Asymmetric Propargylic Amination of Propargylic Carbonates Bearing an Internal Alkyne Group
Org. Lett.60
Tsuji, H; Kawatsura, M
FALSEFALSEFALSEFALSE
4484
10.1021/jacs.8b07436
Enantioselective Trifluoromethylalkynylation of Alkenes via Copper-Catalyzed Radical Relay
J. Am. Chem. Soc.60Liu, GSFALSEFALSEFALSEFALSE
4485
10.1039/c8ob00949j
Copper-catalyzed oxidative cross-dehydrogenative coupling of 2H-chromenes and terminal alkynes
Org. Biomol. Chem.60Li, XY; Liu, LFALSEFALSEFALSEFALSE
4486
10.1002/cjoc.201800135
Organocatalytic Enantioselective Synthesis of Chiral Diarylmethylamines from Racemic Alcohols
Chin. J. Chem.60Sun, JWFALSEFALSEFALSEFALSE
4487
10.1002/anie.201804318
Palladium-Catalyzed Enantioselective Arylation of Racemic Ketones to Form Bridged Bicycles via Dynamic Kinetic Resolution
Angew. Chem.-Int. Edit.
60Zhou, JSFALSEFALSEFALSEFALSE
4488
10.1039/c8sc00434j
Copper-catalyzed asymmetric hydrogenation of 2-substituted ketones via dynamic kinetic resolution
Chem. Sci.60
Rodriguez, S; Zhang, YD
FALSEFALSEFALSEFALSE
4489
10.1021/acs.orglett.8b00974
Nickel-Catalyzed Deoxycyanation of Activated Phenols via Cyanurate Intermediates with Zn(CN)(2): A Route to Aryl Nitriles
Org. Lett.60
Heravi, MM; Panahi, F
FALSEFALSEFALSEFALSE
4490
10.1002/aoc.4284
Highly efficient AgNO3-catalyzed approach to 2-(benzo[d]azol-2-yl)phenols from salicylaldehydes with 2-aminothiophenol, 2-aminophenol and benzene-1,2-diamine
Appl. Organomet. Chem.
60He, XWFALSEFALSEFALSEFALSE
4491
10.1016/j.jelechem.2018.02.043
Electrochemistry of a series of symmetric and asymmetric CpNiBr(NHC) complexes: Probing the electrochemical environment due to push-pull effects
J. Electroanal. Chem.
60Landman, MFALSETRUEFALSEFALSE
4492
10.1021/jacs.7b13710
Diastereo- and Enantioselective Formal [3+2] Cycloaddition of Cyclopropyl Ketones and Alkenes via Ti-Catalyzed Radical Redox Relay
J. Am. Chem. Soc.60Lin, SFALSEFALSEFALSEFALSE
4493
10.1055/s-0036-1589143
Cyrene as a Bio-Based Solvent for the Suzuki-Miyaura Cross-Coupling
Synlett60Watson, AJBFALSEFALSEFALSEFALSE
4494
10.1021/acs.macromol.7b02042
Making Various Degradable Polymers from Epoxides Using a Versatile Dinuclear Chromium Catalyst
Macromolecules60Liu, Y; Lu, XBFALSEFALSEFALSEFALSE
4495
10.1039/c7cy01205e
Less hindered ligands give improved catalysts for the nickel catalysed Grignard cross-coupling of aromatic ethers
Catal. Sci. Technol.60Clarke, MLFALSEFALSEFALSEFALSE
4496
10.1246/cl.170798
Copper-catalyzed Cyanation of Aryl Iodides Using Nitromethane
Chem. Lett.60Sakai, NFALSEFALSEFALSEFALSE
4497
10.1021/acs.orglett.7b03152
Synthesis of 4H-1,3-Benzoxazines via Metal- and Oxidizing Reagent Free Aromatic C-H Oxygenation
Org. Lett.60Xu, HCFALSEFALSEFALSEFALSE
4498
10.1021/acsomega.7b01159
Tuning Cross-Coupling Approaches to C3 Modification of 3-Deazapurines
ACS Omega60Tanasova, MFALSEFALSEFALSEFALSE
4499
10.6023/A15040284
Visible-Light Photoredox Catalysis: Direct Arylation of Electron-Deficient Heterocycles and Arenes with Aryl Diazonium Salts
Acta Chim. Sin.60Wu, WLTRUETRUEFALSEFALSE
4500
10.1016/j.tetlet.2015.10.014
A general and inexpensive protocol for the Cu-catalyzed C-S cross-coupling reaction between aryl halides and thiols
Tetrahedron Lett.60Anilkumar, GFALSEFALSEFALSEFALSE
4501
10.1021/acs.orglett.5b02115
Weak Coordination Promoted Regioselective Oxidative Coupling Reaction for 2,2 '-Difunctional Biaryl Synthesis in Hexafluoro-2-propanol
Org. Lett.60Rao, YFALSEFALSEFALSEFALSE
4502
10.1021/jacs.5b05086
Catalytic Asymmetric Arylation of alpha-Aryl-alpha-diazoacetates with Aniline Derivatives
J. Am. Chem. Soc.60Zhu, SFFALSEFALSEFALSEFALSE
4503
10.1055/s-0034-1379927
Cobalt(III)-Catalyzed Allylation with Allyl Acetates by C-H/C-O Cleavage
Synlett60Ackermann, LFALSEFALSEFALSEFALSE
4504
10.1016/j.tet.2015.02.067
Nickel-catalyzed reductive Heck type coupling of saturated alkyl halides with acrylates and oxabenzonorbornadiene
Tetrahedron60Shukla, PFALSEFALSEFALSEFALSE
4505
10.1016/j.jorganchem.2015.01.009
Nickel-catalyzed one-pot synthesis of biaryls from phenols and arylboronic acids via C-O activation using TCT reagent
J. Organomet. Chem.
60Iranpoor, NFALSEFALSEFALSEFALSE
4506
10.1039/c5ob00431d
Rhodium-catalyzed asymmetric addition of arylboronic acids to cyclic N-sulfonyl ketimines towards the synthesis of alpha,alpha-diaryl-alpha-amino acid derivatives
Org. Biomol. Chem.60Nishimura, TFALSEFALSEFALSEFALSE
4507
10.1002/anie.201407944
Chemical Dynamic Kinetic Resolution and S/R Interconversion of Unprotected alpha-Amino Acids
Angew. Chem.-Int. Edit.
60Moriwaki, HFALSEFALSEFALSEFALSE
4508
10.1021/ja5066015
Iron-Catalyzed Directed Alkylation of Aromatic and Olefinic Carboxamides with Primary and Secondary Alkyl Tosylates, Mesylates, and Halides
J. Am. Chem. Soc.60Ilies, LFALSEFALSEFALSEFALSE
4509
10.1021/ja505823s
Highly Regioselective Nickel-Catalyzed Cross-Coupling of N-Tosylaziridines and Alkylzinc Reagents
J. Am. Chem. Soc.60Jamison, TFFALSEFALSEFALSEFALSE
4510
10.1021/ol500838h
Alkene-Assisted Nickel-Catalyzed Regioselective 1,4-Addition of Organoboronic Acid to Dienones: A Direct Route to All-Carbon Quaternary Centers
Org. Lett.60Cheng, CHFALSEFALSEFALSEFALSE
4511
10.1016/j.tet.2014.02.014
Commutative reduction of aromatic ketones to arylmethylenes/alcohols by hypophosphites catalyzed by Pd/C under biphasic conditions
Tetrahedron60Popowycz, FFALSEFALSEFALSEFALSE
4512
10.1039/c4gc01572j
Transition-metal free 2-arylbenzoxazole formation from aryl amides and cyclohexanones
Green Chem.60Deng, GJFALSEFALSEFALSEFALSE
4513
10.3987/COM-13-S(S)60
ENANTIOSELECTIVE SYNTHESIS OF SPIROOXINDOLES VIA DIRECT CATALYTIC ASYMMETRIC ALDOL-TYPE REACTION OF ISOTHIOCYANATO OXINDOLES
Heterocycles60Kato, SFALSEFALSEFALSEFALSE
4514
10.1021/ja4095236
Synthesis and Reactivity of Two-Coordinate Ni(I) Alkyl and Aryl Complexes
J. Am. Chem. Soc.60Hillhouse, GLFALSEFALSEFALSEFALSE
4515
10.1016/j.carres.2013.09.006
Stereoselective alpha-glycosylation of C(6)-hydroxyl myo-inositols via nickel catalysis-application to the synthesis of GPI anchor pseudo-oligosaccharides
Carbohydr. Res.60Nguyen, HMFALSEFALSEFALSEFALSE
4516
10.1016/j.jorganchem.2013.06.033
Synthesis and characterization of novel organonickel and organocobalt complexes via carbon-chlorine bond activation
J. Organomet. Chem.
60Sun, HJFALSEFALSEFALSEFALSE
4517
10.1016/j.tetlet.2013.06.061
A mild and catalyst-free aromatization using dihydroxylcyclohexanone derivatives as phenyl sources: a new approach to anilines
Tetrahedron Lett.60Luo, JFALSEFALSEFALSEFALSE
4518
10.1021/ja311783k
Retention or Inversion in Stereospecific Nickel-Catalyzed Cross-Coupling of Benzylic Carbamates with Arylboronic Esters: Control of Absolute Stereochemistry with an Achiral Catalyst
J. Am. Chem. Soc.60Jarvo, ERFALSEFALSEFALSEFALSE
4519
10.1002/adsc.201200996
Aldehyde-Catalyzed Transition Metal-Free Dehydrative -Alkylation of Methyl Carbinols with Alcohols
Adv. Synth. Catal.60Xu, QFALSEFALSEFALSEFALSE
4520
10.1002/anie.201301625
Zinc-Catalyzed Synthesis of Functionalized Furans and Triarylmethanes from Enynones and Alcohols or Azoles: Dual X-H Bond Activation by Zinc
Angew. Chem.-Int. Edit.
60Lopez, LAFALSEFALSEFALSEFALSE
4521
10.1002/anie.201302349
Rhodium(I)-Catalyzed Enantioselective Hydrogenation of Substituted Acrylic Acids with Sterically Similar beta,beta-Diaryls
Angew. Chem.-Int. Edit.
60Ding, KLFALSEFALSEFALSEFALSE
4522
10.1039/c3dt00086a
Ionic Ni(II) complexes containing a triphenylphosphine ligand and an imidazolium cation: synthesis, structures and catalysis for aryl Grignard cross-coupling of aryl halides
Dalton Trans.60Sun, HMFALSEFALSEFALSEFALSE
4523
10.1021/om300950c
Ambient-Temperature Carbon-Oxygen Bond Cleavage of an alpha-Aryloxy Ketone with Cp2Ti(BTMSA) and Selective Protonolysis of the Resulting Ti-OR Bonds
Organometallics60Smith, KMFALSEFALSEFALSEFALSE
4524
10.1016/j.tet.2012.08.095
Rhodium catalyzed synthesis of isoindolinones via C-H activation of N-benzoylsulfonamides
Tetrahedron60Zhu, CFALSEFALSEFALSEFALSE
4525
10.1002/adsc.201200389
N-Heterocyclic Carbene Complexes of Nickel as Efficient Catalysts for Hydrosilylation of Carbonyl Derivatives
Adv. Synth. Catal.60Royo, BFALSEFALSEFALSEFALSE
4526
10.1016/j.tet.2012.05.091
Pd- and Cu-catalyzed C-H arylation of indazoles
Tetrahedron60Yamaguchi, JFALSEFALSEFALSEFALSE
4527
10.1021/om300369f
C-P or C-H Bond Cleavage of Phosphine Oxides Mediated by an Yttrium Hydride
Organometallics60Chen, YFFALSEFALSEFALSEFALSE
4528
10.1021/ol3002442
Palladium-Catalyzed One-Pot Diarylamine Formation from Nitroarenes and Cyclohexanones
Org. Lett.60Deng, GJFALSEFALSEFALSEFALSE
4529
10.1039/c2cc34238c
Palladium-catalyzed direct arylation of benzoxazoles with unactivated simple arenes
Chem. Commun.60Su, WPFALSEFALSEFALSEFALSE
4530
10.1246/cl.2011.1001
Cross-coupling of Aryl/Alkenyl Silyl Ethers with Grignard Reagents through Nickel-catalyzed C-O Bond Activation
Chem. Lett.60Xi, ZFFALSEFALSEFALSEFALSE
4531
10.5012/bkcs.2011.32.8.2584
Suzuki-Miyaura Cross-coupling Reaction Catalyzed by Nickel Nanoparticles Supported on Poly(N-vinyl-2-pyrrolidone)/TiO2-ZrO2 Composite
Bull. Korean Chem. Soc.
60Kalbasi, RJFALSEFALSEFALSEFALSE
4532
10.1021/ol201620g
Regio- and Stereoselective Synthesis of Multisubstituted Olefins and Conjugate Dienes by Using alpha-Oxo Ketene Dithioacetals as the Building Blocks
Org. Lett.60Yu, ZKFALSEFALSEFALSEFALSE
4533
10.1055/s-0030-1260799
NHC-NiH Reactions with Simple Olefins: Advances in Hydroalkenylation, Polymerization, and Ionic-Liquid Synthesis
Synlett60Ho, CYFALSEFALSEFALSEFALSE
4534
10.1021/ol200495a
(R)-3,5-diCF(3)-SYNPHOS and (R)-p-CF3-SYNPHOS, Electron-Poor Diphosphines for Efficient Room Temperature Rh-Catalyzed Asymmetric Conjugate Addition of Arylboronic Acids
Org. Lett.60
Ratovelomanana-Vidal, V
FALSETRUEFALSEFALSE
4535
10.1039/c0ob00639d
Synthesis of thioethers via metal-free reductive coupling of tosylhydrazones with thiols
Org. Biomol. Chem.60Ding, QPFALSEFALSEFALSEFALSE
4536
10.1002/anie.201104017
Catalytic Asymmetric Alkynylation of C1-Substituted C,N-Cyclic Azomethine Imines by Cu-I/Chiral Bronsted Acid Co-Catalyst
Angew. Chem.-Int. Edit.
60Maruoka, KFALSEFALSEFALSEFALSE
4537
10.1021/ja1033167
PyDipSi: A General and Easily Modifiable/Traceless Si-Tethered Directing Group for C-H Acyloxylation of Arenes
J. Am. Chem. Soc.60Gevorgyan, VFALSEFALSEFALSEFALSE
4538
10.1002/adsc.200900671
One-Pot Thioetherification of Aryl Halides Using Thiourea and Alkyl Bromides Catalyzed by Copper(I) Iodide Free from Foul-Smelling Thiols in Wet Polyethylene Glycol (PEG 200)
Adv. Synth. Catal.60Firouzabadi, HFALSEFALSEFALSEFALSE
4539
10.1055/s-0028-1087418
Preparation and Catalytic Performance of Novel Dimeric Tetranuclear Zinc Complexes in Hydroamination of Alkenes at Room Temperature
Synlett60Roesky, PWFALSEFALSEFALSEFALSE
4540
10.1021/ja804804p
Pd-catalyzed direct arylation of tautomerizable heterocycles with aryl boronic acids via C-OH bond activation using phosphonium salts
J. Am. Chem. Soc.60Kang, FAFALSEFALSEFALSEFALSE
4541
10.1055/s-2008-1078446
Rhodium-catalyzed allylic alkylations as key steps in the synthesis of cyclic alpha-alkylated amino acids
Synthesis60Stolz, DFALSEFALSEFALSEFALSE
4542
10.1002/chem.200802018
Synthesis of Diarylamines Catalyzed by Iron Salts
Chem.-Eur. J.60Bolm, CFALSEFALSEFALSEFALSE
4543
10.1021/jo7019064
Palladium-catalyzed suzuki-miyaura cross-couplings of aryl tosylates with potassium aryltrifluoroborates
J. Org. Chem.60Wu, JFALSEFALSEFALSEFALSE
4544
10.1021/om700607m
Unexpected solvent-induced Cis/Trans isomerization and catalytic application of a bis-bidentate Nickel(II) complex with n-heterocyclic carbene and amido functionalities
Organometallics60Lee, HMFALSEFALSEFALSEFALSE
4545
10.1021/ol071248x
The first n-heterocyclic carbene-based nickel catalyst for C-S coupling
Org. Lett.60Zhang, YGFALSEFALSEFALSEFALSE
4546
10.1016/j.tet.2006.11.060
Palladium on carbon-diethylamine-mediated hydrodeoxygenation of phenol derivatives under mild conditions
Tetrahedron60Sajiki, HFALSEFALSEFALSEFALSE
4547
10.1055/s-2006-926424
Nickel(0)/tetra-n-butylammonium bromide (TBAB) catalyzed Suzuki-Miyaura reaction
Synthesis60Wang, LFALSEFALSEFALSEFALSE
4548
10.1021/ol0529142
Cobalt(II)-Catalyzed cross-coupling between polyfunctional arylcopper reagents and aryl fluorides or tosylates
Org. Lett.60Korn, TJFALSEFALSEFALSEFALSE
4549
10.1016/j.tet.2003.12.070
The 'lactone method': enantioselective preparation of novel P,N-biaryl ligands and their use in the synthesis of the biarylic alkaloids, ancistrotanzanine B and ancistroealaine A
Tetrahedron60Bringmann, GFALSEFALSEFALSEFALSE
4550
10.1021/om991013s
Diastereoselective ortho-metalation of stereogenic ferrocenylphosphine oxides. Asymmetric synthesis of the first enantiopure phosphorus-chiral 2,2 '-bis(diarylphosphino)-1,1 '-biferrocenyls
Organometallics60Widhalm, MFALSEFALSEFALSEFALSE
4551
10.1021/jo990072c
Synthesis of unsymmetrical biaryls by palladium-catalyzed cross coupling reactions of arenes with tetrabutylammonium triphenyldifluorosilicate, a hypervalent silicon reagent
J. Org. Chem.60DeShong, PFALSEFALSEFALSEFALSE
4552
10.1248/yakushi1947.118.6_193
MOP: Design, preparation, and use for palladium-catalyzed asymmetric reactions
Yakugaku Zasshi-J. Pharm. Soc. Jpn.
60Uozumi, YFALSEFALSEFALSEFALSE
4553
10.1007/BF00817258
Synthesis of aminophosphines containing a chiral dinaphthoazepine entity and their use in asymmetric catalysis
Mon. Chem.60FALSEFALSEFALSEFALSE
4554
10.1016/0022-328X(87)80052-9
A NEW FURAN ANNELATION REACTION BY THE PALLADIUM-CATALYZED REACTION OF 2-ALKYNYL CARBONATES OR 2-(1-ALKYNYL)OXIRANES WITH BETA-KETO-ESTERS
J. Organomet. Chem.
60FALSEFALSEFALSEFALSE
4555
10.1021/jo00376a022
CHIRAL (MACROCYCLIC) SULFIDE-CONTAINING AND SULFIDE/ALKYLAMINO-CONTAINING LIGANDS FOR NICKEL-CATALYZED GRIGNARD CROSS-COUPLING REACTIONS
J. Org. Chem.60FALSEFALSEFALSEFALSE
4556
10.1016/j.tet.2022.132657
Synthesis of aryl sulfonyl fluorides from aryl sulfonyl chlorides using sulfuryl fluoride (SO2F2) as fluoride provider
Tetrahedron60Qin, HL; Tang, HLFALSEFALSEFALSEFALSE
4557
10.1021/acs.inorgchem.1c03108
Attenuation of Ni(0) Decomposition: Mechanistic Insights into AgF-Assisted Nickel-Mediated Silylation
Inorg. Chem.60Rasappan, RFALSEFALSEFALSEFALSE
4558
10.1016/j.tetlet.2021.153572
Palladium-catalyzed borylation of aryl bromides and chlorides using phosphatrioxa-adamantane ligands
Tetrahedron Lett.60Maumela, MCFALSEFALSEFALSEFALSE
4559
10.1055/a-1672-2260
Acid-Catalyzed Intramolecular Ring-Opening Reactions of Cyclopropanated Oxabenzonorbornadienes with Carboxylic Acid Nucleophiles
Synthesis60Tam, WFALSEFALSEFALSEFALSE
4560
10.1039/d1ra06330h
A simple and efficient copper-catalyzed three-component reaction to synthesize (Z)-1,2-dihydro-2-iminoquinolines
RSC Adv.60Luo, H; Yang, WGFALSEFALSEFALSEFALSE
4561
10.1021/acscatal.1c03265
A Pivotal Role of Chloride Ion on Nickel-Catalyzed Enantioselective Reductive Cross-Coupling to Perfluoroalkylated Boronate Esters
ACS Catal.60Xu, TFALSEFALSEFALSEFALSE
4562
10.1021/acs.orglett.1c02460
Palladium-Catalyzed Distal m-C-H Functionalization of Arylacetic Acid Derivatives
Org. Lett.60Satyanarayana, GFALSEFALSEFALSEFALSE
4563
10.1039/d1dt02551a
Computational determination of the mechanism of the Pd-catalyzed formation of isatoic anhydrides from o-haloanilines, CO, and CO2
Dalton Trans.60Lu, QQ; Liu, FFALSEFALSEFALSEFALSE
4564
10.1002/cjoc.202100101
Asymmetric Synthesis of Chiral 1,3-Disubstituted Allylsilanes via Copper(I)-Catalyzed 1,4-Conjugate Silylation of alpha,beta-Unsaturated Sulfones and Subsequent Julia-Kocienski Olefination
Chin. J. Chem.60Yin, LFALSEFALSEFALSEFALSE
4565
10.1002/jccs.202100046
Copper porphyrin-catalyzed C(sp(2))-O bond construction via coupling phenols with formamides
J. Chin. Chem. Soc.60Liu, HYFALSEFALSEFALSEFALSE
4566
10.1021/acs.orglett.1c00551
1,2-trans-Stereoselective Synthesis of C-Glycosides of 2-Deoxy-2-amino-sugars Involving Glycosyl Radicals
Org. Lett.60Hu, XGFALSEFALSEFALSEFALSE
4567
10.1002/app.50711
Dienes and diamondoids: poly(2-[1-adamantyl]-1,3-butadiene) and random copolymers with isoprene via redox-emulsion polymerization and their hydrogenation
J. Appl. Polym. Sci.60Roll, MFFALSEFALSEFALSEFALSE
4568
10.1055/s-0036-1588806
Thieme Chemistry Journals Awardees - Where Are They Now? Efficient Cross-Coupling of Secondary Amines/Azoles and Activated (Hetero)Aryl Chlorides Using an Air-Stable DPEPhos/Nickel Pre-Catalyst
Synlett60Stradiotto, MFALSEFALSEFALSEFALSE
4569
10.1016/j.mcat.2016.12.023
CpNiBr(NHC) complexes as pre-catalysts in the chemoselective anaerobic oxidation of secondary aryl alcohols: Experimental and DFT studies
Mol. Catal.60Landman, MFALSEFALSEFALSEFALSE
4570
10.1039/c7sc00243b
A mild catalytic system for radical conjugate addition of nitrogen heterocycles
Chem. Sci.60Jui, NTFALSEFALSEFALSEFALSE
4571
10.1016/j.tet.2017.01.002
Transition-metal-free dehalogenation of aryl halides promoted by phenanthroline/potassium tert-butoxide
Tetrahedron60Liu, WFALSEFALSEFALSEFALSE
4572
10.1016/j.poly.2016.10.033
Syntheses, structural characterizations and terahertz spectra of Ag(I)/Cu(I) complexes with bis[2-(diphenylphosphino)phenyl]ether and N boolean AND N ligands
Polyhedron60Jin, QHFALSEFALSEFALSEFALSE
4573
10.1021/acscatal.6b02208
Copper-Catalyzed Asymmetric Borylative Ring Opening of Diazabicycles
ACS Catal.60Yun, JFALSEFALSEFALSEFALSE
4574
10.1016/j.tetlet.2016.06.092
An unprecedented oxidative intermolecular homo coupling reaction between two sp(3)C-sp(3)C centers under metal-free condition
Tetrahedron Lett.60Sahoo, SKFALSEFALSEFALSEFALSE
4575
10.1016/j.crci.2015.11.016
An efficient and economical synthesis of 5-substituted 1H-tetrazoles via Pb(II) salt catalyzed [3+2] cycloaddition of nitriles and sodium azide
C. R. Chim.60Agarwal, AFALSEFALSEFALSEFALSE
4576
10.1021/jacs.6b00250
Practical Ni-Catalyzed Aryl-Alkyl Cross-Coupling of Secondary Redox-Active Esters
J. Am. Chem. Soc.60Baran, PSFALSEFALSEFALSEFALSE
4577
10.1021/acs.orglett.5b03591
Lewis Acid Induced Anomerization of Se-Glycosides. Application to Synthesis of alpha-Se-GalCer
Org. Lett.60Murphy, PVFALSEFALSEFALSEFALSE
4578
10.1039/c6ob01807f
(Biphenyl-2-alkyne) derivatives as common precursors for the synthesis of 9-iodo-10-organochalcogen-phenanthrenes and 9-organochalcogen-phenanthrenes
Org. Biomol. Chem.60Zeni, GFALSEFALSEFALSEFALSE
4579
10.1021/jacs.1c00529
Nickel-Catalyzed Reversible Functional Group Metathesis between Aryl Nitriles and Aryl Thioethers
Herein, we described a nickel-catalyzed monofluoroalkenylation through defluorinative reductive cross-coupling of gem-difluoroalkenes with alkyl halides. Key to the success of this strategy is the combination of C- F cleavage with alkyl halides activation. This reaction enables the convenient synthesis of a large variety of functionalized monofluoroalkenes under mild reaction conditions with broad functional group compatibility and excellent Z-selectivity. The combination of Ni catalysis with (Bpin)(2)/K3PO4 as terminal reductant promoted the efficient C(sp(2))-C(sp(3)) formation especially the generation of all-carbon quatemary centers with high chemoselectivity.
J. Am. Chem. Soc.59Morandi, BFALSEFALSEFALSEFALSE
4580
10.1021/acs.orglett.0c04316
Nickel-Mediated Enantiospecific Silylation via Benzylic C-OMe Bond Cleavage
The field of Ni-catalysed cross-coupling has seen rapid recent growth because of the low cost of Ni, its earth abundance, and its ability to promote unique cross-coupling reactions. Whereas advances in the related field of Pd-catalysed cross-coupling have been driven by ligand design, the development of ligands specifically for Ni has received minimal attention. Here, we disclose a class of phosphines that enable the Ni-catalysed Csp(3) Suzuki coupling of acetals with boronic acids to generate benzylic ethers, a reaction that failed with known ligands for Ni and designer phosphines for Pd. Using parameters to quantify phosphine steric and electronic properties together with regression statistical analysis, we identify a model for ligand success. The study suggests that effective phosphines feature remote steric hindrance, a concept that could guide future ligand design tailored to Ni. Our analysis also reveals that two classic descriptors for ligand steric environment-cone angle and % buried volume-are not equivalent, despite their treatment in the literature.
Org. Lett.59Rasappan, RFALSEFALSEFALSEFALSE
4581
10.1039/d0cy01881c
Efficient photocatalytic chemoselective and stereoselective C-C bond formation over AuPd@N-rich carbon nitride
A useful strategy for the synthesis of enol phosphates from beta-keto esters via Atherton-Atodd reaction was developed. A variety of enol phosphates can be quickly and readily prepared with broad substrate scope and moderate yields under mild conditions. This method provides a low cost and practical way to synthesize enol phosphates from beta-keto esters.
Catal. Sci. Technol.59
Jiang, HY; Bian, FX
FALSEFALSEFALSEFALSE
4582
10.1007/s10562-020-03496-2
Microwave-Assisted Nickel-Catalyzed Rapid Reductive Coupling of Ethyl 3-iodopropionate to Adipic Acid
N-Alkylation of amines is a class of important organic reaction. The products of this reaction are related to the important technological fields including chemical, medical, pharmaceutical and defense. In recent years, the development and need of green catalytic synthesis technology make such C-N bond formation reaction via N-alkylation become one of the current research focuses of organic chemistry. Because water is the only by-product, the N-alkylation of amines with alcohols as alkylating agents is green, environmental, simple and reliable. However, the most of such reactions require a late transition metal catalyst. In this paper the progress in late transition metal-catalyzed N-alkylation reaction with alcohols as alkylating agents starting from various aliphatic, aromatic and heterocyclic aromatic amines in recent years is reviewed. Various homogeneous and heterogeneous catalytic systems as well as the substrate application scope of each method involved in this reaction are mainly introduced. The expectation and development direction about this N-alkylation in future are suggested.
Catal. Lett.59Yang, WRFALSEFALSEFALSEFALSE
4583
10.1016/j.tet.2020.131861
Cu(I)-N-heterocyclic carbene-catalyzed base free C-N bond formation of arylboronic acids with amines and azoles
A straightforward strategy for the syntheses of curcumene and ar-himachalene is reported. Synthetic highlights include a catalytic and asymmetric vinylogous Mukaiyama reaction and a stereospecific hydrogenolysis of a tertiary benzylic center using Pd/C or Ni/Raney catalysts. Notably, using Ni/Raney, the stereoselectivity outcome (inversion vs retention) of the hydrogenolysis depends on the tertiary benzylic alcohol substitution.
Tetrahedron59Shi, DBFALSEFALSEFALSEFALSE
4584
10.1002/adsc.202001262
Effective C5-Arylation of Peptide-Integrated Oxazoles: Almazole D
Adv. Synth. Catal.59Arndt, HDFALSEFALSEFALSEFALSE
4585
10.1039/d0gc03411h
Nitromethane as a surrogate cyanating agent: 7-N,N-dimethylamino-4-hydroxycoumarin-catalyzed, metal-free synthesis of alpha-iminonitriles
A new route to phosphines was developed by a Method that features a pre-join and transform process that proceeds via acylphosphine intermediates that May be :readily prepared from carboxylic acids and disubstituted phosphines. The efficient decarbonylations of these acylphosphines, using a nickel catalyst delivered the corresponding phosphines. This method shows that the carboxyl group can play a role similar to halides or triflates for introducing a substituted phosphorus atom on an aromatic ring.
Green Chem.59Yang, DYFALSEFALSEFALSEFALSE
4586
10.1002/anie.202008071
Regio- and Diastereoselective Rhodium-Catalyzed Allylic Substitution with Unstabilized Benzyl Nucleophiles
The complexes [PY(Pz)(2)]Zn(OC(=O)Me)(2) (1) and [Py(Me(2)Pz)(2)]Zn(OC(=O)Me)(2) (2), where ligands Py(Pz)(2) and Py(Me(2)Pz)(2) are tridentate 2,6-bis(pyrazol-1-yl)pyridine and 2,6-bis(3,5-dimethylpyrato1-1-yl)pyridine, respectively, have been synthesized and characterized. The single crystal X-ray diffraCtion analysis confirmed compound 2 to be monomeric with six -Coordinate zinc center. In addition to tridentate ligand Py(Me(2)Pz)(2), both kappa(1) -acetate and kappa(2) -acetate ligands are ligated to zinc Metal atom in 2. The synthesized complexes 1 and 2 were used as effective catalysts for the cycloaddition between CO2 and epoxides in the presence of various kinds of cocatalysts such as n-Bu4PBr, n-Bu4NI, n-Bu4NBr, n-Bu4NCl, PPNCI, and DMAP under the condition of 75 degrees C, 10 bar CO2 pressure, 0.1 mol% catalyst loading, and 24 h. The reaction temperature, CO2 pressure, and catalyst loading ratio applied in this study are somewhat milder condition than those for other reported zinc -based catalysts. In addition, 1/n-Bu4PBr system showed the best catalytic activity for the cycloaddition of CO2 to propylene oxide, which showed the highest reactivity among seven other kinds of epoxides. (C) 2016 Elsevier Ltd. All rights reserved.
Angew. Chem.-Int. Edit.
59Evans, PAFALSEFALSEFALSEFALSE
4587
10.1002/adsc.202000820
Emerging Nickel Catalysis in Heck Reactions: Recent Developments
We report the syntheses of combretastatins D-2 and D-4 as well as a formal synthesis of combretastatin D-1 by a conceptually new route harnessing a ring-contracting flash vacuum pyrolytic extrusion of sulfur dioxide from the respective 16-membered sulfone precursors. Via flash vacuum pyrolysis, even metaparacyclophanes as small and strained as the hitherto unknown oxa[1.5]metaparacyclophane could be prepared as a side product en route to combretastatin D-2 by synchronous extrusion of SO2 and CO2.
Adv. Synth. Catal.59Ghosh, TFALSEFALSEFALSEFALSE
4588
10.1002/ijch.202000069
Formate-Mediated Cross-Electrophile Reductive Coupling of Aryl Iodides and Bromopyridines
The discovery of a new series of potent hepatitis C virus (HCV) NS5A inhibitors containing biaryl sulfone or sulfate cores is reported. Structure-activity relationship (SAR) studies on inhibitors containing various substitution patterns of the sulfate or sulfone core structure established that m-,m'- substituted biaryl sulfate core-based inhibitors containing an amide moiety (compound 20) or an imidazole moiety (compound 24) showed extremely high potency. Compound 20 demonstrated double-digit pM potencies against both genotype 1b (GT-1b) and 2a (GT-2a). Compound 24 also exhibited double-digit pM potencies against GT-1b and sub nM potencies against GT-2a. Furthermore, compounds 20 and 24 exhibited no cardiotoxicity in an hERG ligand binding assay and showed acceptable plasma stability and no mutagenic potential in the Ames test. In addition, these compounds showed distinctive additive effects in combination treatment with the NS5B targeting drug sofosbuvir (Sovaldi (R)). The results of this study showed that the compounds 20 and 24 could be effective HCV inhibitors. (C) 2016 Elsevier Masson SAS. All rights reserved.
Isr. J. Chem.59Krische, MJFALSETRUEFALSEFALSE
4589
10.1039/d0cc04512h
Synthesis of diarylalkanes through an intramolecular/intermolecular addition sequence by auto-tandem catalysis with strong Bronsted base
A computational study of the C(methyl)-O bond activation of fluorinated aryl methyl ethers by a platinum(0) complex Pt(PCyp(3))(2) (Cyp = cyclopentyl) (N. A. Jasim, R. N. Perutz, B. Procacci and A. C. Whitwood, Chem. Commun., 2014, 50, 3914) demonstrates that the reaction proceeds via an S(N)2 mechanism. Nucleophilic attack of Pt(0) generates an ion pair consisting of a T-shaped platinum cation with an agostic interaction with a cyclopentyl group and a fluoroaryloxy anion. This ion-pair is converted to a 4-coordinate Pt(II) product trans-(PtMe(OArF)(PCyp(3))(2)]. Structure-reactivity correlations are fully consistent with this mechanism. The Gibbs energy of activation is calculated to be substantially higher for aryl methyl ethers without fluorine substituents and higher still for alkyl methyl ethers. These conclusions are in accord with the experimental results. Further support was obtained in an experimental study of the reaction of Pt(PCy3)(2) with 2,3,5,6-tetrafluoro-4-allyloxypyridine yielding the salt of the Pt(eta(3)-allyl) cation and the tetrafluoropyridinolate anion [Pt(PCy3)(2)(eta(3)-allyl)][OC5NF4]. The calculated activation energy for this reaction is significantly lower than that for fluorinated aryl methyl ethers.
Chem. Commun.59Kondoh, AFALSEFALSEFALSEFALSE
4590
10.1039/d0ob01163k
Direct electrochemical reductive amination between aldehydes and amines with a H/D-donor solvent
Arylation, vinylation, and alkynylation of electron-deficient arenes and heteroarenes have been achieved by chemoselective C-H zincation followed by copper catalyzed coupling reactions using iodonium salts. approach offers a direct and general access to a wide scope of (hetero)biaryls as well as alkenylated and alkynylated heteroarenes under mild conditions. It is particularly useful and valuable for the rapid and modular synthesis of diverse (hetero)aryl compounds, as demonstrated in the synthesis of transient receptor potential vanilloid 1 (TRPV1) antagonists and angiotensin II receptor type 1 (AT1 receptor) antagonists.
Org. Biomol. Chem.59Li, YB; Huang, YBFALSEFALSEFALSEFALSE
4591
10.1039/d0gc00383b
Light and oxygen-enabled sodium trifluoromethanesulfinate-mediated selective oxidation of C-H bonds
Although known for over 90 years, only in the past two decades has the chemistry of diboron(4) compounds been extensively explored. Many interesting structural features and reaction patterns have emerged, and more importantly, these compounds now feature prominently in both metal-catalyzed and metal-free methodologies for the formation of B-C bonds and other processes.
Green Chem.59Fu, HFALSEFALSEFALSEFALSE
4592
10.1021/jacs.0c04695
Ni(I)-Alkyl Complexes Bearing Phenanthroline Ligands: Experimental Evidence for CO2 Insertion at Ni(I) Centers
A mild and efficient substrate-assisted C-H bond cyanation of 2-arylbenzothiazoles has been developed using CuCN as cyano-group source. The reaction exhibits broad functional groups tolerance giving the desired products in moderate to excellent yields. Regioselective cyanation was in favor of the less sterically hindered position to those meta-substituted substrate. (C) 2016 Elsevier B.V. All rights reserved.
J. Am. Chem. Soc.59Martin, RFALSEFALSEFALSEFALSE
4593
10.1039/d0gc01183e
Metal-free C-H methylation and acetylation of heteroarenes with PEG-400
In recent years, metal and their complexes-catalyzed organic reactions have received much attention in organic chemistry due to their rapidity and efficiency. Iron complexes have attracted much attention from chemical society due to the advantages of high catalytic activity and selectivity. The advances of iron complexes-catalyzed organic reactions are reviewed, such as polymerisation reactions, hydrosilylation/hydroboration, cycloaddition, redox reactions, cross-coupling reactions and 1,4-additions, and the prospects of its development are forecasted.
Green Chem.59Wang, JJFALSEFALSEFALSEFALSE
4594
10.1021/jacs.0c00078
Pd-Catalyzed Decarboxylative Olefination: Stereoselective Synthesis of Polysubstituted Butadienes and Macrocyclic P-glycoprotein Inhibitors
The use of sp(3) C-H bonds-which are ubiquitous in organic molecules-as latent nucleophile equivalents for transition metal-catalyzed cross-coupling reactions has the potential to substantially streamline synthetic efforts in organic chemistry while bypassing substrate activation steps. Through the combination of photoredox-mediated hydrogen atom transfer (HAT) and nickel catalysis, we have developed a highly selective and general C-H arylation protocol that activates a wide array of C-H bonds as native functional handles for cross-coupling. This mild approach takes advantage of a tunable HAT catalyst that exhibits predictable reactivity patterns based on enthalpic and bond polarity considerations to selectively functionalize a-amino and a-oxy sp(3) C-H bonds in both cyclic and acyclic systems.
J. Am. Chem. Soc.59Xia, YZFALSEFALSEFALSEFALSE
4595
10.1021/acs.orglett.0c00542
Palladium-Catalyzed Decarbonylative Alkylation of Acyl Fluorides
An efficient and concise asymmetric synthesis of (R)-(+)-ar-curcumene, (R)-4,7-dimethyl-1-tetralone, and their enantiomers was accomplished. The key step to construct the stereogenic benzylmethyl centers of these natural products is the cobalt-catalyzed asymmetric Kumada cross-coupling reaction of a racemic alpha-bromo ester. (C) 2015 Elsevier Ltd. All rights reserved.
Org. Lett.59Nishihara, YFALSEFALSEFALSEFALSE
4596
10.1002/cmdc.201900641
New Efficient Eco-Friendly Supported Catalysts for the Synthesis of Amides with Antioxidant and Anti-Inflammatory Properties
ChemMedChem59Ghinet, AFALSEFALSEFALSEFALSE
4597
10.1002/ijch.201900139
Stabilization of Ni(I)(1,4,8,11-tetraazacyclotetradecane)(+) in a Sol-Gel Matrix: It's Plausible use in Catalytic Processes
Isr. J. Chem.59Burg, AFALSEFALSEFALSEFALSE
4598
10.1002/anie.201910436
Nickel-Catalyzed Inter- and Intramolecular Aryl Thioether Metathesis by Reversible Arylation
Angew. Chem.-Int. Edit.
59Morandi, BFALSEFALSEFALSEFALSE
4599
10.1021/acs.joc.9b02394
Synthesis of N-Acyl Sulfamates from Fluorosulfonates and Potassium Trimethylsilyloxyl Imidates
J. Org. Chem.59
Ma, PX; Xu, HT; Yang, G
FALSEFALSEFALSEFALSE
4600
10.1021/acs.organomet.9b00276
A Modified Cationic Mechanism for PdCl2-Catalyzed Transformation of a Homoallylic Alcohol to an Allyl Ether
Organometallics59Ariafard, AFALSEFALSEFALSEFALSE
4601
10.1021/acs.orglett.9b00875
Synthesis of Alkynyl Sulfides by Copper-Catalyzed Thiolation of Terminal Alkynes Using Thiosulfonates
Org. Lett.59
Yoshida, S; Hosoya, T
FALSEFALSEFALSEFALSE
4602
10.6023/cjoc201811035
Research Progress in the Cycloaddition Reactions of Oxiranes
Chin. J. Org. Chem.59Li, X; Wei, WLFALSEFALSEFALSEFALSE
4603
10.1039/c8qo01403e
Ir-Catalyzed ring-opening of oxa(aza)benzonorbornadienes with water or alcohols
Org. Chem. Front.59Yang, DQFALSEFALSEFALSEFALSE
4604
10.1002/slct.201804066
Choline Chloride/Urea as an Eco-Friendly Deep Eutectic Solvent for TCT-Mediated Amide Coupling at Room Temperature
ChemistrySelect59Saberi, DFALSEFALSEFALSEFALSE
4605
10.1039/c8tc06517a
Enhancing charge mobilities in selectively fluorinated oligophenyl organic semiconductors: a design approach based on experimental and computational perspectives
J. Mater. Chem. C59
Bunge, SD; Twieg, RJ; Dunietz, BD
FALSEFALSEFALSEFALSE
4606
10.1002/ejoc.201801385
Regioselective Hydrodehalogenation of Aromatic alpha- and beta-Halo carbonyl Compounds by CuI in Isopropanol
Eur. J. Org. Chem.59Ahmed, NFALSEFALSEFALSEFALSE
4607
10.1021/acs.organomet.8b00747
Mechanism Insight into the Csp(3)-H Amination Catalyzed by the Metal Phthalocyanine
Organometallics59Cao, ZXFALSEFALSEFALSEFALSE
4608
10.1039/c8qo00794b
Oxidative C(sp(3))-H amidation of tertiary arylamines with nitriles
Org. Chem. Front.59Tang, GFALSEFALSEFALSEFALSE
4609
10.1002/anie.201806742
Enantioselective alpha-Benzylation of Acyclic Esters Using pi-Extended Electrophiles
Angew. Chem.-Int. Edit.
59Snaddon, TNFALSETRUEFALSEFALSE
4610
10.1002/anie.201803603
Bottom-up Construction of -Extended Arenes by a Palladium-Catalyzed Annulative Dimerization of o-Iodobiaryl Compounds
Angew. Chem.-Int. Edit.
59Shi, ZZFALSEFALSEFALSEFALSE
4611
10.1039/c8cc01226a
Palladium-catalyzed aerobic regio- and stereo-selective olefination reactions of phenols and acrylates via direct dehydrogenative C(sp(2))-O cross-coupling
Chem. Commun.59Cai, GXFALSEFALSEFALSEFALSE
4612
10.1016/j.poly.2017.11.021
Synthesis, characterization and electrochemical properties of O-alkyldithiophosphate nickel complexes with dppf ligand
Polyhedron59Xie, BFALSEFALSEFALSEFALSE
4613
10.1021/acs.orglett.7b03482
Synthesis of the Tetracyclic Structure of Batrachotoxin Enabled by Bridgehead Radical Coupling and Pd/Ni-Promoted Ullmann Reaction
Org. Lett.59Inoue, MFALSEFALSEFALSEFALSE
4614
10.1039/c8ra04984j
Transesterification of (hetero)aryl esters with phenols by an Earth-abundant metal catalyst
RSC Adv.59Bao, YSFALSEFALSEFALSEFALSE
4615
10.1055/s-0036-1590962
Stereospecific Nickel-Catalyzed Borylation of Secondary Benzyl Pivalates
Synlett59Martin, RFALSEFALSEFALSEFALSE
4616
10.1021/acs.joc.7b01653
Aqueous Reaction of Alcohols, Organohalides, and Odorless Sodium Thiosulfate under Transition-Metal-Free Conditions: Synthesis of Unsymmetrical Aryl Sulfides via Dual C-S Bond Formation
J. Org. Chem.59Wang, SY; Ji, SJFALSEFALSEFALSEFALSE
4617
10.1039/c6ra04100k
Experimental and theoretical studies of molecular complexes of theophylline with some phenylboronic acids
RSC Adv.59
TalwelkarShimpi, M
FALSEFALSEFALSEFALSE
4618
10.1002/anie.201505699
Comparison of dppf-Supported Nickel Precatalysts for the Suzuki-Miyaura Reaction: The Observation and Activity of Nickel(I)
Angew. Chem.-Int. Edit.
59Hazari, NFALSEFALSEFALSEFALSE
4619
10.1021/acs.orglett.5b02482
Synthesis of E-Alkyl Alkenes from Terminal Alkynes via Ni-Catalyzed Cross-Coupling of Alkyl Halides with B-Alkenyl-9-borabicyclo[3.3.1]nonanes
Org. Lett.59Hu, XLFALSEFALSEFALSEFALSE
4620
10.1021/jacs.5b07677
C-H Functionalization at Sterically Congested Positions by the Platinum-Catalyzed Borylation of Arenes
J. Am. Chem. Soc.59Tobisu, MFALSEFALSEFALSEFALSE
4621
10.1021/acs.orglett.5b01955
Ortho-C-H Benzylation of Aryl Imines with Benzyl Phosphates under Cobalt-Pyphos Catalysis
Org. Lett.59Yoshikai, NFALSEFALSEFALSEFALSE
4622
10.1016/j.ica.2015.07.030
The trans-cis isomerization of Ni(eta(2)-TEMPO)(2): Interconnections and conformational complexity
Inorg. Chim. Acta59DeYonker, NJFALSEFALSEFALSEFALSE
4623
10.1002/adsc.201500346
Alkylations of Arylboronic Acids including Difluoroethylation/Trifluoroethylation via Nickel-Catalyzed Suzuki Cross-Coupling Reaction
Adv. Synth. Catal.59Yang, CHFALSEFALSEFALSEFALSE
4624
10.1002/chem.201500627
Preparation and Regioselective Magnesiation or Lithiation of Bis(trimethylsilyl)methyl-Substituted Heteroaryls for the Generation of Highly Functionalized Heterocycles
Chem.-Eur. J.59Knochel, PFALSEFALSEFALSEFALSE
4625
10.1021/ol503607h
Nickel-Catalyzed Direct C-H/C-O Cross Couplings Generating Fluorobenzenes and Heteroarenes
Org. Lett.59Chen, TQFALSEFALSEFALSEFALSE
4626
10.1021/ja512527s
Constructing Quaternary Stereogenic Centers Using Tertiary Organocuprates and Tertiary Radicals. Total Synthesis of trans-Clerodane Natural Products
J. Am. Chem. Soc.59Overman, LEFALSEFALSEFALSEFALSE
4627
10.1002/chem.201405223
Copper-Catalyzed Reductive Cross-Coupling of Nonactivated Alkyl Tosylates and Mesylates with Alkyl and Aryl Bromides
Chem.-Eur. J.59Fu, YFALSEFALSEFALSEFALSE
4628
10.1007/s11426-014-5138-3
Highly efficient nickel/phosphine catalyzed cross-couplings of diarylborinic acids with aryl tosylates and sulfamates
Sci. China-Chem.59Zou, GFALSEFALSEFALSEFALSE
4629
10.1055/s-0033-1339126
Unified Synthesis of (-)-Folicanthine and (-)- Ditryptophenaline Enabled by a Room Temperature Nickel-Mediated Reductive Dimerization
Synthesis59Peng, YFALSEFALSEFALSEFALSE
4630
10.1002/adsc.201301081
Synthesis of Dibenzophosphole Oxides via Palladium-Catalyzed Intramolecular Direct Arylation Reactions of ortho-Halodiaryl-phosphine Oxides
Adv. Synth. Catal.59Cui, YMFALSEFALSEFALSEFALSE
4631
10.1039/c4cc06397j
Metal-free Mizoroki-Heck type reaction: a radical oxidative coupling reaction of 2-chloro-dithiane with substituted olefins
Chem. Commun.59Tang, SCFALSEFALSEFALSEFALSE
4632
10.1021/op300364p
A Robust First-Pass Protocol for the Heck-Mizoroki Reaction
Org. Process Res. Dev.
59Murray, PMFALSEFALSEFALSEFALSE
4633
10.1039/c3ob27128e
Iron-catalyzed N-alkylation using pi-activated ethers as electrophiles
Org. Biomol. Chem.59Fan, XHFALSEFALSEFALSEFALSE
4634
10.1002/chem.201203969
Bidentate Hydroxyalkyl NHC Ligands for the Copper-Catalyzed Asymmetric Allylic Substitution of Allyl Phosphates with Grignard Reagents
Chem.-Eur. J.59Crevisy, CFALSEFALSEFALSEFALSE
4635
10.1002/asia.201200723
Functionalization of Hexa-peri-hexabenzocoronenes: Investigation of the Substituent Effects on a Superbenzene
Chem.-Asian J.59Kim, DFALSEFALSEFALSEFALSE
4636
10.1016/j.tet.2012.05.101
Twisted bimesitylene-based oxadiazoles as novel host materials for phosphorescent OLEDs
Tetrahedron59Moorthy, JNFALSEFALSEFALSEFALSE
4637
10.1021/ol3021836
Nickel-Mediated N-Arylation with Arylboronic Acids: An Avenue to Chan-Lam Coupling
Org. Lett.59Singh, KNFALSEFALSEFALSEFALSE
4638
10.1055/s-0031-1290656
A Transition-Metal-Free Cross-Coupling Reaction of Allylic Bromides with Aryl- and Vinylboronic Acids
Synlett59Ueda, MFALSEFALSEFALSEFALSE
4639
10.1039/c2dt31271a
1,1 '-Bis(diphenylphosphino)ferrocene in functional molecular materials
Dalton Trans.59Young, DJFALSEFALSEFALSEFALSE
4640
10.1021/jo2015906
Manganese(III) Acetate-Mediated Cyclization of Diarylmethylenecyclopropa[b]naphthalenes: A Method for the Synthesis of 1,2-Benzanthracene Derivatives
J. Org. Chem.59Wu, LLFALSEFALSEFALSEFALSE
4641
10.3762/bjoc.7.147
Functionalization of heterocyclic compounds using polyfunctional magnesium and zinc reagents
Beilstein J. Org. Chem.
59Knochel, PFALSEFALSEFALSEFALSE
4642
10.1021/ol1020477
One-Pot Syntheses of Chromeno[3,4-c]pyrrole-3,4-diones via Ugi-4CR and Intramolecular Michael Addition
Org. Lett.59Che, CFALSEFALSEFALSEFALSE
4643
10.1016/j.tet.2010.04.099
2,2 '-Diamino-6,6 '-dimethylbiphenyl as an efficient ligand in the palladium-catalyzed Suzuki-Miyaura and Mizoroki-Heck reactions
Tetrahedron59Shao, LXFALSEFALSEFALSEFALSE
4644
10.1039/c004233a
One-pot synthesis of furocoumarins via sequential Pd/Cu-catalyzed alkynylation and intramolecular hydroalkoxylation
Org. Biomol. Chem.59Xu, MHFALSEFALSEFALSEFALSE
4645
10.1002/anie.201002116
Zinc Chloride Enhanced Arylations of Secondary Benzyl Trifluoroacetates in the Presence of beta-Hydrogen Atoms
Angew. Chem.-Int. Edit.
59Lei, AWFALSEFALSEFALSEFALSE
4646
10.1002/ejoc.200900581
An Economical Access to 3,4-Diaryl-2(5H)-furanones and 4-Aryl-6-methyl-2(2H)-pyranones by Pd-Catalyzed Suzuki-Type Arylation of 3-Aryl-4-tosyloxy-2(5H)-furanones and 6-Methyl-4-tosyloxy-2(2H)-pyranones, Respectively
Eur. J. Org. Chem.59Bellina, FFALSEFALSEFALSEFALSE
4647
10.1002/ejoc.200700978
Efficient copper(I)-catalyzed C-S cross coupling of thiols with aryl halides in water
Eur. J. Org. Chem.59Rout, LFALSEFALSEFALSEFALSE
4648
10.1016/j.tet.2007.04.016
Copper(I)-catalysed homo-coupling of aryldiazonium salts: synthesis of symmetrical biaryls
Tetrahedron59Cepanec, IFALSEFALSEFALSEFALSE
4649
10.1021/jo0623890
Nickel-catalyzed coupling producing (2Z)-2,4-alkadien-1-ols, conversion to (E)-3-alkene-1,2,5-triol derivatives, and synthesis of decarestrictine D
J. Org. Chem.59Kobayashi, YFALSEFALSEFALSEFALSE
4650
10.1002/ejoe.200600600
Recoverable homogeneous palladium(0) catalyst for cross-coupling reactions of arenediazonium salts with potassium organotrifluoroborates: Detection of catalytic intermediates by electrospray ionization mass spectrometry
Eur. J. Org. Chem.59Masllorens, JFALSEFALSEFALSEFALSE
4651
10.1021/om050781i
Synthesis and structural characterization of the first bis(benzimidazolin-2-ylidene) complexes of nickel(II)
Organometallics59Huynh, HVFALSEFALSEFALSEFALSE
4652
10.1002/1521-3765(20020816)8:16<3620::AID-CHEM3620>3.0.CO;2-P
doi.org/10.1002/1521-3765(20020816)8:16<3620::AID-CHEM3620>3.0.CO;2-P
Intramolecular coupling of allyl carboxylates with allyl stannanes and allyl silanes: A new type of reductive elimination reaction?
Chem.-Eur. J.59Echavarren, AMFALSEFALSEFALSEFALSE
4653
10.1021/jo960617s
Stereoselective synthesis of heterocyclic zinc reagents via a nickel-catalyzed radical cyclization
J. Org. Chem.59FALSEFALSEFALSEFALSE
4654
10.1021/jo00057a055
SYNTHESIS OF TRANS-OLEFINS BY A NICKEL-CATALYZED REDUCTION OF ENOL ETHERS - A FORMAL, TOTAL SYNTHESIS OF (+/-)-RECIFEIOLIDE
J. Org. Chem.59FALSEFALSEFALSEFALSE
4655
10.1021/jo00196a002
REGIOSELECTIVE SYNTHESIS OF ALLYLTRIMETHYLSILANES FROM ALLYLIC HALIDES AND ALLYLIC SULFONATES - APPLICATION TO THE SYNTHESIS OF 2,3-BIS(TRIMETHYLSILYL)ALK-1-ENES
J. Org. Chem.59SMITH, JGFALSEFALSEFALSEFALSE
4656
10.1021/acs.orglett.2c00334
Synthesis of alpha-Aryl Primary Amides from alpha-Silyl Nitriles and Aryl Sulfoxides through [3,3]-Sigmatropic Rearrangement
Org. Lett.59Chen, XBFALSEFALSEFALSEFALSE
4657
10.1002/cjoc.202100819
Enantioselective Reductive Cross-Coupling of Aryl/Alkenyl Bromides with Benzylic Chlorides via Photoredox/Biimidazoline Nickel Dual Catalysis
Chin. J. Chem.59Fang, Q; Lu, ZTRUEFALSEFALSEFALSE
4658
10.1039/d1gc04001d
Cu/N-Oxyl-catalyzed aerobic oxidative esterification to oxalic acid diesters from ethylene glycol via highly selective intermolecular alcohol oxidation
Green Chem.59
Yatabe, T; Yamaguchi, K
FALSEFALSEFALSEFALSE
4659
10.1002/ejic.202101006
Evaluating a Dispersion of Sodium in Sodium Chloride for the Synthesis of Low-Valent Nickel Complexes
Eur. J. Inorg. Chem.59Nelson, DJFALSEFALSEFALSEFALSE
4660
10.1021/acs.joc.1c02311
Iron-Catalyzed Oxidative Amination of Benzylic C(sp(3))-H Bonds with Anilines
J. Org. Chem.59Sun, HMFALSEFALSEFALSEFALSE
4661
10.1021/jacs.1c11503
Homologation of Electron-Rich Benzyl Bromide Derivatives via Diazo C-C Bond Insertion
J. Am. Chem. Soc.59Race, NJFALSETRUEFALSEFALSE
4662
10.1021/acssuschemeng.1c04903
Coordinatively Unsaturated Hf-MOF-808 Prepared via Hydrothermal Synthesis as a Bifunctional Catalyst for the Tandem N-Alkylation of Amines with Benzyl Alcohol
ACS Sustain. Chem. Eng.
59
Moliner, M; Corma, A
FALSEFALSEFALSEFALSE
4663
10.1039/d1qo01474a
Nickel-catalyzed direct cross-coupling of heterocyclic phosphonium salts with aryl bromides
Org. Chem. Front.59Shen, ZLFALSEFALSEFALSEFALSE
4664
10.1021/jacs.1c08105
Ni/Photoredox-Catalyzed Enantioselective Cross-Electrophile Coupling of Styrene Oxides with Aryl Iodides
J. Am. Chem. Soc.59Doyle, AGTRUETRUEFALSEFALSE
4665
10.1021/acs.orglett.1c02406
Effects of Silver Carbonate and p-Nitrobenzoic Acid for Accelerating Palladium-Catalyzed Allylic C-H Acyloxylation
Org. Lett.59
Tsurugi, H; Mashima, K
FALSEFALSEFALSEFALSE
4666
10.1021/acscatal.1c03010
CgPhen-DalPhos Enables the Nickel-Catalyzed O-Arylation of Tertiary Alcohols with (Hetero)Aryl Electrophiles
ACS Catal.59Stradiotto, MFALSETRUEFALSEFALSE
4667
10.1055/a-1528-1711
Recent Advances in Transition-Metal-Catalyzed C-H Functionalization Reactions Involving Aza/Oxabicyclic Alkenes
Synthesis59Jeganmohan, MFALSEFALSEFALSEFALSE
4668
10.1039/d1ob00595b
Domino Heck/Hiyama cross-coupling: trapping of the sigma-alkylpalladium intermediate with arylsilanes
Org. Biomol. Chem.59
Wu, XX; Jiang, GM; Hu, LP
FALSEFALSEFALSEFALSE
4669
10.1021/acs.orglett.1c00940
Palladium-Catalyzed Intermolecular Alkene Carboacylation via Ester C-O Bond Activation
Org. Lett.59Stanley, LMFALSEFALSEFALSEFALSE
4670
10.1039/d1sc01115d
Nickel-catalyzed asymmetric reductive aryl-allylation of unactivated alkenes
Chem. Sci.59Wang, CAFALSEFALSEFALSEFALSE
4671
10.1039/d1sc00133g
Synthesis of quaternary centres by single electron reduction and alkylation of alkylsulfones
Chem. Sci.59
Nambo, M; Crudden, CM
FALSEFALSEFALSEFALSE
4672
10.1055/a-1416-4924
A Simple and Efficient Synthesis of Fused Benzo[b]thiophene Derivatives
Synthesis59Fisyuk, ASFALSEFALSEFALSEFALSE
4673
10.1039/c7cc05000c
Naphthol synthesis: annulation of nitrones with alkynes via rhodium(III)-catalyzed C-H activation
Chem. Commun.59Li, XWFALSEFALSEFALSEFALSE
4674
10.1021/acs.joc.7b00550
Palladium Catalyzed Arylation and Benzylation of Nitroarenes Using Aryl Sulfonates and Benzyl Acetates
J. Org. Chem.59Kalyani, DFALSEFALSEFALSEFALSE
4675
10.1021/jacs.7b03387
Feedstocks to Pharmacophores: Cu-Catalyzed Oxidative Arylation of Inexpensive Alkylarenes Enabling Direct Access to Diarylalkanes
J. Am. Chem. Soc.59Stahl, SSFALSEFALSEFALSEFALSE
4676
10.1002/ejoc.201700239
Synthesis of a Chiral Borate Counteranion, Its Trityl Salt, and Application Thereof in Lewis-Acid Catalysis
Eur. J. Org. Chem.59Oestreich, MFALSEFALSEFALSEFALSE
4677
10.1002/anie.201611819
Catalytic Ester and Amide to Amine Interconversion: Nickel-Catalyzed Decarbonylative Amination of Esters and Amides by C-O and C-C Bond Activation
Angew. Chem.-Int. Edit.
59Rueping, MFALSEFALSEFALSEFALSE
4678
10.1002/asia.201601537
Efficient Hydrogenation of Biomass Oxoacids to Lactones by Using NHC-Iridium Coordination Polymers as Solid Molecular Catalysts
Chem.-Asian J.59Tu, TFALSEFALSEFALSEFALSE
4679
10.1016/j.tetlet.2016.12.013
Copper-catalyzed cross-coupling reactions of non-activated primary, secondary or tertiary alkyl chlorides with phenylmagnesium bromide
Tetrahedron Lett.59Tao, CZFALSEFALSEFALSEFALSE
4680
10.1039/c6cc08401j
An efficient parts-per-million alpha-Fe2O3 nanocluster/graphene oxide catalyst for Suzuki-Miyaura coupling reactions and 4-nitrophenol reduction in aqueous solution
Chem. Commun.59Astruc, DFALSEFALSEFALSEFALSE
4681
10.1021/acscatal.6b03040
Nickel-Catalyzed Deamidative Step-Down Reduction of Amides to Aromatic Hydrocarbons
ACS Catal.59
Lahiri, GK; Maiti, D
FALSEFALSEFALSEFALSE
4682
10.1039/c6qo00529b
A practical protocol for the synthesis of bibenzyls via C(sp(3))-H activation of methyl arenes under metal-free conditions
Org. Chem. Front.59Singh, KNFALSEFALSEFALSEFALSE
4683
10.1039/c7ra07437a
A general and mild Cu-catalytic N-arylation of iminodibenzyls and iminostilbenes using unactivated aryl halides
RSC Adv.59
Yao, WB; Jiang, HJ
FALSEFALSEFALSEFALSE
4684
10.1016/j.tetlet.2016.11.027
Calcium(II) catalyzed regioselective dehydrative cross-coupling reactions: Practical synthesis of internal alkenes and benzopyrans
Tetrahedron Lett.59Yaragorla, SFALSEFALSEFALSEFALSE
4685
10.1002/anie.201607959
Preparation of Vinyl Arenes by Nickel-Catalyzed Reductive Coupling of Aryl Halides with Vinyl Bromides
Angew. Chem.-Int. Edit.
59
Ren, QH; Gong, HG
FALSEFALSEFALSEFALSE
4686
10.1021/acs.orglett.6b02784
Site-Selective Silylation of Aliphatic C-H Bonds Mediated by [1,5]-Hydrogen Transfer: Synthesis of alpha-Sila Benzamides
Org. Lett.59Zeng, XMFALSEFALSEFALSEFALSE
4687
10.1021/acs.joc.6b01648
Transition-Metal-Free Cross-Coupling of Aryl Halides with Arylstannanes
J. Org. Chem.59Zhang, ZTFALSEFALSEFALSEFALSE
4688
10.1021/acs.orglett.6b02665
Stereospecific Synthesis of Tetrahydronaphtho[2,3-b]furans Enabled by a Nickel-Promoted Tandem Reductive Cyclization
Org. Lett.59Peng, YFALSEFALSEFALSEFALSE
4689
10.1021/acs.orglett.6b02516
Iron-Catalyzed alpha-Arylation of Deoxybenzoins with Arenes through an Oxidative Dehydrogenative Approach
Org. Lett.59Zhang, FMFALSEFALSEFALSEFALSE
4690
10.1021/acs.inorgchem.6b01218
Organometallic Iridium Complex Containing a Dianionic, Tridentate, Mixed Organic-Inorganic Ligand
Inorg. Chem.59Crabtree, RHFALSEFALSEFALSEFALSE
4691
10.1038/ncomms11676
Multimetallic catalysed radical oxidative C(sp(3))-H/C(sp)-H cross-coupling between unactivated alkanes and terminal alkynes
Nat. Commun.59Lei, AWFALSEFALSEFALSEFALSE
4692
10.1021/acs.orglett.6b00643
Exploiting Aryl Mesylates and Tosylates in Catalytic Mono-alpha-arylation of Aryl- and Heteroarylketones
Org. Lett.59Kwong, FYFALSEFALSEFALSEFALSE
4693
10.1039/c5ob02364e
Synthesis of 8-heteroaryl nitroxoline analogues via one-pot sequential Pd-catalyzed coupling reactions
Org. Biomol. Chem.59Stefane, BFALSEFALSEFALSEFALSE
4694
10.1039/c6ob01765g
Pd-Catalyzed C(sp(3))-C(sp(2)) cross-coupling of Y(CH2SiMe3)(3)(THF)(2) with vinyl bromides and triflates
Org. Biomol. Chem.59Yao, B; Li, XFFALSEFALSEFALSEFALSE
4695
10.1039/c6sc01457g
Nickel-catalyzed C-3 direct arylation of pyridinium ions for the synthesis of 1-azafluorenes
Chem. Sci.59
Desrosiers, JN; Wei, XD
FALSEFALSEFALSEFALSE
4696
10.1021/acs.joc.0c02644
Cyanoquinolines and Furo[3,4-b]quinolinones Formation via On-The-Spot 2,3-Functionalization of Quinolines with Cyanopropargylic Alcohols
A chiral CpRu(II)/p-TsOH combined catalyst is described for asymmetric allylation that reverses the pi-allyl donicity of AllX (All: allyl, X: leaving group) from AllOAc > AllOPh > AllOH > AllOMe to AllOH > AllOMe > AllOPh > AllOAc. This represents a novel deviation from conventional Tsuji-Trost-Pd-based methods that operate under basic conditions. This is the first successful demonstration of endowing reactivity in chemically stable AllOMe, which should significantly expand the scope of synthetic possibilities.
J. Org. Chem.58Trofimov, BAFALSEFALSEFALSEFALSE
4697
10.1002/ejoc.202001602
Two-Step Protocol for Iodotrimethylsilane-Mediated Deoxy-Functionalization of Alcohols
Eur. J. Org. Chem.58
Liu, YX; Wang, QM
FALSEFALSEFALSEFALSE
4698
10.1021/acs.joc.0c01819
Homogeneous Nickel-Catalyzed Sustainable Synthesis of Quinoline and Quinoxaline under Aerobic Conditions
Fluorobenzenes, in particular fluorobenzene (FB) and 1,2-difluorobenzene (1,2-DiFB), are increasingly becoming recognised as versatile solvents for conducting organometallic chemistry and transition-metal-based catalysis. The presence of fluorine substituents reduces the ability to donate p-electron density from the arene and consequently fluorobenzenes generally bind weakly to metal centres, allowing them to be used as essentially non-coordinating solvents or as readily displaced ligands. In this context, examples of well-defined complexes of fluorobenzenes are discussed, including trends in binding strength with increasing fluorination and different substitution patterns. Compared to more highly fluorinated benzenes, FB and 1,2-DiFB typically demonstrate greater chemical inertness, however, C-H and C-F bond activation reactions can be induced using appropriately reactive transition metal complexes. Such reactions are surveyed, including catalytic examples, not only to provide perspective for the use of FB and 1,2-DiFB as innocent solvent media, but also to highlight opportunities for their exploitation in contemporary organic synthesis.
J. Org. Chem.58Adhikari, DFALSEFALSEFALSEFALSE
4699
10.1021/jacs.0c08708
Nickel-Catalyzed Four-Component Carbocarbonylation of Alkenes under 1 atm of CO
Nickel precatalysts are potentially a more sustainable alternative to traditional palladium precatalysts for the Suzuki-Miyaura coupling reaction. Currently, there is significant interest in Suzuki-Miyaura coupling reactions involving readily accessible phenolic derivatives such as aryl sulfamates, as the sulfamate moiety can act as a directing group for the prefunctionalization of the aromatic backbone of the electrophile prior to cross-coupling. By evaluating complexes in the Ni(0), (I), and (II) oxidation states we report a precatalyst, (dppf)Ni(o-tolyl) ( Cl) (dppf = 1,1'-bis(diphenylphosphino)-ferrocene), for Suzuki-Miyatra coupling reactions involving aryl sulfamates and boronic acids, which operates at a significantly lower catalyst loading and at milder reaction conditions than other reported systems. In some cases it can even function at room temperature. Mechanistic studies on precatalyst activation and the speciation of nickel during catalysis reveal that Ni(I) species,are formed in the catalytic reaction via two different pathways: (i) the precatalyst (dppf)Ni(o-tolyl)(Cl) undergoes, comproportionation with the active Ni(0). species; and (ii) the catalytic intermediate (dppf)Ni(Ar)(sulfamate) (Ar = aryl) undergoes comproportionation with the active Ni(0) species. In both cases the formation of Ni(I) is detrimental to Catalysis, which is proposed to proceed via a Ni(0)/Ni(II) cycle. DFT calculations are used to support experimental observations and provide insight about the elementary steps involved in reactions directly on the catalytic cycle, as well as off-cycle processes,. Our mechanistic investigation provides guidelines for designing even more active nickel catalysts.
J. Am. Chem. Soc.58Zhang, XGFALSEFALSEFALSEFALSE
4700
10.1039/d0gc01649g
Photoinduced catalyst-free deborytation-deuteration of arylboronic acids with D2O
Chiral Lewis acids play an important role in the precise construction of various types of chiral molecules. Here, a cage-shaped borate 2 was designed and synthesized as a chiral Lewis acid that possesses a unique C(3-)symmetric structure composed of three homochiral binaphthyl moieties. The highly symmetrical structure of 2 with homochirality was clearly elucidated by X-ray crystallographic analysis. The peculiar chiral environment of 2.THF exhibited chiral recognition of some simple amines and a sulfoxide. Moreover, the application of 2.THF to hetero-Diels-Alder reactions as a chiral Lewis-acid catalyst afforded the enantioselective products, which were obtained through an entropy-controlled pathway according to the analysis of the relationship between optical yield and reaction temperature. In particular, the robust chiral reaction field of 2.THF allowed the first example of an asymmetric hetero-Diels-Alder reaction with a simple diene despite the requirement of high temperature.
Green Chem.58Zeng, HYTRUEFALSEFALSEFALSE
4701
10.1021/acs.orglett.0c02913
Thianthrenation-Enabled alpha-Arylation of Carbonyl Compounds with Arenes
A general and efficient synthesis of -substituted phosphinoacetic acids using simple esters and diphenylchlorophosphine-borane as readily available starting materials is here described. The formation and structure of the corresponding palladium complex derived from 2-ethyl diphenylphosphinoacetic acid is also reported.
Org. Lett.58Wang, PFALSEFALSEFALSEFALSE
4702
10.1021/acs.orglett.0c02236
Nickel(II)-Catalyzed Borylation of Alkenyl Methyl Ethers via C-O Bond Cleavage
Ruthenium ligated to tricyclohexylphosphine or di-tert-butylbipyridine catalyzes the arylation of carboxylic acids with diverse aryl halides (iodide, bromide, and triflate; aryl and heteroaryl). In addition, arylation with 2-iodophenol formed benzochromenones, carboxylate was shown to be a stronger donor than an amide, and the arylation of a pyridine carboxylate was demonstrated. Stoichiometric studies demonstrated that the added ligand is required for reaction with the electrophile but not the C-H bond.
Org. Lett.58Qiu, XD; Ling, YFALSEFALSEFALSEFALSE
4703
10.1002/cplu.202000451
Mechanochemical Synthesis of N-Aryl Amides from O-Protected Hydroxamic Acids
The nickel-catalyzed direct borylation and silylation of phenolic esters has been established. The key to this highly efficient acyl C-O bond borylative and silylative cleavage depends on the appropriate choice of different ligands and additives in the presence of nickel catalyst. Both transformations exhibit good functional group compatibility and can serve as powerful synthetic tools for late-stage functionalization of complex compounds. The elucidation of key mechanistic features of this newly developed acyl C-O bond activation in esters was confirmed by two well-characterized organonickel(II) intermediates.
ChemPlusChem58Vilela, FFALSEFALSEFALSEFALSE
4704
10.3390/catal10080861
Transition Metal-Catalyzed alpha-Position Carbon-Carbon Bond Formations of Carbonyl Derivatives
Suzuki-Miyaura reactions, involving the activation of carbon-halogen bonds, especially C-Cl bonds, have drawn widespread attention because of their huge industrial potential. However, these reactions are dependent on the development of highly active and stable catalysts. Herein, we developed a convenient one-pot wet route to synthesize Pd (x) Cu (y) bimetallic nanocrystals for the Suzuki-Miyaura reaction. By introducing Cu, an earth-abundant element, the catalytic activity was greatly enhanced while the amount of Pd required was reduced. Pd (x) Cu (y) nanocrystals of different compositions, including Pd3Cu, Pd2Cu, PdCu, PdCu2, and PdCu3, were successfully synthesized by tuning the Pd:Cu ratio. Their catalytic performance in Suzuki-Miyaura reactions between phenylboronic acid and halobenzenes (iodo-, bromo-, or chlorobenzene) showed that PdCu3 nanocatalyst demonstrated the best efficacy.
Catalysts58Kim, M; Kim, CFALSEFALSEFALSEFALSE
4705
10.1021/acscatal.0c01301
Aryl Fluoride Activation through Palladium-Magnesium Bimetallic Cooperation: A Mechanistic and Computational Study
Isoindolinones comprise an important class of medicinally active compounds. Herein we report a straightforward functionalization of isoindolinones with aryl bromides (22 examples) using a palladium(II) acetate/NIXANTPHOS-based catalyst system. Additionally 3-aryl-3-hydroxyisoindolinone derivatives, which exhibit anti-tumor activity, can be accessed via a tandem reaction. Thus, when the arylation product is exposed to air under basic conditions, in situ oxidation takes place to install the 3-hydroxy group. Furthermore, a tandem arylation/allylic substitution reaction is advanced in which both the arylation and allylic substitution are catalyzed by the same palladium catalyst. Finally, a tandem arylation/alkylation procedure is presented. These tandem reactions enable the synthesis of a variety of structurally diverse isoindolinone derivatives from common starting materials.
ACS Catal.58
Walsh, PJ; Tomson, NC
FALSEFALSEFALSEFALSE
4706
10.1038/s41467-020-17224-2
Upgrading ketone synthesis direct from carboxylic acids and organohalides
An electron-deficient Cp-E rhodium(III) complex bearing a cyclopentadienyl ligand with two ethyl ester substituents catalyzes the tandem [2+2+2] annulation-lactamization of acetanilides with two alkynoates via cleavage of adjacent two C-H bonds to give densely substituted benzo[cd]indolones. The reactions of meta-methoxy-substituted acetanilides with two alkynoates also provided benzo[cd] indolones via cleavage of adjacent C-H/C-O bonds. Furthermore, 3,5-dimethoxyacetanilides reacted with two alkynoates to give dearomatized spiro compounds.
Nat. Commun.58Xie, JFALSEFALSEFALSEFALSE
4707
10.1021/acs.orglett.0c01857
Catalytic Asymmetric Addition Reactions of Formaldehyde N,N-Dialkylhydrazone to Synthesize Chiral Nitrile Derivatives
A pentamethylcyclopentadienyl iridium complex containing a tricyclic, dianionic, tridentate, scorpionate (facial binding), mixed organic inorganic ligand was synthesized and characterized by single-crystal X-ray crystallography, as well as polynuclear NMR, UV-vis, and IR spectroscopies. The central cycle of the tridentate ligand consists of a modified boroxine in which two of the boron centers are tetrahedral, anionic borates. The complex is stable to hydrolysis in aqueous solution for >9 weeks at 25 degrees C but reacts with a 50 mM solution of sodium periodate within 12 s to form a periodate-driven oxygen evolution catalyst that has a turnover frquency of >15 s(-1). However, the catalyst is almost completely deactivated within 5 min, achieving an average turnover number of ca. 2500 molecules of oxygen per atom of iridium. Nanoparticles were not observed on this time scale but did form within 4 h of catalyst activation under these experimental conditions. The parent complex was modeled using density functional theory, which accurately reflected the geometry of the complex and indicated significant interaction of iridium- and boracycle-centered orbitals.
Org. Lett.58
Liu, XH; Feng, XM
FALSEFALSEFALSEFALSE
4708
10.1016/S1872-2067(20)63561-6
Intermediate formation enabled regioselective access to amide in the Pd-catalyzed reductive aminocarbonylation of olefin with nitroarene
The effect of ZnCl2 additives on a series of (salicylaldiminato)Ni ethylene polymerization catalysts is reported. While ZnCl2 acts solely as a pyridine scavenger for simple imine catalyst frameworks such as the biphenylimine 4, in the case of complexes containing a 2,2'-bipyridine pendent group such as 5, ZnCl2 can coordinate to generate a bimetallic Ni/Zn active species that produces a polymer with significantly higher M-n value. 5 is not catalytically active in the absence of ZnCl2, and control experiments indicate that Zn coordination of the bpy pocket to generate a heterobimetallic Ni/Zn complex is critical for productive catalysis to occur. A heterobimetallic Ni/ZnCl2 precatalyst 7 has also been synthesized and structurally characterized and shows activity similar to that of the in situ bimetallic generated from 5 + ZnCl2.
Chin. J. Catal.58Xia, CG; Li, FWFALSEFALSEFALSEFALSE
4709
10.1021/acs.orglett.0c01580
Ruthenium-Catalyzed Hydrogen Evolution o-Aminoalkylation of Phenols with Cyclic Amines
A new strategy for catalytic enantioselective C-acylation to generate alpha-quaternary-substituted lactams is reported. Ni-catalyzed three-component coupling of lactam enolates, benzonitriles, and aryl halides produces beta-imino lactams that then afford beta-keto lactams by acid hydrolysis. Use of a readily available Mandyphos-type ligand and addition of LiBr enable the construction of quaternary stereocenters on alpha-substituted lactams to form beta-keto lactams in up to 94% ee.
Org. Lett.58Zhang, MFALSEFALSEFALSEFALSE
4710
10.1021/acs.organomet.0c00338
Palladium-Catalyzed Cyclobutanation of Aryl Sulfonates through both C-O and C-H Cleavage
A new and efficient nickel-catalyzed alkylation of C-Ar-O electrophiles with B-alkyl-9-BBNs is described. The transformation is characterized by its functional group tolerance and provides a practical and versatile access to various C-sp2-C-sp3 bonds through C-sp2-O substitution, without the restriction of beta-hydride elimination. Moreover, the advantage of the newly developed method was demonstrated in a selective and sequential C-O bond activation process.
Organometallics58
Dong, QZ; Chen, T
FALSEFALSEFALSEFALSE
4711
10.1021/acs.joc.0c00597
Mechanism and Origins of Enantio- and Regioselectivities in Catalytic Asymmetric Minisci-Type Addition to Heteroarenes
An efficient copper-catalyzed/-mediated and 8-aminoquinoline-assisted arylselenylation of inert C-H bonds of (hetero)arenes with readily available diselenides has been reported. The reaction is scalable and tolerates a wide spectrum of functional groups to deliver diarylselenides in very high yields (up to 98%). Application of this methodology to the facile synthesis of thiophene-fused selenochromone was demonstrated.
J. Org. Chem.58Zhu, RXFALSEFALSEFALSEFALSE
4712
10.1007/s41981-020-00094-6
Development of large-scale oxidative Bromination with HBr-DMSO by using a continuous-flow microwave system for the subsequent synthesis of 4-Methoxy-2-methyldiphenylamine
Nickel-catalyzed cross-electrophile coupling reactions of benzylic esters and aryl halides have been developed. Both inter-and intramolecular variants proceed under mild reaction conditions. A range of heterocycles and functional groups are tolerated under the reaction conditions. Additionally, the first example of a stereospecific cross-electrophile coupling of a secondary benzylic ester is described.
J. Flow Chem.58Lv, YW; Yu, JGFALSEFALSEFALSEFALSE
4713
10.1021/acs.orglett.0c01121
Acylation of Aryl Halides and alpha-Bromo Acetates with Aldehydes Enabled by Nickel/TBADT Cocatalysis
We report the first Co-catalyzed borylation of aryl halides and pseudohalides with bis(pinacolato)diboron (B(2)pin(2)). The synthesis of two new Co(II) complexes of oxazolinylferrocenylphosphine ligands is described. Upon activation with LiMe, the Co complex catalyzes the borylation reactions of aryl bromides, iodides, sulfonates, 0arenediazonium salts, and even aryl chlorides under mild conditions, providing the borylated products in excellent to moderate yields and with high functional group tolerance.
Org. Lett.58Wang, CFALSEFALSEFALSEFALSE
4714
10.1246/cl.200083
Synthesis and Crystal Packing Structures of 2,7-Diazapyrenes with Various Alkyl Groups at 1,3,6,8-Positions
A selection of heteroaryl fluorosulfates were readily synthesized using commercial SO2F2 gas. These substrates are highly efficient coupling partners in the Suzuki reaction. Through judicious selection of Pd catalysts the fluorosulfate functionality is differentiated from bromide and chloride; the order of reactivity being: -Br> -OSO2F> -Cl. Exploiting this trend allowed the stepwise chemoselective synthesis of a number of polysubstituted pyridines, including the drug Etoricoxib.
Chem. Lett.58Miyake, YFALSEFALSEFALSEFALSE
4715
10.1002/anie.201915454
Integrating Allyl Electrophiles into Nickel-Catalyzed Conjunctive Cross-Coupling
Simple strategies for decarboxylative functionalizations of electron-deficient benzoic acids via using Cu(I) as promoter and electron-rich ones by employing Pd(II) as catalyst under aerobic conditions have been established, which lead to smooth synthesis of aryl halides (-I, Br, and Cl) through the decarboxylative functionalization of benzoic acids with readily available halogen sources CuX (X = I, Br, Cl), and easy preparation of benzonitriles from decarboxylative cyanation of aryl carboxylic acids with nontoxic and low-cost K4Fe(CN)(6) under an oxygen atmosphere for the first time.
Angew. Chem.-Int. Edit.
58Engle, KMFALSETRUEFALSEFALSE
4716
10.1021/acs.orglett.0c00094
The Tetraethylphosphorodiamidate (OP(O)(NEt2)(2)) Directed Metalation Group (DMG). Directed ortho and Lateral Metalation and the Phospha Anionic Fries Rearrangement
Palladium-catalyzed allylic substitution reactions are among the most efficient methods to construct C-C bonds between sp(3)-hybridized carbon atoms. In contrast, much less work has been done with nickel catalysts, perhaps because of the different mechanisms of the allylic substitution reactions. Palladium catalysts generally undergo substitution by a soft-nucleophile pathway, wherein the nucleophile attacks the allyl group externally. Nickel catalysts are usually paired with hard nucleophiles, which attack the metal before C-C bond formation. Introduced herein is a rare nickel-based catalyst which promotes substitution with diarylmethane pronucleophiles by the soft-nucleophile pathway. Preliminary studies on the asymmetric allylic alkylation are promising.
Org. Lett.58Snieckus, VFALSEFALSEFALSEFALSE
4717
10.1039/c9cc09899b
Ruthenium-catalyzed benzylic substitution of benzyl esters with stabilized carbon nucleophiles
The general synthesis of [Ni(Cp)(X)(NHC)] complexes from a nickel halide, CpLi, and a carbene solution is reported. This procedure yields unprecedented complexes with ring-expanded NHC ligands (RE-NHC) of six- (1a, 1b), seven- (1c), and eight-membered (1d) heterocycles. The NMR spectra of 1a-1d are consistent with the hindered rotation of Ni-C-carbene and N-C-Mes bonds, while X-ray analyses of 1b, 1c, and 1d reveal a pronounced trans influence of the RE-NHC ligands. Complexes 1a-1e are efficient pre-catalysts in Kumada-Tamao-Corriu coupling with the maximum efficiency observed for complexes bearing the six-membered NHC.
Chem. Commun.58
Tsuji, H; Kawatsura, M
FALSEFALSEFALSEFALSE
4718
10.1038/s41929-020-0439-8
Catalytic enantioselective desymmetrizing functionalization of alkyl radicals via Cu(i)/CPA cooperative catalysis
Novel, facile C-S and S-S bond coupling reactions were achieved by using an aryl diazonium salt as an arylating agent and thioacetamide as a sulphur surrogate. The reaction proceeds smoothly at room temperature without using any transition metal catalyst, ligand or base. Aryl diazonium salts undergo rapid reactions with thioacetamide at room temperature to give the desired products in a much shorter period than the previously reported metal catalysed protocols.
Nat. Catal.58Liu, XYFALSEFALSEFALSEFALSE
4719
10.1016/j.jpcs.2019.109256
Green tea extract-modified silica gel decorated with palladium nanoparticles as a heterogeneous and recyclable nanocatalyst for Buchwald-Hartwig C-N cross-coupling reactions
A highly mono-selective ortho-trifluoromethylation of benzamides was achieved via Cu-promoted C-H activations. The reaction employs an 8-aminoquinoline group as the bidentate directing group and Togni reagent II as the CF3 source. The reaction tolerated a wide variety of functional groups and various ortho-trifluoromethylated benzamides were efficiently synthesized in 36-82% yield.
J. Phys. Chem. Solids
58Veisi, HFALSEFALSEFALSEFALSE
4720
10.1021/acs.orglett.9b04634
Nickel-Catalyzed Hydroarylation of in Situ Generated 1,3-Dienes with Arylboronic Acids Using a Secondary Homoallyl Carbonate as a Surrogate for the 1,3-Diene and Hydride Source
Org. Lett.58
Tsuji, H; Kawatsura, M
FALSEFALSEFALSEFALSE
4721
10.1002/adsc.201901302
Palladium Catalyzed C-O Coupling of Amino Alcohols for the Synthesis of Aryl Ethers
Adv. Synth. Catal.58Larrow, JFFALSEFALSEFALSEFALSE
4722
10.1002/adsc.201901398
Palladium-Catalyzed Intramolecular Mizoroki-Heck-Type Reaction of Diarylmethyl Carbonates
Adv. Synth. Catal.58
Hirano, K; Miura, M
FALSEFALSEFALSEFALSE
4723
10.1039/c9fd00051h
Suzuki-Miyaura coupling revisited: an integrated computational study
Faraday Discuss.58Harvey, JNFALSEFALSEFALSEFALSE
4724
10.1021/acs.orglett.9b02940
Enantioselective Conjugate Addition of Aryl Halides and Triflates to Electron-Deficient Olefins via Nickel- and Rhodium-Catalyzed Sequential Relay Reactions
Org. Lett.58Luo, YF; He, JBFALSETRUEFALSEFALSE
4725
10.1021/acs.joc.9b02154
Density Functional Theory Mechanistic Insight into the Base-Free Nickel-Catalyzed Suzuki-Miyaura Cross-Coupling of Acid Fluoride: Concerted versus Stepwise Transmetalation
J. Org. Chem.58Wang, ZXFALSEFALSEFALSEFALSE
4726
10.1039/c9dt03201k
Palladium-mediated intramolecular dearomatization of ligated dialkylterphenyl phosphines
Dalton Trans.58Nicasio, MCFALSEFALSEFALSEFALSE
4727
10.1021/acs.orglett.9b02793
Iron-Catalyzed Coupling of Methyl N-Heteroarenes with Primary Alcohols: Direct Access to E-Selective Olefins
Org. Lett.58Banerjee, DFALSEFALSEFALSEFALSE
4728
10.1039/c9sc01083a
Catalytic reduction of aryl trialkylammonium salts to aryl silanes and arenes
Chem. Sci.58Montgomery, JFALSEFALSEFALSEFALSE
4729
10.1021/acs.orglett.9b01164
Enones from Acid Fluorides and Vinyl Triflates by Reductive Nickel Catalysis
Org. Lett.58Shu, XZFALSEFALSEFALSEFALSE
4730
10.1021/acs.joc.8b03267
Ru(II)-Catalyzed C-H Activation/Alkylation of 3-Formylbenzofurans with Conjugated Olefins: Product Divergence
J. Org. Chem.58Ramana, CVFALSEFALSEFALSEFALSE
4731
10.1055/s-0037-1610356
Practical Synthesis of Precursors of Cyclohexyne and 1,2-Cyclohexadiene
Synthesis58Okano, KFALSEFALSEFALSEFALSE
4732
10.1021/acs.joc.8b03170
Organocatalytic C(sp(3))-H Functionalization of 5-Methyl-2,3-dihydrofuran Derivatives with Trifluoropyruvates via a Sequential exo-Tautomerization/Carbonyl-Ene Process
J. Org. Chem.58Hao, ZH; Xiao, JFALSEFALSEFALSEFALSE
4733
10.1021/acscatal.8b04348
Synthesis of gem-Difluoroalkenes via Nickel-Catalyzed Reductive C-F and C-O Bond Cleavage
ACS Catal.58Wang, CFALSEFALSEFALSEFALSE
4734
10.7536/PC180446
Application of the Tianium, Nickel and Iron Complexes in the Hydrosilylation
Prog. Chem.58Bai, Y; Peng, JJFALSEFALSEFALSEFALSE
4735
10.1016/j.tetlet.2018.08.015
Selective ruthenium-catalyzed double reductive aminations using hydrosilane to access tertiary amines and piperidine derivatives
Tetrahedron Lett.58Li, B; Jiang, SHFALSEFALSEFALSEFALSE
4736
10.1021/acs.orglett.8b02084
Asymmetric Synthesis of Remote Quaternary Centers by Copper-Catalyzed Desymmetrization: An Enantioselective Total Synthesis of (+)-Mesembrine
Org. Lett.58Jeon, JFALSEFALSEFALSEFALSE
4737
10.1021/acs.joc.8b01288
Selective Long-Distance Isomerization of Terminal Alkenes via Nondissociative Chain Walking
J. Org. Chem.58Kochi, TFALSEFALSEFALSEFALSE
4738
10.1002/celc.201800407
2-Electron Reduction of CO2 by Graphene Supported Ru Complexes - on the Role of Electron Donation
ChemElectroChem58Szyja, BMFALSETRUEFALSEFALSE
4739
10.1021/acs.joc.7b03213
Theoretical Insight into the Mechansim and Origin of Ligand-Controlled Regioselectivity in Homogenous Gold-Catalyzed Intramolecular Hydroarylation of Alkynes
J. Org. Chem.58
Zhu, RX; Zhang, DJ
FALSEFALSEFALSEFALSE
4740
10.1039/c7cc06717h
Efficient Ni-catalyzed conversion of phenols protected with 2,4,6-trichloro-1,3,5-triazine (TCT) to olefins
Chem. Commun.58
Etemadi-Davan, E; Iranpoor, N
FALSEFALSEFALSEFALSE
4741
10.1039/c6dt03235d
The selective activation of a C-F bond with an auxiliary strong Lewis acid: a method to change the activation preference of C-F and C-H bonds
Dalton Trans.58Li, XYFALSEFALSEFALSEFALSE
4742
10.1039/c6ra18997k
Direct C-H heteroarylation of azoles with 1,-2di(pyrimidin-2-yl)disulfides through C-S cleavage of disulfides
RSC Adv.58
Quan, ZJ; Wang, XC
FALSEFALSEFALSEFALSE
4743
10.1002/anie.201507373
Enantioselective Copper(I)-Catalyzed Alkynylation of Oxocarbenium Ions to Set Diaryl Tetrasubstituted Stereocenters
Angew. Chem.-Int. Edit.
58Watson, MPFALSEFALSEFALSEFALSE
4744
10.1021/acs.joc.5b01559
Scholl Cyclizations of Aryl Naphthalenes: Rearrangement Precedes Cyclization
J. Org. Chem.58Johnson, RPFALSEFALSEFALSEFALSE
4745
10.1016/j.tetlet.2015.01.016
Synthesis of a polymerizable, bivalent glycan mimetic of the HIV envelope spike gp120
Tetrahedron Lett.58Nguyen, HMFALSEFALSEFALSEFALSE
4746
10.1021/acs.orglett.5b00510
Palladium-Catalyzed Coupling of Azoles or Thiazoles with Aryl Thioethers via C-H/C-S Activation
Org. Lett.58Wang, ZXFALSEFALSEFALSEFALSE
4747
10.1055/s-0034-1378914
Nickel-NHC-Catalyzed Cross-Coupling of 2-Methylsulfanylbenzofurans with Alkyl Grignard Reagents
Synlett58Yorimitsu, HFALSEFALSEFALSEFALSE
4748
10.1039/c5cc03314d
Copper(II)/amine synergistically catalyzed enantioselective alkylation of cyclic N-acyl hemiaminals with aldehydes
Chem. Commun.58Liu, LFALSEFALSEFALSEFALSE
4749
10.1039/c5ob00594a
Copper-free arylation of 3,3-disubstituted allylic halides with triazene-softened aryl Grignard reagents
Org. Biomol. Chem.58Ren, HJFALSEFALSEFALSEFALSE
4750
10.1039/c5ra13708j
Metal-free C-N cross-coupling of electrophilic compounds and N-haloimides
RSC Adv.58Liang, FSFALSEFALSEFALSEFALSE
4751
10.1055/s-0034-1379025
Synthesis of Aryl(di)azinylmethanes and Bis(di)azinylmethanes via Transition-Metal-Catalyzed Cross-Coupling Reactions
Synthesis58Maes, BUWFALSEFALSEFALSEFALSE
4752
10.1016/j.tetlet.2014.07.041
Highly selective synthesis of 1-polyfluoroaryl-1,2,3-triazoles via a one-pot three-component reaction
Tetrahedron Lett.58Zhang, BFALSEFALSEFALSEFALSE
4753
10.1039/c4ob01088d
Synthetic and mechanistic aspects of the regioselective base-mediated reaction of perfluoroalkyl- and perfluoroarylsilanes with heterocyclic N-oxides
Org. Biomol. Chem.58Larionov, OVFALSEFALSEFALSEFALSE
4754
10.1039/c4cc04111a
Synthesis of N-aryl substituted, five- and six-membered azacycles using aluminum-amide cornplexes
Chem. Commun.58Lee, SHFALSEFALSEFALSEFALSE
4755
10.1021/ja505776m
Branch-Selective, Iridium-Catalyzed Hydroarylation of Monosubstituted Alkenes via a Cooperative Destabilization Strategy
J. Am. Chem. Soc.58Bower, JFFALSEFALSEFALSEFALSE
4756
10.1021/ja503489b
Transition-Metal-Mediated Three-Component Cascade Cyclization: Selective Cage B-C(sp(2)) Coupling of Carborane with Aromatics and Synthesis of Carborane-Fused Tricyclics
J. Am. Chem. Soc.58Xie, ZWFALSEFALSEFALSEFALSE
4757
10.1055/s-0033-1340151
Nickel-Catalyzed Cross-Electrophile Coupling of 2-Chloropyridines with Alkyl Bromides
Synlett58Weix, DJFALSETRUEFALSEFALSE
4758
10.1021/ja410704d
Nickel-Catalyzed Regiodivergent Opening of Epoxides with Aryl Halides: Co-Catalysis Controls Regioselectivity
J. Am. Chem. Soc.58Weix, DJFALSEFALSEFALSEFALSE
4759
10.1021/jo402386k
Platinum(II)-Catalyzed Asymmetric Ring-Opening Addition of Arylboronic Acids to Oxabenzonorbornadienes
J. Org. Chem.58Yang, DQFALSEFALSEFALSEFALSE
4760
10.1039/c4dt00461b
[CNN]-pincer nickel(II) complexes of N-heterocyclic carbene (NHC): synthesis and catalysis of the Kumada reaction of unactivated C-Cl bonds
Dalton Trans.58Sun, HJFALSEFALSEFALSEFALSE
4761
10.1021/ja403340r
Construction of a Chiral Quaternary Carbon Center by Catalytic Asymmetric Alkylation of 2-Arylcyclohexanones under Phase-Transfer Conditions
J. Am. Chem. Soc.58Maruoka, KFALSEFALSEFALSEFALSE
4762
10.1007/s11426-012-4795-3
Mechanistic study of copper-catalyzed intramolecular ortho-C-H activation/carbon-nitrogen and carbon-oxygen cyclizations
Sci. China-Chem.58Fu, YFALSEFALSEFALSEFALSE
4763
10.1002/chem.201203694
Visible-Light Photocatalytic Radical Alkenylation of -Carbonyl Alkyl Bromides and Benzyl Bromides
Chem.-Eur. J.58Lei, AWTRUEFALSEFALSEFALSE
4764
10.1002/ejoc.201201061
A Microwave-Assisted Domino Benzannulation Reaction towards Functionalized Naphthalenes, Quinolines, and Isoquinolines
Eur. J. Org. Chem.58Yang, CHFALSEFALSEFALSEFALSE
4765
10.1021/ol3011198
Ketone Formation via Mild Nickel-Catalyzed Reductive Coupling of Alkyl Halides with Aryl Acid Chlorides
Org. Lett.58Ren, QHFALSEFALSEFALSEFALSE
4766
10.2174/138527212800672646
Iron Nanoparticles-Catalyzed Electrophilic Amination of Functionalized Organocopper and Organozinc Reagents
Curr. Org. Chem.58Ranu, BCFALSETRUEFALSEFALSE
4767
10.1021/ol301275u
Cine Substitution of Arenes Using the Aryl Carbamate as a Removable Directing Group
Org. Lett.58Garg, NKFALSEFALSEFALSEFALSE
4768
10.1021/jo300290v
Probing for a Leaving Group Effect on the Generation and Reactivity of Phenyl Cations
J. Org. Chem.58Fagnoni, MFALSEFALSEFALSEFALSE
4769
10.1002/cctc.201100083
Nickel-Catalyzed Hydrodefluorination of Fluoroarenes and Trifluorotoluenes with Superhydride (Lithium Triethylborohydride)
ChemCatChem58Cao, SFALSEFALSEFALSEFALSE
4770
10.1016/j.tet.2011.05.020
Studies for the enantiocontrolled preparation of substituted tetrahydropyrans: applications for the synthesis of leucascandrolide A macrolactone
Tetrahedron58Williams, DRFALSEFALSEFALSEFALSE
4771
10.1039/c1dt00013f
Relationship between electrochemical potentials and substitution reaction rates of ferrocene-containing beta-diketonato rhodium(I) complexes; Cytotoxicity of [Rh(FcCOCHCOPh)(cod)]
Dalton Trans.58Swarts, JCFALSEFALSEFALSEFALSE
4772
10.1002/anie.201103581
Copper-Catalyzed Asymmetric Allylic Substitution of Allyl Phosphates with Aryl- and Alkenylboronates
Angew. Chem.-Int. Edit.
58Shintani, RFALSEFALSEFALSEFALSE
4773
10.1002/ejoc.201001242
Conversion of Dibenzoxaphosphinines into 2-Hydroxybiphenyl-2 '-ylphosphane Ligands and Their BH3 Adducts: The O-H delta+center dot center dot center dot H delta--B Hydrogen-Hydrogen Bond
Eur. J. Org. Chem.58Heinicke, JWFALSEFALSEFALSEFALSE
4774
10.1055/s-0030-1259038
Gold-Catalyzed Stereoselective Synthesis of Di- or Trisubstituted Olefins Possessing a 1,4-Diene Framework via Intramolecular Allylation of Alkynes
Synlett58Horino, YFALSEFALSEFALSEFALSE
4775
10.1002/aoc.1667
Ni(OAc)(2): a highly efficient catalyst for the synthesis of enaminone and enamino ester derivatives under solvent-free conditions
Appl. Organomet. Chem.
58Liu, JYFALSEFALSEFALSEFALSE
4776
10.1002/anie.200901879
A Facile Route to Aryl Boronates: Room-Temperature, Copper-Catalyzed Borylation of Aryl Halides with Alkoxy Diboron Reagents
Angew. Chem.-Int. Edit.
58Lin, ZYFALSEFALSEFALSEFALSE
4777
10.1021/ja803783c
Control of vertex geometry, structure dimensionality, functionality, and pore metrics in the reticular synthesis of crystalline metal-organic frameworks and polyhedra
J. Am. Chem. Soc.58Furukawa, HFALSEFALSEFALSEFALSE
4778
10.1071/CH08095
Palladium-catalyzed cyanation of aryl perfluorooctylsulfonates
Aust. J. Chem.58Cai, CFALSEFALSEFALSEFALSE
4779
10.1039/b618617c
Iron-catalyzed aryl-aryl cross-coupling reaction tolerating amides and unprotected quinolinones
Chem. Commun.58Knochel, PFALSEFALSEFALSEFALSE
4780
10.1002/adsc.200404187
Palladium-catalyzed cross-coupling reaction by means of organogermanium trichlorides
Adv. Synth. Catal.58Enokido, TFALSEFALSEFALSEFALSE
4781
10.1016/j.molcata.2003.11.030
N-donor complexes of palladium as catalysts for Suzuki cross-coupling reactions in ionic liquids
J. Mol. Catal. A-Chem.
58Welton, TFALSEFALSEFALSEFALSE
4782
10.1002/chem.200204506
Regio- and stereoselective reductive coupling of bicyclic alkenes with propiolates catalyzed by nickel complexes: A novel route to functionalized 1,2-dihydroarenes and gamma-lactones
Chem.-Eur. J.58Cheng, CHFALSEFALSEFALSEFALSE
4783
10.1021/jo0207473
Palladium-catalyzed tetrakis(dimethylamino)ethylene-promoted reductive coupling of aryl halides
J. Org. Chem.58Tanaka, HFALSEFALSEFALSEFALSE
4784
10.3891/acta.chem.scand.47-0196
SYNTHESIS OF OPTICALLY-ACTIVE A-RING FRAGMENTS OF TAXOL VIA ELECTROPHILIC RING-CLOSURE OF AN EPOXY-ALLYLSILANE
Acta Chem. Scand.58FALSEFALSEFALSEFALSE
4785
10.1021/ar00136a003
NEW SYNTHETIC REACTIONS OF ALLYL ALKYL CARBONATES, ALLYL BETA-KETO CARboxYLATES, AND ALLYL VINYLIC CARBONATES CATALYZED BY PALLADIUM COMPLEXES
Accounts Chem. Res.
58TSUJI, JFALSEFALSEFALSEFALSE
4786
10.1021/acscatal.1c00247
Unraveling the Mechanism of Palladium-Catalyzed Base-Free Cross-Coupling of Vinyl Carboxylates: Dual Role of Arylboronic Acids as a Reducing Agent and a Coupling Partner
ACS Catal.58Wang, XTFALSEFALSEFALSEFALSE
4787
10.1039/d1ob02360h
Pd-Catalyzed desulfitative arylation of olefins by N-methoxysulfonamide
Org. Biomol. Chem.58Panda, NFALSEFALSEFALSEFALSE
4788
10.1021/acs.orglett.1c03172
Copper-Catalyzed Methoxylation of Aryl Bromides with 9-BBN-OMe
Org. Lett.58Li, CFALSEFALSEFALSEFALSE
4789
10.1021/acs.joc.1c01467
Metal-Free Synthesis of Heteroaryl Amines or Their Hydrochlorides via an External-Base-Free and Solvent-Free C-N Coupling Protocol
J. Org. Chem.58
Chen, C; Verpoort, F
FALSEFALSEFALSEFALSE
4790
10.1021/acs.inorgchem.1c02017
Heterogenizing a Homogeneous Nickel Catalyst Using Nanoconfined Strategy for Selective Synthesis of Mono- and 1,2-Disubstituted Benzimidazoles
Inorg. Chem.58Aijaz, AFALSEFALSEFALSEFALSE
4791
10.1055/a-1637-9308
Nickel Hydride Catalyzed Remote Hydroarylation of Olefins
Synlett58Zhu, SLFALSEFALSEFALSEFALSE
4792
10.1055/a-1608-5693
Bathocuproine-Enabled Nickel-Catalyzed Selective Ullmann Cross-Coupling of Two sp(2)-Hybridized Organohalides
Synlett58Li, YQFALSEFALSEFALSEFALSE
4793
10.1039/d1cc03261e
Carbolong chemistry: nucleophilic aromatic substitution of a triflate functionalized iridapentalene
Chem. Commun.58Chen, DF; Xia, HPFALSEFALSEFALSEFALSE
4794
10.1038/s41467-021-24908-w
Site-specific Umpolung amidation of carboxylic acids via triplet synergistic catalysis
Nat. Commun.58Xie, JFALSEFALSEFALSEFALSE
4795
10.1016/j.tet.2021.132152
A general copper-catalyzed radical C(sp(3))-C(sp(2)) cross-coupling to access 1,1-diarylalkanes under ambient conditions
Tetrahedron58Liu, XYFALSEFALSEFALSEFALSE
4796
10.1080/00397911.2021.1919711
N-Heterocyclic carbene palladium (II)-pyridine (NHC-Pd (II)-Py) complex catalyzed heck reactions
Synth. Commun.58Yuan, JYFALSEFALSEFALSEFALSE
4797
10.1039/d1sc00283j
Nickel-catalyzed asymmetric reductive arylation of alpha-chlorosulfones with aryl halides
Chem. Sci.58
Lei, CH; Gong, HG
FALSEFALSEFALSEFALSE
4798
10.1039/d1qo00148e
K2S2O8 promoted dehydrative cross-coupling between alpha,alpha-disubstituted allylic alcohols and thiophenols/thiols
Org. Chem. Front.58Yuan, Y; Huo, CDFALSEFALSEFALSEFALSE
4799
10.1021/acs.accounts.0c00770
Predicting Reaction Yields via Supervised Learning
Accounts Chem. Res.
58Doyle, AGFALSEFALSEFALSEFALSE
4800
10.1039/d1cc00181g
Manganese catalyzed C-alkylation of methyl N-heteroarenes with primary alcohols
Chem. Commun.58Maji, BFALSEFALSEFALSEFALSE
4801
10.1021/acs.joc.7b01334
Coupling of Challenging Heteroaryl Halides with Alkyl Halides via Nickel-Catalyzed Cross-Electrophile Coupling
J. Org. Chem.58Hansen, ECFALSETRUEFALSEFALSE
4802
10.6023/cjoc201610034
Progress in Late Transition Metal-Catalyzed N-Alkylation of Amines with Alcohols
Chin. J. Org. Chem.58Du, ZYFALSEFALSEFALSEFALSE
4803
10.1021/acs.orglett.7b00820
Synthesis of Dihydropyridinone-Fused Indoles and alpha-Carbolines via N-Heterocyclic Carbene-Catalyzed [3+3] Annulation of Indolin-2-imines and Bromoenals
Org. Lett.58Ye, SFALSEFALSEFALSEFALSE
4804
10.1021/acs.joc.7b00209
[4+2] Annulation of Donor-Acceptor Cyclopropanes with Acetylenes Using 1,2-Zwitterionic Reactivity
J. Org. Chem.58Tomilov, YVFALSEFALSEFALSEFALSE
4805
10.1021/acs.joc.6b02830
Photoredox-Assisted Reductive Cross-Coupling: Mechanistic Insight into Catalytic Aryl-Alkyl Cross-Couplings
J. Org. Chem.58Vannucci, AKTRUEFALSEFALSEFALSE
4806
10.1002/anie.201609635
Rapid Room-Temperature, Chemoselective C-sp2-C-sp2 Coupling of Poly(pseudo)halogenated Arenes Enabled by Palladium(I) Catalysis in Air
Angew. Chem.-Int. Edit.
58Schoenebeck, FFALSEFALSEFALSEFALSE
4807
10.1002/slct.201601747
Supramolecular Ensemble of Aggregates of Pentacenequinone Derivative and Cadmium NPs: A Potential Catalytic/Photocatalytic System for Direct C-H Activation of Quinones and Azoles
ChemistrySelect58Bhalla, VTRUEFALSEFALSEFALSE
4808
10.1021/jacs.6b11205
F- Nucleophilic-Addition-Induced Allylic Alkylation
J. Am. Chem. Soc.58Feng, CFALSEFALSEFALSEFALSE
4809
10.1002/aoc.3527
Nickel-catalyzed Buchwald-Hartwig amination of pyrimidin-2-yl tosylates with indole, benzimidazole and 1,2,4-triazole
Appl. Organomet. Chem.
58
Quan, ZJ; Wang, XC
FALSEFALSEFALSEFALSE
4810
10.1021/acs.orglett.6b02631
Inherent vs Apparent Chemoselectivity in the Kumada-Corriu Cross-Coupling Reaction
Org. Lett.58Newman, SGFALSEFALSEFALSEFALSE
4811
10.1055/s-0035-1562777
Catalytic Metal-Free Intramolecular Acylcyanation: Synthesis of Functionalized Pyridine Derivatives Bearing Pendent Stereocenters
Synthesis58
Wang, HJ; Liao, WW
FALSEFALSEFALSEFALSE
4812
10.1021/jacs.6b07396
Accessing Both Retention and Inversion Pathways in Stereospecific, Nickel-Catalyzed Miyaura Borylations of Allylic Pivalates
J. Am. Chem. Soc.58Watson, MPFALSEFALSEFALSEFALSE
4813
10.1021/acs.orglett.6b01675
Arylboration of 1-Arylalkenes by Cooperative Nickel/Copper Catalysis
Org. Lett.58
Semba, K; Nakao, Y
FALSEFALSEFALSEFALSE
4814
10.1021/acs.organomet.6b00154
Preparation of a Highly Congested Carbazoyl-Derived P,N-Type Phosphine Ligand for Acetone Monoarylations
Organometallics58Kwong, FYFALSEFALSEFALSEFALSE
4815
10.1021/acs.joc.6b00421
Palladium-Catalyzed Room-Temperature Acylative Suzuki Coupling of High-Order Aryl Borons with Carboxylic Acids
J. Org. Chem.58Zou, GFALSEFALSEFALSEFALSE
4816
10.1016/j.jorganchem.2016.02.018
Synthesis of inexpensive chiral half-sandwich nickel N-heterocyclic carbene complexes: X-ray diffraction study of the D-menthyl-functionalized complex [Ni(iPr(2)Ph-NHC-CH(2)OMent)ClCp]
J. Organomet. Chem.
58
Ritleng, V; Chetcuti, MJ
FALSEFALSEFALSEFALSE
4817
10.3987/COM-15-13402
A NOVEL SOLID-PHASE SYNTHESIS OF 2H-CHROMENES
Heterocycles58Tang, EFALSEFALSEFALSEFALSE
4818
10.1055/s-0040-1706013
Nickel-Catalyzed Cross-Electrophile Coupling of the Difluoromethyl Group for Fluorinated Cyclopropane Synthesis
Reaction of aryl 2-pyridyl ethers with amines was carried out via Ni-catalyzed C-O-Py bond cleavage, giving aniline derivatives in reasonable to excellent yields. Both electron-rich and electron-poor aryl 2-pyridyl ethers and a wide range of amines can be used in the transformation. The method provides a conversion way for the 2-pyridyloxy directing group in the C-H bond functionalization reactions.
Synlett57Jarvo, ERFALSETRUEFALSEFALSE
4819
10.1021/jacs.0c12843
Synthesis of Axially Chiral 2,2 '-Bisphosphobiarenes via a Nickel-Catalyzed Asymmetric Ullmann Coupling: General Access to Privileged Chiral Ligands without Optical Resolution
A highly efficient, one-pot, and catalyst-free approach for fast synthesis of an array of alpha-ketoamides starting from easily obtainable alpha-oxocarboxylic acids and primary-/secondary-amines has been developed via insitu activation of acids using stoichiometric 2,4,6-trichloro-1,3,5-trizaine at room temperature, reactions could proceed smoothly to provide the corresponding alpha-ketoamides in good to excellent yields of up to 99%.
J. Am. Chem. Soc.57Watson, DAFALSEFALSEFALSEFALSE
4820
10.1039/d0qo01171a
Ruthenium catalyzed alpha-methylation of sulfones with methanol as a sustainable C1 source
The development of new methodologies to affect non-ortho-functionalization of arenes has emerged as a globally important arena for research, which is key to both fundamental studies and applied technologies. A range of simple arene feedstocks (namely, biphenyl, meta-terphenyl, para-terphenyl, 1,3,5-triphenylbenzene, and biphenylene) is transformed to hitherto unobtainable multi-iodoarenes via an s-block metal sodium magnesiate templated deprotonative approach. These iodoarenes have the potential to be used in a whole host of high-impact transformations, as precursors to key materials in the pharmaceutical, molecular electronic, and nanomaterials industries. To prove the concept, we transformed biphenyl to 3,5-bis(N-carbazolyl)-1,1'-biphenyl, a novel isomer of 4,4'-bis(N-carbazolyl)-1,1'- biphenyl (CPB), a compound which is currently widely used as a host material for organic light-emitting diodes.
Org. Chem. Front.57
Ling, F; Zhong, WH
FALSEFALSEFALSEFALSE
4821
10.1016/j.tetlet.2020.152532
Selective transition metal-free aroylation of diarylmethanes with 2-acyl-imidazolium salts via acyl C-C bond cleavage
Esters are one of the most common functional groups in natural and synthetic products, and the one-step conversion of the ester group into other functional groups is an attractive strategy in organic synthesis. Direct amidation of esters is particularly appealing due to the omnipresence of the amide moiety in biomolecules, fine chemicals, and drug candidates. However, efficient methods for direct amidation of unactivated esters are still lacking. Here we report nickel-catalysed reductive coupling of unactivated esters with nitroarenes to furnish in one step a wide range of amides bearing functional groups relevant to the development of drugs and agrochemicals. The method has been used to expedite the syntheses of bio-active molecules and natural products, as well as their post-synthetic modifications. Preliminary mechanistic study indicates a reaction pathway distinct from conventional amidation methods using anilines as nitrogen sources. The work provides a novel and efficient method for amide synthesis.
Tetrahedron Lett.57Li, JFALSEFALSEFALSEFALSE
4822
10.1021/acs.joc.0c01254
Room-Temperature Negishi Reaction of Trisubstituted Vinyl Phosphates for the Synthesis of Tetrasubstituted Alkenes
The stereospecific reductive cross-electrophile coupling reaction of 2-vinyl-4-halotetrahydropyrans for vinylcyclopropane synthesis is reported. The nickel-catalyzed reaction occurs with both alkyl fluorides and alkyl chlorides. To the best of our knowledge, this is the first reported cross-electrophile coupling reaction of an alkyl fluoride. Ring contraction proceeds with high stereospecificity, providing selective synthesis of either diastereomer of di- and trisubstituted cyclopropanes. The utility of this methodology is demonstrated by several synthetic applications including the synthesis of the natural product dictyopterene A. 2-Vinyl-4-fluorotetrahydrofurans also undergo stereospecific ring contractions, providing access to synthetically useful hydroxymethyl cyclopropanes.
J. Org. Chem.57Tobrman, TFALSEFALSEFALSEFALSE
4823
10.1021/acs.orglett.0c01905
Ir-Catalyzed Reversible Acceptorless Dehydrogenation/Hydrogenation of N-Substituted and Unsubstituted Heterocycles Enabled by a Polymer-Cross-Linking Bisphosphine
Palladium-catalysed coupling reactions based on a novel and easy-to-synthesise difluorinated organotrifluoroborate were used to assemble precursors to 6p-electrocyclisations of three different types. Electrocyclisations took place at temperatures between 90 and 240 degrees C, depending on the central component of the pi-system; nonaromatic trienes were most reactive, but even systems that required the temporary dearomatisation of two arenyl subunits underwent electrocyclisation, albeit at elevated temperatures. Photochemical conditions were effective for these more demanding reactions. The package of methods delivered a structurally diverse set of fluorinated arenes, spanning a 20 kcalmol(-1) range of reactivity, by a flexible route.
Org. Lett.57
Iwai, T; Sawamura, M
FALSEFALSETRUETRUE
4824
10.1126/science.aba3823
Microfluidic electrochemistry for single-electron transfer redox-neutral reactions
Pillar[5]arene-based 1-benzylimidazole and 1-(9-anthracenylmethyl)imidazole salts were prepared for the first time as novel class supramolecular NHC ligands. These ligands, together with PdCl2(CH3CN)(2), were used as catalysts in the Heck coupling reactions of styrene and aryl halide derivatives. The 1-(9-anthracenylmethyl)imidazole salt exhibited better catalytic activity than the 1-benzylimidazole salt, owing to the steric bulk of the ligand. The novel pillar[5]arene-based imidazolium salt is a promising supramolecular skeleton for the construction of highly active catalysts. (C) 2016 Elsevier Ltd. All rights reserved.
Science57Jensen, KFFALSEFALSEFALSEFALSE
4825
10.1021/acscatal.0c01470
Diastereoselective sp(3) C-O Bond Formation via Visible Light-Induced, Copper-Catalyzed Cross-Couplings of Glycosyl Bromides with Aliphatic Alcohols
A practical and scalable nickel-catalyzed allylic stannylation of allyl acetates with Bu3SnOMe is described. A variety of acyclic and cyclic allyl acetates, even with base-sensitive moieties, undergoes the stannylation by using NiBr2/4,4'-di-tert-butylbipyridine (dtbpy)/Mn catalyst system to afford highly functionalized allyl stannanes with excellent regioselectivity and yields. Furthermore, the scope of protocol is also extended by the reaction of propargyl acetates, giving rise to propargyl or allenyl stannanes. Additionally, a unique diastereoselectivity using the nickel catalyst different from the palladium was demonstrated for the stannylation of cyclic allyl acetates. In the reaction, inexpensive and stable nickel complexes, abundant reductant (Mn), and atom-economical stannyl source were used.
ACS Catal.57Luo, L; Nguyen, EFALSEFALSEFALSEFALSE
4826
10.1016/j.jorganchem.2020.121199
Diastereomeric P*,N,S-tridentate diamidophosphites with a ferrocene moiety in asymmetric palladium catalysis
We describe here an efficient route for the synthesis of (Z)-vinylic sulfides 3 via the highly regio- and stereoselective coupling of (Z)-1,2-bis(aryl(alkyl)thio)alkenes and Grignard reagents over a Ni catalyst under mild conditions. (Z)-Vinylic sulfides 3 are important intermediates in the synthesis of tri- and tetrasubstituted alkenes that are important construction blocks for drugs and natural products. The directing organosulfur groups (SR) can be converted to diaryl(alkyl) disulfides (RSSR) using H2O2 as oxidant, hence avoiding the waste of sulfur resources. The protocol provides a general method that is highly regio- and stereoselective for the synthesis of a diversity of tri- and tetrasubstituted alkenes.
J. Organomet. Chem.
57Gavrilov, KNFALSEFALSEFALSEFALSE
4827
10.1021/acs.joc.0c00009
Nickel-Catalyzed Intramolecular Desulfitative C-N Coupling: A Synthesis of Aromatic Amines
The hydroxyl groups of naphthol and tauto-merizable phenol derivatives have been substituted by O-, S-, N-, and C-centered nucleophiles under solvent-free reaction conditions. The products are generated in good to excellent yields. para-Toluenesulfonic acid exhibits the best catalytic activity compared to other Bronsted acids. Experimental observations suggest that the reaction proceeds through the intermediacy of the keto tautomer of naphthol. Nucleophilic addition to the carbonyl group followed by elimination of water generates the desired product. The present methodology provides access to substituted naphtho[2,1-b]furan derivatives. The products generated using N-centered nucleophiles can be further transformed to important classes of organic molecules such as benzocarbazole and imidazole derivatives.
J. Org. Chem.57Lian, ZFALSEFALSEFALSEFALSE
4828
10.1002/ejic.202000150
Perfluoropyridine as an Efficient, Tunable Scaffold for Bis(pyrazol-1-yl)pyridine Copper Complexes
Efficient Ni-catalyzed direct cross-couplings of benzylic alcohol derivatives with arylacetonitriles via C-O activation are described. Various alpha-benzylated arylacetonitriles including those with functional groups can be prepared under mild reaction conditions.
Eur. J. Inorg. Chem.57Pennington, WTFALSEFALSEFALSEFALSE
4829
10.1002/anie.202002392
Nickel-Catalyzed Cross-Coupling of Sulfonamides With (Hetero)aryl Chlorides
The preparation of functionalized 1,1-dibromoalkenyl phosphates is described. The protocol developed for their preparation is based on the generation of enolates from alpha,alpha-dibromoketones followed by a reaction with dialkyl chlorophosphates. The procedure tolerates various functional groups including ester, ketone, and nitrile, and the yields are generally high. [GRAPHICS] .
Angew. Chem.-Int. Edit.
57Stradiotto, MFALSEFALSEFALSEFALSE
4830
10.1039/d0ob00110d
Synthesis and antiproliferative activity of 6-naphthylpterocarpans
Herein, we report the synthesis of polyfunctional BODIPY building blocks suitable to be subjected to several reaction sequences with complete chemoselectivity, thereby allowing the preparation of complex BODIPY derivatives in a versatile and programmable manner. The reactions included the Liebeskind-Srogl cross-coupling reaction (LSCC), nucleophilic aromatic substitution (SNAr), Suzuki, Sonogashira, and Stille couplings, and a desulfitative reduction of the MeS group. This novel synthetic protocol is a powerful route to design a library of compounds with tailored photophysical properties for advanced applications. In this context, it is noteworthy that it offers a straightforward and cost-effective strategy to shift the BODIPY emission deep into the near-infrared spectral region while retaining high fluorescence quantum yields as well as highly efficient and stable laser action. These new dyes outperform the lasing behaviour of dyes considered as benchmarks over the red spectral region, overcoming the important drawbacks associated with these commercial laser dyes, namely low absorption at the standard pump wavelengths (355 and 532 nm) and/or poor photostability.
Org. Biomol. Chem.57
Mandi, A; Kurtan, T
FALSEFALSEFALSEFALSE
4831
10.1021/acs.orglett.0c00465
Nickel-Catalyzed Asymmetric Friedel-Crafts Propargylation of 3-Substituted Indoles with Propargylic Carbonates Bearing an Internal Alkyne Group
Background: Substituted-silyl thiophene carboxylates are important intermediates for the synthesis of substituted-silyl thiophene carboxamides which have been found to show high biological activities. Methods: Using alpha-mercapto ketones and 3-(substituted-silyl) propiolates as raw materials, 2-(substituted-silyl) thiophene-3-carboxylates could be synthesized smoothly via cycloaddition reaction catalyzed by potassium tert-butoxide. Results: A small library of target compounds was prepared under optimized reaction conditions in moderate to good yields. The reaction mechanism has been proposed. Conclusion: Potassium tert-butoxide is an environmentally friendly and efficient catalyst for the cycloaddition reaction of alpha-mercapto ketones and 3-(substituted-silyl) propiolates. This methodology provides ready access to 2-(substituted-silyl) thiophene-3-carboxylic acids which can be serve as the raw materials of 2-(substituted-silyl) thiophene-3-carboxamide and other pharmaceutically intriguing compounds.
Org. Lett.57
Tsuji, H; Kawatsura, M
FALSEFALSEFALSEFALSE
4832
10.1039/c9qo01095e
C-F bond arylation of fluoroarenes catalyzed by Pd-0 phosphine complexes: theoretical insight into regioselectivity, reactivity, and prediction of ligands
Org. Chem. Front.57Zhong, RLFALSEFALSEFALSEFALSE
4833
10.1021/acs.joc.9b02282
Chiral alpha-Amino Acid/Palladium-Catalyzed Asymmetric Allylation of alpha-Branched beta-Ketoesters with Allylic Amines: Highly Enantioselective Construction of All-Carbon Quaternary Stereocenters
J. Org. Chem.57Tian, SKFALSEFALSEFALSEFALSE
4834
10.1002/jcc.26099
Mechanistic Study of Unprecedented Highly Regioselective Hydrocyanation of Terminal Alkynes: Insight into the Origins of the Regioselectivity and Ligand Effects
J. Comput. Chem.57
Yang, YH; Zhao, LL
FALSEFALSEFALSEFALSE
4835
10.1021/jacs.9b07489
Site-Selective Catalytic Deaminative Alkylation of Unactivated Olefins
J. Am. Chem. Soc.57Martin, RFALSEFALSEFALSEFALSE
4836
10.1002/advs.201901551
DNA-Encoded Libraries: Aryl Fluorosulfonates as Versatile Electrophiles Enabling Facile On-DNA Suzuki, Sonogashira, and Buchwald Reactions
Adv. Sci.57Yang, GFALSETRUEFALSEFALSE
4837
10.1039/c9cc04795f
Pd-Catalyzed decarboxylative cross-coupling reactions of epoxides with alpha,beta-unsaturated carboxylic acids
Chem. Commun.57Lu, XYFALSEFALSEFALSEFALSE
4838
10.1002/ejoc.201900566
Nucleophile Screening in Anion-Binding Reissert-Type Reactions of Quinolines with Chiral Tetrakis(triazole) Catalysts
Eur. J. Org. Chem.57Mancheno, OGFALSEFALSEFALSEFALSE
4839
10.1002/aoc.5192
Nickel-Catalyzed Decarboxylative C-Si Bond Formation: A Regioselective Cross-Coupling Between Trialkyl Silanes and alpha,beta-Unsaturated Carboxylic Acids
Appl. Organomet. Chem.
57Kandasamy, JFALSEFALSEFALSEFALSE
4840
10.1002/anie.201906000
Ketones from Nickel-Catalyzed Decarboxylative, Non-Symmetric Cross-Electrophile Coupling of Carboxylic Acid Esters
Angew. Chem.-Int. Edit.
57Weix, DJFALSETRUEFALSEFALSE
4841
10.1021/jacs.9b04551
Catalytic Enantioselective Pinacol and Meinwald Rearrangements for the Construction of Quaternary Stereocenters
J. Am. Chem. Soc.57Zhu, JPFALSEFALSEFALSEFALSE
4842
10.1002/ejoc.201900844
SO2F2-Activated Efficient Beckmann Rearrangement of Ketoximes for Accessing Amides and Lactams
Eur. J. Org. Chem.57Ding, CRFALSEFALSEFALSEFALSE
4843
10.1039/c9cc03737c
Nickel-catalyzed monofluoromethylation of (hetero)aryl bromides via reductive cross-coupling
Chem. Commun.57Wang, XSFALSEFALSEFALSEFALSE
4844
10.1021/acs.orglett.9b01120
Nickel-Catalyzed 1,2-Arylboration of Vinylarenes
Org. Lett.57Yin, GYFALSEFALSEFALSEFALSE
4845
10.1039/c9cc02989c
Room temperature N-heterocyclic carbene manganese catalyzed selective N-alkylation of anilines with alcohols
Chem. Commun.57Ke, ZFFALSEFALSEFALSEFALSE
4846
10.1002/aoc.4914
Palladium-catalyzed decarboxylative coupling of ,-unsaturated carboxylic acids with aryl tosylates
Appl. Organomet. Chem.
57Zhang, WFALSEFALSEFALSEFALSE
4847
10.1039/c9dt00450e
DFT studies on mechanistic origins of ligand-controlled selectivity in Pd-catalyzed non-decarbonylative and decarbonylative reductive conversion of acyl fluoride
Dalton Trans.57Xie, HJFALSEFALSEFALSEFALSE
4848
10.1039/c8ob02977f
An atom efficient synthesis of tamoxifen
Org. Biomol. Chem.57Feringa, BLFALSEFALSEFALSEFALSE
4849
10.1016/j.tetlet.2018.12.022
Acid-promoted cyclization of 2-propynolphenols leading to 4-tosyloxy-2H-chromenes
Tetrahedron Lett.57Xiao, QFALSEFALSEFALSEFALSE
4850
10.1039/c8nj04157a
Synthesis, characterization and first application of covalently immobilized nickel-porphyrin on graphene oxide for Suzuki cross-coupling reaction
New J. Chem.57Shiri, AFALSEFALSEFALSEFALSE
4851
10.1002/chem.201803402
An Iron-Based Long-Lived Catalyst for Direct C-H Arylation of Arenes and Heteroarenes
Chem.-Eur. J.57Mandal, SKFALSEFALSEFALSEFALSE
4852
10.1021/acscatal.8b03396
Nickel-Catalyzed Decarboxylative Alkylation of Aryl Iodides with Anhydrides
ACS Catal.57Liao, XBFALSEFALSEFALSEFALSE
4853
10.1021/acscatal.8b02591
Boronic Acid Catalyzed Regioselective Aminolysis of 3,4-Epoxy Alcohols
ACS Catal.57Wang, CFALSEFALSEFALSEFALSE
4854
10.1021/acs.orglett.8b02526
Cobalt-Catalyzed Aerobic Oxidative C-H/C-H Cross-Coupling of Unactivated Arenes for the Synthesis of Biaryls
Org. Lett.57Zhang, YHFALSEFALSEFALSEFALSE
4855
10.1002/chem.201801492
Direct Amination of Alcohols Catalyzed by Aluminum Triflate: AnExperimental and Computational Study
Chem.-Eur. J.57
Wischert, R; Pera-Titus, M
FALSEFALSEFALSEFALSE
4856
10.1002/chem.201803574
Remote Nucleophilic Allylation by Allylrhodium Chain Walking
Chem.-Eur. J.57Lam, HWFALSEFALSEFALSEFALSE
4857
10.1038/s41467-018-05638-y
One-pot aminobenzylation of aldehydes with toluenes
Nat. Commun.57
Mao, JY; Walsh, PJ
FALSEFALSEFALSEFALSE
4858
10.1021/acscatal.8b01960
Manganese-Catalyzed beta-Alkylation of Secondary Alcohols with Primary Alcohols under Phosphine-Free Conditions
ACS Catal.57Yu, ZKFALSEFALSEFALSEFALSE
4859
10.1039/c8ob01034j
Nickel-catalyzed cyanation of phenol derivatives activated by 2,4,6-trichloro-1,3,5-triazine
Org. Biomol. Chem.57Wang, L; He, MYFALSEFALSEFALSEFALSE
4860
10.1039/c7cy02362f
Homodimerization of 2H-chromenes catalyzed by BrOnsted-acid derived UiO-66 MOFs
Catal. Sci. Technol.57Du, X; Luan, YFALSEFALSEFALSEFALSE
4861
10.1002/adsc.201800437
Chlorotrimethylsilane and Sodium Iodide: A Remarkable Metal-Free Association for the Desulfurization of Benzylic Dithioketals under Mild Conditions
Adv. Synth. Catal.57
Alami, M; Provot, O
FALSEFALSEFALSEFALSE
4862
10.1038/s41467-018-04646-2
Nickel-catalyzed reductive thiolation and selenylation of unactivated alkyl bromides
Nat. Commun.57Wang, SY; Ji, SJFALSEFALSEFALSEFALSE
4863
10.1038/s41929-018-0081-x
Iron-catalysed substrate-directed Suzuki biaryl cross-coupling
Nat. Catal.57Bedford, RBFALSEFALSEFALSEFALSE
4864
10.1039/c8qo00156a
Palladium-catalysed coupling of alpha-halo vinylphosphonate and alpha-phosphonovinyl sulfonate with alkylzincs: straightforward and versatile synthesis of alpha-alkyl vinylphosphonates
Org. Chem. Front.57Li, RFFALSEFALSEFALSEFALSE
4865
10.1021/jacs.7b13220
Ni-Catalyzed Site-Selective Dicarboxylation of 1,3-Dienes with CO2
J. Am. Chem. Soc.57Martin, RFALSEFALSEFALSEFALSE
4866
10.1021/acs.organomet.7b00812
Baldwin-Type Rules for Metal-Controlled Intramolecular Migratory Insertions. A Computational Study of Ni, Pd, and Pt Case
Organometallics57
Gomez-Bengoa, E
FALSEFALSEFALSEFALSE
4867
10.1021/jacs.7b06185
Total Syntheses of Scaparvins B, C, and D Enabled by a Key C-H Functionalization
J. Am. Chem. Soc.57Snyder, SAFALSEFALSEFALSEFALSE
4868
10.1039/c7gc02804k
K-10 montmorillonite-catalyzed solid phase diazotizations: environmentally benign coupling of diazonium salts with aromatic hydrocarbons to biaryls
Green Chem.57Torok, BFALSEFALSEFALSEFALSE
4869
10.1002/anie.201706534
Radical Hydrodehalogenation of Aryl Bromides and Chlorides with Sodium Hydride and 1,4-Dioxane
Angew. Chem.-Int. Edit.
57Studer, AFALSEFALSEFALSEFALSE
4870
10.1002/anie.201705521
Nickel-Catalyzed Reductive Allylation of Tertiary Alkyl Halides with Allylic Carbonates
Angew. Chem.-Int. Edit.
57Gong, HGFALSEFALSEFALSEFALSE
4871
10.1021/acs.orglett.5b03230
Assembly of Primary (Hetero)Arylamines via Cul/Oxalic Diamide-Catalyzed Coupling of Aryl Chlorides and Ammonia
Org. Lett.57Ma, DWFALSEFALSEFALSEFALSE
4872
10.1055/s-0035-1560175
Nucleophilic Substitution Reaction of Pyrimidin-2-yl Phosphates Using Amines and Thiols as Nucleophiles Mediated by PEG-400 as an Environmentally Friendly Solvent
Synthesis57Wang, XCFALSEFALSEFALSEFALSE
4873
10.1021/acs.orglett.5b02716
Nickel-Catalyzed Reductive Cross-Coupling of (Hetero)Aryl Iodides with Fluorinated Secondary Alkyl Bromides
Org. Lett.57Jiang, ZXFALSEFALSEFALSEFALSE
4874
10.1002/asia.201500599
Mechanism of Nickel(II)-Catalyzed Oxidative C(sp(2))-H/C(sp(3))-H Coupling of Benzamides and Toluene Derivatives
Chem.-Asian J.57Yu, HZFALSEFALSEFALSEFALSE
4875
10.1016/j.poly.2014.03.028
A series of silver(I) complexes with bis[2-(diphenylphosphino)phenyl]ether (DPEphos) and bis(diphenylphosphino)ethane (dppe): Synthesis, structural characterization and photophysical properties
Polyhedron57Jin, QHFALSEFALSEFALSEFALSE
4876
10.1016/j.tet.2014.08.035
Negishi cross-coupling of arenediazonium o-benzenedisulfonimides
Tetrahedron57Dughera, SFALSEFALSEFALSEFALSE
4877
10.1021/ja508067c
Nickel-Catalyzed Asymmetric Reductive Cross-Coupling Between Vinyl and Benzyl Electrophiles
J. Am. Chem. Soc.57Reisman, SEFALSETRUEFALSEFALSE
4878
10.1021/ol501180q
Beyond Directed Ortho Metalation: Ruthenium-Catalyzed Amide-Directed C-Ar-N Activation/C-C Coupling Reaction of Anthranilamides with Organoboronates
Org. Lett.57Snieckus, VFALSEFALSEFALSEFALSE
4879
10.1021/ja406730t
Diaminophosphine Oxide Ligand Enabled Asymmetric Nickel-Catalyzed Hydrocarbamoylations of Alkenes
J. Am. Chem. Soc.57Cramer, NFALSEFALSEFALSEFALSE
4880
10.1016/j.jorganchem.2013.03.021
(IPr)Pd(pydc) (pydc = pyridine-2,6-dicarboxylate) - A highly active precatalyst for the sterically hindered C-N coupling reactions
J. Organomet. Chem.
57Xu, XHFALSEFALSEFALSEFALSE
4881
10.1002/ajoc.201300077
Iridium/NMDPP Catalyzed Asymmetric Ring-Opening Reaction of Oxabenzonorbornadienes with Phenolic or Naphtholic Nucleophiles
Asian J. Org. Chem.57Wang, JFALSEFALSEFALSEFALSE
4882
10.1021/ja3089422
Nickel-Catalyzed Cross Couplings of Benzylic Ammonium Salts and Boronic Acids: Stereospecific Formation of Diarylethanes via C-N Bond Activation
J. Am. Chem. Soc.57Watson, MPFALSEFALSEFALSEFALSE
4883
10.1002/adsc.201200334
Microwave-Assisted One-Step Synthesis of Acetophenones via Palladium-Catalyzed Regioselective Arylation of Vinyloxytrimethylsilane
Adv. Synth. Catal.57Liu, HFALSEFALSEFALSEFALSE
4884
10.1021/ja306062c
Decarbonylative C-H Coupling of Azoles and Aryl Esters: Unprecedented Nickel Catalysis and Application to the Synthesis of Muscoride A
J. Am. Chem. Soc.57Yamaguchi, JFALSEFALSEFALSEFALSE
4885
10.1021/ol300450j
Synthesis of a Wide Range of Thioethers by Indium Triiodide Catalyzed Direct Coupling between Alkyl Acetates and Thiosilanes
Org. Lett.57Baba, AFALSEFALSEFALSEFALSE
4886
10.1002/adsc.201100669
Enantioselective alpha-Arylation of Cyclic Ketones Catalyzed by a Combination of an Unmodified Cinchona Alkaloid and a Palladium Complex
Adv. Synth. Catal.57Glorius, FFALSEFALSEFALSEFALSE
4887
10.1002/anie.201204275
Copper-Catalyzed Cross-Coupling of Functionalized Alkyl Halides and Tosylates with Secondary and Tertiary Alkyl Grignard Reagents
Angew. Chem.-Int. Edit.
57Hu, XLFALSEFALSEFALSEFALSE
4888
10.1002/adsc.201100101
A Highly Practical and Reliable Nickel Catalyst for Suzuki-Miyaura Coupling of Aryl Halides
Adv. Synth. Catal.57Han, FSFALSEFALSEFALSEFALSE
4889
10.1021/ja200270k
A Structure-Activity Study of Ni-Catalyzed Alkyl-Alkyl Kumada Coupling. Improved Catalysts for Coupling of Secondary Alkyl Halides
J. Am. Chem. Soc.57Hu, XLFALSEFALSEFALSEFALSE
4890
10.1002/ejoc.201001667
An Efficient Copper-Catalyzed Cross-Coupling Reaction of Thiols with Aryl Iodides
Eur. J. Org. Chem.57Lee, CFFALSEFALSEFALSEFALSE
4891
10.1016/j.molcata.2011.01.011
Palladium(0) nanoclusters stabilized by poly(4-styrenesulfonic acid-co-maleic acid) as an effective catalyst for Suzuki-Miyaura cross-coupling reactions in water
J. Mol. Catal. A-Chem.
57Metin, OFALSEFALSEFALSEFALSE
4892
10.1039/c0nj01019g
An easy access to styrenes: trans aryl 1,3-, 1,4-and 1,5-dienes, and 1,3,5-trienes by Hiyama cross-coupling catalyzed by palladium nanoparticles
New J. Chem.57Ranu, BCFALSEFALSEFALSEFALSE
4893
10.1039/c1ob06356a
An organocatalytic approach to enantiomerically enriched alpha-arylcyclohexenones and cyclohexanones
Org. Biomol. Chem.57Cid, MBFALSEFALSEFALSEFALSE
4894
10.1002/anie.201103022
Practical One-Pot Preparation of Magnesium Di(hetero)aryl- and Magnesium Dialkenylboronates for Suzuki-Miyaura Cross-Coupling Reactions
Angew. Chem.-Int. Edit.
57Knochel, PFALSEFALSEFALSEFALSE
4895
10.1002/anie.201006763
Synthesis of alpha-Aryl Nitriles through Palladium-Catalyzed Decarboxylative Coupling of Cyanoacetate Salts with Aryl Halides and Triflates
Angew. Chem.-Int. Edit.
57Liu, LFALSEFALSEFALSEFALSE
4896
10.1021/jo101470r
Iridium-Catalyzed Asymmetric Ring Opening of Azabicyclic Alkenes by Amines
J. Org. Chem.57Yang, DQFALSEFALSEFALSEFALSE
4897
10.1016/j.tet.2010.03.062
Novel cyclization cascades to functionalized indanes and tetrahydronaphthalenes
Tetrahedron57Wirth, TFALSEFALSEFALSEFALSE
4898
10.1055/s-2008-1078254
Iodine-catalyzed allylic alkylation of thiols with allylic alcohols
Synlett57Chan, PWHFALSEFALSEFALSEFALSE
4899
10.1002/ejoc.200800007
Benzylic imidazolidinium, 3,4,5,6-tetrahydropyrimidinium and benzimidazolium salts: Applications in ruthenium-catalyzed allylic substitution reactions
Eur. J. Org. Chem.57Bruneau, CFALSEFALSEFALSEFALSE
4900
10.1135/cccc20080705
Preparation of Boc-protected cinnamyl-type alcohols: A comparison of the Suzuki-Miyaura coupling, cross-metathesis, and Horner-Wadsworth-Emmons approaches and their merit in parallel synthesis
Collect. Czech. Chem. Commun.
57Stambasky, JFALSEFALSEFALSEFALSE
4901
10.1016/j.tet.2007.05.064
Polyaniline supported palladium catalyzed Suzuki-Miyaura cross-coupling of bromo- and chloroarenes in water
Tetrahedron57Kantam, MLFALSEFALSEFALSEFALSE
4902
10.1002/chem.200601184
Mechanistic study of a Pd/C-catalyzed reduction of aryl sulfonates using the Mg-MeOH-NH4OAc system
Chem.-Eur. J.57Sajiki, HFALSEFALSEFALSEFALSE
4903
10.1055/s-2005-871936
A simple copper salt-catalyzed synthesis of unsymmetrical diaryl selenides and tellurides from arylboronic acids with diphenyl diselenide and ditelluride
Synlett57Wang, LFALSEFALSEFALSEFALSE
4904
10.1021/ja0469030
Nickel-catalyzed addition of dimethylzinc to aldehydes across alkynes and 1,3-butadiene: An efficient four-component connection reaction
J. Am. Chem. Soc.57Tamaru, YFALSEFALSEFALSEFALSE
4905
10.1002/adsc.200303207
Highly enantioselective copper-catalyzed allylic alkylation with phosphoramidite ligands
Adv. Synth. Catal.57Feringa, BLFALSEFALSEFALSEFALSE
4906
10.1021/jo971268k
Palladium-catalyzed oxidation of primary and secondary allylic and benzylic alcohols
J. Org. Chem.57Larock, RCFALSEFALSEFALSEFALSE
4907
10.1039/p19940002273
ASYMMETRIC-SYNTHESIS OF AXIALLY CHIRAL 1,1'-BIPHENYL-2-CARboxYLATES VIA NUCLEOPHILIC AROMATIC-SUBSTITUTION ON 2-MENTHOXYBENZOATES BY ARYL GRIGNARD-REAGENTS
J. Chem. Soc.-Perkin Trans. 1
57FALSEFALSEFALSEFALSE
4908
10.1021/jo00002a039
MECHANICAL ACTIVATION OF MAGNESIUM TURNINGS FOR THE PREPARATION OF REACTIVE GRIGNARD-REAGENTS
J. Org. Chem.57FALSEFALSEFALSEFALSE
4909
10.1002/anie.202116870
Palladium-Catalyzed Tail-to-Tail Reductive Dimerization of Terminal Alkynes to 2,3-Dibranched Butadienes
Angew. Chem.-Int. Edit.
57Li, Y; Bao, MFALSEFALSEFALSEFALSE
4910
10.1039/d1cc06688a
Photoredox catalyzed C-H trifluoroethylamination of heteroarenes
Chem. Commun.57Xu, XH; Qing, FLTRUEFALSEFALSEFALSE
4911
10.1021/acs.orglett.1c04086
Ni-Catalyzed Decarboxylative Silylation of Alkynyl Carbonates: Access to Chiral Allenes via Enantiospecific Conversions
Org. Lett.57Kleij, AWFALSEFALSEFALSEFALSE
4912
10.1039/d1qo01614h
A Ni(ii)-catalyzed reductive cross-coupling reaction of oxalates and thiosulfonates/selenosulfonates
Org. Chem. Front.57Wang, SYFALSEFALSEFALSEFALSE
4913
10.1021/acscatal.1c04732
Scope and Mechanism of the Redox-Active 1,2-Benzoquinone Enabled Ruthenium-Catalyzed Deaminative alpha-Alkylation of Ketones with Amines
ACS Catal.57Yi, CSFALSEFALSEFALSEFALSE
4914
10.1021/acs.joc.1c02290
Synthesis of Enantioenriched 3,4-Disubstituted Chromans through Lewis Base Catalyzed Carbosulfenylation
J. Org. Chem.57Denmark, SEFALSEFALSEFALSEFALSE
4915
10.1021/acs.orglett.1c03232
Pd-Catalyzed Double-Decarbonylative Aryl Sulfide Synthesis through Aryl Exchange between Amides and Thioesters
Org. Lett.57Szostak, MFALSEFALSEFALSEFALSE
4916
10.1039/d1ob01619a
MeOTf/KI-catalyzed efficient synthesis of 2-arylnaphthalenes via cyclodimerization of styrene oxides
Org. Biomol. Chem.57Chen, C; Xi, CJFALSEFALSEFALSEFALSE
4917
10.1021/jacs.1c06614
Enantioconvergent Arylation of Racemic Secondary Alcohols to Chiral Tertiary Alcohols Enabled by Nickel/N-Heterocyclic Carbene Catalysis
J. Am. Chem. Soc.57Shi, SLFALSEFALSEFALSEFALSE
4918
10.1039/d1dt01716k
Synthesis and catalytic activity of palladium complexes bearing N-heterocyclic carbenes (NHCs) and 1,4,7-triaza-9-phosphatricyclo[5.3.2.1]tridecane (CAP) ligands
Dalton Trans.57Nolan, SPFALSEFALSEFALSEFALSE
4919
10.1016/j.cej.2021.130342
Bio-inspired Ni dinuclear complexes as heterogeneous catalysts for hydrogen evolution
Chem. Eng. J.57
Cabrera-Garcia, A
FALSEFALSEFALSEFALSE
4920
10.1021/acs.joc.1c00510
[(PPh3)(2)NiCl2]-Catalyzed C-N Bond Formation Reaction via Borrowing Hydrogen Strategy: Access to Diverse Secondary Amines and Quinolines
J. Org. Chem.57Rit, AFALSEFALSEFALSEFALSE
4921
10.1039/d1cc01381e
Acyl fluorides as direct precursors to fluoride ketyl radicals: reductive deuteration using SmI2 and D2O
Chem. Commun.57An, JFALSEFALSEFALSEFALSE
4922
10.1038/s41929-021-00589-y
Mechanistic investigation of Rh(i)-catalysed asymmetric Suzuki-Miyaura coupling with racemic allyl halides
Nat. Catal.57
Claridge, TDW; Paton, RS; Fletcher, SP
FALSEFALSEFALSEFALSE
4923
10.1021/acs.orglett.1c00812
Cu-Catalyzed Oxidative Allylic C-H Arylation of Inexpensive Alkenes with (Hetero)Aryl Boronic Acids
Org. Lett.57
Hoarau, C; Schneider, C
FALSEFALSEFALSEFALSE
4924
10.1039/c7dt01912b
Heteroleptic nickel(II)-diNHC complexes and an unusual 'reverse' carbene-transfer reaction to silver(I)
Dalton Trans.57Huynh, HVFALSEFALSEFALSEFALSE
4925
10.1002/hc.21397
C-O and C-S coupling reaction of 1,2-di(pyrimidin-2-yl) disulfides with phenols/thiophenols promoted by copper(I) chloride
Heteroatom Chem.57Quan, ZJFALSEFALSEFALSEFALSE
4926
10.1021/acs.joc.7b00481
Multiple Approaches to the In Situ Generation of Anhydrous Tetraalkylammonium Fluoride Salts for SNAr Fluorination Reactions
J. Org. Chem.57Sanford, MSFALSEFALSEFALSEFALSE
4927
10.1021/acs.orglett.7b00429
Metal-Free Transamidation of Secondary Amides via Selective N-C Cleavage under Mild Conditions
Org. Lett.57Szostak, MFALSEFALSEFALSEFALSE
4928
10.1039/c6gc03465a
A copper-catalyzed oxidative coupling reaction of arylboronic acids, amines and carbon dioxide using molecular oxygen as the oxidant
Green Chem.57Qi, CR; Jiang, HFFALSEFALSEFALSEFALSE
4929
10.1016/j.jorganchem.2016.10.040
POBOP pincer complexes of nickel(II): Synthesis and B-H activation of the carborane ligand upon oxidation with iodine
J. Organomet. Chem.
57Peryshkov, DVFALSEFALSEFALSEFALSE
4930
10.1080/10610278.2017.1288910
Ratiometric electrochemical detection of Pd center dot center dot center dot interactions: application towards electrochemical molecular logic gates
Supramol. Chem.57Goggins, SFALSEFALSEFALSEFALSE
4931
10.1021/jacs.6b09580
Palladium-Catalyzed Enantioselective alpha-Arylation of alpha-Fluoroketones
J. Am. Chem. Soc.57Zhou, JSFALSEFALSEFALSEFALSE
4932
10.1021/jacs.6b10351
Alkyl Bromides as Mild Hydride Sources in Ni-Catalyzed Hydroamidation of Alkynes with Isocyanates
J. Am. Chem. Soc.57Martin, RFALSEFALSEFALSEFALSE
4933
10.1021/acs.orglett.6b02550
Arylation, Vinylation, and Alkynylation of Electron-Deficient (Hetero)arenes Using Iodonium Salts
Org. Lett.57Wang, QFALSETRUEFALSEFALSE
4934
10.1002/cctc.201600589
Catalyst-Triggered Highly Selective C-S and C-Se Bond Formation by C-H Activation
ChemCatChem57Li, WMFALSEFALSEFALSEFALSE
4935
10.1021/acs.orglett.6b00819
C-O/C-H Coupling of Polyfluoroarenes with Aryl Carbamates by Cooperative Ni/Cu Catalysis
Org. Lett.57Shi, ZJFALSEFALSEFALSEFALSE
4936
10.1002/anie.201601930
Radical Hydrodeiodination of Aryl, Alkenyl, Alkynyl, and Alkyl Iodides with an Alcoholate as Organic Chain Reductant through Electron Catalysis
Angew. Chem.-Int. Edit.
57Studer, AFALSETRUEFALSEFALSE
4937
10.1002/ejoc.201501556
Nickel-Catalysed Bis-Allylation of Activated Nucleophiles with Allyl Alcohol
Eur. J. Org. Chem.57
Sauthier, M; Bonin, H
FALSEFALSEFALSEFALSE
4938
10.1039/c6gc01113f
Sustainable, inexpensive and easy-to-use access to the super-reductant e(aq)(center dot-) through 355 nm photoionization of the ascorbate dianion-an alternative to radiolysis or UV-C photochemistry
Green Chem.57Goez, MFALSEFALSEFALSEFALSE
4939
10.1039/c5nj03450g
A 2-((4-Arylpiperazin-1-yl)methyl)phenol ligated Pd(II) complex: an efficient, versatile catalyst for Suzuki-Miyaura cross-coupling reactions
New J. Chem.57Keesara, SFALSEFALSEFALSEFALSE
4940
10.1002/ejoc.202100005
BH3 . Me2S: An Alternative Hydride Source for NiH-Catalyzed Reductive Migratory Hydroarylation and Hydroalkenylation of Alkenes
N-Heterocyclic carbenes (NHCs) are widely used as ligands in catalysis by transition metal complexes. The catalytic activity of transition metal NHC complexes is much higher than that of the transition metal complexes bearing the phosphine and nitrogen-containing ligands. They show excellent catalytic performance in different transformations of the organic compounds, especially in the carbon-carbon and carbon-element bond forming reactions. Palladium NHC complexes are very efficient catalysts for the cross-coupling reactions. On the other hand, nickel is less expensive and regarded as a promising alternative to palladium and, therefore, it attracts increasing attention from the researches. The present review is focused on the recent advances in the synthesis of N-heterocyclic carbene complexes of nickel and palladium and their application in catalysis of cross-coupling reactions of organic, organoelement and organometallic compounds with organic halides.
Eur. J. Org. Chem.56Gong, HGFALSEFALSEFALSEFALSE
4941
10.1021/acs.orglett.1c00190
Deoxyfluorination of Carboxylic Acids with CpFluor: Access to Acyl Fluorides and Amides
The present work demonstrates the C-S cross-coupling reaction between aryl halides and thiols using nickel nanoparticles (Ni NPs) supported on reduced graphene oxide (Ni/RGO) as a heterogeneous catalyst. It is observed that the uniformly dispersed Ni NPs supported on RGO could exhibit excellent catalytic activity in C-S cross-coupling reactions and the catalytic application is generalized with diverse coupling partners. Although the electron-rich planar RGO surface helps in stabilizing the agglomeration-free Ni NPs, the catalytic process is found to occur involving Ni(II) species and the recovered catalyst containing both Ni(0)/Ni(II) species is equally efficient in recycle runs. A correlation of loading of Ni species, size of NPs and the intermediate Ni-related heterostructures formed during the catalytic process has been established for the first time, and found to be best in the C-S cross-coupling reaction for Ni(0) and Ni(II) NPs of the average sizes 11-12 nm and 4 nm, respectively.
Org. Lett.56Hu, JBFALSEFALSEFALSEFALSE
4942
10.1039/d0sc06056a
Nickel-catalyzed C-O/N-H, C-S/N-H, and C-CN/N-H annulation of aromatic amides with alkynes: C-O, C-S, and C-CN activation
We report Ni-catalyzed formal carboacylation of o-allylbenzamides with arylboronic acid pinacol esters. The reaction is triggered by oxidative addition of an activated amide C-N bond to a Ni(0) catalyst and proceeds via alkene insertion into a Ni(II)-acyl bond. The exo-selective carboacylation reaction generates 2-benzy-12,3-dihydro-1H-inden-1-ones in moderate to high yields (46-99%) from a variety of arylboronic acid pinacol esters and substituted o-allylbenzamides. These results show that amides are practical substrates for alkene carboacylation via amide C-N bond activation) and this approach bypasses challenges associated with alkene carboacylation triggered by C-C bond activation.
Chem. Sci.56Chatani, NFALSEFALSEFALSEFALSE
4943
10.1002/anie.202012877
Light-Promoted C-N Coupling of Aryl Halides with Nitroarenes
A bimetallic system consisting of Cu-carbene and Mn-carbonyl co-catalysts was employed for carbonylative C-C coupling of arylboronic esters with alkyl halides, allowing for the convergent synthesis of ketones. The system operates under mild conditions and exhibits complementary reactivity to Pd catalysis. The method is compatible with a wide range of arylboronic ester nucleophiles and proceeds smoothly for both primary and secondary alkyl iodide electrophiles. Preliminary mechanistic experiments corroborate a hypothetical catalytic mechanism consisting of co-dependent cycles wherein the Cu-carbene co-catalyst engages in transmetallation to generate an organocopper nucleophile, while the Mn-carbonyl co-catalyst activates the alkyl halide electrophile by single-electron transfer and then undergoes reversible carbonylation to generate an acylmanganese electrophile. The two cycles then intersect with a heterobimetallic, product-releasing C-C coupling step.
Angew. Chem.-Int. Edit.
56Xue, DFALSEFALSEFALSEFALSE
4944
10.1021/acs.orglett.0c02614
Asymmetric Synthesis of gamma-Secondary Amino Alcohols via a Borrowing-Hydrogen Cascade
While phenyl vinyl ether does not react with [Ru(eta(4)-1,5-COD)(eta(6)-1,3,5-COT)] (1)/PMe3, the C-O bond cleavage of phenyl vinyl ether occurs by 1/PMe3 in the presence of water to give a tris(mu-hydroxo) diruthenium(II) complex [(Me3P)(3)Ru(mu-OH)(3)Ru(PMe3)(3)](+)[OPh](-)center dot HOPh (3 center dot HOPh) with evolution of ethylene. The molecular structure of 3 center dot HOPh is unequivocally determined by X-ray analysis. The most likely mechanism for the formation of 3 center dot HOPh is protonation of [Ru(eta(4)-1,5-COD)(PMe3)(3)] (2c) by water and subsequent insertion of phenyl vinyl ether into the resulting Ru-H bond followed by the beta-phenoxide elimination and hydrolysis and dimerization of the phenoxoruthenium(II) species. Complex 3 acts as a catalyst for nitrile hydration. As a typical example, the hydration of benzonitrile was achieved by 3 (1.0 mol%) in 1,4-dioxane at 120 degrees C for 6 h to give benzamide quantitatively. (C) 2016 Elsevier Ltd. All rights reserved.
Org. Lett.56Jin, MY; Xing, XYFALSEFALSEFALSEFALSE
4945
10.1021/acs.orglett.0c01937
Development and Mechanistic Studies of Iron-Catalyzed Construction of Csp(2)-B Bonds via C-O Bond Activation
Owing to the utmost importance of anthracene based phosphonates in multiple branches of science, we offer a direct, metal-free and operationally-simple protocol to access a new family of anthracenylphosphonates, i.e., diethyl ((10-arylanthracen- 9-yl) methyl) phosphonates by Friedel-Crafts (FC) type arylation reactions of easily accessible corresponding alpha-hydroxyphosphonate with arenes (1.2 equiv only) in the presence of inexpensive acid. The scope has been extended with both activated and unactivated arenes including haloanisoles, hetero-arenes and biphenyl at room temperature. Unexpectedly, under identical reaction conditions, pyrene afforded the a-pyrene substituted anthracenylphosphonates. Furthermore, these anthracenyl along with recently reported naphthyl phosphonates were screened for their activities against murine melanoma cell lines (skin cancer). Initial studies exhibited promising results with the IC50 values in the range of 9.46-96 mm for anthracenylphosphonates and 15-38 mm for naphthylphosphonates.
Org. Lett.56Feng, ZFALSEFALSEFALSEFALSE
4946
10.1021/acs.joc.0c00845
Pyridine-Enabled C-N Bond Activation for the Rapid Construction of Amides and 4-Pyridylglyoxamides by Cooperative Palladium/Copper Catalysis
A nickel/N-heterocyclic carbene catalytic system has been established for decarbonylative borylation of amides with B(2)nep(2) by C-N bond activation. This transformation shows good functional-group compatibility and can serve as a powerful synthetic tool for late-stage borylation of amide groups in complex compounds. More importantly, as a key intermediate, the structure of an acyl nickel complex was first confirmed by X-ray analysis. Furthermore, the decarbonylative process was also observed. These findings confirm the key mechanistic features of the acyl C-N bond activation process.
J. Org. Chem.56
Van der Eycken, EV
FALSEFALSEFALSEFALSE
4947
10.1039/d0ob00535e
Synthesis of gem-difluoroalkenes via nickel-catalyzed allylic defluorinative reductive cross-coupling of trifluoromethyl alkenes with epoxides
The direct addition of Csp(2)-H bonds onto polar C=C, C=O, and C=N bonds is both synthetically and mechanistically important, because using aromatic C-H substrates in place of organometallic reagents provides a more direct and atom-economical alternative to many important compounds without the pre-generation of organometallic compounds from stoichiometric halides and the unavoidable generation of stoichiometric metal halide waste. In this account, we summarize our contributions to the transition-metal-catalyzed addition of aromatic C-H bonds to polar C=C, C=O, and C=N bonds via directing-group-assisted regiospecific reactions. These synthetic methods provide efficient access to benzylic alcohols, alkylbenzenes, 3-substituted phthalides, N-substituted phthalimides, N-aryl benzamides, and indene derivatives from commercially available reagents. It is worth noting that valuable heterocycles such as 3-substituted phthalides and N-substituted phthalimides can be obtained in one step by this approach.
Org. Biomol. Chem.56Lu, XYFALSEFALSEFALSEFALSE
4948
10.1021/acs.joc.9b03077
Toward an Air-Stable Triradical with Strong Spin Coupling: Synthesis of Substituted Truxene-5,10,15-triyl
We report on combined structural, kinetic, and computational studies unraveling the mechanism of a unique, highly selective intramolecular C(sp(2))-OMe cleavage/C(sp(2))-C(sp(2)) coupling tandem reaction in group 3 metal (Y and Sc) complexes of amidine-amidopyridinate ligands. The latter process represents a rare stoichiometric model of the nonredox cleavage of inert C(sp(2))-O bonds relevant to cross-coupling reactions of aromatic ethers catalyzed by late transition metals.
J. Org. Chem.56Zhao, DHFALSEFALSEFALSEFALSE
4949
10.1016/j.jcat.2020.02.021
Exploring the coordination confinement effect of divalent palladium/zero palladium doped polyaniline-networking: As an excellent-performance nanocomposite catalyst for C-C coupling reactions
A cost-effective, operationally simple and eco-compatible protocol for the one-pot synthesis of photochromic pyrans by the reaction of propargyl alcohols as well as propargyl ethers with differently substituted phenols under ambient atmosphere in aqueous medium has been developed using beta-cyclo-dextrin hydrate as an efficient, recyclable and stable catalyst. This is the first report where beta-cyclodextrin hydrate acted as a catalyst for an organic transformation but beta-cyclodextrin alone failed.
J. Catal.56Liu, WYFALSEFALSEFALSEFALSE
4950
10.1021/jacs.9b13684
Ru(II)-Catalyzed Amination of Aryl Fluorides via eta(6)-Coordination
Four types of ruthenium-catalyzed stereoselective allylic substitutions of monosubstituted allylic esters have been discussed. (1) Highly linear selective allylic alkylation of both branch and linear type allylic acetates with malonate anion by 2-DPPBA ligated Ru-3(CO)(12) catalyst, and the structure and reactivity of pi-allylruthenium intermediate. (2) Highly linear selective allylic amination of both branch and linear type allylic acetates by 2-DPPBA ligated Ru-3(CO)(12) catalyst. (3) Selecitve substitution at the position originally substituted with leaving group in the allylic alkylation of mono- and disubstituted allylic esters with malonate anion by [RuCl2(P-cymene)](2) with PPh3 or 2-DPPBA catalyst, and the chirality transfer of the optically active allylic esters to the allylic alkylated products. (4) Regio- and enantioselective allylic amination of racemic monosubstituted allylic esters with aliphatic secondary amines by RuCl3 with (S,S)-ip-pybox catalyst
J. Am. Chem. Soc.56Shi, HFALSEFALSEFALSEFALSE
4951
10.1002/anie.202000224
Amide Synthesis by Nickel/Photoredox-Catalyzed Direct Carbamoylation of (Hetero)Aryl Bromides
2-Phenylquinolines, 2-phenyl-3-methyl-quinolines, and 2-phenyl-3-ethylquinolines were synthesized in high yields (78-90%) by the reaction of aniline, benzylamine, aliphatic alcohols (ethanol, n-propanol, n-butanol), and CCl4 catalyzed by FeCl(3)6H(2)O in tetrachloromethane.
Angew. Chem.-Int. Edit.
56Melchiorre, PTRUEFALSEFALSEFALSE
4952
10.1039/c9cc08663c
Palladium-catalyzed denitrative Sonogashira-type cross-coupling of nitrobenzenes with terminal alkynes
Chem. Commun.56Yang, YD; You, JSFALSEFALSEFALSEFALSE
4953
10.1016/j.poly.2019.114269
Exploration of the mechanism and scope of the Cul/DABCO catalysed C-S coupling reaction
Polyhedron56Anilkumar, GFALSEFALSEFALSEFALSE
4954
10.1016/j.mencom.2020.01.010
First P-star,S-bidentate diamidophosphite ligand in Pd-catalyzed asymmetric reactions
Mendeleev Commun.
56
Gavrilov, KN; Goulioukina, NS
FALSEFALSEFALSEFALSE
4955
10.1080/16583655.2020.1843872
DFT evaluation of the effects of OH, NH2 and Br substituents on the properties of 2,2 '-bipyridine derivatives
J. Taibah Univ. Sci.56Popoola, SAFALSEFALSEFALSEFALSE
4956
10.1021/acs.orglett.9b03170
Ni-Catalyzed Cycloisomerization between 3-Phenoxy Acrylic Acid Derivatives and Alkynes via Intramolecular Cleavage and Formation of the C-O Bond To Give 2,3-Disubstituted Benzofurans
Org. Lett.56Arisawa, MFALSEFALSEFALSEFALSE
4957
10.1039/c9cy01239g
Theoretical study of the ligand effect on NHC-cobalt-catalyzed hydrogenation of ketones Electronic supplementary information (ESI) available
Catal. Sci. Technol.56Wu, KBFALSETRUEFALSEFALSE
4958
10.1021/acs.orglett.9b03030
Nonbifunctional Outer-Sphere Strategy Achieved Highly Active alpha-Alkylation of Ketones with Alcohols by N-Heterocyclic Carbene Manganese (NHC-Mn)
Org. Lett.56Ke, ZFFALSEFALSEFALSEFALSE
4959
10.1039/c9ra05346h
SO2F2 mediated cascade dehydrogenative Morita-Baylis-Hillman reaction of the C(sp(3))-H of primary alcohols with the C(sp(2))-H of electron-deficient olefins for the assembly of allylic alcohols
RSC Adv.56Sun, B; Qin, HLFALSEFALSEFALSEFALSE
4960
10.1021/acs.orglett.9b02273
Photocatalytic Reductive Formation of alpha-Tertiary Ethers from Ketals
Org. Lett.56Dixon, DJTRUEFALSEFALSEFALSE
4961
10.1002/cctc.201900047
Nickel-Catalyzed Selective Cross-Coupling of Chlorosilanes with Organoaluminum Reagents
ChemCatChem56
Naganawa, Y; Nakajima, Y
FALSEFALSEFALSEFALSE
4962
10.1021/acs.joc.9b01517
Nickel-Catalyzed Direct Alkenylation of Methyl Heteroarenes with Primary Alcohols
J. Org. Chem.56Baidya, MFALSEFALSEFALSEFALSE
4963
10.1021/acs.organomet.9b00082
A Molecular/Heterogeneous Nickel Catalyst for Suzuki-Miyaura Coupling
Organometallics56Vannucci, AKFALSEFALSEFALSEFALSE
4964
10.1039/c8dt05100c
Synthesis, structure and palladium coordination of ambiphilic, pyridine- and phosphine-tethered N-boryl imine ligands
Dalton Trans.56Arndtsen, BAFALSEFALSEFALSEFALSE
4965
10.1021/acs.orglett.9b01097
Deaminative Reductive Arylation Enabled by Nickel/Photoredox Dual Catalysis
Org. Lett.56Molander, GATRUEFALSEFALSEFALSE
4966
10.1002/anie.201814572
Migratory Arylboration of Unactivated Alkenes Enabled by Nickel Catalysis
Angew. Chem.-Int. Edit.
56Yin, GYFALSEFALSEFALSEFALSE
4967
10.1055/s-0037-1611663
Air-Stable Secondary Phosphine Oxides for Nickel-Catalyzed Cross-Couplings of Aryl Ethers by C-O Activation
Synlett56Ackermann, LFALSEFALSEFALSEFALSE
4968
10.1021/acs.orglett.9b00034
Rhenium-Catalyzed Dehydrogenative Coupling of Alcohols and Amines to Afford Nitrogen-Containing Aromatics and More
Org. Lett.56Kirchner, KFALSEFALSEFALSEFALSE
4969
10.1002/chem.201805175
Sulfuryl Fluoride Mediated Conversion of Aldehydes to Nitriles
Chem.-Eur. J.56Fokin, VVFALSEFALSEFALSEFALSE
4970
10.1016/j.cclet.2018.09.009
Nickel-catalysed C-O bond reduction of 2,4,6-triaryloxy-1,3,5-triazines in 2-methyltetrahydrofuran
Chin. Chem. Lett.56Wang, L; He, MYFALSEFALSEFALSEFALSE
4971
10.1055/s-0037-1610251
Copper-Catalyzed NaBAr (4) -Based N-Arylation of Amines
Synthesis56Peng, YYFALSEFALSEFALSEFALSE
4972
10.1021/acs.orglett.8b03062
Interruption of Formal Schmidt Rearrangement/Hosomi-Sakurai Reaction of Vinyl Azides with Allyl/Propargylsilanes
Org. Lett.56
Zhang, JP; Pan, L
FALSEFALSEFALSEFALSE
4973
10.1002/chem.201803451
Dismantling of Vinyl Ethers by Pentanuclear [(iPr(3)P)Ni](5)H-6: Facile Cooperative C-O, C-C and C-H Activation Pathways
Chem.-Eur. J.56Johnson, SAFALSEFALSEFALSEFALSE
4974
10.1002/zaac.201800151
Phosphine Functionalized NHC Ligands and Their Cyclopentadienide Nickel(II) Complexes
Z. Anorg. Allg. Chem.
56Thiel, WRFALSEFALSEFALSEFALSE
4975
10.1021/acs.orglett.8b02196
Visible-Light-Triggered C-C and C-N Bond Formation by C-S Bond Cleavage of Benzylic Thioethers
Org. Lett.56Masson, GFALSEFALSEFALSEFALSE
4976
10.1021/acs.orglett.8b02073
Tf2O-Promoted Activating Strategy of Phosphate Analogues: Synthesis of Mixed Phosphates and Phosphinate
Org. Lett.56Kang, JYFALSEFALSEFALSEFALSE
4977
10.1021/jacs.8b04627
Branch-Selective and Enantioselective Iridium-Catalyzed Alkene Hydroarylation via Anilide-Directed C-H Oxidative Addition
J. Am. Chem. Soc.56Bower, JFFALSEFALSEFALSEFALSE
4978
10.1016/j.tetlet.2018.06.037
Synthesis of electron-deficient (S-a,R,R)-(CF3)(2)-C-3-TunePhos and its applications in asymmetric hydrogenation of alpha-iminophosphonates
Tetrahedron Lett.56Zhou, YGFALSEFALSEFALSEFALSE
4979
10.1002/ejoc.201800503
Palladium/Lewis Acid Cocatalyzed Reductive Asymmetric Ring-Opening Reaction of Azabenzonorbornadienes with Tertiary Amines as the Hydrogen Source
Eur. J. Org. Chem.56Khan, R; Fan, BMFALSEFALSEFALSEFALSE
4980
10.1016/j.jorganchem.2018.03.015
Mechanisms of the synthesis of trialkylsubstituted alkenylboronates from unactivated internal alkynes catalyzed by copper: A theoretical study
J. Organomet. Chem.
56Han, LL; Liu, TFALSEFALSEFALSEFALSE
4981
10.1021/acscatal.8b00244
Ni/Ti Dual Catalytic Cross-Coupling of Nitriles and Organobromides To Access Ketones
ACS Catal.56Rahaim, RJFALSEFALSEFALSEFALSE
4982
10.1021/acs.orglett.8b00108
Fe(III)-Catalyzed Hydroallylation of Unactivated Alkenes with Morita-Baylis-Hillman Adducts
Org. Lett.56Cui, SLFALSEFALSEFALSEFALSE
4983
10.1021/acs.orglett.8b00105
alpha-Alkylation of Chiral Sulfinimines for Constructing Quaternary Chiral Carbons by Introducing Removable Directing Groups
Org. Lett.56Yang, G; Yang, CFALSEFALSEFALSEFALSE
4984
10.1021/acs.accounts.7b00432
Keeping Track of the Electrons
Accounts Chem. Res.
56Jarvo, ERFALSETRUEFALSEFALSE
4985
10.1039/c8ra09048c
Cu-catalyzed cross-coupling reactions of vinyl epoxide with organoboron compounds: access to homoallylic alcohols
RSC Adv.56Lu, XYFALSEFALSEFALSEFALSE
4986
10.1055/s-0036-1590869
Enantioselective Palladium-Catalyzed Decarboxylative Allylation of -Keto Esters Assisted by a Thiourea
Synlett56
Chung, LW; Zhang, XM
FALSEFALSEFALSEFALSE
4987
10.1055/s-0036-1588568
Chromium-Catalyzed, Regioselective Cross-Coupling of C-O Bonds by Using Organic Bromides as Reactants
Synlett56
Luo, MM; Zeng, XM
FALSEFALSEFALSEFALSE
4988
10.1002/anie.201710241
A Nickel-Catalyzed Carbonyl-Heck Reaction
Angew. Chem.-Int. Edit.
56Newman, SGFALSEFALSEFALSEFALSE
4989
10.1016/j.tetlet.2017.09.036
n-Butyllithium-promoted regioselective elimination of vicinal bis-triflate having an adjacent ether oxygen
Tetrahedron Lett.56Kutsumura, NFALSEFALSEFALSEFALSE
4990
10.1039/c5cc10518h
Chemo- and regioselective reductive deoxygenation of 1-en-4-yn-ols into 1,4-enynes through FeF3 and TfOH co-catalysis
Chem. Commun.56Bi, XHFALSEFALSEFALSEFALSE
4991
10.1016/j.tetlet.2015.11.025
Radical N-cyanation of sulfoximine through acetonitrile C-CN cleavage
Tetrahedron Lett.56Shao, YFALSEFALSEFALSEFALSE
4992
10.1002/chem.201503414
Indium Tribromide Catalyzed Coupling Reaction of Enol Ethers with Silyl Ketene Imines toward the Synthesis of beta,gamma-Unsaturated Nitriles
Chem.-Eur. J.56Nishimoto, YFALSEFALSEFALSEFALSE
4993
10.1007/s11244-015-0417-6
The Role of Low Valent Transition Metal Complexes in Homogeneous Catalysis: An EPR Investigation
Top. Catal.56Carter, EFALSEFALSEFALSEFALSE
4994
10.1021/acs.orglett.5b01418
Activation-Enabled Syntheses of Functionalized Pillar[5]arene Derivatives
Org. Lett.56Stoddart, JFFALSEFALSEFALSEFALSE
4995
10.1021/acscatal.5b00306
Selective C-H Bond Fluorination of Phenols with a Removable Directing Group: Late-Stage Fluorination of 2-Phenoxyl Nicotinate Derivatives
ACS Catal.56Xu, DQFALSEFALSEFALSEFALSE
4996
10.1002/anie.201500396
Copper/Palladium Synergistic Catalysis for the syn- and anti-Selective Carboboration of Alkenes
Angew. Chem.-Int. Edit.
56Brown, MKFALSEFALSEFALSEFALSE
4997
10.1002/cctc.201500079
Palladium-Catalyzed Oxidative Heck Coupling of Cyclic Enones with Simple Arenes by C-H Activation
ChemCatChem56Seayad, JFALSEFALSEFALSEFALSE
4998
10.1039/c5qo00040h
Nickel-catalyzed decarboxylative arylation of azoles with perfluoro- and nitrobenzoates
Org. Chem. Front.56Crawford, JMFALSEFALSEFALSEFALSE
4999
10.1039/c5cc03113c
Alkyl-aryl ketone synthesis via nickel-catalyzed reductive coupling of alkyl halides with aryl acids and anhydrides
Chem. Commun.56Zhang, XHFALSEFALSEFALSEFALSE
5000
10.1039/c5dt01358e
A green and sustainable phosphine-free NHC-ruthenium catalyst for selective oxidation of alcohols to carboxylic acids in water
Dalton Trans.56Keul, HFALSEFALSEFALSEFALSE
5001
10.1039/c4cc08559k
Chiral Bronsted acid-catalyzed Friedel-Crafts alkylation of electron-rich arenes with in situ-generated ortho-quinone methides: highly enantioselective synthesis of diarylindolylmethanes and triarylmethanes
Chem. Commun.56Schneider, CFALSEFALSEFALSEFALSE
5002
10.1039/c4cc09594d
Stable bis(trifluoromethyl)nickel(III) complexes
Chem. Commun.56Mirica, LMFALSEFALSEFALSEFALSE
5003
10.1021/ol502583h
1,3-Dicyclohexylimidazol-2-ylidene as a Superior Ligand for the Nickel-Catalyzed Cross-Couplings of Aryl and Benzyl Methyl Ethers with Organoboron Reagents
Org. Lett.56Tobisu, MFALSEFALSEFALSEFALSE
5004
10.1039/c4cc04377d
Base-promoted synthesis of coumarins from salicylaldehydes and aryl-substituted 1,1-dibromo-1-alkenes under transition-metal-free conditions
Chem. Commun.56Liu, JMFALSEFALSEFALSEFALSE
5005
10.1055/s-0033-1339032
Advances in the Ring Opening of Small-Ring Heterocycles with Organoboron Derivatives
Synlett56Pineschi, MFALSEFALSEFALSEFALSE
5006
10.1016/j.apcata.2014.05.020
Suzuki-Miyaura cross-coupling of aryl iodides and phenylboronic acid over palladium-free CeO2 catalysts
Appl. Catal. A-Gen.56Volpe, MAFALSEFALSEFALSEFALSE
5007
10.1021/jo500409r
A General Suzuki Cross-Coupling Reaction of Heteroaromatics Catalyzed by Nanopalladium on Amino-Functionalized Siliceous Mesocellular Foam
J. Org. Chem.56Backvall, JEFALSEFALSEFALSEFALSE
5008
10.1021/om500088p
One-Pot, Single-Step, and Gram-Scale Synthesis of Mononuclear [(eta(6)-arene)Ni(N-heterocyclic carbene)] Complexes: Useful Precursors of the Ni-0-NHC Unit
Organometallics56Ogoshi, SFALSEFALSEFALSEFALSE
5009
10.1021/ol500310u
Copper-Catalyzed Suzuki-Miyaura Coupling of Arylboronate Esters: Transmetalation with (PN)CuF and Identification of Intermediates
Org. Lett.56Giri, RFALSEFALSEFALSEFALSE
5010
10.1021/ja4109616
Mechanism, Reactivity, and Selectivity in Palladium-Catalyzed Redox-Relay Heck Arylations of Alkenyl Alcohols
J. Am. Chem. Soc.56Norrby, POFALSEFALSEFALSEFALSE
5011
10.1021/om4010737
Nickel(II)-Catalyzed Cross-Coupling Polycondensation of Thiophenes via C-S Bond Cleavage
Organometallics56Mori, AFALSEFALSEFALSEFALSE
5012
10.1039/c4ra06055e
Pd-catalyzed oxidative C-H arylation of heterocycle embedded thiophene/furan with aryl boronic acid/ester
RSC Adv.56Nagarajan, NSFALSEFALSEFALSEFALSE
5013
10.1016/j.tetlet.2013.08.018
Nickel(II) thiosemicarbazone complex catalyzed Mizoroki-Heck reaction
Tetrahedron Lett.56Sridevi, VSFALSEFALSEFALSEFALSE
5014
10.1080/07328303.2013.816851
Copper-Catalyzed Synthesis of N-aryl-D-Glucosamines from Arylboronic Acids
J. Carbohydr. Chem.
56Tao, CZFALSEFALSEFALSEFALSE
5015
10.1021/ol401416r
Interrupted Fischer-Indole Intermediates via Oxyarylation of Alkenyl Boronic Acids
Org. Lett.56Anderson, LLFALSEFALSEFALSEFALSE
5016
10.1021/jo400378g
Intermolecular Enantioselective Heck-Matsuda Arylations of Acyclic Olefins: Application to the Synthesis of beta-Aryl-gamma-lactones and beta-Aryl Aldehydes
J. Org. Chem.56Correia, CRDFALSEFALSEFALSEFALSE
5017
10.2174/1389557511313060003
Nickel and Cobalt-Catalyzed Coupling of Alkyl Halides with Alkenes via Heck Reactions and Radical Conjugate Addition
Mini-Rev. Med. Chem.
56Gong, HGFALSEFALSEFALSEFALSE
5018
10.1016/j.poly.2013.01.010
Synthesis, characterization, structure, redox property, antibacterial and catalytic activity of tridentate Schiff base cobalt(III), nickel(II) and palladium(II) complexes
Polyhedron56Pattanayak, PFALSEFALSEFALSEFALSE
5019
10.1002/ajoc.201200185
Nickel-catalyzed Hydrodecyanation of Carbon-Cyano Bonds
Asian J. Org. Chem.56Enthaler, SFALSEFALSEFALSEFALSE
5020
10.1039/c3sc00090g
Evidence for a preferential intramolecular oxidative addition in Ni-catalyzed cross-coupling reactions and their impact on chain-growth polymerizations
Chem. Sci.56McNeil, AJFALSEFALSEFALSEFALSE
5021
10.1002/adsc.201200624
Batch Stille Coupling with Insoluble and Recyclable Stannylated Polynorbornenes
Adv. Synth. Catal.56Albeniz, ACFALSEFALSEFALSEFALSE
5022
10.1021/jo300547v
Comparison of Arylboron-Based Nucleophiles in Ni-Catalyzed Suzuki-Miyaura Cross-Coupling with Aryl Mesylates and Sulfamates
J. Org. Chem.56Percec, VFALSEFALSEFALSEFALSE
5023
10.1021/jo3001194
trans-Chloro(1-Naphthyl)bis(triphenylphosphine)nickel(II)/PCy3 Catalyzed Cross-Coupling of Aryl and Heteroaryl Neopentylglycolboronates with Aryl and Heteroaryl Mesylates and Sulfamates at Room Temperature
J. Org. Chem.56Percec, VFALSEFALSEFALSEFALSE
5024
10.1021/ol3000519
Stereoselective Synthesis of cis-2,5-Disubstituted Pyrrolidines via Wacker-Type Aerobic Oxidative Cyclization of Alkenes with tert-Butanesulfinamide Nucleophiles
Org. Lett.56Stahl, SSFALSEFALSEFALSEFALSE
5025
10.1039/c1ob06739g
Copper-catalyzed C-alkylation of secondary alcohols and methyl ketones with alcohols employing the aerobic relay race methodology
Org. Biomol. Chem.56Xu, QFALSEFALSEFALSEFALSE
5026
10.1021/jo1025157
Study of the Stereoselectivity of 2-Azido-2-deoxygalactosyl Donors: Remote Protecting Group Effects and Temperature Dependency
J. Org. Chem.56Li, ZTFALSEFALSEFALSEFALSE
5027
10.1002/adsc.201100134
A Highly Active and Recyclable Catalyst: Phosphine Dendrimer-Stabilized Nickel Nanoparticles for the Suzuki Coupling Reaction
Adv. Synth. Catal.56Wu, LFALSEFALSEFALSEFALSE
5028
10.1055/s-0030-1258545
Recyclable NHC-Ni Complex Immobilized on Magnetite/Silica Nanoparticles for C-S Cross-Coupling of Aryl Halides with Thiols
Synlett56Jun, BHFALSEFALSEFALSEFALSE
5029
10.1021/jo1006152
Iridium-Catalyzed Enantioselective Allylic Substitution of O-Allyl Carbamothioates
J. Org. Chem.56You, SLFALSEFALSEFALSEFALSE
5030
10.1016/j.tetlet.2010.03.110
Copper-free palladium-catalyzed Sonogashira and Hiyama cross-couplings using aryl imidazol-1-ylsulfonates
Tetrahedron Lett.56Williams, SJFALSEFALSEFALSEFALSE
5031
10.1002/chem.201000032
Kumada-Corriu Cross-Couplings with 2-Pyridyl Grignard Reagents
Chem.-Eur. J.56Ackermann, LFALSEFALSEFALSEFALSE
5032
10.1016/j.cbpa.2009.09.013
Recent progress in chemical and chemoenzymatic synthesis of carbohydrates
Curr. Opin. Chem. Biol.
56Chen, XFALSEFALSEFALSEFALSE
5033
10.1016/j.tet.2008.01.050
[RuCl3(H2O)(n)]-catalyzed direct arylations
Tetrahedron56Ackermann, LFALSEFALSEFALSEFALSE
5034
10.1002/anie.200803193
A General Palladium-Catalyzed Suzuki-Miyaura Coupling of Aryl Mesylates
Angew. Chem.-Int. Edit.
56Kwong, FYFALSEFALSEFALSEFALSE
5035
10.1021/jo0709448
Ni(II)-(sigma-Aryl) complex: A facile, efficient catalyst for nickel-catalyzed carbon-nitrogen coupling reactions
J. Org. Chem.56Yang, LMFALSEFALSEFALSEFALSE
5036
10.1016/j.jorganchem.2004.12.022
Di-t-butyl(ferrocenylmethyl)phosphine: air-stability, structural characterization, coordination chemistry, and application to palladium-catalyzed cross-coupling reactions
J. Organomet. Chem.
56
Shaughnessy, KH
FALSEFALSEFALSEFALSE
5037
10.1002/adsc.200404297
Synthesis of coumarins in a molten n-Bu4NOAc/n-Bu4NBr mixture through a domino Heck reaction/cyclization process
Adv. Synth. Catal.56Cacchi, SFALSEFALSEFALSEFALSE
5038
10.1002/chem.200305340
Ruthenium-catalyzed one-pot double allylation/cycloisomerization of 1,3-dicarbonyl compounds leading to exo-methylenecyclopentanes
Chem.-Eur. J.56Yamamoto, YFALSEFALSEFALSEFALSE
5039
10.1021/ma0347114
Highly branched polyphenylenes with 1,3,5-triphenylbenzene fragments via cyclocondensation of acetylaromatic compounds and Ni-0-catalyzed dehalogenation: Synthesis and light emission
Macromolecules56Khotina, IAFALSEFALSEFALSEFALSE
5040
10.1021/jo026746s
Functionalized arylzinc compounds in ethereal solvent: Direct synthesis from aryl iodides and zinc powder and application to Pd-catalyzed reaction with allylic halides
J. Org. Chem.56Takagi, KFALSEFALSEFALSEFALSE
5041
10.1021/jo010452+
Nickel-catalyzed cross-couplings of 4-diethylphosphonooxycoumarins with organozinc reagents: An efficient new methodology for the synthesis of 4-substituted coumarins
J. Org. Chem.56Yang, ZFALSEFALSEFALSEFALSE
5042
10.1021/jo00018a016
TRANSITION-METAL PROMOTED REACTIONS .38. NICL2(DPPE)-CATALYZED GEMINAL DIALKYLATION OF DITHIOACETALS AND TRIMETHYLATION OF ORTHO THIOESTERS
J. Org. Chem.56FALSEFALSEFALSEFALSE
5043
10.1021/ja00255a017
SPONTANEOUS AND OLEFIN-PROMOTED REDUCTIVE ELIMINATION OF ETA-3-ALLYL(ORGANO)PALLADIUM(II) COMPLEXES - MECHANISTIC AND MOLECULAR-ORBITAL ANALYSIS
J. Am. Chem. Soc.56KUROSAWA, HFALSEFALSEFALSEFALSE
5044
10.1039/d2ob00065b
Palladium-catalyzed cyclizative cross coupling of ynone oximes with 2-haloaryl N-acrylamides for isoxazolyl indoline bis-heterocycles
Org. Biomol. Chem.56Reddy, MSFALSEFALSEFALSEFALSE
5045
10.1039/d2cc00127f
Hydride transfer-initiated synthesis of 3-functionalized quinolines by deconstruction of isoquinoline derivatives
Chem. Commun.56Zhang, MFALSEFALSEFALSEFALSE
5046
10.1039/d2cp00105e
Theoretical study of Ni-I-Ni-III cycle mediated by heterogeneous zinc in C-N cross-coupling reaction
Phys. Chem. Chem. Phys.
56Guan, WFALSEFALSEFALSEFALSE
5047
10.1002/slct.202104114
SO2F2-Promoted Dehydroxylative Fluorination of Alcohols
ChemistrySelect56Ding, CRFALSEFALSEFALSEFALSE
5048
10.1021/acs.joc.1c02435
Iron-Catalyzed Oxidative Cross-Coupling of Phenols and Tyrosine Derivatives with 3-Alkyloxindoles
J. Org. Chem.56Pappo, DFALSEFALSEFALSEFALSE
5049
10.1039/d1sc05913k
Reusable Co-nanoparticles for general and selective N-alkylation of amines and ammonia with alcohols
Chem. Sci.56
Beller, M; Jagadeesh, RV
FALSEFALSEFALSEFALSE
5050
10.1038/s41467-021-26843-2
Asymmetric radical carboesterification of dienes
Nat. Commun.56Bao, HLFALSEFALSEFALSEFALSE
5051
10.1021/acs.joc.1c01866
Visible-Light-Induced Multicomponent Cascade Cycloaddition of N-Propargyl Aromatic Amines, Cyclobutanone Oxime Esters, and K2S2O5: Access to Cyanoalkylsulfonylated Quinolines
J. Org. Chem.56Zhou, NNFALSEFALSEFALSEFALSE
5052
10.1002/adsc.202101077
Nickel-Catalyzed Selective Synthesis of alpha-Alkylated Ketones via Dehydrogenative Cross-Coupling of Primary and Secondary Alcohols
Adv. Synth. Catal.56Adhikari, DFALSEFALSEFALSEFALSE
5053
10.1021/acs.orglett.1c02054
Iridium(III) Catalyzed Z-Selective Allylic Arylation of alpha-Fluoro But-1-enoic Acid Amides via beta-F-Elimination in Water
Org. Lett.56Bouzbouz, SFALSEFALSEFALSEFALSE
5054
10.1021/acs.orglett.1c02874
Nickel-Catalyzed Cross-Electrophile C(sp(3))-Si Coupling of Unactivated Alkyl Bromides with Vinyl Chlorosilanes
Org. Lett.56Shu, XZFALSETRUEFALSEFALSE
5055
10.1039/d1ob01409a
NaOTs-promoted transition metal-free C-N bond cleavage to form C-X (X = N, O, S) bonds
Org. Biomol. Chem.56Zeng, ZFALSEFALSEFALSEFALSE
5056
10.1007/s12274-021-3694-3
Well-defined coordination environment breaks the bottleneck of organic synthesis: Single-atom palladium catalyzed hydrosilylation of internal alkynes
Nano Res.56Tang, HTFALSEFALSEFALSEFALSE
5057
10.1038/s41929-021-00658-2
Olefin functionalization/isomerization enables stereoselective alkene synthesis
Nat. Catal.56Koh, MJFALSEFALSEFALSEFALSE
5058
10.1055/s-0040-1720350
Direct Access to S-Heterocycles by Scandium(III) Triflate Catalyzed Cyclization of Aromatic Thiols and Diols
Synlett56Minakawa, MFALSEFALSEFALSEFALSE
5059
10.1002/anie.202105800
Enantio- and Diastereodivergent Sequential Catalysis Featuring Two Transition-Metal-Catalyzed Asymmetric Reactions
Angew. Chem.-Int. Edit.
56Lautens, MFALSEFALSEFALSEFALSE
5060
10.1021/acs.orglett.1c01734
SuFExable Isocyanides for Ugi Reaction: Synthesis of Sulfonyl Fluoro Peptides
Org. Lett.56Cui, SLFALSEFALSEFALSEFALSE
5061
10.1002/adsc.202100219
Ir(NHC)-Catalyzed Synthesis of beta-Alkylated Alcohols via Borrowing Hydrogen Strategy: Influence of Bimetallic Structure
Adv. Synth. Catal.56Jang, HYFALSEFALSEFALSEFALSE
5062
10.1021/acs.orglett.1c00782
Nickel-Catalyzed Guerbet Type Reaction: C-Alkylation of Secondary Alcohols via Double (de)Hydrogenation
Org. Lett.56Balaraman, EFALSEFALSEFALSEFALSE
5063
10.1021/jacs.1c02117
Enantioselective Hydroalkenylation of Olefins with Enol Sulfonates Enabled by Dual Copper Hydride and Palladium Catalysis
J. Am. Chem. Soc.56Buchwald, SLFALSEFALSEFALSEFALSE
5064
10.1021/acscatal.0c05557
Cobalt-Catalyzed Coupling of Aryl Chlorides with Aryl Boron Esters Activated by Alkoxides
ACS Catal.56Bedford, RBFALSEFALSEFALSEFALSE
5065
10.1021/acs.orglett.7b02326
Copper-Catalyzed Coupling Reaction of (Hetero)Aryl Chlorides and Amides
Org. Lett.56Ma, DWFALSEFALSEFALSEFALSE
5066
10.1002/aoc.3705
Palladium-catalyzed reductive homocoupling of aryl sulfonates via cleavage of CO bond at room temperature
Appl. Organomet. Chem.
56
Zhong, SL; Liu, WC
FALSEFALSEFALSEFALSE
5067
10.1021/acs.orglett.7b01938
Nickel-Catalyzed Coupling of Azoles with Aromatic Nitriles
Org. Lett.56Kalyani, DFALSEFALSEFALSEFALSE
5068
10.1021/acs.orglett.7b01070
Enantioselective Synthesis of gem-Diaryl Benzofuran-3(2H)-ones via One-Pot Asymmetric Rhodium/Palladium Relay Catalysis
Org. Lett.56Xu, BFALSEFALSEFALSEFALSE
5069
10.1002/adsc.201601271
Nickel Catalysis Enables Hetero [2+2+1] Cycloaddition between Yne-Isothiocyanates and Isonitriles with Low Catalyst Loading
Adv. Synth. Catal.56Wen, LR; Li, MFALSEFALSEFALSEFALSE
5070
10.1021/jacs.7b00643
Conjugated Microporous Polymer as Heterogeneous Ligand for Highly Selective Oxidative Heck Reaction
J. Am. Chem. Soc.56
Ding, YJ; Zhan, ZP
FALSEFALSEFALSEFALSE
5071
10.1021/acscatal.6b03543
Mechanism and Origin of Et2Al(OEt)-Induced Chemoselectivity of Nickel-Catalyzed Three-Component Coupling of One Diketene and Two Alkynes
ACS Catal.56Bi, SWFALSEFALSEFALSEFALSE
5072
10.1002/anie.201609844
Catalytic Enantioselective Arylboration of Alkenylarenes
Angew. Chem.-Int. Edit.
56Brown, MKFALSEFALSEFALSEFALSE
5073
10.1016/j.tetasy.2016.10.007
Enantioselective nitromethane addition to brominated and fluorinated benzaldehydes (Henry reaction) catalyzed by chiral bisoxazoline-copper(II) complexes
Tetrahedron-Asymmetry
56Aguirre, GFALSEFALSEFALSEFALSE
5074
10.1021/acs.orglett.6b03306
N-Heterocyclic Carbene-Catalyzed Construction of 1,3,5-Trisubstituted Benzenes from Bromoenals and alpha-Cyano-beta-methylenones
Org. Lett.56Ye, SFALSEFALSEFALSEFALSE
5075
10.1002/adsc.201600549
Ligand-Free Copper-Manganese Spinel Oxide-Catalyzed Tandem One-Pot C-H Amidation and N-Arylation of Benzylamines: A Facile Access to 2-Arylquinazolin-4(3H)-ones
Adv. Synth. Catal.56Bharate, SBFALSEFALSEFALSEFALSE
5076
10.1021/jacs.6b08075
Stereospecific Cross Couplings To Set Benzylic, All-Carbon Quaternary Stereocenters in High Enantiopurity
J. Am. Chem. Soc.56Watson, MPFALSEFALSEFALSEFALSE
5077
10.1002/aoc.3507
Nicotine functionalized-silica palladium (II) complex: a highly efficient, environmentally benign and recyclable nanocatalyst for C-C bond forming reactions under mild conditions
Appl. Organomet. Chem.
56Hajipour, ARFALSEFALSEFALSEFALSE
5078
10.1248/cpb.c16-00282
Synthesis of Dendrimers with a Bidentate Phosphine Core Ligand Having Carboxy Groups at the Peripheral Layer and Their Application to Aqueous Media Cross-Coupling Reactions
Chem. Pharm. Bull.56Fujita, KFALSEFALSEFALSEFALSE
5079
10.1055/s-0035-1561602
Indium(III) Chloride Promoted Highly Efficient Tandem Rearrangement-alpha-Addition Strategy towards the Synthesis of alpha-Hydroxyamides
Synlett56Prapurna, YLFALSEFALSEFALSEFALSE
5080
10.1021/acs.accounts.0c00745
Importance of Engineered and Learned Molecular Representations in Predicting Organic Reactivity, Selectivity, and Chemical Properties
Synthesis and characterization of the new air-stable pre-catalyst (DPEPhos)Ni(2-mesityl)Br (C1) is reported, along with the application of this pre-catalyst in the cross-coupling of secondary amines/azoles with activated (hetero) aryl chlorides to afford tertiary (hetero) anilines. The performance of C1 in these cross-couplings is competitive with some of the best and/or most widely employed nickel catalysts for such transformations.
Accounts Chem. Res.
55Paton, RSFALSEFALSEFALSEFALSE
5081
10.1038/s41929-020-00564-z
The amine-catalysed Suzuki-Miyaura-type coupling of aryl halides and arylboronic acids
Aryl carbamates were employed in the nickel-catalyzed monoarylation of ammonia. The applied, well-defined single-component nickel(II) precatalyst contains a Josiphos ligand, is air-stable, and operates without any ancillary reductant. This catalyst system also promotes the amination of aryl carbamates with ammonium sulfate as well as with hydrochloride salts of primary alkylamines. Their easy preparation, robustness, and directing group ability makes aryl carbamates particularly attractive synthetic intermediates.
Nat. Catal.55Xu, HJFALSEFALSEFALSEFALSE
5082
10.1021/acscatal.0c04280
Pd-Catalyzed Cross-Coupling of Hindered, Electron-Deficient Anilines with Bulky (Hetero)aryl Halides Using Biaryl Phosphorinane Ligands
Detailed kinetic studies of the reaction of a model Ni-0 complex with a range of aryl electrophiles have been conducted. The reactions proceed via a fast ligand exchange pre-equilibrium, followed by oxidative addition to produce either [(NiX)-X-I(dppf)] (and biaryl) or [Ni-II(Ar)X(dppf)]; the ortho substituent of the aryl halide determines selectivity between these possibilities. A reactivity scale is presented in which a range of substrates is quantitatively ranked in order of the rate at which they undergo oxidative addition. The rate of oxidative addition is loosely correlated to conversion in prototypical cross-coupling reactions. Substrates that lead to Ni-I products in kinetic experiments conditions. produce more homocoupling products under catalytic
ACS Catal.55Shekhar, SFALSETRUEFALSEFALSE
5083
10.1039/d0cy01008a
Mechanistic insight into the azo radical-promoted dehydrogenation of heteroarene towards N-heterocycles
A novel cobalt-promoted arylation of aryl C-H bonds with aryl-boronic acids has been realized by using 8-aminoquinoline as the directing group. The reaction tolerated a wide variety of functional groups and diversely substituted ortho-arylated benzamides were efficiently synthesized in good to excellent yields. Even though a catalytic amount of a Co-salt was enough to effect the transformation, better yields were obtained with a stoichiometric amount of the Co-salt. A notable feature of this newly developed protocol is that acrylamides, which cannot be arylated using copper salts as the promoter, can also be efficiently arylated. In addition, the stereochemistry of these arylation products can be largely retained under the standard conditions.
Catal. Sci. Technol.55Adhikari, DFALSEFALSEFALSEFALSE
5084
10.1021/acs.joc.0c01632
Tungsten-Catalyzed Allylic Substitution with a Heteroatom Nucleophile: Reaction Development and Synthetic Applications
Study of the kinetics of intramolecular aryl ether C-O bond cleavage by Ni was facilitated by access to a family of metal complexes supported by diphosphines with pendant aryl-methyl ethers. The nature of the aryl substituents was found to have little effect on the rate of cleavage. In contrast, soluble Lewis acidic additives accelerate the aryl ether cleavage dramatically. The effect of AlMe3 was studied in detail, and showed an increase in rate by several orders of magnitude. Low temperature NMR spectroscopy studies demonstrate quantitative coordination of ether to Al. From the Lewis acid-bound precursor, the activation parameters for ether cleavage are significantly lower. These findings provide a mechanistic basis for milder catalyst design for the activation of strong bonds.
J. Org. Chem.55Khan, AFALSEFALSEFALSEFALSE
5085
10.1039/d0cc03309j
Palladium/copper-cocatalyzed decarbonylative alkynylation of acyl fluorides with alkynylsilanes: synthesis of unsymmetrical diarylethynes
A family of CoCl2(PNpy) complexes were prepared, where PNpy = 2-iminopyridyl-phosphine ligands derived from amino-alkyl and aminoaryl phosphines and 2-keto- and 2-formylpyridines. Reduction of CoCl2(PNpy) complexes in the presence of PPh3 gave CoH(PNpy)(PPh3) and CoMe(PNpy)(PPh3), which were active for hydrofunctionalization of alkenes. According to DFT calculations, the CoMe(PNpy)(PPh3) complexes are best described as Co (II) derivatives of the anion [PNpy](-), with a labile PPh3 coligand. Metalation of Na[(Ph2)PC(2)N(H)py] gave the dimers [CoCl2(P(C2)N(H)py)](2). Monomeric complexes catalyze hydrosilylation of 1-octene with Ph2SiH2, with the CoCl2 ((iPr2)P(C3)N(H)py)/2NaBEt(3)H system exhibiting the highest rate and selectivity for anti-Markovnikov product. In situ NMR studies established the following: (i) silanes protonolyze catalyst precursors to give the. Co-silylcomplexes Co (SiR3) ((Ph2)P(C6H4)N(Ph)py)(pph(3)), (ii) alkenes compete with PPh3 to give Co(SiHPh2)((Ph2)P(C6H4)N(Ph)py) (eta(2)-alkene), (iii) ethylene inserts into the Co-Si bond to give Co(CH2CH3SiR3)((Ph2)P(C6H4)N(Ph)py)(pph(3)).
Chem. Commun.55Nishihara, YFALSEFALSEFALSEFALSE
5086
10.1021/acs.orglett.0c01683
Allylboronates from Vinyl Triflates and alpha-Chloroboronates by Reductive Nickel Catalysis
Despite the number of methods available for dehalogenation and carbon-carbon bond formation using aryl halides, strategies that provide ohemoselectivity for systems bearing multiple carbon-halogen bonds are still needed. Herein, we report the ability to tune the reduction potential of metal-free phenothiazine-based photoredox catalysts and demonstrate the application of these catalysts for chemoselective carbon-halogen bond activation to achieve C-C cross-coupling reactions as well as reductive dehalogenations. This procedure works both for conjugated polyhalides as well as unconjugated substrates. We further illustrate the usefulness of this protocol by intrarnolectilar cyclization of a pyrrole substrate, an advanced building block for a family of natural products known to exhibit biological activity.
Org. Lett.55Shu, XZFALSEFALSEFALSEFALSE
5087
10.1016/j.apcata.2020.117536
Highly efficient one-pot multi-directional selective hydrogenation and N-alkylation catalyzed by Ru/LDH under mild conditions
BACKGROUNDEvaluation of 4-phenylphenalenones and structural analogues against the fungal pathogen Mycosphaerella fijiensis (causal agent of black sigatoka disease in bananas) under light-controlled conditions uncovered some key structural features for the design of photodynamic compounds. RESULTSStructure-activity relationship analysis revealed the importance of a chromophoric aryl-ketone and a steroidomimetic structural motif in the activity of the assayed compounds. The results pointed to 1,2-dihydro-3H-naphtho[2,1:3,4]cyclohepta[1,2-b]furan-3-one, which displayed an activity in the range of propiconazole but with photodynamic behaviour. CONCLUSIONThe present work demonstrates that 1,2-dihydro-3H-naphtho[2,1:3,4]cyclohepta[1,2-b]heterocyclic-3-one derivatives can be used as potential lead compounds for the development of fungicides, relying on a dual mode of action. (c) 2015 Society of Chemical Industry
Appl. Catal. A-Gen.55
Jiang, HY; Bian, FX
FALSEFALSEFALSEFALSE
5088
10.1021/acs.jpcb.0c01123
Design and Photo-Induced Dynamics of Radical-Chromophore Adducts with One- or Two-Atom Separation: Toward Potential Probes for High Field Optical DNP Experiments
Nickel-catalyzed selective cross-coupling of aromatic electrophiles (bromides, chlorides, fluorides and methyl ethers) with organolithium reagents is presented. The use of a commercially available nickel N-heterocyclic carbene (NHC) complex allows the reaction with a variety of (hetero)aryllithium compounds, including those prepared via metal-halogen exchange or direct metallation, whereas a commercially available electron-rich nickel-bisphosphine complex smoothly converts alkyllithium species into the corresponding coupled product. These reactions proceed rapidly (1h) under mild conditions (room temperature) while avoiding the undesired formation of reduced or homocoupled products.
J. Phys. Chem. B55Rane, VTRUEFALSEFALSEFALSE
5089
10.1002/anie.201914315
Rational Design of an Iron-Based Catalyst for Suzuki-Miyaura Cross-Couplings Involving Heteroaromatic Boronic Esters and Tertiary Alkyl Electrophiles
A complementary set of Ni- and Cu-based catalyst systems for the selective N-arylation of 2-aminobenzimidazoles have been developed. Selective N-arylation of the primary amine (C-NH2) group was achieved by Ni-catalyzed, boronic acid promoted cross-coupling reactions in air, whereas, selective N-arylation of the azole nitrogen was achieved with Cu-catalysis and aryl halides. These protocols are general and give rapid access to an array of both the N-arylated isomers of 2-aminobenzimidazoles.
Angew. Chem.-Int. Edit.
55Byers, JAFALSETRUEFALSEFALSE
5090
10.1039/c9cc07558e
Nickel-catalyzed exo-selective hydroacylation/Suzuki cross-coupling reaction
Chem. Commun.55Rueping, MFALSEFALSEFALSEFALSE
5091
10.1021/acs.orglett.9b04092
Synergistic Copper-Catalyzed Reductive.Aminocarbonylation of Alkyl Iodides with Nitroarenes
Org. Lett.55Mankad, NPFALSEFALSEFALSEFALSE
5092
10.1002/chem.201904053
The Nargenicin Family of Oxa-Bridged Macrolide Antibiotics
Chem.-Eur. J.55Pidot, SJFALSEFALSEFALSEFALSE
5093
10.1002/anie.201913062
Nickel-Catalyzed 1,2-Diarylation of Alkenyl Carboxylates: A Gateway to 1,2,3-Trifunctionalized Building Blocks
Angew. Chem.-Int. Edit.
55Engle, KMFALSEFALSEFALSEFALSE
5094
10.1002/adsc.201901203
Regioselective Iron-Catalysed Cross-Coupling Reaction of Aryl Propargylic Bromides and Aryl Grignard Reagents
Adv. Synth. Catal.55
Quiros, MT; Cardenas, DJ
FALSEFALSEFALSEFALSE
5095
10.1016/j.jorganchem.2019.120937
Synthesis and structural characterization of nickel(II) complexes of 20-membered macrocyclic rings bearing chelating bis(N-heterocyclic carbene) ligands
J. Organomet. Chem.
55Kilyanek, SMFALSEFALSEFALSEFALSE
5096
10.1039/c9sc03429c
Expedient access to saturated nitrogen heterocycles by photoredox cyclization of imino-tethered dihydropyridines
Chem. Sci.55
Romanov-Michailidis, F
FALSEFALSEFALSEFALSE
5097
10.1002/cssc.201801660
C-Alkylation of Secondary Alcohols by Primary Alcohols through Manganese-Catalyzed Double Hydrogen Autotransfer
ChemSusChem55
El-Sepelgy, O; Rueping, M
FALSEFALSEFALSEFALSE
5098
10.1016/j.ijhydene.2019.03.114
Enhancing hydrogen storage properties of the Mg/MgH2 system by the addition of bis(tricyclohexylphosphine)nickel(II) dichloride
Int. J. Hydrog. Energy
55Postole, GFALSEFALSEFALSEFALSE
5099
10.1002/anie.201814524
Quaternary Centers by Nickel-Catalyzed Cross-Coupling of Tertiary Carboxylic Acids and (Hetero)Aryl Zinc Reagents
Angew. Chem.-Int. Edit.
55Baran, PSFALSEFALSEFALSEFALSE
5100
10.1002/ejoc.201801690
Rh-Catalyzed Asymmetric Conjugate Addition of Arylboronic Acids to 3-Arylpropenoates: Enantioselective Synthesis of (R)-Tolterodine
Eur. J. Org. Chem.55Iuliano, AFALSEFALSEFALSEFALSE
5101
10.1038/s42004-018-0107-y
Nickel-catalyzed remote and proximal Wacker-type oxidation
Comm. Chem.55Han, WFALSEFALSEFALSEFALSE
5102
10.1021/acscatal.8b03979
Access to Enantioenriched Benzylic 1,1-Silylboronate Esters by Palladium-Catalyzed Enantiotopic-Group Selective Suzuki-Miyaura Coupling of (Diborylmethyl)silanes with Aryl Iodides
ACS Catal.55Cho, SHFALSEFALSEFALSEFALSE
5103
10.1002/celc.201800422
Direct Anodic Dehydrogenative Cross- and Homo-Coupling of Formanilides
ChemElectroChem55Waldvogel, SRFALSEFALSEFALSEFALSE
5104
10.1039/c8nj00530c
Revisiting 1-chloro-1,2-benziodoxol-3-one: efficient ortho-chlorination of aryls under aqueous conditions
New J. Chem.55
Chandrasekharam, M
FALSEFALSEFALSEFALSE
5105
10.1021/acscatal.8b01005
Application of Diazaphospholidine/Diazaphospholene-Based Bisphosphines in Room-Temperature Nickel-Catalyzed C(sp(2))-N Cross-Couplings of Primary Alkylamines with (Hetero)aryl Chlorides and Bromides
ACS Catal.55
Speed, AWH; Stradiotto, M
FALSEFALSEFALSEFALSE
5106
10.1007/s10570-018-1815-2
Design and preparation of a cellulose-based adsorbent modified by imidazolium ionic liquid functional groups and their studies on anionic dye adsorption
Cellulose55
Zhang, SF; Qian, LW
FALSEFALSEFALSEFALSE
5107
10.1021/acscatal.8b01224
Cross-Coupling of Phenol Derivatives with Umpolung Aldehydes Catalyzed by Nickel
ACS Catal.55Li, CJFALSEFALSEFALSEFALSE
5108
10.1021/acs.orglett.8b00360
Transition-Metal-Free Formylation of Allylzinc Reagents Leading to alpha-Quaternary Aldehydes
Org. Lett.55
Haraguchi, R; Fukuzawa, S
FALSEFALSEFALSEFALSE
5109
10.1021/acs.orglett.7b03560
Nickel Phosphite/Phosphine-Catalyzed C-S Cross-Coupling of Aryl Chlorides and Thiols
Org. Lett.55Stewart, SGFALSEFALSEFALSEFALSE
5110
10.2533/chimia.2018.212
Transforming Olefins into Dinucleophiles
Chimia55Nevado, CFALSEFALSEFALSEFALSE
5111
10.1039/c7ra12716b
Catalyst- and solvent-free approach to 2-arylated quinolines via [5+1] annulation of 2-methylquinolines with diynones
RSC Adv.55Liang, YFALSEFALSEFALSEFALSE
5112
10.1055/s-0036-1588563
Synthesis of Tetraarylmethanes by the Triflic Acid-Promoted Formal Cross-Dehydrogenative Coupling of Triarylmethanes with Arenes
Synlett55
Nambo, M; Crudden, CM
FALSEFALSEFALSEFALSE
5113
10.1002/aoc.3757
Green synthesis of palladium nanoparticles using Hibiscus sabdariffa L. flower extract: Heterogeneous and reusable nanocatalyst in Suzuki coupling reactions
Appl. Organomet. Chem.
55Hekmati, MFALSEFALSEFALSEFALSE
5114
10.1002/ajoc.201700342
Metal-Catalyzed Synthesis of 1,1-Diarylethylene Scaffolds
Asian J. Org. Chem.55Hamze, AFALSEFALSEFALSEFALSE
5115
10.1021/acs.orglett.7b02166
Nickel-Catalyzed Synthesis of Stereochemically Defined Enamides via Bi- and Tricomponent Coupling Reaction
Org. Lett.55Bandini, MFALSEFALSEFALSEFALSE
5116
10.1039/c7sc02578e
Formal aromaticity transfer for palladiumcatalyzed coupling between phenols and pyrrolidines/indolines
Chem. Sci.55Li, CJFALSEFALSEFALSEFALSE
5117
10.1039/c6ra07450b
Palladium-catalyzed ortho C-H bond alkylation of benzylamides with alpha-bromo ketones
RSC Adv.55
Liang, G; Huang, LH
FALSEFALSEFALSEFALSE
5118
10.1016/j.tet.2015.10.011
Palladium-catalyzed borylation of m-dibromobenzene derivative and its applications in one-pot tandem Suzuki-Miyaura arenes synthesis
Tetrahedron55Zhang, DQFALSEFALSEFALSEFALSE
5119
10.1021/acscatal.5b01463
Nickel-Catalyzed Allylic C(sp(3))-F Bond Activation of Trifluoromethyl Groups via beta-Fluorine Elimination: Synthesis of Difluoro-1,4-dienes
ACS Catal.55Ichikawa, JFALSEFALSEFALSEFALSE
5120
10.1007/s10562-015-1558-8
Palladium-Catalyzed Decarboxylative Csp(2)-Csp(2) Cross-Coupling Reactions: An Efficient Route for Synthesis of Azaisoflavone Derivatives
Catal. Lett.55Zhang, PFFALSEFALSEFALSEFALSE
5121
10.1002/ajoc.201500148
Manganese-Catalyzed Alkyl-Heck-Type Reaction via Oxidative Decarbonylation of Aldehydes
Asian J. Org. Chem.55Li, ZPFALSEFALSEFALSEFALSE
5122
10.1021/acs.orglett.5b00990
Nickel-Catalyzed Direct Amination of Arenes with Alkylamines
Org. Lett.55Liu, ZXFALSEFALSEFALSEFALSE
5123
10.1016/j.tetlet.2015.01.131
Palladium-catalyzed decarboxylative cross-coupling of 3-pyridyl and 4-pyridyl carboxylates with aryl bromides
Tetrahedron Lett.55
Chennamaneni, LR
FALSEFALSEFALSEFALSE
5124
10.1016/j.carres.2014.07.004
Additive-controlled stereoselective glycosylations of 2,3-oxazolidinone protected glucosamine or galactosamine thioglycoside donors with phenols based on preactivation protocol
Carbohydr. Res.55Ye, XSFALSEFALSEFALSEFALSE
5125
10.1039/c4sc03106g
Cobalt co-catalysis for cross-electrophile coupling: diarylmethanes from benzyl mesylates and aryl halides
Chem. Sci.55Weix, DJFALSEFALSEFALSEFALSE
5126
10.1039/c4cc08703h
Diboron as a reductant for nickel-catalyzed reductive coupling: rational design and mechanistic studies
Chem. Commun.55Huang, HMFALSEFALSEFALSEFALSE
5127
10.1002/adsc.201400624
Synthesis of Allylarenes via Catalytic Decarboxylation of Allyl Benzoates
Adv. Synth. Catal.55Goossen, LJFALSEFALSEFALSEFALSE
5128
10.1007/s10562-014-1345-y
Metal Acetylacetonates Covalently Anchored onto Amine Functionalized Silica/Starch Composite for the One-Pot Thioetherification and Synthesis of 2H-Indazoles
Catal. Lett.55Paul, SFALSEFALSEFALSEFALSE
5129
10.1002/hc.21189
Selective Synthesis of Quinolines and Indoles: Sulfur-Assisted or Selenium-Catalyzed Reaction of beta-(2-Nitrophenyl)-alpha, beta-unsaturated Ketones with Carbon Monoxide
Heteroatom Chem.55Nishiyama, YFALSEFALSEFALSEFALSE
5130
10.1039/c3dt53391c
DFT studies on the mechanism of palladium-catalyzed carbon-silicon cleavage for the synthesis of benzosilole derivatives
Dalton Trans.55Lin, ZYFALSEFALSEFALSEFALSE
5131
10.1002/ejoc.201402475
Nickel-Catalyzed One-Pot Suzuki-Miyaura Cross-Coupling of Phenols and Arylboronic Acids Mediated by N,N-Ditosylaniline
Eur. J. Org. Chem.55Yu, JJFALSEFALSEFALSEFALSE
5132
10.1021/cs500587b
Palladium-Catalyzed Intra- and Intermolecular C-H Arylation Using Mesylates: Synthetic Scope and Mechanistic Studies
ACS Catal.55Kalyani, DFALSEFALSEFALSEFALSE
5133
10.1002/jhet.1784
L-Proline-Catalyzed Knoevenagel Condensation: A Tandem Synthesis of 3-Acetylcoumarinoindoles and Their N-Alkyl Derivatives by Using PEG-600 as the Reaction Medium
J. Heterocycl. Chem.
55
Venkatanarayana, M
FALSEFALSEFALSEFALSE
5134
10.1021/ol500707w
Directed ortho Metalation Strategies. Effective Regioselective Routes to 1,2-, 2,3-, and 1,2,3-Substituted Naphthalenes
Org. Lett.55Snieckus, VFALSEFALSEFALSEFALSE
5135
10.1039/c3cy01053h
Nickel-catalyzed oxidative coupling of alkynes and arylboronic acids using the metal-organic framework Ni-2(BDC)(2)(DABCO) as an efficient heterogeneous catalyst
Catal. Sci. Technol.55Truong, TFALSEFALSEFALSEFALSE
5136
10.1055/s-0033-1338418
Rhodium-Catalyzed Highly Enantioselective Addition of Arylboronic Acids to Cyclic Aldimines: Practical Asymmetric Synthesis of Cyclic Sulfamidates
Synthesis55Xu, MHFALSEFALSEFALSEFALSE
5137
10.1021/ja404006w
Copolymer-Incarcerated Nickel Nanoparticles with N-Heterocyclic Carbene Precursors as Active Cross-Linking Agents for Corriu-Kumada-Tamao Reaction
J. Am. Chem. Soc.55Kobayashi, SFALSEFALSEFALSEFALSE
5138
10.1021/ja4030462
A Five-Coordinate Nickel(II) Fluoroalkyl Complex as a Precursor to a Spectroscopically Detectable Ni(III) Species
J. Am. Chem. Soc.55Vicic, DAFALSEFALSEFALSEFALSE
5139
10.1016/j.tetasy.2012.06.024
Alternative strategies for the stereoselective synthesis of enantioenriched 6-arylated piperidin-2-ones
Tetrahedron-Asymmetry
55Michon, CFALSEFALSEFALSEFALSE
5140
10.1021/ol301195x
Nickel-Catalyzed Monosubstitution of Polyfluoroarenes with Organozinc Reagents Using Alkoxydiphosphine Ligand
Org. Lett.55Nakamura, EFALSEFALSEFALSEFALSE
5141
10.1021/ol3010112
Synthesis of 1,1-Diarylethylenes via Efficient Iron/Copper Co-Catalyzed Coupling of 1-Arylvinyl Halides with Grignard Reagents
Org. Lett.55Hamze, AFALSEFALSEFALSEFALSE
5142
10.1016/j.tet.2012.01.008
Well-defined NHC-Pd(II)-Im(NHC=N-heterocyclic carbene; Im=1-methylimidazole) complex catalyzed C-N coupling of primary amines with aryl chlorides
Tetrahedron55Shao, LXFALSEFALSEFALSEFALSE
5143
10.1021/ja2059999
Nickel-Catalyzed Formation of Cyclopentenone Derivatives via the Unique Cycloaddition of alpha,beta-Unsaturated Phenyl Esters with Alkynes
J. Am. Chem. Soc.55Ohashi, MFALSEFALSEFALSEFALSE
5144
10.1246/cl.2011.375
Nickel-catalyzed Cycloadditions of Benzoxazinones with Alkynes: Synthesis of Quinolines and Quinolones
Chem. Lett.55Kurahashi, TFALSEFALSEFALSEFALSE
5145
10.1016/j.tetlet.2011.01.113
Suzuki-Miyaura cross-coupling and ring-closing metathesis: a strategic combination to the synthesis of indeno[1,2-c]isoquinolin-5,11-diones
Tetrahedron Lett.55Couture, AFALSEFALSEFALSEFALSE
5146
10.1002/chem.201003403
Nickel-Catalyzed Cross-Coupling of Phenols and Arylboronic Acids Through an In Situ Phenol Activation Mediated by PyBroP
Chem.-Eur. J.55Han, FSFALSEFALSEFALSEFALSE
5147
10.1002/anie.201004703
A Highly Para-Selective Copper(II)-Catalyzed Direct Arylation of Aniline and Phenol Derivatives
Angew. Chem.-Int. Edit.
55Gaunt, MJFALSEFALSEFALSEFALSE
5148
10.1002/anie.201102092
Controlled Alcohol-Carbonyl Interconversion by Nickel Catalysis
Angew. Chem.-Int. Edit.
55Itami, KFALSEFALSEFALSEFALSE
5149
10.1039/c0nj00898b
Scalable synthesis of catalysts for the Mizoroki-Heck cross coupling reaction: palladium nanoparticles assembled in a polymeric nanosphere
New J. Chem.55Iyer, KSFALSEFALSEFALSEFALSE
5150
10.1021/om100722f
Iridium-Catalyzed Anti-Stereocontrolled Asymmetric Ring Opening of Azabicyclic Alkenes with Primary Aromatic Amines
Organometallics55Yang, DQFALSEFALSEFALSEFALSE
5151
10.1002/adsc.201000350
A Direct Synthesis of Symmetrical (E,E)-1,4-Diaryl-1,3-butadienes by Wenkert Arylation of Thiophene
Adv. Synth. Catal.55Hintermann, LFALSEFALSEFALSEFALSE
5152
10.1021/jo100643j
A Novel, Air-Stable Phosphine Ligand for the Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling Reaction of Chloro Arenes
J. Org. Chem.55Sarkar, AFALSEFALSEFALSEFALSE
5153
10.1071/CH09625
The Discovery of Catalytic Enantioselective Polyvalent Iodine Mediated Reactions
Aust. J. Chem.55Lupton, DWFALSEFALSEFALSEFALSE
5154
10.1002/chem.200901913
Nickel-Catalyzed Cross-Coupling of Alkyl Zinc Halides for the Formation of C(sp(2))-C(sp(3)) Bonds: Scope and Mechanism
Chem.-Eur. J.55Cardenas, DJFALSEFALSEFALSEFALSE
5155
10.1039/b820790a
A reusable FeCl3 center dot 6H(2)O/cationic 2,2 '-bipyridyl catalytic system for the coupling of aryl iodides with thiols in water under aerobic conditions
Green Chem.55Wu, WYFALSEFALSEFALSEFALSE
5156
10.1002/anie.200903146
Rhodium-Catalyzed Cross-Coupling of Organoboron Compounds with Vinyl Acetate
Angew. Chem.-Int. Edit.
55Kuwano, RFALSEFALSEFALSEFALSE
5157
10.1021/jm070678q
New N-arachidonoylserotonin analogues with potential dual mechanism of action against pain
J. Med. Chem.55Di Marzo, VFALSEFALSEFALSEFALSE
5158
10.1080/00397910701490212
Pd/C: A recyclable catalyst for cyanation of aryl halides with K-4[Fe(CN)(6)]
Synth. Commun.55Cai, CFALSEFALSEFALSEFALSE
5159
10.1016/j.tetlet.2004.07.032
Ru-3(CO)(12)-catalyzed intramolecular allylic transfer reaction of tethered carbonyl group and allylic acetate moiety
Tetrahedron Lett.55Yu, CMFALSEFALSEFALSEFALSE
5160
10.1016/j.tetlet.2004.05.101
A new chiral 2-sulfonylamino-2 '-phosphino-1,1 '-binaphthyI ligand for highly enantioselective copper-catalyzed conjugate addition of diethylzinc to benzylideneacetones
Tetrahedron Lett.55Morimoto, TFALSEFALSEFALSEFALSE
5161
10.1021/jo049940i
NiCl2(dppe)-catalyzed cross-coupling of aryl mesylates, arenesulfonates, and halides with arylboronic acids
J. Org. Chem.55Percec, VFALSEFALSEFALSEFALSE
5162
10.1021/ja991703n
Efficient cross-coupling of aryl chlorides with aryl grignard reagents (Kumada reaction) mediated by a palladium/imidazolium chloride system
J. Am. Chem. Soc.55Nolan, SPFALSEFALSEFALSEFALSE
5163
10.1021/jo00236a023
ASYMMETRIC-SYNTHESIS CATALYZED BY CHIRAL FERROCENYLPHOSPHINE-TRANSITION-METAL COMPLEXES .5. PALLADIUM-CATALYZED ASYMMETRIC ALLYLATION OF ACTIVE METHINE COMPOUNDS
J. Org. Chem.55HAYASHI, TFALSEFALSEFALSEFALSE
5164
10.1039/d1qo01765a
Electrochemical synthesis for alpha-arylation of ketones using enol acetates and aryl diazonium salts
Org. Chem. Front.55
Zhou, PC; Wang, D
FALSETRUEFALSEFALSE
5165
10.1038/s42004-022-00633-3
Synthesis of alpha,beta-unsaturated ketones through nickel-catalysed aldehyde-free hydroacylation of alkynes
Comm. Chem.55Hong, SYFALSEFALSEFALSEFALSE
5166
10.1039/d1qo01693h
Synthesis of acridinones via palladium-catalyzed reductive annulation of 2-nitrobenzaldehydes and resorcinols
Org. Chem. Front.55
Zhao, H; Zhang, M
FALSEFALSEFALSEFALSE
5167
10.1002/ajoc.202100641
Transformation of tert-Butyl Amide Directing Groups to Nitriles in Iridium-Catalyzed C-H Bond Functionalizations
Asian J. Org. Chem.55Kim, MFALSEFALSEFALSEFALSE
5168
10.1021/acs.orglett.1c03329
Photoredox-Catalyzed Difunctionalization of Unactivated Olefins for Synthesizing Lactam-Substituted gem-Difluoroalkenes
Org. Lett.55Pan, FTRUEFALSEFALSEFALSE
5169
10.1002/ajoc.202100616
Dehalogenation and Desulfonation from Aryl and Alkyl Compounds with a Cobalt Catalyst in the Presence of Alcohol
Asian J. Org. Chem.55
Auffrant, A; Gosmini, C
FALSEFALSEFALSEFALSE
5170
10.1039/d1gc03230e
Metal-free, visible-light driven C-H ketoalkylation of glycine derivatives and peptides
Green Chem.55Guo, LNFALSEFALSEFALSEFALSE
5171
10.1021/acs.orglett.1c02893
Nickel-Catalyzed Reductive Csp(2)-Csp(3) Cross Coupling Using Phosphonium Salts
Org. Lett.55
Wang, HF; Liang, HZ
FALSEFALSEFALSEFALSE
5172
10.1002/cctc.202100925
Highly Active Ni Nanoparticles on N-doped Mesoporous Carbon with Tunable Selectivity for the One-Pot Transfer Hydroalkylation of Nitroarenes with EtOH in the Absence of H-2
ChemCatChem55Xu, CCFALSEFALSEFALSEFALSE
5173
10.1039/d1sc03712a
Nickel-catalyzed reductive coupling of unactivated alkyl bromides and aliphatic aldehydes
Chem. Sci.55Montgomery, JFALSEFALSEFALSEFALSE
5174
10.1038/s42004-021-00550-x
Data-science driven autonomous process optimization
Comm. Chem.55Hein, JEFALSEFALSEFALSEFALSE
5175
10.1021/acscatal.1c02913
Ligand-Controlled Regiodivergent Catalytic Amidation of Unactivated Secondary Alkyl Bromides
ACS Catal.55Martin, RFALSEFALSEFALSEFALSE
5176
10.1002/cssc.202101203
Reductive C-N Coupling of Nitroarenes: Heterogenization of MoO3 Catalyst by Confinement in Silica
ChemSusChem55Song, HFALSEFALSEFALSEFALSE
5177
10.1016/j.chempr.2021.06.007
Zirconium-redox-shuttled cross-electrophile coupling of aromatic and heteroaromatic halides
Chem55Ye, BHFALSEFALSEFALSEFALSE
5178
10.1039/d1cc02983e
Ni-Catalyzed C(sp(2))-H alkylation of N-quinolylbenzamides using alkylsilyl peroxides as structurally diverse alkyl sources
Chem. Commun.55Maruoka, KFALSEFALSEFALSEFALSE
5179
10.1021/acs.joc.1c00592
Tandem Acceptorless Dehydrogenative Coupling-Decyanation under Nickel Catalysis
J. Org. Chem.55Balaraman, EFALSEFALSEFALSEFALSE
5180
10.1126/science.abh2623
C(sp(3))-H methylation enabled by peroxide photosensitization and Ni-mediated radical coupling
Science55Stahl, SSFALSEFALSEFALSEFALSE
5181
10.1016/j.jorganchem.2021.121806
Phosphine ligands in the ruthenium-catalyzed reductive amination without an external hydrogen source
J. Organomet. Chem.
55Chusov, DFALSEFALSEFALSEFALSE
5182
10.1021/jacs.1c01923
Direct Carbon Isotope Exchange of Pharmaceuticals via Reversible Decyanation
J. Am. Chem. Soc.55Audisio, DFALSEFALSEFALSEFALSE
5183
10.1002/ajoc.201700064
Pd(PPh3)(4)-Catalyzed Buchwald-Hartwig Amination ofAryl Fluorosulfonates with Aryl Amines
Asian J. Org. Chem.55Kim, BMFALSEFALSEFALSEFALSE
5184
10.1002/adsc.201700438
Arylation of Azaarylmethylamines with Aryl Chlorides and a NiBr2/NIXANTPHOS-based Catalyst
Adv. Synth. Catal.55Zheng, BFALSEFALSEFALSEFALSE
5185
10.1246/cl.170466
A Facile Route to 4-Polyfluoroarylquinolin-2(1H)-ones and 4-Polyfluoroarylcoumarins via C-H Bond Activation
Chem. Lett.55Wang, ZYFALSEFALSEFALSEFALSE
5186
10.1002/anie.201700417
Oxygen Activated, Palladium Nanoparticle Catalyzed, Ultrafast CrossCoupling of Organolithium Reagents
Angew. Chem.-Int. Edit.
55Feringa, BFALSEFALSEFALSEFALSE
5187
10.1021/acs.organomet.7b00030
Hidden Enantioselective Hydrogenation of N-Silyl Enamines and Silyl Enol Ethers in Net C=N and C=O Hydrosilylations Catalyzed by Ru-S Complexes with One Monodentate Chiral Phosphine Ligand
Organometallics55Oestreich, MFALSEFALSEFALSEFALSE
5188
10.1021/acs.orglett.6b03856
Nickel-Catalyzed Stereoselective Alkenylation of C(sp(3))-H Bonds with Terminal Alkynes
Org. Lett.55Zhang, YHFALSEFALSEFALSEFALSE
5189
10.1080/00397911.2017.1339803
Transition metal-free tandem pyridinyl-allyl-allyl cross-coupling reaction
Synth. Commun.55Chen, ZKFALSEFALSEFALSEFALSE
5190
10.1021/jacs.6b10350
Carbon-Carbon Bond-Forming Reductive Elimination from Isolated Nickel(III) Complexes
J. Am. Chem. Soc.55Sanford, MSFALSEFALSEFALSEFALSE
5191
10.1039/c6nj03265f
A well-defined low-valent cobalt catalyst Co(PMe3)(4) with dimethylzinc: a simple catalytic approach for the reductive dimerization of benzyl halides
New J. Chem.55Petit, MFALSEFALSEFALSEFALSE
5192
10.1139/cjc-2016-0287
Theoretical study on the mechanism of iridium-catalyzed gamma-functionalization of primary alkyl C-H bonds
Can. J. Chem.55Li, ZFALSEFALSEFALSEFALSE
5193
10.1021/jacs.6604088
Ni-Catalyzed Carboxylation of Unactivated Alkyl Chlorides with CO2
J. Am. Chem. Soc.55Martin, RFALSEFALSEFALSEFALSE
5194
10.1515/znb-2016-0011
Synthesis and investigation of new cyclic haloamidinium salts
Z.Naturforsch.(B)55Wilhelm, RFALSEFALSEFALSEFALSE
5195
10.1021/jacs.6b02405
Aromatic Cyanoalkylation through Double C-H Activation Mediated by Ni(III)
J. Am. Chem. Soc.55Mirica, LMFALSEFALSEFALSEFALSE
5196
10.1038/ncomms11129
Practical carbon-carbon bond formation from olefins through nickel-catalyzed reductive olefin hydrocarbonation
Nat. Commun.55Fu, YFALSEFALSEFALSEFALSE
5197
10.1021/acssuschemeng.5b01282
Direct alpha-Alkylation of Acetophenones with Benzhydrols as Well as 1-Phenylethanols Using Amberlyst-15/Ionic Liquid as an Efficient Catalytic System
ACS Sustain. Chem. Eng.
55Bhanage, BMFALSEFALSEFALSEFALSE
5198
10.1007/s40242-016-5261-0
Ni-Catalyzed Cross Coupling of Aryl Grignard Reagents with Aryl Halides in a Nonpolar Solvent and an Efficient Synthesis of Biaryls Under Neat Conditions
Chem. Res. Chin. Univ.
55
Kang, CQ; Gao, LX
FALSEFALSEFALSEFALSE
5199
10.1038/srep19723
Perovskite LaFeO3/montmorillonite nanocomposites: synthesis, interface characteristics and enhanced photocatalytic activity
Sci Rep55Yang, HMFALSEFALSEFALSEFALSE
5200
10.1002/cctc.202001949
Nickel-Catalyzed Acyl Group Transfer of o-Alkynylphenol Esters Accompanied by C-O Bond Fission for Synthesis of Benzo[b]furan
Decarboxylative coupling reactions of alkynyl carboxylic acids with aryl tosylates were developed in the presence of a palladium catalyst. Among the commercially available phosphine ligands, only 1-dicyclohexylphosphino-2-(di-tert-butylphosphino-ethyl) ferrocene (CyPF-tBu) showed good reactivity. The reaction took place smoothly and gave the decarboxylative coupled products in moderate to good yields. This demonstrates the excellent functional group tolerance toward alkyl, alkoxy, fluoro, thiophenyl, ester, and ketone groups. In addition, alkyl-substituted propiolic acids, such as octynoic and hexynoic acids, were coupled with phenyl tosylate to provide the desired products. We found that the electronic properties of the substituents on the phenyl ring in arylpropiolic acids are an important factor. The order of reactivity was found to be aryl iodide > aryl bromide > aryl tosylate > aryl chloride. However, aryl chloride-bearing electron-withdrawing groups showed higher reactivity than those bearing aryl tosylates.
ChemCatChem54Doi, R; Sato, YFALSEFALSEFALSEFALSE
5201
10.1021/acs.orglett.0c03939
Nickel-Catalyzed Reductive 2-Pyridination of Aryl Iodides with Difluoromethyl 2-Pyridyl Sulfone
A Pd(OAc)(2)-catalyzed desulfinative cross-coupling of (Z)-beta-halostyrenes with sodium sulfinates in the presence of PPh3 and Na2CO3 at reflux in good yields is reported. The stereocontrolled cross-coupling process provides a series of sulfonylmethyl (Z)-stilbenes. A synthesis of tamoxifen was studied.
Org. Lett.54Hu, JBFALSEFALSEFALSEFALSE
5202
10.1055/s-0040-1705989
Anchored Pd(0) Nanoparticles on Synthetic Talc for the Synthesis of Biaryls and a Precursor of Angiotensin II Inhibitors
Electronic, steric and leaving group effects for Ni-catalyzed direct arylations using C-O electrophiles were benchmarked. The scope of arylations with pivalates was general with respect to both the electronics on the electrophile and the azoles. Furthermore, the arylation of azoles with tosylates, mesylates and carbamates with varying electronics was explored, and showed electronic trends similar to those of the pivalate reactions. Finally, the relative rate of arylation of 5-methyl benzoxazole with two electronically-similar electrophiles bearing different leaving groups was established. The results from these studies implicate the following order of relative reactivity: mesylates > pivalates > carbamates. (C) 2017 Elsevier Ltd. All rights reserved.
Synthesis54Domingues, NLCFALSEFALSEFALSEFALSE
5203
10.1021/acs.joc.0c00999
Ir(III)-Catalyzed C-H Functionalization of Triphenylphosphine Oxide toward 3-Aryl Oxindoles
A new process for the [4 + 2] annulation of donor-acceptor cyclopropanes with acetylenes under the effect of anhydrous GaCl3 using 1,2-zwitterion reactivity was elaborated. The reaction opens access to substituted dihydronaphthalenes, naphthalenes, and other fused carbocycles. The direction of the reaction can be efficiently controlled by temperature.
J. Org. Chem.54Yang, SDFALSEFALSEFALSEFALSE
5204
10.1021/acs.joc.0c01771
Selective Pd-Catalyzed Monoarylation of Small Primary Alkyl Amines through Backbone-Modification in Ylide-Functionalized Phosphines (YPhos)
An efficient Rh(III)-catalyzed ortho-alkylation of phenoxy substrates with diazo compounds has been achieved for the first time using pyrimidine or pyridine as the directing group. Furthermore, bis-alkylation has also been achieved using parasubstituted phenoxypyrimidine and 3 mol equiv of the diazo ester. The ortho-alkylated derivatives of phenoxy products possessing the ester functionality undergo decarboxylative pyrimidine/pyridine migratory cyclization (rather than deprotection of pyrimidine/pyridine group) using 20% NaOEt in EtOH affording a novel class of 3-(pyrimidin-2(1H)-ylidene)benzofuran-2(3H)-ones and 6-methyl-3-(pyridin-2(1H)-ylidene)benzofuran-2(3H)-one. The ortho-alkylated phenoxypyridine possessing ester functionality also undergoes decarboxylative pyridine migratory cyclization using MeOTf/NaOMe in toluene providing 6 methyl-3-(1-methylpyridin-2(IH)-ylidene)benzofuran-2 (3H)-one.
J. Org. Chem.54Gessner, VHFALSEFALSEFALSEFALSE
5205
10.1002/cctc.202001462
Experimental and Computational Studies towards Chemoselective C-F over C-Cl Functionalisation: Reversible Oxidative Addition is the Key
This study introduces an efficient method for the selective formylation of indoles and pyrroles at the positions of C(3) and C(2), respectively. The mixture of three equivalents of N,N-dimethylformamide and one equivalent of 2,4,6-trichloro-1,3,5-triazine (cyanuric chloride) generates an easy handling formylating agent for the efficient formylation of these classes of compounds to give the corresponding aldehydes under mild reaction conditions. This procedure was highly efficient, and a range of formylated indoles and pyrroles were obtained in good to excellent yields.
ChemCatChem54Keaveney, STFALSEFALSEFALSEFALSE
5206
10.1021/acs.accounts.0c00291
Cross-Electrophile Couplings of Activated and Sterically Hindered Halides and Alcohol Derivatives
In textbooks, the low reactivity of amides is attributed to the strong resonance stability. However, Garg and co-workers recently reported the Ni-catalyzed activation of robust amide C-N bonds, leading to conversions of amides into esters, ketones, and other amides with high selectivity. Among them, the Ni-catalyzed Suzuki-Miyaura coupling (SMC) of N-benzyl-N-tert-butoxycarbonyl (N-Bn-N-Boc) amides with pinacolatoboronate (PhBpin) was performed in the presence of K3PO4 and water. Water significantly enhanced the reaction. With the aid of density functional theory (DFT) calculations, the present study explored the mechanism of the aforementioned SMC reaction as well as analyzed the weakening of amide C-N bond by N-functionalization. The most favorable pathway includes four basic steps: oxidative addition, protonation, transmetalation, and reductive elimination. Comparing the base- and water-free process, the transmetalation step with the help of K3PO4 and water is significantly more facile. Water efficiently protonates the basic N(Boc) (Bn) group to form a neutral HN(Boc) (Bn), which is easily removed. The transmetalation step is the rate-determining step with an energy barrier of 25.6 kcal/mol. Further, a DFT prediction was carried out to investigate the full catalytic cycle of a cyclic (amino) (aryl)carbene in the Ni-catalyzed SMC of amides, which provided clues for further design of catalysts.
Accounts Chem. Res.
54Gong, HGFALSETRUEFALSEFALSE
5207
10.1039/d0cs00262c
Transition metal-catalysed allylic functionalization reactions involving radicals
In the field of asymmetric synthesis, the development of new chiral ligands has been regarded as an attractive challenge for decades. Novel chiral ligands can often have a great impact on synthetic protocols. In this context, we are currently interested in the application of 1,10-phenanthroline (phen) as an entirely new class of chiral ligand. To handle this issue, we designed a chiral phen ligand that provides the N,N,O-tridentate coordination of the phen moiety and an additional phenolic hydroxyl group. As phen possesses greater coordination ability with various ions, our chiral phen ligand would be valuable as one of the privileged chiral ligands applied to a broad range of metal catalysts and new reactions. This account summarizes the results of the application of the chiral phen ligand to various kinds of metal catalysis.
Chem. Soc. Rev.54Glorius, FFALSEFALSEFALSEFALSE
5208
10.1021/acs.joc.0c00929
Pd- and Ni-Based Systems for the Catalytic Borylation of Aryl (Pseudo)halides with B-2(OH)(4)
The Kumada-Corriu reaction is a,powerful tool for C-C bond formation, but is seldom utilized due to perceived chemoselectivity issues. Herein, we demonstrate that high-yielding couplings can occur in the presence of many electrophilic and heterocyclic functional groups. Our strategy is mechanically based, matching oxidative addition rates with the rate of syringe pump addition of the Grignard reagent. The mechanistic reason for the effectiveness of this strategy is uncovered by continuous-infusion ESI-MS studies.
J. Org. Chem.54Frantz, DEFALSEFALSEFALSEFALSE
5209
10.1021/acs.orglett.0c02340
Direct Synthesis of Mono-alpha-arylated Ketones from Alcohols and Olefins via Ni-Catalyzed Oxidative Cross-Coupling
Iron-catalyzed cross-coupling reaction of vinylic ethers with aryl Grignard reagents is described. The reaction proceeded at room temperature with catalytic amounts of an iron salt without the aid of costly ligands and additives. In this catalytic system, vinylic C-O bonds were preferentially cleaved over aromatic C-O bonds of aryl ethers or aryl sulfonates.
Org. Lett.54Shu, WFALSEFALSEFALSEFALSE
5210
10.1021/acs.orglett.0c01869
Palladium-Catalyzed N-Acylation of Tertiary Amines by Carboxylic Acids: A Method for the Synthesis of Amides
An environmentally friendly silica-grafted nicotine-based palladium(II) complex was successfully prepared and evaluated for the first time as novel and efficient nanocatalyst in C-C bond forming reactions. Grafted-nicotine in this catalytic system plays an important role, and as an effective ligand and a quaternary ammonium salt demonstrates an efficient stabilizing effect on the Pd(II) species by a synergistic effect of coordination and electrostatic interactions. The catalyst was well characterized by FT-IR, CHN, XRD, TEM, SEM-EDX, ICP and TG analysis, and demonstrated a highly efficient catalytic activity in the reaction system under phosphine-free and low Pd loading conditions, and the coupled products were produced in good to excellent yields. Furthermore, the catalyst can be easily recovered and reused without a significant loss of activity. Copyright (c) 2016 John Wiley & Sons, Ltd.
Org. Lett.54Chen, TQFALSEFALSEFALSEFALSE
5211
10.1021/acscatal.0c02105
Direct C-H Arylation of Aldehydes by Merging Photocatalyzed Hydrogen Atom Transfer with Palladium Catalysis
N,O-aminals, molecules bearing a geminally N,O -substituted (stereogenic) carbon center, have been recently recognized as an important class of building blocks in organic synthesis. As direct precursors of imines and iminium ions, N,O-aminals were converted through asymmetric organocatalysis or metal catalysis to diverse enantiomerically enriched compounds including N-heterocycles. Furthermore, cyclic N,O-hemiaminals acted as acyclic amino aldehyde surrogates, which were transformed to enantioenriched products otherwise challenging to access. Finally, cyclic N,O-aminals were formed in situ as key intermediates in asymmetric catalysis. In this review, we introduce a wide array of catalytic asymmetric protocols involving the use of four distinct types of N,O-aminals as starting materials or key intermediates.
ACS Catal.54Zheng, CTRUEFALSEFALSEFALSE
5212
10.1002/ejoc.202000477
Mechanism, Chemoselectivity, and Stereoselectivity of NHC-Catalyzed Asymmetric Desymmetrization of Enal-Tethered Cyclohexadienones
The synthesis and regioselective functionalization of rare 2,4-disubstituted-pyrido[1,2:1,5]pyrazolo[3,4-d]pyrimidine derivatives is reported. C-4 aminations were performed by chlorine nucleophilic substitution SNAr reactions, and their efficiencies were compared with those for direct one-pot amide C-O activation with bromotripyrrolidinophosphonium hexafluorophosphate (PyBroP) as a reagent. The latter method was used to perform palladium-catalyzed C-4 (het)arylation. Finally, two C-4 amino and aryl derivatives were prepared on a large scale and engaged in desulfurative Liebeskind-Srogl-type reactions under microwave irradiation to afford the envisioned compound library. Each step was optimized, and the results are discussed.
Eur. J. Org. Chem.54Li, X; Qiao, YFALSEFALSEFALSEFALSE
5213
10.1039/d0qo00173b
Transition-metal-free aerobic C-O bond formation via C-N bond cleavage
A highly enantioselective palladium/L-proline-catalyzed alpha-arylative desymmetrization of cyclohexanones was developed. The new strategy for alpha-arylation reaction led to a series of optically active morphan derivatives bearing a-carbonyl tertiary stereo centers in good yields with excellent enantioselectivities (up to 99% ee).
Org. Chem. Front.54Lu, HF; Gao, HYFALSEFALSEFALSEFALSE
5214
10.1021/acs.joc.9b03433
Synthesis of Triarylmethanes by Decarbonylation of 3,3-Diaryl Benzofuranones
The ligand-assisted palladium (Pd)-catalyzed Suzuki-Miyaura cross-coupling reaction is one of the most attractive protocols in organic chemistry and phosphines have been established as the best ligand system for this transformation. However, these phosphines have significant limitations, such as high toxicity, sensitivity to air and moisture, handling problems, and high costs. Recently, Schiff bases have been recognized as excellent alternatives to phosphines in Suzuki-Miyaura reactions. Similar to phosphines, the steric and electronic characteristics of Schiff bases can be manipulated by selecting suitable condensing aldehydes and amines. Many Schiff base-derived homogeneous and heterogeneous Pd catalysts have been reported for Suzuki-Miyaura reactions and this review provides insights into the state-of-the-art in applications of these Schiff base-derived Pd catalysts in the Suzuki-Miyaura reaction. (C) 2015 Elsevier B.V. All rights reserved.
J. Org. Chem.54
Qiu, RH; Kambe, N
FALSEFALSEFALSEFALSE
5215
10.1021/acs.orglett.0c00101
Efficient Strategy for alpha-Selective Glycosidation of D-Glucosamine and Its Application to the Synthesis of a Bacterial Capsular Polysaccharide Repeating Unit Containing Multiple alpha-Linked GlcNAc Residues
Org. Lett.54Gao, JFALSEFALSEFALSEFALSE
5216
10.1002/cssc.201903397
Anodically Triggered Aldehyde Cation Autocatalysis for Alkylation of Heteroarenes
ChemSusChem54Yuan, KDFALSEFALSEFALSEFALSE
5217
10.1007/s13204-019-01133-y
Convenient but powerful method to dope single-walled carbon nanotube films with iodonium salts
Appl. Nanosci.54
Kumanek, B; Janas, D
FALSEFALSEFALSEFALSE
5218
10.1016/j.tetlet.2019.151454
Catalyst and additive free 6-endo-dig cyclization of ortho-alkynylarylaldimines in water: An environmentally friendly access to isoquinolines
Tetrahedron Lett.54Zhao, YHFALSEFALSEFALSEFALSE
5219
10.1002/ajoc.201900758
Transition-Metal-Free Radical C-H Methylation of Quinoxalinones with TBHP
Asian J. Org. Chem.54Gu, YGFALSEFALSEFALSEFALSE
5220
10.1021/acs.joc.9b02107
NMR Quantification of the Effects of Ligands and Counterions on Lewis Acid Catalysis
J. Org. Chem.54Franz, AKFALSEFALSEFALSEFALSE
5221
10.1002/cctc.201901465
Reductive Amidation without an External Hydrogen Source Using Rhodium on Carbon Matrix as a Catalyst
ChemCatChem54Chusov, DFALSEFALSEFALSEFALSE
5222
10.1002/aoc.5181
Efficient construction of C-C bonds from aryl halides/aryl esters with arylboronic acids catalysed by palladium(II) thiourea complexes
Appl. Organomet. Chem.
54Rengan, RFALSEFALSEFALSEFALSE
5223
10.1039/c9cc06127d
Micro-electro-flow reactor (mu-EFR) system for ultra-fast arene synthesis and manufacture of daclatasvir
Chem. Commun.54
Pabbaraja, S; Singh, AK
FALSEFALSEFALSEFALSE
5224
10.1021/acs.orglett.9b01805
Organic Superbase t-Bu-P4 Catalyzes Amination of Methoxy(hetero)arenes
Org. Lett.54
Shigeno, M; Kondo, Y
FALSEFALSEFALSEFALSE
5225
10.1016/j.chempr.2019.05.006
A Chemoselective alpha-Oxytriflation Enables the Direct Asymmetric Arylation of Amides
Chem54Maulide, NFALSEFALSEFALSEFALSE
5226
10.1021/jacs.9b02844
Hydroalkylation of Olefins To Form Quaternary Carbons
J. Am. Chem. Soc.54Shenvi, RAFALSEFALSEFALSEFALSE
5227
10.1021/acs.orglett.9b01214
Rhenium-Catalyzed Regioselective ortho-Alkenylation and [3+2+1] Cycloaddition of Phenols with Internal Alkynes
Org. Lett.54
Murai, M; Takai, K
FALSEFALSEFALSEFALSE
5228
10.1055/s-0037-1611699
New Strategies for Activation of Phosphonates/Phosphates to Forge Functional Phosphorus Compounds
Synlett54Kang, JYFALSEFALSEFALSEFALSE
5229
10.1021/acs.orglett.9b00294
Ni(NIXANTPHOS)-Catalyzed Mono-Arylation of Toluenes with Aryl Chlorides and Bromides
Org. Lett.54Walsh, PJFALSEFALSEFALSEFALSE
5230
10.6023/cjoc201812051
Palladium-Catalyzed Dehydrative Cross Couplings of Stabilized Phosphorus Ylides with Allylic Alcohols
Chin. J. Org. Chem.54
Ma, XT; Zhang, ZL
FALSEFALSEFALSEFALSE
5231
10.1002/anie.201813278
Ruthenium-Catalyzed ortho C-H Borylation of Arylphosphines
Angew. Chem.-Int. Edit.
54Takaya, JFALSEFALSEFALSEFALSE
5232
10.1021/acs.orglett.8b03040
Silver-Catalyzed Olefination of Acetals and Ketals with Diazoesters to beta-Alkoxyacrylates
Org. Lett.54
Qian, B; Huang, HM
FALSEFALSEFALSEFALSE
5233
10.1021/acs.joc.8b02279
Nickel-Catalyzed Benzylation of Aryl Alkenes with Benzylamines via C-N Bond Activation
J. Org. Chem.54Hu, B; Huang, HMFALSEFALSEFALSEFALSE
5234
10.1021/jacs.8b09191
Direct C-C Bond Formation from Alkanes Using Ni-Photoredox Catalysis
J. Am. Chem. Soc.54Doyle, AGTRUEFALSEFALSEFALSE
5235
10.1021/acs.orglett.8b02498
Pd-Catalyzed Alkylation of (Iso)quinolines and Arenes: 2-Acylpyridine Compounds as Alkylation Reagents
Org. Lett.54
Zou, DP; Wu, YJ; Wu, YS
FALSEFALSEFALSEFALSE
5236
10.1002/anie.201808560
Nickel-Catalyzed Amide Bond Formation from Methyl Esters
Angew. Chem.-Int. Edit.
54Newman, SGFALSEFALSEFALSEFALSE
5237
10.1021/jacs.7b12160
Nickel-Catalyzed Stereoselective Arylboration of Unactivated Alkenes
J. Am. Chem. Soc.54Brown, MKFALSEFALSEFALSEFALSE
5238
10.1039/c8ra06780e
Silver-catalyzed direct benzylation of acetanilide: a highly efficient approach to unsymmetrical triarylmethanes
RSC Adv.54Zhao, YSFALSEFALSEFALSEFALSE
5239
10.1055/s-0036-1589120
Catalytic alpha-Arylation of Ketones with Heteroaromatic Esters
Synlett54Yamaguchi, JFALSEFALSEFALSEFALSE
5240
10.1016/j.tetlet.2017.10.041
Copper mediated coupling of 2-(piperazine)-pyrimidine iodides with aryl thiols using Cu(I)thiophene-2-carboxylate
Tetrahedron Lett.54Taldone, TFALSEFALSEFALSEFALSE
5241
10.1039/c6ra14367a
A triazine-phosphite polymeric ligand bearing cage-like P, N-ligation sites: an efficient ligand in the nickel-catalyzed amination of aryl chlorides and phenols
RSC Adv.54
Panahi, F; Iranpoor, N
FALSEFALSEFALSEFALSE
5242
10.1039/c5cc09121g
Ester-directed Ru-catalyzed C-O activation/C-C coupling reaction of ortho-methoxy naphthoates with organoboroneopentylates
Chem. Commun.54Snieckus, VFALSEFALSEFALSEFALSE
5243
10.1002/adsc.201500685
Synthesis of 3-Arylpyridines via Palladium/Copper-Catalyzed Annulation of Allylamine/1,3-Propanediamine and Aldehydes
Adv. Synth. Catal.54Yan, RLFALSEFALSEFALSEFALSE
5244
10.1016/j.jorganchem.2015.07.015
Air stable pincer (CNC) N-heterocyclic carbene-cobalt complexes and their application as catalysts for C-N coupling reactions
J. Organomet. Chem.
54Bala, MDFALSEFALSEFALSEFALSE
5245
10.1021/jacs.5b08304
Fragment Couplings via CO2 Extrusion-Recombination: Expansion of a Classic Bond-Forming Strategy via Metallaphotoredox
J. Am. Chem. Soc.54MacMillan, DWCFALSEFALSEFALSEFALSE
5246
10.1021/jacs.5b06255
Nickel-Catalyzed Reductive Coupling of Aryl Bromides with Tertiary Alkyl Halides
J. Am. Chem. Soc.54Gong, HGFALSEFALSEFALSEFALSE
5247
10.1002/anie.201503641
Ruthenium-Catalyzed Monoalkenylation of Aromatic Ketones by Cleavage of Carbon-Heteroatom Bonds with Unconventional Chemoselectivity
Angew. Chem.-Int. Edit.
54Kakiuchi, FFALSEFALSEFALSEFALSE
5248
10.1002/anie.201502882
Facile Access to Fluoromethylated Arenes by Nickel-Catalyzed Cross-Coupling between Arylboronic Acids and Fluoromethyl Bromide
Angew. Chem.-Int. Edit.
54Zhang, XGFALSEFALSEFALSEFALSE
5249
10.1002/anie.201411403
Direct C(sp(2))-C(sp(3)) Cross-Coupling of Diaryl Zinc Reagents with Benzylic, Primary, Secondary, and Tertiary Alkyl Halides
Angew. Chem.-Int. Edit.
54Ingleson, MJFALSEFALSEFALSEFALSE
5250
10.1016/j.tetlet.2015.03.054
Copper(II) chloride assisted aryl exchange in arylmethanes: a simple and efficient route to triarylmethane derivatives
Tetrahedron Lett.54Vairaprakash, PFALSEFALSEFALSEFALSE
5251
10.1002/anie.201409739
Synthesis of Mixed Silylene-Carbene Chelate Ligands from N-Heterocyclic Silylcarbenes Mediated by Nickel
Angew. Chem.-Int. Edit.
54Driess, MFALSEFALSEFALSEFALSE
5252
10.1016/j.tet.2014.12.045
N-Heterocyclic carbene-palladium(II)-1-methylimidazole complex catalyzed allyl-aryl coupling of allylic alcohols with arylboronic acids in neat water
Tetrahedron54Lu, JMFALSEFALSEFALSEFALSE
5253
10.1039/c5ra12742d
Palladacycles derived from arylphosphinamides for mild Suzuki-Miyaura cross-couplings
RSC Adv.54Han, FSFALSEFALSEFALSEFALSE
5254
10.1002/chem.201404026
Dehydrative Cross-Coupling Reactions of Allylic Alcohols with Olefins
Chem.-Eur. J.54de Bruin, BFALSEFALSEFALSEFALSE
5255
10.1016/j.tet.2014.04.052
Nickel-catalyzed N-heterocycle-directed cross-coupling of fluorinated arenes with organozinc reagents
Tetrahedron54Cao, SFALSEFALSEFALSEFALSE
5256
10.1002/adsc.201400201
Stable Nickel(0) Phosphites as Catalysts for C-N Cross-Coupling Reactions
Adv. Synth. Catal.54Stewart, SGFALSEFALSEFALSEFALSE
5257
10.1039/c4gc00005f
Benzylation of arenes with benzyl ethers promoted by the in situ prepared superacid BF3-H2O
Green Chem.54Xiong, YFALSEFALSEFALSEFALSE
5258
10.1039/c3cc47780k
Nickel-mediated stereocontrolled synthesis of spiroketals via tandem cyclization-coupling of beta-bromo ketals and aryl iodides
Chem. Commun.54Peng, YFALSEFALSEFALSEFALSE
5259
10.1002/chem.201303683
Enantiospecific, Regioselective Cross-Coupling Reactions of Secondary Allylic Boronic Esters
Chem.-Eur. J.54Aggarwal, VKFALSEFALSEFALSEFALSE
5260
10.1021/ol4031815
Ni-Catalyzed Stereoselective Arylation of Inert C-O bonds at Low Temperatures
Org. Lett.54Martin, RFALSEFALSEFALSEFALSE
5261
10.1002/anie.201302448
Copper-Mediated CC Cross-Coupling Reaction of Monocarba-closo-dodecaborate Anion for the Synthesis of Functional Molecules
Angew. Chem.-Int. Edit.
54Takita, RFALSEFALSEFALSEFALSE
5262
10.1016/j.tetlet.2013.04.123
Regioselective Suzuki-Miyaura cross-coupling reactions of 4-methyl-6,7-bis(trifluoromethanesulfonyloxy)coumarin
Tetrahedron Lett.54Langer, PFALSEFALSEFALSEFALSE
5263
10.1002/pola.26524
In situ Cu(0)-mediated single electron transfer living radical polymerization of methyl methacrylate using nickel powder
J. Polym. Sci. Pol. Chem.
54Liu, XHFALSEFALSEFALSEFALSE
5264
10.1039/c3ob40232k
Nickel-catalyzed reductive allylation of aryl bromides with allylic acetates
Org. Biomol. Chem.54Qian, QFALSEFALSEFALSEFALSE
5265
10.1016/j.tetlet.2012.09.127
Silver catalyzed C-C and C-S coupling of aryl halides and thiols with boronic acids
Tetrahedron Lett.54Chakraborty, DFALSEFALSEFALSEFALSE
5266
10.1021/ol301681z
Iron-Catalyzed Alkylations of Aryl Sulfamates and Carbamates
Org. Lett.54Garg, NKFALSEFALSEFALSEFALSE
5267
10.1021/jo300713h
Palladium Catalyzed C-H Functionalization of O-Arylcarbamates: Selective ortho-Bromination Using NBS
J. Org. Chem.54Nicholas, KMFALSEFALSEFALSEFALSE
5268
10.1021/ja2075967
Diastereocontrol in Asymmetric Allyl-Allyl Cross-Coupling: Stereocontrolled Reaction of Prochiral Allylboronates with Prochiral Allyl Chlorides
J. Am. Chem. Soc.54Morken, JPFALSEFALSEFALSEFALSE
5269
10.1002/anie.201100613
Synthesis of syn and anti 1,4-Diols by Copper-Catalyzed Boration of Allylic Epoxides
Angew. Chem.-Int. Edit.
54Tortosa, MFALSEFALSEFALSEFALSE
5270
10.1002/adsc.201000236
Asymmetric Ring Opening of Benzo-7-oxabicyclo-[2.2.1]heptadienes with Cationic Rhodium Complexes
Adv. Synth. Catal.54Heller, DFALSEFALSEFALSEFALSE
5271
10.1039/c0gc00158a
PTSA-catalyzed green synthesis of 1,3,5-triarylbenzene under solvent-free conditions
Green Chem.54Zhao, YNFALSEFALSEFALSEFALSE
5272
10.1002/anie.201001799
Gold(I)-Catalyzed Addition of Diphenyl Phosphate to Alkynes: Isomerization of Kinetic Enol Phosphates to the Thermodynamically Favored Isomers
Angew. Chem.-Int. Edit.
54Lee, PHFALSEFALSEFALSEFALSE
5273
10.1002/anie.201000816
Cross-Coupling Reactions through the Intramolecular Activation of Alkyl(triorgano)silanes
Angew. Chem.-Int. Edit.
54Nakao, YFALSEFALSEFALSEFALSE
5274
10.1002/ejoc.200900487
Atom-Efficient Vinylic Arylations with Triarylbismuths as Substoichiometric Multicoupling Reagents under Palladium Catalysis
Eur. J. Org. Chem.54Rao, MLNFALSEFALSEFALSEFALSE
5275
10.1021/jo900385d
Zinc-Mediated Palladium-Catalyzed Formation of Carbon-Sulfur Bonds
J. Org. Chem.54Stambuli, JPFALSEFALSEFALSEFALSE
5276
10.1002/ejoc.200801174
A Convenient Enantiospecific Route towards Bioactive Merosesquiterpenes by Cationic-Resin-Promoted Friedel-Crafts Alkylation with alpha,beta-Enones
Eur. J. Org. Chem.54
Alvarez-Manzaneda, E
FALSEFALSEFALSEFALSE
5277
10.1055/s-0028-1087244
Ultrasound-Assisted Synthesis of Symmetrical Biaryls by Palladium-Catalyzed Homocoupling of Aryl n-Butyl Tellurides
Synlett54Stefani, HAFALSEFALSEFALSEFALSE
5278
10.1021/ja7106096
Scope and mechanism of formal S(N)2 ' substitution reactions of a monomeric imidozirconium complex with allylic electrophiles
J. Am. Chem. Soc.54Bergman, RGFALSEFALSEFALSEFALSE
5279
10.1021/jo010637g
Palladium-catalyzed three-component assembling of allenes, organic halides, and arylboronic acids
J. Org. Chem.54Cheng, CHFALSEFALSEFALSEFALSE
5280
10.1139/cjc-78-6-697
Efficient synthesis of optically active 2-amino-2 '-diphenylphosphino-1,1 '-binaphthyl and its derivatives
Can. J. Chem.54Sumi, KFALSEFALSEFALSEFALSE
5281
10.1021/jo991364g
Asymmetric synthesis of axially chiral biaryls via desymmetrization of 2,2 ',6,6 '-tetrahydroxybiphenyl using 1,4-di-O-benzyl-L-threitol as a chiral template
J. Org. Chem.54Harada, TFALSEFALSEFALSEFALSE
5282
10.1002/chem.19960020511
Nucleophilic addition of secondary phosphines to cationic dienyl tricarbonyliron complexes: A novel route to optically active phosphines
Chem.-Eur. J.54Englert, UFALSEFALSEFALSEFALSE
5283
10.1039/p19870002569
APPLICATIONS OF THE STEREOCHEMICALLY-CONTROLLED HORNER-WITTIG REACTION - SYNTHESIS OF FENICULIN, (E)-NON-6-EN-1-OL, A PHEROMONE OF THE MEDITERRANEAN FRUIT-FLY, (E)-DEC-5-EN-1-OL, AND (Z)-DEC-5-EN-1-OL, TRI-SUBSTITUTED ALKENES, AND (Z)-ALPHA-BISABOLENE
J. Chem. Soc.-Perkin Trans. 1
54FALSEFALSEFALSEFALSE
5284
10.1021/jo00228a055
ALKYLIDENATION OF ESTER CARBONYL GROUPS BY MEANS OF A REAGENT DERIVED FROM RCHBR2, ZN, TICL4, AND TMEDA - STEREOSELECTIVE PREPARATION OF (Z)-ALKENYL ETHERS
J. Org. Chem.54FALSEFALSEFALSEFALSE
5285
10.1039/d2ra00010e
Nickel-catalysed cross-electrophile coupling of aryl bromides and primary alkyl bromides
RSC Adv.54Teng, DWFALSEFALSEFALSEFALSE
5286
10.1038/s41467-022-28025-0
Stereoselective gold(I)-catalyzed approach to the synthesis of complex alpha-glycosyl phosphosaccharides
Nat. Commun.54Zhu, YGFALSEFALSEFALSEFALSE
5287
10.1039/d1qi01486b
Organometallic Ni(ii), Ni(iii), and Ni(iv) complexes relevant to carbon-carbon and carbon-oxygen bond formation reactions
Inorg. Chem. Front.54
Company, A; Ribas, X
FALSEFALSEFALSEFALSE
5288
10.1021/acs.joc.1c02737
Reaction Path Determination of Rhodium(I)-Catalyzed C-H Alkylation of N-8-Aminoquinolinyl Aromatic Amides with Maleimides
J. Org. Chem.54Mori, SFALSEFALSEFALSEFALSE
5289
10.1016/j.tet.2021.132444
Electrochemical cross-coupling reactions of sodium arenesulfinates with thiophenols and phenols
Tetrahedron54Zhou, AHFALSETRUEFALSEFALSE
5290
10.1039/d1ob01468d
Transition-metal-free and base promoted C-C bond formation via C-N bond cleavage of organoammonium salts
Org. Biomol. Chem.54Liu, L; Chen, TQFALSEFALSEFALSEFALSE
5291
10.1002/cjoc.202100276
Catalytic [3+3] Annulation of beta-Ketoethers and Cyclopropenones via C(sp(3))-O/C-C Bond Cleavage under Transition-Metal Free Conditions
Chin. J. Chem.54
Bai, DC; Chang, JB
FALSEFALSEFALSEFALSE
5292
10.1021/acs.organomet.1c00368
Cross-Dimerization of 2,5-Dihydrofuran with Conjugated Dienes Catalyzed by (Chiral Diene)ruthenium(0) Complexes and Origins of the Enantioselectivity
Organometallics54Hirano, MFALSEFALSEFALSEFALSE
5293
10.1016/j.poly.2021.115363
Isomerization of a cationic (eta(5)-C5Me5)Ir(III) complex involving remote C-C and C-H bond formation
Polyhedron54Carmona, EFALSEFALSEFALSEFALSE
5294
10.1039/d1ob01125a
Synthesis, C-H bond functionalisation and cycloadditions of 6-styryl-1,2-oxathiine 2,2-dioxides
Org. Biomol. Chem.54
Heron, BM; Zonidis, D
FALSEFALSEFALSEFALSE
5295
10.1021/jacs.1c00659
Cobalt Catalyst Determines Regioselectivity in Ring Opening of Epoxides with Aryl Halides
J. Am. Chem. Soc.54
Giedyk, M; Gryko, D
FALSEFALSEFALSEFALSE
5296
10.1021/jacs.1c03898
Overcoming the Naphthyl Requirement in Stereospecific Cross-Couplings to Form Quaternary Stereocenters
J. Am. Chem. Soc.54Watson, MPFALSEFALSEFALSEFALSE
5297
10.1002/slct.202101011
Copper Nanoparticles Supported on Zinc Oxide as Efficient Catalyst for the N-Arylation of (Hetero)cyclic and Acyclic Amides
ChemistrySelect54
Moglie, Y; Radivoy, G
FALSEFALSEFALSEFALSE
5298
10.1016/j.jcat.2021.04.022
OMS-2 nanorod-supported cobalt catalyst for aerobic dehydrocyclization of vicinal diols and amidines: Access to functionalized imidazolones
J. Catal.54Xie, F; Zhang, MFALSEFALSEFALSEFALSE
5299
10.1021/acs.orglett.1c00677
Palladium-Catalyzed Direct Arylation of 2-Pyridylmethyl Silanes with Aryl Bromides
Org. Lett.54Mao, JYFALSEFALSEFALSEFALSE
5300
10.3762/bjoc.13.174
Ni nanoparticles on RGO as reusable heterogeneous catalyst: effect of Ni particle size and intermediate composite structures in C-S cross-coupling reaction
Beilstein J. Org. Chem.
54Basu, BFALSEFALSEFALSEFALSE
5301
10.1021/acs.joc.7b00855
A Palladium-Catalyzed alpha-Arylation of Oxindoles with Aryl Tosylates
J. Org. Chem.54Kwong, FYFALSEFALSEFALSEFALSE
5302
10.1021/acs.organomet.7b00165
Influence of the Transmetalating Agent in Difficult Coupling Reactions: Control in the Selectivity of C-F Bond Activation by Ni(0) Complexes in the Presence of AlMe3
Organometallics54Johnson, SAFALSEFALSEFALSEFALSE
5303
10.1021/acscatal.6b03355
Highly Enantioselective Construction of Sterically Hindered alpha-Allyl-alpha-Aryl Lactones via Palladium-Catalyzed Decarboxylative Asymmetric Allylic Alkylation
ACS Catal.54Guiry, PJFALSEFALSEFALSEFALSE
5304
10.1039/c6cc07924e
Copper-catalyzed/mediated borylation reactions of epoxides with diboron reagents: access to beta-hydroxyl boronic esters
Chem. Commun.54Xiao, B; Fu, YFALSEFALSEFALSEFALSE
5305
10.1016/j.ejmech.2016.09.031
New potent biaryl sulfate-based hepatitis C virus inhibitors
Eur. J. Med. Chem.54Kim, BMFALSEFALSEFALSEFALSE
5306
10.1002/chem.201605611
Cationic [(Iminophosphine) Nickel( Allyl)](+) Complexes as the First Example of Nickel Catalysts for Direct Hydroamination of Allenes
Chem.-Eur. J.54Schmidt, JARFALSEFALSEFALSEFALSE
5307
10.1021/acs.orglett.6b02933
Transmetal-Catalyzed Enantioselective Cross-Coupling Reaction of Racemic Secondary Benzylic Bromides with Organoaluminum Reagents
Org. Lett.54Zhou, SLFALSEFALSEFALSEFALSE
5308
10.1021/acscatal.6b02392
Rh(I)/NHC*-Catalyzed Site- and Enantioselective Functionalization of C(sp(3))-H Bonds Toward Chiral Triarylmethanes
ACS Catal.54Glorius, FFALSEFALSEFALSEFALSE
5309
10.1021/acs.orglett.6b02343
Multicomponent Coupling Reaction of Perfluoroarenes with 1,3-Butadiene and Aryl Grignard Reagents Promoted by an Anionic Ni(II) Complex
Org. Lett.54
Iwasaki, T; Kambe, N
FALSEFALSEFALSEFALSE
5310
10.1021/acs.orglett.5b03712
Pd(II)-Catalyzed C3-Selective Arylation of Pyridine with (Hetero)arenes
Org. Lett.54Yu, JQFALSEFALSEFALSEFALSE
5311
10.1021/acs.orglett.5b03396
Chiral Diarylmethanes via Copper-Catalyzed Asymmetric Allylic Arylation with Organolithium Compounds
Org. Lett.54
Hornillos, V; Feringa, BL
FALSEFALSEFALSEFALSE
5312
10.1002/chem.202005426
Photohomolysis and Photoheterolysis in Aryl Sulfonates and Aryl Phosphates
This work describes the cross-electrophile methylation of aryl bromides and aryl tosylates with methyl tosylate. The mild reaction conditions allow effective methylation of a wide set of heteroaryl electrophiles and dimethylation of dibromoarenes.
Chem.-Eur. J.53Fagnoni, MTRUEFALSEFALSEFALSE
5313
10.1021/acscatal.0c05484
Nickel-Catalyzed, Stereospecific C-C and C-B Cross-Couplings via C-N and C-O Bond Activation
Two efficient protocols for the nickel-catalyzed aryl alkyl cross-coupling reactions using esters as coupling components have been established. The methods enable the selective oxidative addition of nickel to acyl C-O and aryl C-O bonds and allow the aryl alkyl cross-coupling via decarbonylative bond cleavage or through cleavage of a C-O bond with high efficiency and good functional group compatibility. The protocols allow the streamlined, unconventional utilization of widespread ester groups and their precursors, carboxylic acids and phenols, in synthetic organic chemistry.
ACS Catal.53Watson, MPFALSEFALSEFALSEFALSE
5314
10.1038/s41467-020-20725-9
2,2-difluorovinyl benzoates for diverse synthesis of gem-difluoroenol ethers by Ni-catalyzed cross-coupling reactions
Exploitation of the low binding affinity of NHC-palladium complex for the carbonyl oxygen of ester to form three-centered transition state led to the discovery of Suzuki-Miyaura coupling via unprecedented C(acyl)-O bond cleavage. The use of bulky NHC ligand resulted in direct coupling as it prevented decarbonylation of ester. This access to alternative chemoselectivity by careful selection has extended the synthetic portfolio of esters for the diversification of interesting molecular scaffolds.
Nat. Commun.53Yu, WYFALSEFALSEFALSEFALSE
5315
10.1021/acscatal.0c04620
Mechanistic Studies of Copper(I)-Catalyzed Stereoselective [2,3]-Sigmatropic Rearrangements of Diazoesters with Allylic Iodides/Sulfides
Current efforts in this laboratory continue to focus on the preparation of novel complexant motifs for potential use in chemoselective minor-actinide liquid-liquid separations of relevant cations from used nuclear fuel. The present work describes an efficient Pd-catalyzed amination reaction of diversely functionalized 6-bromo-1,2,4-triazinyl-pyridine scaffolds with various amines to afford the opportunity for convergent modulation of complexant electronic and steric properties directly from one substrate towards potentially enhanced solubility in process-relevant solvents. The 21 novel examples presented highlight a unified approach to extensive molecular diversity and provide the ability to further study chelate effects, solubility properties, and complexation efficacy on nonsymmetric, moderately soft-Lewis-basic complexant scaffolds without the incorporation of additional heteroaromatic moieties. Synthetic-method optimization, amine and scaffold scope, as well as a scale-up experiment are presented.
ACS Catal.53Dang, YFFALSEFALSEFALSEFALSE
5316
10.1055/a-1328-0352
Zn-Mediated Hydrodeoxygenation of Tertiary Alkyl Oxalates
A revisit of organoaluminum reagents for cross coupling reactions has opened up several types of C-C bond formation protocols through cleavage of phenolic/alcoholic C-O and C-F and ammonium C-N bonds. Catalyzed by the commercially available NiCl2(PCy3)(2) catalyst, these reactions proceed smoothly with a wide range of substrates and broad functional group compatibility, providing a versatile methodology for organoaluminum-mediated cross-coupling processes.
Synlett53Gong, HGFALSEFALSEFALSEFALSE
5317
10.1021/acs.joc.0c00703
Reagent Controlled Glycosylations for the Assembly of Well-Defined Pel Oligosaccharides
A Ni-catalyzed reductive cross-coupling of styrenyl aziridines with aryl iodides is reported. This reaction proceeds by a stereoconvergent mechanism and is thus amenable to asymmetric catalysis using a chiral BiOxazoline ligand for Ni. The process allows facile access to highly enantioenriched 2-arylphenethylamines from racemic aziridines. Multivariate analysis revealed that ligand polarizability, among other features, influences the observed enantioselectivity, shedding light on the success of this emerging ligand class for enantioselective Ni catalysis.
J. Org. Chem.53Codee, JDCFALSEFALSEFALSEFALSE
5318
10.1039/d0qo00923g
Selective direct C-H polyfluoroarylation of electron-deficient N-heterocyclic compounds
A Cu-catalyzed oxidative coupling reaction of arylboronic acids, amines and carbon dioxide is described for the first time in this paper. The reaction tolerates a wide range of functional groups, providing a convenient protocol for the synthesis of various O-aryl carbamates. The successful development of the transformation was enabled by the use of BF3 center dot OEt2 as the promoter and molecular oxygen as the oxidant. Mechanistic studies suggested that the Cu-II carbamato complex is involved in the catalytic transformation.
Org. Chem. Front.53Fu, HYFALSEFALSEFALSEFALSE
5319
10.6023/cjoc202006075
Palladium-Catalyzed Reductive Coupling of Aromatic Bromides and Trimethylsilyldiazomethane: Its Application to Methylation of Aromatic Compounds
A simple and facile method for the synthesis of aromatic tertiary amines by amination of fluoroarenes with secondary amines in the presence of n-butyllithium at room temperature was reported. (C) 2017 Elsevier Ltd. All rights reserved.
Chin. J. Org. Chem.53Wang, JBFALSEFALSEFALSEFALSE
5320
10.1021/jacs.0c09008
Cu-Catalyzed Enantioselective Alkylarylation of Vinylarenes Enabled by Chiral Binaphthyl-box Hybrid Ligands
N-Heterocyclic carbene based pincer ligands bearing a central silyl donor, [CSiC](-) , have been envisioned as a class of strongly sigma-donating ligands that can be used for synthesizing electron-rich transition-metal complexes for the activation of inert bonds. However, this type of pincer ligand and complexes thereof have remained elusive owing to their challenging synthesis. We herein describe the first synthesis of a CSiC pincer ligand scaffold through the coupling of a silylNHC chelate with a benzyl-NHC chelate induced by oneelectron oxidation in the coordination sphere of a cobalt complex. The monoanionic CSiC ligand stabilizes the Co-I dinitrogen complex [(CSiC) Co(N-2)] with an unusual coordination geometry and enables the challenging oxidative addition of E-H bonds (E= C, N, O) to Co-I to form Co-III complexes. The structure and reactivity of the cobalt(I) complex are ascribed to the unique electronic properties of the CSiC pincer ligand, which provides a strong trans effect and pronounced sigma-donation.
J. Am. Chem. Soc.53Maruoka, KFALSEFALSEFALSEFALSE
5321
10.1021/jacs.0c07492
Radical Dehydroxylative Alkylation of Tertiary Alcohols by Ti Catalysis
A concise, protecting-group-free synthesis of the antipsychotic agent (+)-nemonapride has been achieved featuring a europium(III) trifluoromethanesulfonate (Eu(OTf)(3))-catalyzed C4 selective aminolysis of a 3,4-epoxy alcohol by benzylamine and an expedient use of the resulting 4-benzylamino-1,3-diol product for constructing the pyrrolidine skeleton.
J. Am. Chem. Soc.53Shu, XZFALSEFALSEFALSEFALSE
5322
10.1016/j.intermet.2020.106839
Al and Ni nanoparticles as precursors for Ni aluminides
Copper-catalyzed functionalization of terminal or 1,1-disubstituted alkenes with bis(pinacolato)diboron and exceptional regiocontrol favoring the branched isomer. Pairing methanol provides formal hydroboration products with this procedure with photocatalytic cross-couplings using iridium and nickel cocatalysis provides an effective, highly regioselective procedure for the hydroarylation of terminal alkenes.
Intermetallics53Kickelbick, GFALSEFALSEFALSEFALSE
5323
10.1039/d0cc01460e
Manganese complex-catalysed alpha-alkylation of ketones with secondary alcohols enables the synthesis of beta-branched carbonyl compounds
Development of efficient, mild, and easily operable stereoselective glycosylations is of critical importance to access sufficient amounts of pure and structurally well-defined carbohydrates for studies of their biological functions. Such studies will facilitate our understanding of the role of complex oligosaccharides and glycoconjugates in biological processes as well as the development of carbohydrate-based effective therapeutic agents. This review highlights recent advances in the transition metal catalyzed stereoselective glycosylations for the synthesis of a variety of structurally complex and biologically significant O-, N-, C-, and S-glycosides.
Chem. Commun.53Maji, BFALSEFALSEFALSEFALSE
5324
10.1126/sciadv.aba7614
Ester dance reaction on the aromatic ring
A nickel-catalyzed methylation of aryl halides with cheap and readily available CH3I or CD (3) I is described. The reaction is applicable to a wide range of substrates and allows installation of a CD3 group under mild reaction conditions without deuterium scrambling to other carbon atoms. Initial mechanistic studies on the stoichiometric and catalytic reactions of the isolated [(dppp)Ni(C6H4-4-CO2Et)Br] [dppp= 1,3-bis(diphenylphosphanyl)propane] suggest that a Ni-0/ Ni-II catalytic cycle is favored.
Sci. Adv.53Yamaguchi, JFALSEFALSEFALSEFALSE
5325
10.1016/j.tetlet.2020.151940
Cobalt- or copper-catalyzed synthesis of gem-difluoroallyl MIDA boronates from alpha-trifluoromethyl alkenes
In this study, we report the harnessing of new reactivity of N,O-acetals in an aminocatalytic fashion for organic synthesis. Unlike widely used strategies requiring the use of acids and/or elevated temperatures, direct replacement of the amine component of the N,O-acetals by carbon-centered nucleophiles for C-C bond formation is realized under mild reaction conditions. Furthermore, without necessary preformation of the N,O-acetals, an amine-catalyzed in situ formation of N,O-acetals is developed. Coupling both reactions into a one-pot operation enables the achievement of a catalytic process. We demonstrate the employment of simple anilines as promoters for the cyclization-substitution cascade reactions of trans-2-hydroxycinnamaldehydes with various carbonic nucleophiles including indoles, pyrroles, naphthols, phenols, and silyl enol ethers. The process offers an alternative approach to structurally diverse, privileged 2-substituted 2H-chromenes. The synthetic power of the new process is furthermore shown by its application in a 2-step synthesis of the natural product candenatenin E and for the facile installation of 2-substituted 2H-chromene moieties into biologically active indoles.
Tetrahedron Lett.53Cao, SFALSEFALSEFALSEFALSE
5326
10.1007/s11172-020-2818-3
Nickel(ii) N-heterocyclic carbene complexes as efficient catalysts for the Suzuki-Miyaura reaction
Three novel porous heterobimetallic coordination polymers, [Ln(2)Pd(3)(BPDC)(2)(HBPDC)(2)(mu 2-O)Cl-4(H2O)(6)center dot nH(2)O](m) (Ln = Pr, n=5 (1), Ln=Gd, n=4 (2), and Ln=Tb, n=4 (3)), were readily prepared by combining Pd(II) and Ln(III) with 2,2'-bipyridine-4,4'-dicarboxylic acid (H2BPDC) as a heteroleptic ligand, under hydrothermal conditions, and structurally characterized by means of single-crystal X-ray diffraction, Fr-IR, powder X-ray diffraction, elemental analysis and thermogravimetric (TG) techniques. Single-crystal X-ray diffraction examination showed that 1-3 have similar 3D frameworks, connected via hydrogen bonding interactions, and consisting of three distinct types of building blocks: Pd(BPDC)Cl-2, Pd(HBPDC)2 and a Ln dimer (Ln(2)O(15)). The new isostructural, air and water stable coordination polymers, resulting from association of lanthanides with palladium, exhibited superior but distinct capabilities as eco-friendly heterogeneous catalysts in Suzuki-Miyaura, Heck and Sonogashira cross-couplings, under green reaction conditions. Supramolecular, solid catalysts 1-3 have been recovered quantitatively from the reaction mixtures by simple filtration. Also importantly, their sustainability, utility and cost-effectiveness have been demonstrated by recycling experiments with catalyst 1 in Suzuki-Miyaura, proceeding practically without loss of activity after four runs. (C) 2015 Elsevier B.V. All rights reserved.
Russ. Chem. Bull.53Chernyshev, VMFALSEFALSEFALSEFALSE
5327
10.1021/acs.orglett.0c00500
Iridium/Acid Cocatalyzed Direct Access to Fused Indoles via Transfer Hydrogenative Annulation of Quinolines and 1,2-Diketones
Hydroalkoxylation of butadiene has been performed in the presence of nickel precatalysts associated with chelating diphosphine ligands. High butadiene conversions and selectivities forming alkyl butenyl ethers were obtained with low catalyst loading. Reactions were performed with a wide scope of primary alcohols including benzylic alcohol derivatives and bio-sourced alcohols. In the same way, the scope of dienes that can be reacted according to this reaction has been also studied. Substituted butadiene derivatives have shown a lower reactivity compared to butadiene. Isoprene formed OC5 alkenyl ethers with a high regioselectivity for one branched isomeric form.
Org. Lett.53Zhang, MFALSEFALSEFALSEFALSE
5328
10.1039/c9dt04111g
Hydrogenation and N-alkylation of anilines and imines via transfer hydrogenation with homogeneous nickel compounds
Dalton Trans.53Garcia, JJFALSEFALSEFALSEFALSE
5329
10.1021/acs.orglett.9b03557
Regioselectivity Influences in Platinum-Catalyzed Intramolecular Alkyne O-H and N-H Additions
Org. Lett.53Ferreira, EMFALSEFALSEFALSEFALSE
5330
10.1002/ejoc.201901364
Decyanative Cross-Coupling of Cyanopyrimidines with O-, S-, and N-Nucleophiles: A Route to Alkoxylpyrimidines, Aminopyrimidines and Alkylthiopyrimidines
Eur. J. Org. Chem.53Yin, GDFALSEFALSEFALSEFALSE
5331
10.1021/acscatal.9b02636
How Solvents Control the Stereospecificity of Ni-Catalyzed Miyaura Borylation of Allylic Pivalates
ACS Catal.53Lu, Z; Hong, XFALSEFALSEFALSEFALSE
5332
10.1021/acscatal.9b02483
Nickel-Catalyzed Regioselective Hydrobenzylation of 1,3-Dienes with Hydrazones
ACS Catal.53Li, CJFALSEFALSEFALSEFALSE
5333
10.1039/c9cc05385a
Ni-Catalyzed deaminative hydroalkylation of internal alkynes
Chem. Commun.53Liu, FFALSEFALSEFALSEFALSE
5334
10.1002/asia.201900904
Construction of C(sp(2))-C(sp(3)) Bond between Quinoxalin-2(1H)-ones and N-Hydroxyphthalimide Esters via Photocatalytic Decarboxylative Coupling
Chem.-Asian J.53Jin, CTRUEFALSEFALSEFALSE
5335
10.1002/anie.201903215
Synthesis of Nitrile-Bearing Quaternary Centers by an Equilibrium-Driven Transnitrilation and Anion-Relay Strategy
Angew. Chem.-Int. Edit.
53Rousseaux, SALFALSEFALSEFALSEFALSE
5336
10.1039/c9nj01635j
The asymmetric vinylogous Mannich reaction of noncyclic dicyanoolefins catalyzed by a bifunctional thiourea-ammonium salt phase transfer catalyst
New J. Chem.53Lin, YJ; Duan, HFFALSEFALSEFALSEFALSE
5337
10.1021/acs.orglett.9b01941
HCN on Tap: On-Demand Continuous Production of Anhydrous HCN for Organic Synthesis
Org. Lett.53
Hone, CA; Kappe, CO
FALSEFALSEFALSEFALSE
5338
10.1021/acs.joc.9b00717
A Microwave-Assisted SmI2-Catalyzed Direct N-Alkylation of Anilines with Alcohols
J. Org. Chem.53Nanduri, SFALSEFALSEFALSEFALSE
5339
10.1039/c9cc02659b
Regioselective installation of fluorosulfate (-OSO2F) functionality into aromatic C(sp(2))-H bonds for the construction of para-amino-arylfluorosulfates
Chem. Commun.53Qin, HLFALSEFALSEFALSEFALSE
5340
10.1002/cctc.201900318
Ti-Pd Alloys as Heterogeneous Catalysts for the Hydrogen Autotransfer Reaction and Catalytic Improvement nby Hydrogenation Effects
ChemCatChem53
Kondo, R; Obora, Y
FALSEFALSEFALSEFALSE
5341
10.1039/c8qo01405a
Manganese-mediated reductive amidation of esters with nitroarenes
Org. Chem. Front.53
Cheung, CW; Ma, JA
FALSEFALSEFALSEFALSE
5342
10.1021/acs.orglett.9b00059
Asymmetric Transfer Hydrogenation of Heterobicyclic Alkenes with Water as Hydrogen Source
Org. Lett.53
Chen, JC; Fan, BM
FALSEFALSEFALSEFALSE
5343
10.1002/adsc.201801035
Palladium-Catalyzed Allylic Alkylation of 2-Aryl-1,3-Dithianes, an Umpolung Synthesis of beta,gamma-Unsaturated Ketones
Adv. Synth. Catal.53Walsh, PJFALSEFALSEFALSEFALSE
5344
10.1021/acs.joc.8b02904
Radical Anions of Aromatic Carbonitriles as Reagents for Arylation of Fluorinated Benzonitriles
J. Org. Chem.53Peshkov, RYFALSEFALSEFALSEFALSE
5345
10.3390/catal9010076
Benzothiazole Nickelation: An Obstacle to the Catalytic Arylation of Azoles by Cyclopentadienyl Nickel N-Heterocyclic Carbene Complexes
Catalysts53
Chetcuti, MJ; Ritleng, V
FALSEFALSEFALSEFALSE
5346
10.1038/s41467-018-07069-1
Chromium-catalyzed para-selective formation of quaternary carbon centers by alkylation of benzamide derivatives
Nat. Commun.53Zeng, XMFALSEFALSEFALSEFALSE
5347
10.1021/jacs.8b09473
Ni-Catalyzed Reductive Coupling of Electron-Rich Aryl Iodides with Tertiary Alkyl Halides
J. Am. Chem. Soc.53Gong, HGFALSETRUEFALSEFALSE
5348
10.1039/c8cc06202a
C-H functionalisation of aldehydes using light generated, non-stabilised diazo compounds in flow
Chem. Commun.53Ley, SVFALSEFALSEFALSEFALSE
5349
10.1021/acs.organomet.8b00438
Comprehensive Study of the Reactions Between Chelating Phosphines and Ni(cod)(2)
Organometallics53Louie, JFALSEFALSEFALSEFALSE
5350
10.1039/c8ob01389f
Nickel-catalysed radical tandem cyclisation/arylation: practical synthesis of 4-benzyl-3,3-difluoro-gamma-lactams
Org. Biomol. Chem.53Mai, WP; Lu, KFALSEFALSEFALSEFALSE
5351
10.1021/acs.orglett.8b01582
Palladium-Catalyzed Reductive Conversion of Acyl Fluorides via Ligand-Controlled Decarbonylation
Org. Lett.53
Ogiwara, Y; Sakai, N
FALSEFALSEFALSEFALSE
5352
10.1021/acs.orglett.8b01327
Diels-Alder and Stille Coupling Approach for the Short Protecting-Group-Free Synthesis of Mycophenolic Acid, Its Phenylsulfenyl and Phenylselenyl Analogues, and Reactive Oxygen Species (ROS) Probing Capacity in Water
Org. Lett.53Churchill, DGFALSEFALSEFALSEFALSE
5353
10.1002/ajoc.201800070
Heterobimetallic Lanthanide-Sodium Alkoxides Catalyze the Amidation of Esters
Asian J. Org. Chem.53Yuan, D; Yao, YMFALSEFALSEFALSEFALSE
5354
10.1039/c8cc00358k
Ni-catalyzed two-component reductive dicarbofunctionalization of alkenes via radical cyclization
Chem. Commun.53Diao, TNFALSEFALSEFALSEFALSE
5355
10.1002/anie.201712429
A New Portal to SuFEx Click Chemistry: A Stable Fluorosulfuryl Imidazolium Salt Emerging as an F-SO2+ Donor of Unprecedented Reactivity, Selectivity, and Scope
Angew. Chem.-Int. Edit.
53
Sharpless, KB; Dong, JJ
FALSEFALSEFALSEFALSE
5356
10.1002/adsc.201701115
Hydrogenation of Carbonyl Derivatives Catalysed by Manganese Complexes Bearing Bidentate Pyridinyl-Phosphine Ligands
Adv. Synth. Catal.53Sortais, JBFALSEFALSEFALSEFALSE
5357
10.1039/c8ra01377b
Cobalt-catalyzed C(sp(3))-H/C(sp(2))-H oxidative coupling between alkanes and benzamides
RSC Adv.53Liu, HFALSEFALSEFALSEFALSE
5358
10.1021/jacs.7b10009
Irradiation-Induced Heck Reaction of Unactivated Alkyl Halides at Room Temperature
J. Am. Chem. Soc.53Shang, R; Fe, YFALSEFALSEFALSEFALSE
5359
10.1039/c7cc07777g
Ruthenium-catalyzed olefinic C-H alkenylation of enol-carbamates: highly stereo-selective synthesis of (Z,Z) and (Z,E)-butadienes
Chem. Commun.53
Zhang, J; Zhong, GF
FALSEFALSEFALSEFALSE
5360
10.1021/jacs.7b07373
Ligand-Substrate Dispersion Facilitates the Copper-Catalyzed Hydroamination of Unactivated Olefins
J. Am. Chem. Soc.53
Lambrecht, DS; Liu, P
FALSEFALSEFALSEFALSE
5361
10.1021/acscatal.7b02919
Entrances, Traps, and Rate-Controlling Factors for Nickel-Catalyzed C-H Functionalization
ACS Catal.53
Montgomery, J; Zimmerman, PM
FALSEFALSEFALSEFALSE
5362
10.1039/c6gc00367b
Water - the best solvent for DMAP-mediated dual cyclization towards metal-free first synthesis of fully substituted phthalimides
Green Chem.53Maiti, DKFALSEFALSEFALSEFALSE
5363
10.1039/c6ob01281g
Palladium-catalysed direct C-2 methylation of indoles
Org. Biomol. Chem.53Ding, YSFALSEFALSEFALSEFALSE
5364
10.1021/acs.joc.5b01292
Chemical Dynamic Thermodynamic Resolution and S/R Interconversion of Unprotected Unnatural Tailor-made alpha-Amino Acids
J. Org. Chem.53Sooshonok, VAFALSEFALSEFALSEFALSE
5365
10.1021/acs.joc.5b01272
Buchwald-Hartwig Amination of (Hetero)Aryl Tosylates Using a Well-Defined N-Heterocyclic Carbene/Palladium(II) Precatalyst
J. Org. Chem.53Cesar, VFALSEFALSEFALSEFALSE
5366
10.1021/acs.joc.5b00771
Synthesis of 2-Arylpyridopyrimidinones, 6-Aryluracils, and Tri- and Tetrasubstituted Conjugated Alkenes via Pd-Catalyzed Enolic C-O Bond Activation-Arylation
J. Org. Chem.53Guchhait, SKFALSEFALSEFALSEFALSE
5367
10.1021/ic502792q
Synthesis and Structural Studies of Nickel(0) Tetracarbene Complexes with the Introduction of a New Four-Coordinate Geometric Index, tau(delta)
Inorg. Chem.53Kubiak, CPFALSEFALSEFALSEFALSE
5368
10.1002/chem.201405275
Chemoselective Chromium(II)-Catalyzed Cross-Coupling Reactions of Dichlorinated Heteroaromatics with Functionalized Aryl Grignard Reagents
Chem.-Eur. J.53Malhotra, SFALSEFALSEFALSEFALSE
5369
10.1039/c5cc05312a
Regioselective aerobic oxidative Heck reactions with electronically unbiased alkenes: efficient access to alpha-alkyl vinylarenes
Chem. Commun.53Stahl, SSFALSEFALSEFALSEFALSE
5370
10.1021/ol503229c
Mild Rhodium(III)-Catalyzed C-H Allylation with 4-Vinyl-1,3-dioxolan-2-ones: Direct and Stereoselective Synthesis of (E)-Allylic Alcohols
Org. Lett.53Wang, HGFALSEFALSEFALSEFALSE
5371
10.1055/s-0034-1379366
Synthesis of Diarylmethanes through Palladium-Catalyzed Coupling of Benzylic Phosphates with Arylsilanes
Synlett53Zhang, PBFALSEFALSEFALSEFALSE
5372
10.1021/ol500675q
Application of Cooperative Iron/Copper Catalysis to a Palladium-Free Borylation of Aryl Bromides with Pinacolborane
Org. Lett.53Chavant, PYFALSEFALSEFALSEFALSE
5373
10.1515/pac-2014-5041
The strategic generation and interception of palladium-hydrides for use in alkene functionalization reactions
Pure Appl. Chem.53Sigman, MSFALSEFALSEFALSEFALSE
5374
10.1021/ol500112y
Direct Cross-Coupling Access to Diverse Aromatic Sulfide: Palladium-Catalyzed Double C-S Bond Construction Using Na2S2O3 as a Sulfurating Reagent
Org. Lett.53Jiang, XFFALSEFALSEFALSEFALSE
5375
10.1246/bcsj.20130166
Scope and Limitation for FeSO4-Mediated Direct Arylation of Heteroarenes with Arylboronic Acids and Its Synthetic Applications
Bull. Chem. Soc. Jpn.
53Komeyama, KFALSEFALSEFALSEFALSE
5376
10.1039/c4ra07105k
Upgrading malic acid to bio-based benzoates via a Diels-Alder-initiated sequence with the methyl coumalate platform
RSC Adv.53Kraus, GAFALSEFALSEFALSEFALSE
5377
10.1039/c4qo00253a
Efficient and scalable Pd-catalyzed double aminocarbonylations under atmospheric pressure at low catalyst loadings
Org. Chem. Front.53Liu, SLFALSEFALSEFALSEFALSE
5378
10.1039/c4dt02374a
Mechanism of Ni N-heterocyclic carbene catalyst for C-O bond hydrogenolysis of diphenyl ether: a density functional study
Dalton Trans.53
Surawatanawong, P
FALSEFALSEFALSEFALSE
5379
10.1080/00304948.2013.834772
Microwave-assisted Suzuki Cross-Coupling Reactions using Dimeric ortho-palladated Complex of Tribenzylamine
Org. Prep. Proced. Int.
53Hajipour, ARFALSEFALSEFALSEFALSE
5380
10.1002/chem.201302677
Synthesis of Catechol-, Pinacol-, and Neopentylglycolborane through the Heterogeneous Catalytic B-B Hydrogenolysis of Diboranes(4)
Chem.-Eur. J.53Braunschweig, HFALSEFALSEFALSEFALSE
5381
10.1002/anie.201305098
Alkoxide Activation of Aminoboranes towards Selective Amination
Angew. Chem.-Int. Edit.
53Fernandez, EFALSEFALSEFALSEFALSE
5382
10.1021/ja407749w
Regioselective Allene Hydrosilylation Catalyzed by N-Heterocyclic Carbene Complexes of Nickel and Palladium
J. Am. Chem. Soc.53Montgomery, JFALSEFALSEFALSEFALSE
5383
10.1016/j.tet.2013.07.019
Ligand-free indium(III)-catalyzed Heck reaction
Tetrahedron53Pan, YMFALSEFALSEFALSEFALSE
5384
10.1002/pola.26750
Synthesis of high performance polyacrylonitrile by RASA SET-LRP in the presence of Mg powder
J. Polym. Sci. Pol. Chem.
53Chen, HFALSEFALSEFALSEFALSE
5385
10.1016/j.tet.2013.05.063
A novel allylic substitution strategy to four-component synthesis of pyrazole-substituted fused pyrroles
Tetrahedron53Jiang, BFALSEFALSEFALSEFALSE
5386
10.1021/ja404285b
Co-Catalyzed Cross-Coupling of Alkyl Halides with Tertiary Alkyl Grignard Reagents Using a 1,3-Butadiene Additive
J. Am. Chem. Soc.53Kambe, NFALSEFALSEFALSEFALSE
5387
10.1002/chem.201300127
Vinyl Nosylates: An Ideal Partner for Palladium-Catalyzed Cross-Coupling Reactions
Chem.-Eur. J.53Weibel, JMFALSEFALSEFALSEFALSE
5388
10.1021/ja402740q
Pd-Catalyzed Asymmetric Allylic Alkylation of Pyrazol-5-ones with Allylic Alcohols: The Role of the Chiral Phosphoric Acid in C-O Bond Cleavage and Stereocontrol
J. Am. Chem. Soc.53Gong, LZFALSEFALSEFALSEFALSE
5389
10.1002/chem.201300229
Cobalt-Catalyzed Electrophilic Amination of Arylzincs with N-Chloroamines
Chem.-Eur. J.53Gosmini, CFALSETRUEFALSEFALSE
5390
10.1021/ol3019665
Robust Acenaphthoimidazolylidene Palladium Complexes: Highly Efficient Catalysts for Suzuki-Miyaura Couplings with Sterically Hindered Substrates
Org. Lett.53Tu, TFALSEFALSEFALSEFALSE
5391
10.1016/j.tetlet.2012.06.054
A general rhodium-catalyzed cross-coupling reaction of thiols with aryl iodides
Tetrahedron Lett.53Lee, CFFALSEFALSEFALSEFALSE
5392
10.1021/ja3013825
Nickel-Catalyzed Negishi Alkylations of Styrenyl Aziridines
J. Am. Chem. Soc.53Doyle, AGFALSEFALSEFALSEFALSE
5393
10.1016/j.ica.2012.01.057
Synthesis and reactivity of bis(diphenylphosphino)amine ligands and their application in Suzuki cross-coupling reactions
Inorg. Chim. Acta53Kayan, CFALSEFALSEFALSEFALSE
5394
10.1002/adsc.201100927
Platinum on Carbon-Catalyzed Hydrodefluorination of Fluoroarenes using Isopropyl Alcohol-Water-Sodium Carbonate Combination
Adv. Synth. Catal.53Sajiki, HFALSEFALSEFALSEFALSE
5395
10.1039/c2ra20231j
The first organocatalytic asymmetric synthesis of 3-substituted isoindolinones
RSC Adv.53More, VFALSEFALSEFALSEFALSE
5396
10.1002/anie.201203778
Gallium Tribromide Catalyzed Coupling Reaction of Alkenyl Ethers with Ketene Silyl Acetals
Angew. Chem.-Int. Edit.
53Baba, AFALSEFALSEFALSEFALSE
5397
10.1002/adsc.201100262
sp(3)-sp(2) C-C Bond Formation via Bronsted Acid Trifluoromethanesulfonic Acid-Catalyzed Direct Coupling Reaction of Alcohols and Alkenes
Adv. Synth. Catal.53Ji, JXFALSEFALSEFALSEFALSE
5398
10.1021/ja206850s
Nickel-Catalyzed Chelation-Assisted Transformations Involving Ortho C-H Bond Activation: Regioselective Oxidative Cycloaddition of Aromatic Amides to Alkynes
J. Am. Chem. Soc.53Chatani, NFALSEFALSEFALSEFALSE
5399
10.1002/asia.201100147
Gold(I)-Catalyzed Cyclization of Alkynyl Hydrogen Phosphates
Chem.-Asian J.53Kim, SFALSEFALSEFALSEFALSE
5400
10.1021/ol200964m
Concise, Convergent Syntheses of (+/-)-Trichostatin A Utilizing a Pd-Catalyzed Ketone Enolate alpha-Alkenylation Reaction
Org. Lett.53Helquist, PFALSEFALSEFALSEFALSE
5401
10.1021/ol2012132
Trifluoromethanesulfonic Acid Catalyzed Isomerization of Kinetic Enol Derivatives to the Thermodynamically Favored Isomers
Org. Lett.53Lee, PHFALSEFALSEFALSEFALSE
5402
10.1021/om200004a
Solvent Dependence of the Structure of Ethylzinc Acetate and Its Application in CO2/Epoxide Copolymerization
Organometallics53Shaffer, MSPFALSEFALSEFALSEFALSE
5403
10.1021/om200060x
Nickel-Catalyzed Cross-Coupling of Organogold Reagents
Organometallics53Blum, SAFALSEFALSEFALSEFALSE
5404
10.1021/ol9028034
Palladium-Catalyzed Direct Arylations, Alkenylations, and Benzylations through C-H Bond Cleavages with Sulfamates or Phosphates as Electrophiles
Org. Lett.53Ackermann, LFALSETRUEFALSEFALSE
5405
10.1021/jo901728b
Formation of Chiral C(sp(3))-C(sp) Bond by Allylic Substitution of Secondary Allylic Picolinates and Alkynyl Copper Reagents
J. Org. Chem.53Kobayashi, YFALSEFALSEFALSEFALSE
5406
10.1021/ol901745x
Tandem C-C Bond-Forming Processes: Interception of the Pd-Catalyzed Decarboxylative Allylation of Allyl Diphenylglycinate Imines with Activated Olefins
Org. Lett.53Chruma, JJFALSEFALSEFALSEFALSE
5407
10.1055/s-0029-1217368
Ni-Catalyzed Carbocyclization of 1,6-Enynes Mediated by Dialkylzinc Reagents: Me2Zn or Et2Zn Makes a Difference
Synlett53Zhao, GFALSEFALSEFALSEFALSE
5408
10.1021/jo900098a
A Ligand Free and Room Temperature Protocol for Pd-Catalyzed Kumada-Corriu Couplings of Unactivated Alkenyl Phosphates
J. Org. Chem.53Skrydstrup, TFALSEFALSEFALSEFALSE
5409
10.1016/j.tetlet.2008.08.002
Selective aromatic carbon-oxygen bond cleavage of trifluoromethoxyarenes: a trifluoromethoxy group as a convertible directing group
Tetrahedron Lett.53Amii, HFALSEFALSEFALSEFALSE
5410
10.1039/b809626k
Synthesis of functionalised diarylmethanes via a cobalt-catalysed cross-coupling of arylzinc species with benzyl chlorides
Chem. Commun.53Amatore, MFALSEFALSEFALSEFALSE
5411
10.1002/asia.200800161
A general preparation of polyfunctional benzylic zinc organometallic compounds
Chem.-Asian J.53Knochel, PFALSEFALSEFALSEFALSE
5412
10.1002/anie.200802157
Palladium-catalyzed amination of aryl mesylates
Angew. Chem.-Int. Edit.
53Kwong, FYFALSEFALSEFALSEFALSE
5413
10.1080/00397910701831498
Palladium-catalyzed cyanation of aryl triflates
Synth. Commun.53Cai, CFALSEFALSEFALSEFALSE
5414
10.1016/j.tetlet.2006.11.156
Short synthesis of 4-aryl-3-pyrrolin-2-ones
Tetrahedron Lett.53Pelkey, ETFALSEFALSEFALSEFALSE
5415
10.1021/jo982135h
Microwave-assisted aqueous Suzuki cross-coupling reactions
J. Org. Chem.53Schotten, TFALSEFALSEFALSEFALSE
5416
10.1021/jo982312e
Nickel-catalyzed highly stereoselective ring opening of 7-oxa- and azanorbornenes with organic halides
J. Org. Chem.53Cheng, CHFALSEFALSEFALSEFALSE
5417
10.1021/ma951840e
Regioregular and regioirregular poly(p-phenylene)s via Ni(O)-catalyzed homocoupling of arylene bismesylates
Macromolecules53Percec, VFALSEFALSEFALSEFALSE
5418
10.1021/jacs.1c11044
Ni/Chiral Sodium Carboxylate Dual Catalyzed Asymmetric O-Propargylation
J. Am. Chem. Soc.53Guo, CFALSEFALSEFALSEFALSE
5419
10.1021/acscatal.1c04239
Ni-Catalyzed Formal Cross-Electrophile Coupling of Alcohols with Aryl Halides
ACS Catal.53Ma, GB; Gong, HFALSETRUEFALSEFALSE
5420
10.1039/d1cc05221g
Synthesis of 1,4-enynes via nickel-catalyzed cross-coupling of allylic alcohols with alkynylzinc reagents
Chem. Commun.53Wang, ZXFALSEFALSEFALSEFALSE
5421
10.1039/d1ob01806j
Visible-light-mediated alkylation of 4-alkyl-1,4-dihydropyridines with alkenyl sulfones
Org. Biomol. Chem.53Wang, QMFALSEFALSEFALSEFALSE
5422
10.1039/d1dt02849a
One pot tandem dual C=C and C=O bond reductions in the beta-alkylation of secondary alcohols with primary alcohols by ruthenium complexes of amido and picolyl functionalized N-heterocyclic carbenes
Dalton Trans.53Ghosh, PFALSEFALSEFALSEFALSE
5423
10.1126/sciadv.abh4088
Synthesis of medicinally relevant oxalylamines via copper/Lewis acid synergistic catalysis
Sci. Adv.53
Wu, WQ; Jiang, HF
FALSEFALSEFALSEFALSE
5424
10.1021/jacs.1c05346
Direct Observation of Diastereomeric alpha-C-Bound Enolates during Enantioselective alpha-Arylations: Synthesis, Characterization, and Reactivity of Arylpalladium Fluorooxindole Complexes
J. Am. Chem. Soc.53Hartwig, JFFALSEFALSEFALSEFALSE
5425
10.1039/d1ob01054a
Copper-promoted direct amidation of isoindolinone scaffolds by sodium persulfate
Org. Biomol. Chem.53Zha, DJFALSEFALSEFALSEFALSE
5426
10.1021/jacs.1c03228
Catalytic Regioselective Olefin Hydroarylation(alkenylation) by Sequential Carbonickelation-Hydride Transfer
J. Am. Chem. Soc.53
Wang, HY; Koh, MJ
FALSEFALSEFALSEFALSE
5427
10.1039/d1ob00521a
Sterically hindering the trajectory of nucleophilic attack towards p-benzynes by a properly oriented hydrogen atom: an approach to achieve regioselectivity
Org. Biomol. Chem.53
Singha, M; Basak, A
FALSEFALSEFALSEFALSE
5428
10.1021/acs.orglett.1c00465
Access to alpha-Cyano Carbonyls Bearing a Quaternary Carbon Center by Reductive Cyanation
Org. Lett.53Dong, KWFALSEFALSEFALSEFALSE
5429
10.1021/acs.orglett.1c00671
Late-Stage F-18/F-19 Isotopic Exchange for the Synthesis of F-18-Labeled Sulfamoyl Fluorides
Org. Lett.53Chun, JHFALSEFALSEFALSEFALSE
5430
10.1039/c7ob00841d
Ni and Cu-catalyzed one pot synthesis of unsymmetrical 1,3-di(hetero) aryl-1H-indazoles from hydrazine, o-chloro (hetero) benzophenones, and (hetero) aryl bromides
Org. Biomol. Chem.53Bonacorso, HGFALSEFALSEFALSEFALSE
5431
10.1021/jacs.7b02326
Deoxygenation of Ethers To Form Carbon-Carbon Bonds via Nickel Catalysis
J. Am. Chem. Soc.53Shi, ZJFALSEFALSEFALSEFALSE
5432
10.1039/c7ob00593h
Amidation of unactivated ester derivatives mediated by trifluoroethanol
Org. Biomol. Chem.53Jamieson, CFALSEFALSEFALSEFALSE
5433
10.1021/acs.orglett.7b00579
Differentially Substituted Phosphines via Decarbonylation of Acylphosphines
Org. Lett.53Wang, ZQFALSEFALSEFALSEFALSE
5434
10.1002/jhet.2513
Nickel-catalyzed Kumada Cross-coupling Reaction for the Synthesis of 2,4-Diarylquinazolines
J. Heterocycl. Chem.
53Peng, YYFALSEFALSEFALSEFALSE
5435
10.1016/j.tetlet.2016.06.022
Cross-coupling of vinylethylene carbonates with arylboronic acids catalyzed by in situ generated palladium nanoparticles in water
Tetrahedron Lett.53Zhang, YJFALSEFALSEFALSEFALSE
5436
10.1002/adsc.201600205
Electron-Poor, Fluoro-Containing Arylboronic Acids as Efficient Coupling Partners for Bis(1,5-cyclooctadiene)nickel(0)/Tricyclohexylphosphine-Catalyzed Cross-Coupling Reactions of Aryl Arenesulfonates
Adv. Synth. Catal.53Hu, QSFALSETRUEFALSEFALSE
5437
10.1002/chem.201601515
Practical Stannylation of Allyl Acetates Catalyzed by Nickel with Bu3SnOMe
Chem.-Eur. J.53Komeyama, KFALSEFALSEFALSEFALSE
5438
10.1021/acs.joc.6b00883
Nickel-Catalyzed Hiyama-type Decarboxylative Coupling of Propiolic Acids and Organosilanes
J. Org. Chem.53Kim, J; Lee, SFALSEFALSEFALSEFALSE
5439
10.1021/acs.joc.6b00466
Chan-Evans-Lam Amination of Boronic Acid Pinacol (BPin) Esters: Overcoming the Aryl Amine Problem
J. Org. Chem.53Watson, AJBFALSEFALSEFALSEFALSE
5440
10.1002/adsc.201500928
Catalytic Enantioselective Total Synthesis of Riccardiphenol B
Adv. Synth. Catal.53Alexakis, AFALSEFALSEFALSEFALSE
5441
10.1021/acs.orglett.0c04056
Synthesis of Substituted Anilines from Cyclohexanones Using Pd/C-Ethylene System and Its Application to Indole Synthesis
Org. Lett.52Hayashi, MFALSEFALSEFALSEFALSE
5442
10.1021/acs.orglett.1c00058
Using Chlorotrifluoroethane for Trifluoroethylation of (Hetero)aryl Bromides and Chlorides via Nickel Catalysis
BACKGROUNDQuinoxyfen is a fungicide developed by Dow AgroSciences for the control of powdery mildew. Re-registration studies required gram quantities of 2-chloro-10-fluorochromeno[2,3,4-de]quinoline, a photometabolite of quinoxyfen. The only previous method of preparation of this photometabolite was by photolysis of quinoxyfen in less than 1% yield. Therefore, a new method allowing for the preparation of this photometabolite in gram quantities was required. RESULTSSeveral different metal catalyzed intramolecular cyclization approaches were investigated for the synthesis of 2-chloro-10-fluorochromeno[2,3,4-de]quinoline. While most methods failed to provide the desired product from a 2-bromophenyl derivative of quinoxyfen, a novel one-pot two-step synthesis led to the desired material in good yield from quinoxyfen. CONCLUSIONA short and efficient synthetic route was developed to access 2-chloro-10-fluorochromeno[2,3,4-de]quinoline from readily available (4-fluoro-2-hydroxyphenyl)boronic acid and quinoxyfen and was found to be scalable, which enabled the preparation of the desired photometabolite in gram quantities thus meeting material requirements to complete regulatory studies for the re-registration of quinoxyfen. (c) 2017 Society of Chemical Industry
Org. Lett.52Zhang, XGFALSEFALSEFALSEFALSE
5443
10.1039/d0ra08737h
LiCl-promoted-dehydration of fructose-based carbohydrates into 5-hydroxymethylfurfural in isopropanol
A novel copper-catalyzed arylation of benzylic C-H bonds with nucleophilic arylboronic acids has been developed that provides an efficient way to synthesize various 1,1-diarylalkanes with a broad substrate scope and excellent functional group compatibility. The reactions occur at room temperature using alkylarenes as the limiting reagents, which allows access to the arylation of the more valuable and complex bioactive compounds.
RSC Adv.52Ma, HFALSEFALSEFALSEFALSE
5444
10.1002/ejoc.202001335
Metal-Free Hydrophosphoryloxylation of Ynamides: Rapid Access to Enol Phosphates
Although Ni(PEt3)(4) does not react with di- or trifluoroarenes at room temperature, upon the addition of aluminum hydrocarbons such as AlMe3 an immediate reaction occurs, to give AlMe2F and Ni(II) complexes from C-F bond activation and transmetalation. The influence of additional Lewis basic compounds, such as pyridine, on selectivity in these systems provides insight into how selectivity in a cross-coupling reaction is controlled by the transmetalating agent and how the oxidative addition and transmetalation steps are not necessarily distinct.
Eur. J. Org. Chem.52Zhao, YYFALSEFALSEFALSEFALSE
5445
10.1016/j.molstruc.2020.128635
Regio-isomeric isoxazole sulfonates: Synthesis, characterization, electrochemical studies and DNA binding activity
An efficient synthesis of beta-amino alcohols from a variety of epoxides and primary unbranched amines in the absence of any catalyst in high yields and regioselectivities is reported. A variety of polar mixed solvent systems allow for the selective formation of secondary amino alcohols over tertiary amino alcohols. The reaction scope extends to a wide variety of aromatic and aliphatic substituted epoxides and primary amines bearing complex functionality.
J. Mol. Struct.52Hameed, SFALSEFALSEFALSEFALSE
5446
10.1021/acs.joc.0c01887
Examination of the Dynamic Covalent Chemistry of [2+3]-Imine Cages
Despite recent progress in the catalytic transformation of inert phenol derivatives as alternatives to aryl halides and triflates, attempts at the cross-coupling of inert phenol derivatives with the C-H bonds of arenes have met with limited success. Herein, we report the rhodium-catalyzed cross-coupling of aryl carbamates with arenes bearing a convertible directing group. The key to success is the use of an in situ generated rhodium bis(N-heterocyclic carbene) species as the catalyst, which can promote activation of the inert C(sp(2))-O bond in aryl carbamates.
J. Org. Chem.52Mastalerz, MFALSEFALSEFALSEFALSE
5447
10.1021/acs.joc.0c01909
Ruthenium-Catalyzed Meta-Selective C-H Difluoromethylation of Phenol Derivatives
A regioselective and concomitant transfer of thiocyanate (-SCN) and aroyl/acyl (-COR) groups from aroyl/acyl isothiocyanates onto oxiranes was achieved, giving thiocyanato benzoates in 100% atom economy. In this biomimetic organocatalytic process, one part (-SCN) of aroyl/acyl isothiocyanates acts as the nucleophile whereas the other half (-COR) serves as an electrophilic partner.
J. Org. Chem.52Zhao, YSFALSEFALSEFALSEFALSE
5448
10.1039/d0qo00775g
Palladium-catalyzed cyanation of aryl halides with in situ generated CN(-)from ClCF2H and NaNH2
A variety of bibenzyl derivatives have been synthesized with excellent atom economy via C(sp(3))-H-C(sp(3))-H coupling of readily available methyl arenes using K2S2O8 under metal-free and environmentally benign conditions.
Org. Chem. Front.52Song, QLFALSEFALSEFALSEFALSE
5449
10.1039/d0qo00615g
Palladium-catalyzed domino Heck cyclization/ring opening of sulfolenes/desulfitative coupling: regio- and stereoselective synthesis of alkylated conjugated dienes
2-Arylbenzazoles are promising molecules for potential applications in medicine and material areas. Efficient protocols for direct regioselective functionalization of 2-arylbenzoxazoles are in high demand. Herein, we disclose a general method for selective ortho-olefination of 2-arylbenzo [d] oxazoles with alkenes enabled by versatile Cp*Rh(III) in high yields. This protocol features broad functional group tolerance and high regioselectivity. Intermolecular competition studies and kinetic isotope effect experiments imply that the oxidative olefination process occurs via an electrophilic C-H activation pathway. The molecular structure of the m-fluoro-substituted olefination product confirms regioselective C-H activation/olefination at the more hindered site in cases where the meta F atom or heteroatom substituent existed. Apparent torsion angles were observed in the structures of mono-and bis-olefination products, which resulted in distinct different chemical shifts of olefinic protons. Additionally, two gram-scale reactions and further transformation experiments demonstrate that this method is practical for synthesis of ortho-alkenylated 2-arylbenzoxazole derivatives.
Org. Chem. Front.52Wu, XX; Hu, LPFALSEFALSEFALSEFALSE
5450
10.1021/acs.orglett.0c01851
NaCl as Catalyst and Water as Solvent: Highly E-Selective Olefination of Methyl Substituted N-Heteroarenes with Benzyl Amines and Alcohols
The synthesis of four new sulfur-containing palladacycles 3a-d [FcC(S)OEtPdClZR(3), where: 3a, ZR(3): PPh3; 3b, ZR(3): P(o-Tol)(3); 3c, ZR(3): PMe3; 3d, ZR(3): SbPh3] from ferrocenyl thionoester 1 [FcC(S)OEt] in good yields is reported. The catalytic applications of these cyclopalladated complexes in Heck and Suzuki cross-coupling reactions were also evaluated, in combination with infrared or microwave as energy sources. The coupled products of these reactions were obtained in good to excellent yields, short reaction times and low catalyst loading. (C) 2016 Elsevier B.V. All rights reserved.
Org. Lett.52Elias, AJFALSEFALSEFALSEFALSE
5451
10.1021/acs.orglett.0c01127
Pd-Catalyzed Cross-Coupling of Highly Sterically Congested Enol Carbamates with Grignard Reagents via C-O Bond Activation
An improved method for the reductive coupling of aryl and vinyl bromides with alkyl halides that gave high yields for a variety of substrates at room temperature with a low (2.5 to 0.5 mol%) catalyst loading is presented. Under the optimized conditions, difficult substrates, such as unhindered alkenyl bromides, can be coupled to give the desired olefins with minimal diene formation and good stereoretention. These improved conditions also worked well for aryl bromides. For example, a gram-scale reaction was demonstrated with 0.5 mol% catalyst loading, whereas reactions at 10 mol% catalyst loading completed in as little as 20 minutes. Finally, a low-cost single-component pre-catalyst, (bpy)NiI2 (bpy=2,2'-bipyridine) that is both air-and moisture-stable over a period of months was introduced.
Org. Lett.52So, CMFALSEFALSEFALSEFALSE
5452
10.1002/ejoc.201901137
Vitamin B-12 Enables Consecutive Generation of Acyl and Alkyl Radicals from One Reagent
We have investigated and exploited a new photochemical route to hydrated electrons, which are among the strongest reductants known and can even be used for direct carbon dioxide and nitrogen fixation. Our electron precursor is the ascorbate dianion, which we photoionize with a 355 nm laser. The method is instrumentally much simpler and far less accompanied by health and safety issues than is pulse radiolysis. Advantages over other photoionizable substrates or systems comprise the favourably long operating wavelength, at which many additives do not absorb anymore; the low price and nonexisting biohazards of this naturally occurring electron precursor; and the lack of visible absorption as well as the nonreactivity of the ionization by-product, the ascorbate radical, which greatly simplifies the mechanistic and kinetic studies of subsequent reactions. To illustrate the usefulness of this electron source, we have prepared a number of radical anions (through scavenging the electrons) including several that are inaccessible by the usual photochemical route for mechanistic or thermodynamic reasons, obtained their calibrated absorption spectra, and in one case investigated their green-light photochemistry. As proof of its applicability to environmental remediation, we have successfully utilized this electron generator to detoxify a model compound for halogenated organic waste.
Eur. J. Org. Chem.52Gryko, DFALSEFALSEFALSEFALSE
5453
10.3390/molecules25030602
Nickel-Catalyzed Removal of Alkene Protecting Group of Phenols, Alcohols via Chain Walking Process
Molecules52Yi, JFALSEFALSEFALSEFALSE
5454
10.1002/aoc.5517
Facile amidation of esters with aromatic amines promoted by lanthanide tris (amide) complexes
Appl. Organomet. Chem.
52Luo, YJFALSEFALSEFALSEFALSE
5455
10.1002/adsc.201901096
Amino Acids: Nontoxic and Cheap Alternatives for Amines for the Synthesis of Benzoxazoles through the Oxidative Functionalization of Catechols
Adv. Synth. Catal.52Sharghi, HFALSEFALSEFALSEFALSE
5456
10.1038/s41929-019-0392-6
An air-stable binary Ni(0)-olefin catalyst
Nat. Catal.52Cornella, JFALSEFALSEFALSEFALSE
5457
10.1016/j.matpr.2019.08.151
Ag/GO nanocatalysts for N-alkylation
Mater. Today-Proc.
52Sarno, MFALSEFALSEFALSEFALSE
5458
10.1002/anie.201913518
Construction of Quaternary Carbon Center by Catalytic Asymmetric Alkylation of 3-Arylpiperidin-2-ones Under Phase-Transfer Conditions
Angew. Chem.-Int. Edit.
52
Kano, T; Maruoka, K
FALSEFALSEFALSEFALSE
5459
10.1039/c9qo01073d
The decarboxylative C-H heteroarylation of azoles catalysed by nickel catalysts to access unsymmetrical biheteroaryls
Org. Chem. Front.52
Yang, K; Li, ZY; Sun, XQ
FALSEFALSEFALSEFALSE
5460
10.1021/acs.orglett.9b03475
Nickel-Catalyzed Benzylic Substitution of Benzyl Esters with Malonates as a Soft Carbon Nucleophile
Org. Lett.52
Tsuji, H; Kawatsura, M
FALSEFALSEFALSEFALSE
5461
10.1016/j.chempr.2019.07.023
Gold-Catalyzed Oxidative Biaryl Cross-Coupling of Organometallics
Chem52Xie, JFALSEFALSEFALSEFALSE
5462
10.1039/c9na00368a
Atomic layer deposition of palladium nanoparticles on a functional electrospun poly-cyclodextrin nanoweb as a flexible and reusable heterogeneous nanocatalyst for the reduction of nitroaromatic compounds
Nanoscale Adv.52Topuz, F; Uyar, TFALSEFALSEFALSEFALSE
5463
10.1039/c9qo00744j
Ni-Catalyzed enantioselective reductive aryl-alkenylation of alkenes: application to the synthesis of (+)-physovenine and (+)-physostigmine
Org. Chem. Front.52
Lei, AW; Kong, WQ
FALSEFALSEFALSEFALSE
5464
10.1002/ajoc.201900438
Ligand-Free FeCl2-Catalyzed alpha-Alkylation of Ketones with Alcohols
Asian J. Org. Chem.52Yang, YFALSEFALSEFALSEFALSE
5465
10.1021/acs.orglett.9b01989
Iridium-Catalyzed Alkene-Selective Transfer Hydrogenation with 1,4-Dioxane as Hydrogen Donor
Org. Lett.52
Iwai, T; Sawamura, M
FALSEFALSEFALSEFALSE
5466
10.1021/jacs.9b04136
Highly Chemoselective, Transition-Metal-Free Transamidation of Unactivated Amides and Direct Amidation of Alkyl Esters by N-C/O-C Cleavage
J. Am. Chem. Soc.52Szostak, MFALSEFALSEFALSEFALSE
5467
10.1002/adsc.201801713
Heterogeneous Nickel-Catalyzed Cross-Coupling between Aryl Chlorides and Alkyllithiums Using a Polystyrene-Cross-Linking Bisphosphine Ligand
Adv. Synth. Catal.52Sawamura, MFALSEFALSEFALSEFALSE
5468
10.1002/chem.201901150
One-Pot Sequential Kumada-Tamao-Corriu Couplings of (Hetero) Aryl Polyhalides in the Presence of Grignard-Sensitive Functional Groups Using Pd-PEPPSI-IPent(Cl)
Chem.-Eur. J.52Organ, MGFALSEFALSEFALSEFALSE
5469
10.1021/acscatal.8b05072
Cobalamin-Dependent Apparent Intramolecular Methyl Transfer for Biocatalytic Constitutional Isomerization of Catechol Monomethyl Ethers
ACS Catal.52Kroutil, WFALSEFALSEFALSEFALSE
5470
10.1021/acs.orglett.9b00698
N-Arylation of NH-Sulfoximines via Dual Nickel Photocatalysis
Org. Lett.52Konig, BTRUEFALSEFALSEFALSE
5471
10.1021/jacs.9b02338
Asymmetric Propargylic Radical Cyanation Enabled by Dual Organophotoredox and Copper Catalysis
J. Am. Chem. Soc.52Lu, LQ; Xiao, WJFALSEFALSEFALSEFALSE
5472
10.1002/anie.201900721
Kinetic Resolution and Dynamic Kinetic Resolution of Chromene by Rhodium-Catalyzed Asymmetric Hydroarylation
Angew. Chem.-Int. Edit.
52Wang, JFALSEFALSEFALSEFALSE
5473
10.1002/anie.201814475
Palladium-Catalyzed Construction of Quaternary Stereocenters by Enantioselective Arylation of -Lactams with Aryl Chlorides and Bromides
Angew. Chem.-Int. Edit.
52Stoltz, BMFALSEFALSEFALSEFALSE
5474
10.1021/acs.orglett.8b03918
Transition-Metal-Free Desulfinative Cross-Coupling of Heteroaryl Sulfinates with Grignard Reagents
Org. Lett.52Sheng, RFALSEFALSEFALSEFALSE
5475
10.1021/acs.joc.8b02760
Transition Metal-Free Intermolecular C(sp(2))-H Direct Amination of Furanones via a Redox Pathway
J. Org. Chem.52Wang, X; Li, RTFALSEFALSEFALSEFALSE
5476
10.1007/s11426-018-9359-4
Synthesis of 4H-chromenes by silver (I)-catalyzed cycloaddition of ortho-quinone methides with N-allenamides
Sci. China-Chem.52Jia, J; Xu, ZHFALSEFALSEFALSEFALSE
5477
10.1002/slct.201803376
Tunable P-Stereogenic P,N-Phosphine Ligands Design: Synthesis and Coordination Chemistry to Palladium
ChemistrySelect52
Herault, D; Buono, G
FALSEFALSEFALSEFALSE
5478
10.1021/acs.orglett.8b02932
Metal-Free Catalytic Reductive Cleavage of Enol Ethers
Org. Lett.52Dobrovetsky, RFALSEFALSEFALSEFALSE
5479
10.1039/c8cc06768f
Palladium(0)-catalyzed C(sp(3))-Si bond formation via formal carbene insertion into a Si-H bond
Chem. Commun.52Wang, JBFALSEFALSEFALSEFALSE
5480
10.1021/acs.orglett.8b02481
Controllable Pd-Catalyzed Allylation of Indoles with Skipped Enynes: Divergent Synthesis of Indolenines and N-Allylindoles
Org. Lett.52Yao, HQ; Lin, AJFALSEFALSEFALSEFALSE
5481
10.1002/chem.201803297
Structural and Synthetic Insights into Pyridine Homocouplings Mediated by a -Diketiminato Magnesium Amide Complex
Chem.-Eur. J.52
McLellan, R; Hevia, E
FALSEFALSEFALSEFALSE
5482
10.1021/acs.joc.8b01498
Synthesis of 3-Substituted 3-Bromo-1-phenylallenes from Alkynylcycloheptatrienes
J. Org. Chem.52
Bour, C; Gandon, V
FALSEFALSEFALSEFALSE
5483
10.1021/acs.joc.8b01428
Transition-Metal-Free Arylation and Alkylation of Diarylmethyl p-Tolyl Sulfones with Zinc Reagents
J. Org. Chem.52
Miao, MZ; Ren, HJ
FALSEFALSEFALSEFALSE
5484
10.1021/acs.orglett.8b01807
Pd-Catalyzed Dearomative Allylation of Benzyl Phosphates
Org. Lett.52
Muto, K; Yamaguchi, J
FALSEFALSEFALSEFALSE
5485
10.1021/acs.orglett.8b01863
Nickel and Nucleophilic Cobalt-Catalyzed Trideuteriomethylation of Aryl Halides Using Trideuteriomethyl p-Toluenesulfonate
Org. Lett.52Komeyama, KFALSEFALSEFALSEFALSE
5486
10.1002/adsc.201800336
Rhodium(I)-Catalyzed Azide-Alkyne Cycloaddition (RhAAC) of Internal Alkynylphosphonates with High Regioselectivities under Mild Conditions
Adv. Synth. Catal.52Song, WZFALSEFALSEFALSEFALSE
5487
10.1246/cl.180226
Decarbonylative Aryl Thioether Synthesis by Ni Catalysis
Chem. Lett.52Yamaguchi, JFALSEFALSEFALSEFALSE
5488
10.1002/ajoc.201800083
Iron-Catalyzed Synthesis of Amines and Thioethers Directly from Allylic Alcohols
Asian J. Org. Chem.52Zhang, PKFALSEFALSEFALSEFALSE
5489
10.1021/acs.orglett.8b00775
Palladium-Catalyzed Esterification of Carboxylic Acids with Aryl Iodides
Org. Lett.52Itami, KFALSEFALSEFALSEFALSE
5490
10.1021/acs.joc.7b03210
Directed ortho-Metalation and Anionic ortho-Fries Rearrangement of Polycyclic Aromatic O-Carbamates: Regioselective Synthesis of Substituted Chrysenes
J. Org. Chem.52Jorgensen, KBFALSEFALSEFALSEFALSE
5491
10.1002/slct.201702614
I-2-Catalyzed Synthesis of Disulfides by NaBH4 Mediated Reductive Coupling of Phenylsulfonyl Imidazoles
ChemistrySelect52Chen, BHFALSEFALSEFALSEFALSE
5492
10.1021/jacs.7b09802
Enantioselective Decarboxylative Cyanation Employing Cooperative Photoredox Catalysis and Copper Catalysis
J. Am. Chem. Soc.52Liu, GSTRUEFALSEFALSEFALSE
5493
10.1021/acscatal.7b00616
Deciphering the Mechanism of the Nickel-Catalyzed Hydroalkoxylation Reaction: A Combined Experimental and Computational Study
ACS Catal.52
Capet, F; Sauthier, M
FALSEFALSEFALSEFALSE
5494
10.1016/j.tet.2017.08.021
Highly regio- and stereoselective palladium-catalyzed allene bifunctionalization cascade via pi-allyl intermediate
Tetrahedron52Bai, TFALSEFALSEFALSEFALSE
5495
10.1039/c7py00987a
Alkyl-substituted spiropyrans: electronic effects, model compounds and synthesis of aliphatic main-chain copolymers
Polym. Chem.52Sommer, MFALSEFALSEFALSEFALSE
5496
10.1039/c5ob02535d
Copper(I) chloride promoted Csp(2)-N cross-coupling of 1,2-di(pyrimidin-2-yl) disulfides with amines: an efficient approach to obtain C2-amino functionalized pyrimidines
Org. Biomol. Chem.52Quan, ZJFALSEFALSEFALSEFALSE
5497
10.1021/acscatal.5b01782
Robust Iridium Coordination Polymers: Highly Selective, Efficient, and Recyclable Catalysts for Oxidative Conversion of Glycerol to Potassium Lactate with Dihydrogen Liberation
ACS Catal.52Tu, TFALSEFALSEFALSEFALSE
5498
10.1002/chem.201502338
Mild and Soft Catalyzed Trifluoromethylthiolation of Boronic Acids: The Crucial Role of Water
Chem.-Eur. J.52Billard, TFALSEFALSEFALSEFALSE
5499
10.1016/j.tetlet.2015.06.087
An efficient iron-catalyzed S-arylation of aryl and alkylthiols with aryl halides in the presence of water under aerobic conditions
Tetrahedron Lett.52Anilkumar, GFALSEFALSEFALSEFALSE
5500
10.1021/acs.joc.5b00991
Optimization of Reaction and Substrate Activation in the Stereoselective Cross-Coupling of Chiral 3,3-Diboronyl Amides
J. Org. Chem.52Hall, DGFALSEFALSEFALSEFALSE
5501
10.1021/acs.orglett.5b00654
Palladium-Catalyzed, Ligand-Free Suzuki Reaction in Water Using Aryl Fluorosulfates
Org. Lett.52Sharpless, KBFALSEFALSEFALSEFALSE
5502
10.1055/s-0034-1380141
A Novel Nickel-Catalyzed Domino Method for the Direct Synthesis of Symmetrical Disulfides Using Potassium 5-Methyl-1,3,4-oxadiazole-2-thiolate as a Sulfurating Reagent
Synlett52
Soleiman-Beigi, M
FALSEFALSEFALSEFALSE
5503
10.1021/acs.orglett.5b00241
Nickel-Catalyzed Decarboxylative Cross-Coupling of Perfluorobenzoates with Aryl Halides and Sulfonates
Org. Lett.52Kalyani, DFALSEFALSEFALSEFALSE
5504
10.1002/marc.201400699
An Efficient N-Heterocyclic Carbene-Ruthenium Complex: Application Towards the Synthesis of Polyesters and Polyamides
Macromol. Rapid Commun.
52Keul, HFALSEFALSEFALSEFALSE
5505
10.3987/COM-14-S(K)18
COPPER MEDIATED FORMATION OF CARBON-HETEROATOM BONDS USING ORGANOBORON REAGENTS AND ULTRASOUND
Heterocycles52Kabalka, GWFALSEFALSEFALSEFALSE
5506
10.1039/c5py00610d
Kumada catalyst transfer polycondensation for controlled synthesis of polyfluorenes using 1,3-bis(diarylphosphino)propanes as ligands
Polym. Chem.52Geng, YHFALSEFALSEFALSEFALSE
5507
10.1039/c5ra03869c
A novel and efficient zinc-catalyzed thioetherification of aryl halides
RSC Adv.52Anilkumar, GFALSEFALSEFALSEFALSE
5508
10.1039/c5ob01203a
N-heterocyclic carbene-palladium(II)-1-methylimidazole complex catalyzed alpha-arylation reactions of tetralones with aryl chlorides and further transformation of the products
Org. Biomol. Chem.52Shao, LXFALSEFALSEFALSEFALSE
5509
10.1021/om500767p
Synthesis of Low-Valent Nickel Complexes in Aqueous Media, Mechanistic Insights, and Selected Applications
Organometallics52Garcia, JJFALSEFALSEFALSEFALSE
5510
10.1021/ol503043r
Iron- and Cobalt-Catalyzed Arylation of Azetidines, Pyrrolidines, and Piperidines with Grignard Reagents
Org. Lett.52Cossy, JFALSEFALSEFALSEFALSE
5511
10.1055/s-0034-1379483
Cyanation of Unactivated Aryl Chlorides and Aryl Mesylates Catalyzed by Palladium and Hemilabile MOP-Type Ligands
Synlett52Xie, XMFALSEFALSEFALSEFALSE
5512
10.1002/adsc.201400560
Generation of Ethynyl-Grignard Reagent in a Falling Film Microreactor: An Expeditious Flow Synthesis of Propargylic Alcohols and Analogues
Adv. Synth. Catal.52Shen, RWFALSEFALSEFALSEFALSE
5513
10.1021/ja508815w
Stereospecific Pd-Catalyzed Cross-Coupling Reactions of Secondary Alkylboron Nucleophiles and Aryl Chlorides
J. Am. Chem. Soc.52Biscoe, MRFALSEFALSEFALSEFALSE
5514
10.1002/jccs.201400027
Copper-Catalyzed Cross-Coupling Reaction of Thiols with Aryl Iodides under Ligand-Free Conditions
J. Chin. Chem. Soc.52Lee, CFFALSEFALSEFALSEFALSE
5515
10.1055/s-0033-1339111
Nickel-Catalyzed Reductive Allylation of Ketones with Allylic Carbonates
Synthesis52Deng, WFALSEFALSEFALSEFALSE
5516
10.1021/om500156q
A Broadly Applicable Strategy for Entry into Homogeneous Nickel(0) Catalysts from Air-Stable Nickel(II) Complexes
Organometallics52Jamison, TFFALSEFALSEFALSEFALSE
5517
10.1021/ja501815p
Catalytic Asymmetric Synthesis of Tertiary Alkyl Fluorides: Negishi Cross-Couplings of Racemic alpha,alpha-Dihaloketones
J. Am. Chem. Soc.52Fu, GCFALSEFALSEFALSEFALSE
5518
10.1002/anie.201308666
Stereospecific Nickel-Catalyzed Cross-Coupling Reactions of Alkyl Grignard Reagents and Identification of Selective Anti-Breast-Cancer Agents
Angew. Chem.-Int. Edit.
52Jarvo, ERFALSEFALSEFALSEFALSE
5519
10.1021/jo401867e
Silver(I)-Catalyzed Reaction between Pyrazole and Propargyl Acetates: Stereoselective Synthesis of the Scorpionate Ligands (E)-Allyl-gem-dipyrazoles (ADPs)
J. Org. Chem.52Sahoo, AKFALSEFALSEFALSEFALSE
5520
10.1002/ajoc.201300172
Palladium-Catalyzed C-H and C-N Arylation of Aminothiazoles with Arylboronic Acids
Asian J. Org. Chem.52Yamaguchi, JFALSEFALSEFALSEFALSE
5521
10.1021/ol402644y
Tandem Isomerization and C-H Activation: Regioselective Hydroheteroarylation of Allylarenes
Org. Lett.52Ong, TGFALSEFALSEFALSEFALSE
5522
10.1166/sam.2013.1477
Sol-Gel Catalysts as an Efficient Tool for the Kumada-Corriu Reaction in Continuous Flow
Sci. Adv. Mater.52Marra, LFALSEFALSEFALSEFALSE
5523
10.1021/ja312487r
Copper-Catalyzed Enantioselective Allyl-Allyl Cross-Coupling
J. Am. Chem. Soc.52Feringa, BLFALSEFALSEFALSEFALSE
5524
10.1039/c3cs60228a
C-N bond forming cross-coupling reactions: an overview
Chem. Soc. Rev.52
Van der Eycken, E
FALSEFALSEFALSEFALSE
5525
10.1039/c3gc41469h
An efficient palladium catalyst on bentonite for Suzuki-Miyaura reaction at room temperature
Green Chem.52Ding, GDFALSEFALSEFALSEFALSE
5526
10.1021/ja308891e
Titanocene-Catalyzed Multicomponent Coupling Approach to Diarylethynyl Methanes
J. Am. Chem. Soc.52Ashfeld, BLFALSEFALSEFALSEFALSE
5527
10.1021/ol300401c
Regioselectivity Switch Achieved in the Palladium Catalyzed alpha-Arylation of Enones by Employing the Modified Kuwajima-Urabe Conditions
Org. Lett.52Kapur, MFALSEFALSEFALSEFALSE
5528
10.1002/anie.201202527
Synthesis of Enantioenriched Triarylmethanes by Stereospecific Cross-Coupling Reactions
Angew. Chem.-Int. Edit.
52Jarvo, ERFALSEFALSEFALSEFALSE
5529
10.1039/c2cc33232a
Mild ketone formation via Ni-catalyzed reductive coupling of unactivated alkyl halides with acid anhydrides
Chem. Commun.52Lin, KHFALSEFALSEFALSEFALSE
5530
10.1080/00397911.2011.585731
EFFICIENT ONE-STEP SYNTHESIS OF C-3-SYMMETRICAL BENZENOID COMPOUNDS MEDIATED BY SOCl2/EtOH
Synth. Commun.52Zhao, SHFALSEFALSEFALSEFALSE
5531
10.1021/ol202267t
NiCl2(PMe3)(2)-Catalyzed Borylation of Aryl Chlorides
Org. Lett.52Yamakawa, TFALSEFALSEFALSEFALSE
5532
10.1039/c1ce05516j
Zinc(II) and cadmium(II) coordination polymers mediated by rationally designed symmetrical/asymmetrical V-shaped heterocyclic aromatic ligands exhibiting different supramolecular architectures
Crystengcomm52Huang, WFALSEFALSEFALSEFALSE
5533
10.1039/c1sc00026h
Transition metal-catalyzed cross coupling with N-acyliminium ions derived from quinolines and isoquinolines
Chem. Sci.52Doyle, AGFALSEFALSEFALSEFALSE
5534
10.1021/jo1007898
Copper-Catalyzed Coupling Reaction of C-OMe Bonds Adjacent to a Nitrogen Atom with Terminal Alkynes
J. Org. Chem.52Zhang, YHFALSEFALSEFALSEFALSE
5535
10.1002/anie.201004426
A General Strategy Toward Aromatic 1,2-Ambiphilic Synthons: Palladium-Catalyzed ortho-Halogenation of PyDipSi-Arenes
Angew. Chem.-Int. Edit.
52Gevorgyan, VFALSEFALSEFALSEFALSE
5536
10.1055/s-0029-1218283
Rhodium-Catalyzed Cross-Coupling of Arylboronic Acids Using Vinyl Acetate as the Electrophilic Partner
Synlett52Kwong, FYFALSETRUEFALSEFALSE
5537
10.1021/ja905082c
Allylic Ethers as Educts for Suzuki-Miyaura Couplings in Water at Room Temperature
J. Am. Chem. Soc.52Lipshutz, BHFALSEFALSEFALSEFALSE
5538
10.1002/anie.200904033
Palladium-Catalyzed Cross-Coupling of Aryl Halides Using Organotitanium Nucleophiles
Angew. Chem.-Int. Edit.
52Kwong, FYFALSEFALSEFALSEFALSE
5539
10.1021/ma802100c
Aza-Wittig Polymerization: A Simple Method for the Synthesis of Regioregular Poly(azomethine)s
Macromolecules52Chujo, YFALSEFALSEFALSEFALSE
5540
10.1016/j.jorganchem.2007.07.007
Palladium-nanoparticles catalyzed hydrodehalogenation of aryl chlorides in ionic liquids
J. Organomet. Chem.
52Nacci, AFALSEFALSEFALSEFALSE
5541
10.1021/jo062148s
Palladium-catalyzed aryl-aryl cross-coupling reaction using ortho-substituted arylindium reagents
J. Org. Chem.52Sestelo, JPFALSEFALSEFALSEFALSE
5542
10.1002/adsc.200606146
Combinatorial approach to heterogeneous asymmetric aquacatalysis with amphiphilic polymer-supported chiral phosphine-palladium complexes
Adv. Synth. Catal.52Uozumi, YFALSEFALSEFALSEFALSE
5543
10.1016/j.tet.2005.02.085
Organometallic alkylation of 2-chloro-4,6-dimethoxy-1,3,5-triazine: a study
Tetrahedron52Menicagli, RFALSEFALSEFALSEFALSE
5544
10.1016/S0040-4020(03)01234-1
Triethylborane as an efficient promoter for palladium-catalyzed allylation of active methylene compounds with allyl alcohols
Tetrahedron52Tamaru, YFALSEFALSEFALSEFALSE
5545
10.1016/S0022-328X(02)01264-0
Cross-coupling reaction of organoboron compounds via base-assisted transmetalation to palladium(II) complexes
J. Organomet. Chem.
52Miyaura, NFALSEFALSEFALSEFALSE
5546
10.1039/b203465d
Palladium(II) complex-catalysed enantioselective benzoylation of alcohols using carbon monoxide and an organobismuth(V) compound
J. Chem. Soc.-Perkin Trans. 1
52Uemura, SFALSEFALSEFALSEFALSE
5547
10.1021/jm00073a021
SUBSTITUTED 3-PHENYLPIPERIDINES - NEW CENTRALLY ACTING DOPAMINE AUTORECEPTOR ANTAGONISTS
J. Med. Chem.52SONESSON, CFALSEFALSEFALSEFALSE
5548
10.1021/ja00033a033
APPLICATIONS OF AN ASYMMETRIC [2 + 2]-PHOTOCYCLOADDITION - TOTAL SYNTHESIS OF (-)-ECHINOSPORIN - CONSTRUCTION OF AN ADVANCED 11-DEOXYPROSTAGLANDIN INTERMEDIATE
J. Am. Chem. Soc.52SMITH, ABFALSEFALSEFALSEFALSE
5549
10.1021/ja00225a037
SEQUENTIAL ANNULATION APPROACH TO STERPURIC ACID AND STERPURENE-3,12,14-TRIOL, METABOLITES OF THE SILVER LEAF FUNGUS STEREUM-PURPUREUM
J. Am. Chem. Soc.52PAQUETTE, LAFALSEFALSEFALSEFALSE
5550
10.1021/jo00199a036
STUDIES IN STEREOCHEMISTRY .47. ASYMMETRIC INDUCTION BY LEAVING GROUP IN NUCLEOPHILIC AROMATIC-SUBSTITUTION
J. Org. Chem.52FALSEFALSEFALSEFALSE
5551
10.1021/acs.orglett.2c00207
Nickel-Catalyzed Reductive Csp(3)-Ge Coupling of Alkyl Bromides with Chlorogermanes
Org. Lett.52Shu, XZFALSEFALSEFALSEFALSE
5552
10.1039/d2cc00717g
Visible light-assisted Ni-/Ir-catalysed atom-economic synthesis of spiro[furan-3,1 '-indene] derivatives
Chem. Commun.52Wang, JJFALSEFALSEFALSEFALSE
5553
10.1021/acs.orglett.2c00267
Decarbonylative Pd-Catalyzed Suzuki Cross-Coupling for the Synthesis of Structurally Diverse Heterobiaryls
Org. Lett.52Szostak, MFALSEFALSEFALSEFALSE
5554
10.1039/d1cy02085d
Gold-catalyzed thioetherification of allyl, benzyl, and propargyl phosphates
Catal. Sci. Technol.52
Miura, H; Shishido, T
FALSEFALSEFALSEFALSE
5555
10.1002/hlca.202100184
Nickel-Catalyzed Ring Expansion of Cyclobutanones towards Indanones
Helv. Chim. Acta52Zhao, JB; Liu, YFALSEFALSEFALSEFALSE
5556
10.1039/d1sc06968c
A C-to-O atom-swapping reaction sequence enabled by Ni-catalyzed decarbonylation of lactones
Chem. Sci.52Li, JQFALSEFALSEFALSEFALSE
5557
10.1021/acs.orglett.1c03933
Ligand- and Substrate-Controlled Chemodivergent Pd-Catalyzed Annulations of Cyclic beta-Keto Esters with 3-Aryl-2H-azirines
Org. Lett.52Xie, FFALSEFALSEFALSEFALSE
5558
10.1038/s41467-021-26794-8
Catalytic enantioselective reductive domino alkyl arylation of acrylates via nickel/photoredox catalysis
Nat. Commun.52Mao, JYFALSEFALSEFALSEFALSE
5559
10.1021/acscatal.1c03732
Dynamic Kinetic Resolution of Flavonoids via Asymmetric Allylic Alkylation: Construction of Two Contiguous Stereogenic Centers on Nucleophiles
ACS Catal.52Yu, CB; Zhou, YGFALSEFALSEFALSEFALSE
5560
10.1039/d1sc04261k
Ligand-redox assisted nickel catalysis toward stereoselective synthesis of (n+1)-membered cycloalkanes from 1,n-diols with methyl ketones
Chem. Sci.52Adhikari, DFALSEFALSEFALSEFALSE
5561
10.1021/acs.orglett.1c02143
Nickel-Catalyzed Isomerization/Allylic Cyanation of Alkenyl Alcohols
Org. Lett.52Fang, XJFALSEFALSEFALSEFALSE
5562
10.1039/d1cc02762j
Pd-catalyzed sp-sp(3) cross-coupling of benzyl bromides using lithium acetylides
Chem. Commun.52
Buter, J; Feringa, BL
FALSEFALSEFALSEFALSE
5563
10.1021/acs.orglett.1c01280
Nickel-Catalyzed Ipso-Borylation of Silyloxyarenes via C-O Bond Activation
Org. Lett.52Montgomery, JFALSEFALSEFALSEFALSE
5564
10.1021/acs.orglett.1c01369
Palladium-Catalyzed Allenamide Carbopalladation/Allylation with Active Methine Compounds
Org. Lett.52Yao, HQ; Lin, AJFALSEFALSEFALSEFALSE
5565
10.1039/d1sc00900a
Construction of congested Csp(3)-Csp(3) bonds by a formal Ni-catalyzed alkylboration
Chem. Sci.52Brown, MKFALSEFALSEFALSEFALSE
5566
10.1055/a-1467-2432
Synthesis of Dibenzyls by Nickel-Catalyzed Homocoupling of Benzyl Alcohols
Synthesis52Shu, XZFALSEFALSEFALSEFALSE
5567
10.1021/jacs.7b07488
Insights into the Mechanism of Anodic N-N Bond Formation by Dehydrogenative Coupling
J. Am. Chem. Soc.52Waldvogel, SRFALSEFALSEFALSEFALSE
5568
10.1016/j.polymer.2017.03.036
Poly(phenylene-carborane) for boron-carbide/carbon ceramic precursor synthesized via nickel catalysis
Polymer52Wang, JYFALSEFALSEFALSEFALSE
5569
10.1021/acs.orglett.6b03861
Aromatic Metamorphosis of Dibenzofurans into Triphenylenes Starting with Nickel-Catalyzed Ring-Opening C-O Arylation
Org. Lett.52Yorimitsu, HFALSEFALSEFALSEFALSE
5570
10.1002/anie.201611495
Hydrodehalogenation of Haloarenes by a Sodium Hydride-Iodide Composite
Angew. Chem.-Int. Edit.
52Hirao, H; Chiba, SFALSEFALSEFALSEFALSE
5571
10.1002/anie.201610409
C-O Activation by a Rhodium Bis(N-Heterocyclic Carbene) Catalyst: Aryl Carbamates as Arylating Reagents in Directed C-H Arylation
Angew. Chem.-Int. Edit.
52Chatani, NFALSEFALSEFALSEFALSE
5572
10.1002/ejoc.201601098
(E)-Selective Wittig Reactions between a Nonstabilized Phosphonium Ylide Bearing a Phosphastibatriptycene Skeleton and Benzaldehydes
Eur. J. Org. Chem.52Uchiyama, YFALSEFALSEFALSEFALSE
5573
10.1071/CH17176
High Catalytic Activity of Peptide Nanofibres Decorated with Ni and Cu Nanoparticles for the Synthesis of 5-Substituted 1H-Tetrazoles and N-Arylation of Amines
Aust. J. Chem.52
Ghorbani-Choghamarani, A
FALSEFALSEFALSEFALSE
5574
10.1007/s10562-016-1880-9
Silica-Supported Ni(II)-DABCO Complex: An Efficient and Reusable Catalyst for the Heck Reaction
Catal. Lett.52Hajipour, ARFALSEFALSEFALSEFALSE
5575
10.1007/s11172-016-1619-1
Pyridinyl trifluoromethanesulfonates: preparation methods and use in organic synthesis
Russ. Chem. Bull.52
Krasnokutskaya, EA
FALSEFALSEFALSEFALSE
5576
10.1246/cl.160712
Nickel-catalyzed Ring-opening Cross-coupling of Cyclic Alkenyl Ethers with Arylboronic Esters via Carbon-Oxygen Bond Cleavage
Chem. Lett.52Tobisu, MFALSEFALSEFALSEFALSE
5577
10.1002/anie.201604429
Highly Chemoselective Iridium Photoredox and Nickel Catalysis for the Cross-Coupling of Primary Aryl Amines with Aryl Halides
Angew. Chem.-Int. Edit.
52
Oderinde, MS; Johannes, JW
TRUEFALSEFALSEFALSE
5578
10.1021/acs.orglett.6b02459
Tandem O-H Insertion/[1,3]-Alkyl Shift of Rhodium Azavinyl Carbenoids with Benzylic Alcohols: A Route To Convert C-OH Bonds into C-C Bonds
Org. Lett.52Bi, XHFALSEFALSEFALSEFALSE
5579
10.1055/s-0035-1562614
A Catalyst-Free One-Pot Protocol for the Construction of Substituted Isoindolinones under Sustainable Conditions
Synlett52Sashidhara, KVFALSEFALSEFALSEFALSE
5580
10.1246/bcsj.20160100
Mesolysis Processes with Benzylic Carbon-Oxygen. Bond Cleavage in Radical Anions of Aryl Benzyl Ethers Studied by Electron Pulse Radiolysis in DMF
Bull. Chem. Soc. Jpn.
52Yamaji, MFALSETRUEFALSEFALSE
5581
10.1002/bkcs.10819
Zinc Enolate/Sulfinate Prepared from a Single-Run Reaction Using Zinc Dust with O-Tosylated 4-Hydroxy Coumarin and Pyrone
Bull. Korean Chem. Soc.
52Kim, SHFALSEFALSEFALSEFALSE
5582
10.1002/anie.201601899
Iron-Catalyzed Stereoselective Cross-Coupling Reactions of Stereodefined Enol Carbamates with Grignard Reagents
Angew. Chem.-Int. Edit.
52Frantz, DEFALSEFALSEFALSEFALSE
5583
10.1002/chem.201504753
Alkoxyallene-ynes: Selective Preparation of Bicyclo[5.3.0] Ring Systems Including a -Alkoxy Cyclopentadienone
Chem.-Eur. J.52
Lannou, MI; Sorin, G
FALSEFALSEFALSEFALSE
5584
10.1002/anie.201511438
Direct Acylation of C(sp(3))-H Bonds Enabled by Nickel and Photoredox Catalysis
Angew. Chem.-Int. Edit.
52Doyle, AGTRUEFALSEFALSEFALSE
5585
10.1002/anie.201508757
Asymmetric Allylic Alkylation of -Ketoesters with Allylic Alcohols by a Nickel/Diphosphine Catalyst
Angew. Chem.-Int. Edit.
52Mashima, KFALSEFALSEFALSEFALSE
5586
10.1039/c5dt04663g
Half-sandwich nickel complexes with ring-expanded NHC ligands - synthesis, structure and catalytic activity in Kumada-Tamao-Corriu coupling
Dalton Trans.52Buchowicz, WFALSEFALSEFALSEFALSE
5587
10.1039/c5cc09817c
Copper-catalyzed cross-coupling reactions of epoxides with gem-diborylmethane: access to gamma-hydroxyl boronic esters
Chem. Commun.52Xiao, B; Fu, YFALSEFALSEFALSEFALSE
5588
10.1039/d0dt03941a
Mechanistic study of the cooperative palladium/Lewis acid-catalyzed transfer hydrocyanation reaction: the origin of the regioselectivity
Facet 111 oriented Au nanoplatelets (20-40 nm wide, 3-4 nm height) grafted on graphene ((Au) over bar /fl-G) are about three orders of magnitude more efficient than Pd nanoparticles supported on graphene to promote Suzuki-Miyaura coupling. In contrast to Pd catalysis, it is shown here that the product yields in Suzuki-Miyaura coupling catalyzed by Au nanoparticles follow the order chlorobenzene > bromobenzene > iodobenzene. Kinetic studies show that this reactivity order is the result of the poisoning effect of halides for Au that is much higher for I- than Br- and much higher than for Cl-, due to adsorption. This strong iodide adsorption leading to Au catalyst deactivation was predicted by DFT calculations of Au clusters. (Au) over bar /fl-G are about one order of magnitude more efficient than small Au nanoparticles (4-6 nm) obtained by the polyol method supported on graphene. Our results can have impact in organic synthesis, showing the advantage of (Au) over bar /fl-G as catalyst for Suzuki-Miyaura couplings. (C) 2017 Elsevier Inc. All rights reserved.
Dalton Trans.51Zhao, LLFALSEFALSEFALSEFALSE
5589
10.1021/acs.joc.0c02407
N-Alkylation of Amines with Alcohols Catalyzed by Manganese(II) Chloride or Bromopentacarbonylmanganese(I)
A practical approach has been developed for efficient synthesis of unsymmetrical aryl s-triazines via highly selective sequential Suzuki coupling of cyanuric chloride (2,4,6-trichlorotriazine) with aryl or vinyl boronic or diarylborinic acids catalysed by 0.1-0.5 mol% Pd(PPh3)(2)Cl-2 under mild conditions. The second and third Suzuki couplings for unsymmetrically trisubstituted aryl s-triazines could be more practically conducted in one-pot procedure. An electron-withdrawing conjugate group at phenyl ring of arylboronic acids was unexpectedly found to completely block the coupling while steric hindrance from an ortho electron-donating substituent could be overcome.
J. Org. Chem.51Peng, ZHFALSEFALSEFALSEFALSE
5590
10.1002/bkcs.12211
Dual Rh(II)/Pd(0) Relay Catalysis for One-Pot Synthesis of alpha-Quaternary Allylated Indolin-2-ones and Benzofuran-2-ones
A novel iron catalyzed hydroarylation, methylarylation, and diarylation of styrenes to form unsymmetrical 1,1-diarylalkanes with electron rich anisole and 1,3,5-trimethoxybenzene under mild conditions have been developed. Benzoyl peroxide is used as an oxidant for hydroarylation, whereas in the case of methylarylation and diarylation the oxidant tert-butyl peracetate is used.
Bull. Korean Chem. Soc.
51Xuan, ZFALSEFALSEFALSEFALSE
5591
10.1002/anie.202014340
Nickel-Catalyzed N-Arylation of Fluoroalkylamines
Diphenylphosphine-oxide-fused Ni-II porphyrin 8 was synthesized from 3,5,7-trichloroporphyrin 5 via a reaction sequence of nucleophilic aromatic substitution with lithium diphenylphosphide, oxidation with H2O2, and palladium-catalyzed intramolecular cyclization. Reduction of 8 with HSiCl3 gave diphenylphosphine-fused Ni-II porphyrin 9. The embedded P=O and P moieties serve as a strong electron-accepting and electron-donating group to perturb the optical and electrochemical properties of the Ni-II porphyrin. Ni-II porphyrin 9 is diamagnetic with a low-spin Ni-II center in solution but becomes paramagnetic with a five-coordinated Ni-II center with high-spin (S=1) state in the solid state. Diphenylphosphine-oxide-fused Zn-II porphyrin 10 was also synthesized and shown to form a face-to-face dimer with mutual O-Zn bonds in the crystal and in nonpolar and moderately polar solvents. The dimerization of 10 in CDCl3 has been revealed to be an entropy-driven process with a large entropy gain (S-D=207JK(-1)mol(-1)).
Angew. Chem.-Int. Edit.
51Stradiotto, MFALSEFALSEFALSEFALSE
5592
10.1021/acs.orglett.0c02765
Gold(I)-Catalyzed Reactions between 2-(1-Alkynyl)-2-alken-1-ones and Vinyldiazo Ketones for Divergent Synthesis of Nonsymmetric Heteroaryl-Substituted Triarylmethanes: N- versus C-Attack Paths
In this study, a one-pot two-step reductive coupling between acetyl naphthalene derivatives, tosylhy-drazide, and arylboronic acids, affording substituted 1(or 2)-(1-phenylethyl)naphthalenes in moderate-to-excellent yields, was reported. Notably, solvent played a crucial role in the coupling of 1-acetyl naphthalene derivatives (toluene) or 2-acetyl naphthalene derivatives (1,4-dioxane) as starting materials. Meanwhile, the scope of this one-pot coupling reaction was extended to 1(or 2)-naphthaldehyde substrates. Particularly, the system was also suitable to synthesize 1(or 2)-(1-phenylethyl)naphthalenes on a multi-gram scale, and was applied in the synthesis of naphthylmethyl substituted carbazolyl compounds. (C) 2016 Elsevier Ltd. All rights reserved.
Org. Lett.51Liu, RSFALSEFALSEFALSEFALSE
5593
10.1016/j.molstruc.2020.128572
A new mononuclear nickel complex with 5,5 '-dimethyl-2,2 '-bipyridine: Synthesis, structural investigation and catalytic properties
J. Mol. Struct.51Maalej, WFALSEFALSEFALSEFALSE
5594
10.1021/acs.joc.0c01861
Divergent Synthesis of Isonitriles and Nitriles by Palladium-Catalyzed Benzylic Substitution with TMSCN
Palladium substituted CeO2, SnO2 and their mixed oxides have been synthesized in quantitative yields out of non-toxic and inexpensive precursors using a simple and rapid single step solution combustion method. The resulting oxides, especially the mixed oxides Ce0.79Sn0.20Pd0.01O2-delta, Sn0.79Ce0.20Pd0.01O2-delta and Sn0.99Pd0.01O2-delta proved to be highly active (TOF >12,000 h(-1)) for Suzuki-Miyaura cross-couplings of phenylboronic acid with various bromoarenes. The reactions were carried out in ambient air at moderate temperatures using environmentally friendly aqueous ethanol solutions as reaction solvents. Minimal amounts of palladium in the product solution (<0.14 mg/L), the reaction kinetics as well as catalyst poisoning tests support the thesis that the reaction proceeds via dissolved palladium species in a homogeneous reaction mechanism. Nevertheless, the synthesized catalysts could be reused for at least five times with only minor changes in activity and no changes in the crystal structure, indicating the high potential of the investigated catalysts as quasi-heterogeneous C-C coupling catalysts. (C) 2016 Elsevier B.V. All rights reserved.
J. Org. Chem.51
Hirano, K; Miura, M
FALSEFALSEFALSEFALSE
5595
10.1055/s-0040-1707127
Evolution of a Cycloaddition-Rearrangement Approach to the Squalestatins: A Quarter-Century Odyssey
A new synthetic approach has been developed for efficient access to triarylmethanes by palladium catalyzed decarboxylative cross coupling reactions. The reaction features sp(2)-sp(3) coupling where benzoic acids upon decarboxylation reacted with diaryl methyl iodides having both electron donating and withdrawing functionalities, leading to the synthesis of diverse triarylmethanes.
Synlett51Hodgson, DMFALSEFALSEFALSEFALSE
5596
10.1021/acs.orglett.0c02091
Nickel-Catalyzed Reductive Aryl Thiocarbonylation of Alkene via Thioester Group Transfer Strategy
An efficient catalyst free, three-component, cascade approach has been designed and developed for the rapid assembly of unsymmetrical triarylmethane framework. The strategy employed aromatic aldehydes, Grignard reagents, and neutral aromatics as reaction partners, under simple thermal conditions. This process affords very broad scope for all three partners as it is performed in the absence of any external additives. (C) 2016 Elsevier Ltd. All rights reserved.
Org. Lett.51Sun, FGFALSEFALSEFALSEFALSE
5597
10.1021/acs.joc.0c01768
Computational Analysis of Enantioselective Pd-Catalyzed alpha-Arylation of Ketones
With the goal of achieving highly efficient palladium catalyzed cross-coupling reactions under mild reaction conditions, the Pd-PEPPSI complexes Cl and C2 bearing 1,2-di(tert-butyl)acenaphthyl (DtBu-An) backbones were synthesized and characterized, and their use in Suzuki Miyaura cross-coupling was investigated. The effects of catalyst structure and reaction conditions on the cross-coupling efficiency were evaluated in detail. The significant differences in catalytic activity compared with classical PEPPSI-IPr and PEPPSI-IPrAn precatalysts are discussed, where the axial sterics on the backbone play an important role. At low palladium loadings of 0.05-0.1 mol % and upon the addition of the relatively weak base K3PO4, the palladium complex Cl was found to be highly efficient for the coupling of (hetero)aryl chlorides with arylboronic acids under aerobic conditions, affording the corresponding biaryls in excellent yields.
J. Org. Chem.51Orlandi, MFALSEFALSEFALSEFALSE
5598
10.1021/acs.orglett.0c02165
Dual Nickel-/Palladium-Catalyzed Reductive Cross-Coupling Reactions between Two Phenol Derivatives
We found that N-acyl phthalimides and several N-acylated azoles are capable of reacting with aldehydes to form O-acyl-N,O-acetals in an apparent amide C-N bond insertion. In the context of N-acyl phthalimides, the reaction is mediated by substoichiometric amounts of sodium iodide and potassium phthalimide. DFT computations supported a proposed mechanism and provided insights into the effect of the alkali metal additive. This strategy could be used to prepare a myriad of N,O-acetals from a range of aldehydes. A one-pot procedure was also developed in which N-acyl phthalimide was generated in situ prior to forming the N,O-acetal product. The one -pot strategy was used to demonstrate that activated amides derived from imidazole, pyrazole, (benzo)triazole, and tetrazole are also amenable substrates. Collectively, these studies provide an approach to the synthesis of a variety of N,O-acetals under mild conditions from inexpensive starting materials. (C) 2016 Elsevier Ltd. All rights reserved.
Org. Lett.51Lian, ZFALSEFALSEFALSEFALSE
5599
10.1021/acs.joc.0c00269
Zn-Catalyzed Cyanation of Aryl Iodides
Cp*Co-III-catalyzed C-H allylation of various aromatic C-H bonds using allyl alcohols as allylating reagents is described. Improved reaction conditions using fluorinated alcohol solvents afforded efficient directed C-H allylation of 6-arylpurines, benzamides, and a synthetically useful Weinreb amide with good functional group compatibility.
J. Org. Chem.51Li, YHFALSEFALSEFALSEFALSE
5600
10.1021/acs.orglett.0c00936
Catalytic Asymmetric Allylic Amination with Isatins, Sulfonamides, Imides, Amines, and N-Heterocycles
Open-shell phenalenyl chemistry has widely been explored in the last five decades demonstrating its potential in various applications including molecular switch, spin memory device, molecular battery, cathode material, etc. In this article, we have explored another new direction of open-shell phenalenyl chemistry toward transition metal-free catalytic C-H functionalization process. A phenalenyl ligand, namely, 9-methylamino-phenalen-1-one (4a), promoted chelation-assisted single electron transfer (SET) process, which facilitates the C-H functionalization of unactivated arenes to form the biaryl products. The present methodology offers a diverse substrate scope, which can be operated without employing any dry or inert conditions and under truly transition metal based catalyst like loading yet avoiding any expensive or toxic transition metal. This not only is the first report on the application of phenalenyl chemistry in C-H functionalization process but also provides a low-catalyst loading organocatalytic system (up to 0.5 mol % catalyst loading) as compared to the existing ones (mostly 20-40 mol %), which has taken advantage of long known phenalenyl based radical stability through the presence of its low-lying nonbonding molecular orbital.
Org. Lett.51Wolf, CFALSEFALSEFALSEFALSE
5601
10.1016/j.tetlet.2019.151491
Highly efficient palladium-catalyzed cross-coupling of diarylborinic acids with arenediazoniums for practical diaryl synthesis
Tetrahedron Lett.51Zou, GFALSEFALSEFALSEFALSE
5602
10.1016/j.molstruc.2019.07.054
N-donor 2-(Sulfonamido)benzamide ligands, their palladium(II) coordination species and C-C coupling catalysis efficiencies
J. Mol. Struct.51
Plass, W; Eseola, AO
FALSEFALSEFALSEFALSE
5603
10.1039/c9cc06638a
Direct amide synthesis via Ni-mediated aminocarbonylation of arylboronic acids with CO and nitroarenes
Chem. Commun.51
Cheung, CW; Ma, JA
FALSEFALSEFALSEFALSE
5604
10.1038/s41467-019-13098-1
Geminal group-directed olefinic C-H functionalization via four- to eight-membered exo-metallocycles
Nat. Commun.51
Zhang, J; Zhong, GF
FALSEFALSEFALSEFALSE
5605
10.1021/acs.orglett.9b03274
Making Carbonyls of Amides Nucleophilic and Hydroxyls of Alcohols Electrophilic Mediated by SO2F2 for Synthesis of Esters from Amides
Org. Lett.51Qin, HLFALSETRUEFALSEFALSE
5606
10.1021/acs.orglett.9b02613
Construction of Spirocyclic Tetrahydro-beta-carbolines via Cross-Annulation of Phenols with Tryptamines in Water
Org. Lett.51Zeng, HYFALSEFALSEFALSEFALSE
5607
10.1002/cssc.201801877
Alcohol Amination Catalyzed by Copper Powder as a Self-Supported Catalyst
ChemSusChem51Shi, FFALSEFALSEFALSEFALSE
5608
10.1021/acs.orglett.9b01669
Nickel-Catalyzed Suzuki-Miyaura Cross-Coupling Reaction of Naphthyl and Quinolyl Alcohols with Boronic Acids
Org. Lett.51Samec, JSMFALSEFALSEFALSEFALSE
5609
10.1016/j.tetlet.2019.04.004
Nickel-catalyzed N-arylation of amines with arylboronic acids under open air
Tetrahedron Lett.51
Ando, S; Ishizuka, T
FALSEFALSEFALSEFALSE
5610
10.1002/aoc.4831
Synthesis of heterobiaryls via Suzuki-Miyaura coupling reaction of potassium aryltrifluoroborates with heteroaryl halides in aqueous systems
Appl. Organomet. Chem.
51Liu, LF; Dong, YFALSEFALSEFALSEFALSE
5611
10.1021/jacs.8b13524
Nickel-catalyzed Enantioselective Hydroarylation and Hydroalkenylation of Styrenes
J. Am. Chem. Soc.51Mei, TSFALSEFALSEFALSEFALSE
5612
10.1021/acscatal.8b04677
Cp*Rh-III-Catalyzed Allyl Aryl Coupling of Olefins and Arylboron Reagents Enabled by C(sp(3))-H Activation
ACS Catal.51Glorius, FFALSEFALSEFALSEFALSE
5613
10.1038/s41929-018-0215-1
Challenges and outlook for catalytic direct amidation reactions
Nat. Catal.51Wang, XFALSEFALSEFALSEFALSE
5614
10.1038/s41467-018-08063-3
Few layer 2D pnictogens catalyze the alkylation of soft nucleophiles with esters
Nat. Commun.51Abellan, GFALSEFALSEFALSEFALSE
5615
10.1021/acs.orglett.8b03417
Practical Ni-Catalyzed Cross-Coupling of Unsaturated Zinc Pivalates with Unsaturated Nonaflates and Triflates
Org. Lett.51Knochel, PFALSEFALSEFALSEFALSE
5616
10.1016/j.jcou.2018.12.007
Nickel-catalyzed carboxylation of aryl zinc reagent with CO2: A theoretical and experimental study
J. CO2 Util.51Jia, R; Zhang, HXFALSEFALSEFALSEFALSE
5617
10.1186/s13065-018-0510-6
Palladium-catalyzed borylation of aryl (pseudo)halides and its applications in biaryl synthesis
Chem. Cent. J.51Ji, HFALSEFALSEFALSEFALSE
5618
10.1021/acs.orglett.8b03539
Nickel-Catalyzed Cyanation of Unactivated Alkyl Chlorides or Bromides with Zn(CN)(2)
Org. Lett.51Liu, YHFALSEFALSEFALSEFALSE
5619
10.1002/ejoc.201800533
Synthesis of C9,C10-Diheteroarylated Phenanthrenes via Palladium-Catalyzed C-H Bond Activation
Eur. J. Org. Chem.51
Soule, JF; Doucet, H
FALSEFALSEFALSEFALSE
5620
10.1055/s-0037-1610256
Asymmetric Construction of Halogenated Cyclic Quaternary Carbon Center through Enolate Activation of Aldehydes
Synlett51Li, JLFALSEFALSEFALSEFALSE
5621
10.1002/adsc.201800879
Palladium-Catalyzed Carbonylative Coupling of Aryl Iodides with Alkyl Bromides: Efficient Synthesis of Alkyl Aryl Ketones
Adv. Synth. Catal.51Wu, XFFALSEFALSEFALSEFALSE
5622
10.1038/s41467-018-06019-1
A general deoxygenation approach for synthesis of ketones from aromatic carboxylic acids and alkenes
Nat. Commun.51Xie, J; Zhu, CJFALSEFALSEFALSEFALSE
5623
10.1021/acscatal.8b01380
Kumada Arylation of Secondary Amides Enabled by Chromium Catalysis for Unsymmetric Ketone Synthesis under Mild Conditions
ACS Catal.51Zeng, XMFALSEFALSEFALSEFALSE
5624
10.1002/ajoc.201800207
Dibenzofuran Synthesis: Decarbonylative Intramolecular C-H Arylation of Aromatic Esters
Asian J. Org. Chem.51Yamaguchi, JFALSEFALSEFALSEFALSE
5625
10.1021/jacs.8b03744
C-N Cross-Coupling via Photoexcitation of Nickel-Amine Complexes
J. Am. Chem. Soc.51Miyake, GMTRUEFALSEFALSEFALSE
5626
10.1038/s41467-018-04480-6
Total synthesis of cyrneines A-B and glaucopine C
Nat. Commun.51Han, FSFALSEFALSEFALSEFALSE
5627
10.1002/adsc.201800187
Direct Allylation of Active Methylene Compounds with Allylic Alcohols by Use of Palladium/Phosphine-Borane Catalyst System
Adv. Synth. Catal.51
Onodera, G; Kimura, M
FALSEFALSEFALSEFALSE
5628
10.1002/aoc.4138
Suzuki-Miyaura coupling catalyzed by palladium nanoparticles biosynthesized using Glycyrrhiza glabra as reducing and stabilyzing agent
Appl. Organomet. Chem.
51Veisi, HFALSEFALSEFALSEFALSE
5629
10.1021/acs.orglett.8b00060
Palladium-Catalyzed Amination of Aryl Sulfoxides
Org. Lett.51Yorimitsu, HFALSEFALSEFALSEFALSE
5630
10.1080/00397911.2017.1420801
Stereoselective synthesis of functionalized vinyl ethers from allyl bromides activated by triethylamine
Synth. Commun.51Arfaoui, AFALSEFALSEFALSEFALSE
5631
10.1039/c7cc08416a
Versatile (eta(6)-arene) Ni(PCy3) nickel monophosphine precursors
Chem. Commun.51Johnson, SAFALSEFALSEFALSEFALSE
5632
10.1002/chem.201702331
Halide Abstraction Competes with Oxidative Addition in the Reactions of Aryl Halides with [Ni(PMenPh(3-n))(4)]
Chem.-Eur. J.51Maseras, FFALSEFALSEFALSEFALSE
5633
10.1021/acs.chemmater.7b02964
Sulfone-Based Deep Blue Thermally Activated Delayed Fluorescence Emitters: Solution-Processed Organic Light-Emitting Diodes with High Efficiency and Brightness
Chem. Mat.51
Hernandez-Sosa, G
FALSEFALSEFALSEFALSE
5634
10.1021/acs.organomet.7b00692
Invisible Chelating Effect Exhibited between Carbodicarbene and Phosphine through pi-pi Interaction and Implication in the Cross-Coupling Reaction
Organometallics51Zhao, LLFALSEFALSEFALSEFALSE
5635
10.1002/anie.201706423
Divergent Reactivity of a Dinuclear (NHC)Nickel(I) Catalyst versus Nickel(0) Enables Chemoselective Trifluoromethylselenolation
Angew. Chem.-Int. Edit.
51Schoenebeck, FFALSEFALSEFALSEFALSE
5636
10.1002/ajoc.201700324
C(sp(2))-O Bond Formation through a Nickel-Catalyzed Cross-Coupling Reaction in Water Enabled by Micellar Catalysis
Asian J. Org. Chem.51Laitonjam, WSFALSEFALSEFALSEFALSE
5637
10.1248/yakushi.15-00201
Stereoselective Synthesis of Multi-substituted Fluoro-beta-lactams and Their Conversion to Fluorinated beta-Amino Acid Core
Yakugaku Zasshi-J. Pharm. Soc. Jpn.
51Tarui, AFALSEFALSEFALSEFALSE
5638
10.1021/acs.organomet.5b00733
Macrocyclic Aryl Nickel(II) Complexes: Synthesis, Structure, and Reactivity Studies
Organometallics51Zhao, LFALSEFALSEFALSEFALSE
5639
10.1021/acs.orglett.5b02344
Design of an Indolylphosphine Ligand for Reductive Elimination-Demanding Monoarylation of Acetone Using Aryl Chlorides
Org. Lett.51So, CMFALSEFALSEFALSEFALSE
5640
10.1016/j.tetlet.2015.07.033
Aryl/heteroaryl pentafluorobenzenesulfonates (ArOPFBs): new electrophilic coupling partners for room temperature Suzuki-Miyaura cross-coupling reactions
Tetrahedron Lett.51Shashikanth, SFALSEFALSEFALSEFALSE
5641
10.1021/acs.accounts.5b00064
Nickel Catalysis: Synergy between Method Development and Total Synthesis
Accounts Chem. Res.
51Jamison, TFFALSEFALSEFALSEFALSE
5642
10.1039/c5ra04279h
Base-promoted direct and highly selective alkynylation of electron-deficient octafluorotoluene
RSC Adv.51Zhao, HTFALSEFALSEFALSEFALSE
5643
10.1039/c5ra18890c
First direct access to 2-hydroxybenzophenones via nickel-catalyzed cross-coupling of 2-hydroxybenzaldehydes with aryl iodides
RSC Adv.51Nowrouzi, NFALSEFALSEFALSEFALSE
5644
10.1039/c5ra03522h
Aryl tosylates as non-ionic photoacid generators (PAGs): photochemistry and applications in cationic photopolymerizations
RSC Adv.51Fagnoni, MFALSEFALSEFALSEFALSE
5645
10.1021/ja506885s
Stereoconvergent Arylations and Alkenylations of Unactivated Alkyl Electrophiles: Catalytic Enantioselective Synthesis of Secondary Sulfonamides and Sulfones
J. Am. Chem. Soc.51Fu, GCFALSETRUEFALSEFALSE
5646
10.1021/ja5043534
Diarylrhodates as Promising Active Catalysts for the Arylation of Vinyl Ethers with Grignard Reagents
J. Am. Chem. Soc.51Kambe, NFALSEFALSEFALSEFALSE
5647
10.1021/ja4127455
Mechanistic Study of Chemoselectivity in Ni-Catalyzed Coupling Reactions between Azoles and Aryl Carboxylates
J. Am. Chem. Soc.51Fu, YFALSEFALSEFALSEFALSE
5648
10.1016/j.tet.2013.11.104
Pd-catalyzed Fukuyama cross-coupling of secondary organozinc reagents for the direct synthesis of unsymmetrical ketones
Tetrahedron51Reisman, SEFALSEFALSEFALSEFALSE
5649
10.1021/ol403083e
AgF-Mediated Fluorinative Homocoupling of gem-Difluoroalkenes
Org. Lett.51Hu, JBFALSEFALSEFALSEFALSE
5650
10.1039/c4ob01027b
Synthesis and characterization of bisoxazolines-and pybox-copper(II) complexes and their application in the coupling of alpha-carbonyls with functionalized amines
Org. Biomol. Chem.51Jia, WGFALSEFALSEFALSEFALSE
5651
10.1039/c3gc42182a
A highly efficient and recyclable ligand-free protocol for the Suzuki coupling reaction of potassium aryltrifluoroborates in water
Green Chem.51Liu, LFFALSEFALSEFALSEFALSE
5652
10.1080/00268976.2014.886738
Theoretical investigation on the mechanism of FeCl3-catalysed cross-coupling reaction of alcohols with alkenes
Mol. Phys.51Sun, KFALSEFALSEFALSEFALSE
5653
10.1021/ja409803x
Isolation, Structure, and Reactivity of an Arylnickel(II) Pivalate Complex in Catalytic C-H/C-O Biaryl Coupling
J. Am. Chem. Soc.51Yamaguchi, JFALSEFALSEFALSEFALSE
5654
10.1021/ol400690t
Palladium-Catalyzed Diarylmethyl C(sp(3))-C(sp(2)) Bond Formation: A New Coupling Approach toward Triarylmethanes
Org. Lett.51Zhang, YFALSEFALSEFALSEFALSE
5655
10.1039/c3ra41690a
Highly efficient and practical synthesis of functionalized 1,5-dienes via Pd(II)-catalyzed halohomoallylation of alkynes
RSC Adv.51Li, JXFALSEFALSEFALSEFALSE
5656
10.1002/ejic.201200988
C,N-Palladacycles Containing N-Heterocyclic Carbene and Azido Ligands - Effective Catalysts for Suzuki-Miyaura Cross-Coupling Reactions
Eur. J. Inorg. Chem.51Kim, YJFALSEFALSEFALSEFALSE
5657
10.1039/c2gc16111g
Palladium nanoparticle catalysis: borylation of aryl and benzyl halides and one-pot biaryl synthesis via sequential borylation-Suzuki-Miyaura coupling
Green Chem.51Bej, AFALSEFALSEFALSEFALSE
5658
10.1039/c2ob07107j
Aminohydroxyacetone synthons: versatile intermediates for the organocatalytic asymmetric aldol reaction
Org. Biomol. Chem.51Kotsuki, HFALSEFALSEFALSEFALSE
5659
10.1039/c2cc34551j
Regioselective palladium-catalyzed direct cross-coupling of coumarins with simple arenes
Chem. Commun.51Hong, SFALSEFALSEFALSEFALSE
5660
10.1246/cl.2011.1254
FeCl3-mediated Direct Chalcogenation of Phenols
Chem. Lett.51Komeyama, KFALSEFALSEFALSEFALSE
5661
10.1021/jo201516v
Palladium-Catalyzed Direct Arylation of Heteroaromatic Compounds: Improved Conditions Utilizing Controlled Microwave Heating
J. Org. Chem.51Kappe, COFALSEFALSEFALSEFALSE
5662
10.1002/ejoc.201100350
Chemoselective Rh-Catalyzed Allylic Alkylations of Chelated Enolates using Dienylcarbonates
Eur. J. Org. Chem.51Kazmaier, UFALSEFALSEFALSEFALSE
5663
10.1021/ja201321v
Ethylene in Organic Synthesis. Repetitive Hydrovinylation of Alkenes for Highly Enantioselective Syntheses of Pseudopterosins
J. Am. Chem. Soc.51RajanBabu, TVFALSEFALSEFALSEFALSE
5664
10.1021/ol200267b
Palladium- and Nickel-Catalyzed Aminations of Aryl Imidazolylsulfonates and Sulfamates
Org. Lett.51Ackermann, LFALSEFALSEFALSEFALSE
5665
10.1021/jo102417x
Cobalt-Xantphos-Catalyzed, LiCl-Mediated Preparation of Arylzinc Reagents from Aryl Iodides, Bromides, and Chlorides
J. Org. Chem.51Yoshikai, NFALSEFALSEFALSEFALSE
5666
10.1002/anie.201006751
Palladium-Catalyzed Carbocyclization of Alkynyl Ketones Proceeding through a Carbopalladation Pathway
Angew. Chem.-Int. Edit.
51Gorelsky, SIFALSEFALSEFALSEFALSE
5667
10.1002/anie.201100683
Nickel-Catalyzed Cross-Coupling of Aryltrimethylammonium Iodides with Organozinc Reagents
Angew. Chem.-Int. Edit.
51Wang, ZXFALSEFALSEFALSEFALSE
5668
10.1021/ol1008334
Intramolecular alpha-Glucosaminidation: Synthesis of Mycothiol
Org. Lett.51Knapp, SFALSEFALSEFALSEFALSE
5669
10.1002/adsc.200900480
Synthesis of 2,3-Diarylbenzo[b]thiophenes via Nickel-Catalyzed Suzuki-Miyaura Cross-Coupling and Palladium-Catalyzed Decarboxylative Arylation
Adv. Synth. Catal.51Miura, MFALSEFALSEFALSEFALSE
5670
10.1246/bcsj.82.870
Substituent Effect of Imino-O-arenesulfonates, a Coupling Partner in Suzuki-Miyaura Reaction for Substitution of the Pyrazine Ring: A Study for the Synthesis of Coelenterazine Analogs
Bull. Chem. Soc. Jpn.
51Isobe, MFALSEFALSEFALSEFALSE
5671
10.1021/om800850c
Synthesis, Characterization, and Electrochemistry of Compounds Containing 1-Diphenylphosphino-1 '-(di-tert-butylphosphino)ferrocene (dppdtbpf)
Organometallics51Nataro, CFALSETRUEFALSEFALSE
5672
10.1002/ejoc.200700772
Palladium-catalyzed 1,2-addition of organic halides and terminal alkynes to 7-oxabenzonorbornadiene: An efficient route to polyaromatic hydrocarbons
Eur. J. Org. Chem.51Liu, CHFALSEFALSEFALSEFALSE
5673
10.1021/ar600021z
New catalytic reactions of Oxa- and azabicyclic Alkenes
Accounts Chem. Res.
51Cheng, CHFALSEFALSEFALSEFALSE
5674
10.1021/jo049385k
Palladium-catalyzed transformation of cyclobutanone O-benzoyloximes to nitriles via C-C bond cleavage
J. Org. Chem.51Nishimura, TFALSEFALSEFALSEFALSE
5675
10.1021/jo0345087
Oxidative kinetic resolution of racemic alcohols catalyzed by chiral ferrocenyloxazolinylphosphine-ruthenium complexes
J. Org. Chem.51Uemura, SFALSEFALSEFALSEFALSE
5676
10.1021/ol020159b
Phenyliodonium zwitterion as an efficient electrophile in the palladium-catalyzed Suzuki-type reaction: A novel method for the synthesis of 3-aryl-4-hydroxycoumarins
Org. Lett.51Zhu, QFALSEFALSEFALSEFALSE
5677
10.1021/jo020281o
(P(C6H5)(3))CpRu+-catalyzed deprotection of allyl carboxylic esters
J. Org. Chem.51Kitamura, MFALSEFALSEFALSEFALSE
5678
10.1021/jo010668b
Palladium(0)-catalyzed enantioselective O,S-rearrangement of racemic O-allylic thiocarbamates: A new entry to enantioenriched allylic sulfur compounds
J. Org. Chem.51Gais, HJFALSEFALSEFALSEFALSE
5679
10.1016/S0040-4039(00)01448-9
Rhodium-catalyzed substitution of allylic carbonates with enoxysilanes
Tetrahedron Lett.51Matsuda, IFALSEFALSEFALSEFALSE
5680
10.1021/ja983441f
Building with cubane-1,4-diyl. Synthesis of aryl-substituted cubanes, p-[n]cubyls, and cubane-separated bis(arenes)
J. Am. Chem. Soc.51Eaton, PEFALSEFALSEFALSEFALSE
5681
10.1021/ja00336a033
PALLADIUM-CATALYZED CARBONYLATIVE COUPLING OF VINYL TRIFLATES WITH ORGANOSTANNANES - A TOTAL SYNTHESIS OF (+/-)DELTA-9(12)-CAPNELLENE
J. Am. Chem. Soc.51FALSEFALSEFALSEFALSE
5682
10.1039/d1ra07252h
Cu(ii)-vitamin C-complex catalyzed photo-induced homocoupling reaction of aryl boronic acid in base-free and visible light conditions
RSC Adv.51
Jafarpour, M; Rezaeifard, A
FALSEFALSEFALSEFALSE
5683
10.1021/acscatal.1c05386
Identification of a Nitrenoid Reductive Elimination Pathway in Nickel-Catalyzed C-N Cross-Coupling
ACS Catal.51
Johnson, ER; Stradiotto, M
FALSEFALSEFALSEFALSE
5684
10.1039/d1qo01756j
Palladium-catalyzed decarbonylative methylation of aryl carboxylic acids
Org. Chem. Front.51Feng, BY; Chen, YFALSEFALSEFALSEFALSE
5685
10.1016/j.jcat.2021.12.007
Microenvironment modulation of cuprous cluster enables inert aryl chlorides activation in single-molecule metallaphotoredox amination
J. Catal.51Jing, SFALSEFALSEFALSEFALSE
5686
10.1039/d1nj04081b
Cinchona alkaloid derivative modified Fe3O4 nanoparticles for enantioselective ring opening of meso-cyclic anhydrides
New J. Chem.51Soni, HPFALSEFALSEFALSEFALSE
5687
10.1021/acscatal.1c05208
In-Situ Bromination Enables Formal Cross-Electrophile Coupling of Alcohols with Aryl and Alkenyl Halides
ACS Catal.51Weix, DJFALSETRUEFALSEFALSE
5688
10.1021/acs.joc.1c02098
Tf2O-Mediated Cyclization of 7-Enamides: Bioinspired Construction of Fused Eight-Membered Carbocyclic Enimines and Enones
J. Org. Chem.51Huang, PQFALSEFALSEFALSEFALSE
5689
10.3390/molecules26237346
Preparation of Metal-Immobilized Methacrylate-Based Monolithic Columns for Flow-Through Cross-Coupling Reactions
Molecules51Sabarudin, AFALSEFALSEFALSEFALSE
5690
10.1021/jacs.1c10150
Dual Nickel/Photoredox-Catalyzed Deaminative Cross-Coupling of Sterically Hindered Primary Amines
J. Am. Chem. Soc.51Rovis, TTRUEFALSEFALSEFALSE
5691
10.1021/acs.organomet.1c00505
Direct C-H Arylation and Alkylation of Electron-Deficient Heteroaromatic Compounds with Organozinc Reagents
Organometallics51Peng, ZHFALSETRUEFALSEFALSE
5692
10.1055/a-1675-0018
Cyanide-Free Cyanation of Aryl Iodides with Nitromethane by Using an Amphiphilic Polymer-Supported Palladium Catalyst
Synlett51Uozumi, YFALSEFALSEFALSEFALSE
5693
10.1039/d1qo01078f
Hydroxyl group-directed, tartaric acid-catalyzed synthesis of meta-functionalized aryl ethers and phenols through domino conjugate addition/aromatization of para-quinols
Org. Chem. Front.51Chen, SJ; Liu, YLFALSEFALSEFALSEFALSE
5694
10.1002/slct.202102062
Nano Ni/g-C3N4 Photocatalyzed Aerobic Oxidative Coupling Reaction toward Alkyl Aryl Ketones Derivatives under Visible Light Irradiation
ChemistrySelect51
Hosseini-Sarvari, M
TRUEFALSEFALSEFALSE
5695
10.6023/cjoc202104030
Palladium-Catalyzed Intramolecular Decarboxylative Allylic Amination of Aroyloxycarbamates
Chin. J. Org. Chem.51Dai, QPFALSEFALSEFALSEFALSE
5696
10.1038/s41467-021-25268-1
Redox-enabled direct stereoconvergent heteroarylation of simple alcohols
Nat. Commun.51
Yang, GQ; Zhao, Y
FALSEFALSEFALSEFALSE
5697
10.1039/d1nj02677a
Nickel-catalyzed cross-electrophile coupling of aryl bromides and cyclic secondary alkyl bromides with spiro-bidentate-pyox ligands
New J. Chem.51Teng, DWFALSEFALSEFALSEFALSE
5698
10.1039/d1ra04651a
6-Halo-2-pyridone as an efficient organocatalyst for ester aminolysis
RSC Adv.51
Yamada, T; Okamoto, S
FALSEFALSEFALSEFALSE
5699
10.1021/acs.joc.1c00945
Copper-Catalyzed Regioselective Sila-Acylation and Silaformylation of 1,3-Dienes Using Esters
J. Org. Chem.51Fujihara, TFALSEFALSEFALSEFALSE
5700
10.1055/a-1503-7339
Cu(I)-Bis(phosphine) Dioxides as Catalysts for the Enantioselective alpha-Arylation of Carbonyl Compounds
Synlett51Orlandi, MFALSEFALSEFALSEFALSE
5701
10.1039/d1ob00187f
Conversion of esters to thioesters under mild conditions
Org. Biomol. Chem.51Liu, XJFALSEFALSEFALSEFALSE
5702
10.1016/j.tetlet.2017.07.087
Carbon-carbon bond forming reactions via Pd-catalyzed detellurative homocoupling of diorganyl tellurides
Tetrahedron Lett.51Jin, JFALSEFALSEFALSEFALSE
5703
10.1021/acs.orglett.7b02063
Stereospecific, Nickel-Catalyzed Suzuki-Miyaura Cross-Coupling of Allylic Pivalates To Deliver Quaternary Stereocenters
Org. Lett.51Watson, MPFALSEFALSEFALSEFALSE
5704
10.1021/acs.organomet.7b00314
Catalytic Regioselective C-H Acetoxylation of Arenes Using 4,6-Dimethoxy-1,3,5-triazin-2-yloxy as a Removable/Modifiable Directing Group
Organometallics51Peng, ZHFALSEFALSEFALSEFALSE
5705
10.1002/slct.201700923
Catalyst-Free and One-Pot Procedure for Fast Formation of alpha-Ketoamides Using alpha-Oxocarboxylic Acids and Amines at Room Temperature
ChemistrySelect51Sun, ZL; Wang, BFALSEFALSEFALSEFALSE
5706
10.1002/chem.201700909
Diphenylphosphine-Oxide-Fused and Diphenylphosphine-Fused Porphyrins: Synthesis, Tunable Electronic Properties, and Formation of Cofacial Dimers
Chem.-Eur. J.51Osuka, AFALSETRUEFALSEFALSE
5707
10.1039/c6sc03699f
Au(III)-aryl intermediates in oxidant-free C-N and C-O cross-coupling catalysis
Chem. Sci.51Ribas, XFALSEFALSEFALSEFALSE
5708
10.1039/c6ra27325d
Titanium tetrachloride-mediated synthesis of N-aryl-substituted azacycles from cyclic ethers
RSC Adv.51Wang, ZHFALSEFALSEFALSEFALSE
5709
10.1016/j.poly.2016.04.006
Synthesis of and catalytic nitrile hydration by a cationic tris(mu-hydroxo)diruthenium(II) complex having PMe3 ligands
Polyhedron51Hirano, MFALSEFALSEFALSEFALSE
5710
10.1021/jacs.6b07567
Nickel-Catalyzed Cross-Electrophile Coupling of Alkyl Fluorides: Stereospecific Synthesis of Vinylcyclopropanes
J. Am. Chem. Soc.51Jarvo, ERFALSETRUEFALSEFALSE
5711
10.1016/j.tetlet.2016.07.103
Highly efficient access to 4-chloro-2H-chromenes and 1,2-dihydroquinolines under mild conditions: TMSCl-mediated cyclization of 2-propynolphenols/anilines
Tetrahedron Lett.51Xiao, QFALSEFALSEFALSEFALSE
5712
10.1038/srep33131
Palladium-catalyzed direct arylation and cyclization of o-iodobiaryls to a library of tetraphenylenes
Sci Rep51Shi, ZZFALSEFALSEFALSEFALSE
5713
10.1002/anie.201603399
Sterically Demanding Oxidative Amidation of alpha-Substituted Malononitriles with Amines Using O-2
Angew. Chem.-Int. Edit.
51Hayashi, YFALSEFALSEFALSEFALSE
5714
10.1021/jacs.6b04566
Asymmetric Hydroarylation of Vinylarenes Using a Synergistic Combination of CuH and Pd Catalysis
J. Am. Chem. Soc.51Buchwald, SLFALSEFALSEFALSEFALSE
5715
10.1002/anie.201603627
C-C Coupling of Benzyl Fluorides Catalyzed by an Electrophilic Phosphonium Cation
Angew. Chem.-Int. Edit.
51Stephan, DWFALSETRUEFALSEFALSE
5716
10.1021/acs.orglett.6b01398
Air-Stable Triazine-Based Ni(II) PNP Pincer Complexes As Catalysts for the Suzuki-Miyaura Cross-Coupling
Org. Lett.51Kirchner, KFALSEFALSEFALSEFALSE
5717
10.1021/acs.joc.6b00289
Nickel-Catalyzed Phosphorylation of Phenol Derivatives via C-O/P-H Cross-Coupling
J. Org. Chem.51Chen, TQFALSEFALSEFALSEFALSE
5718
10.1016/j.tet.2016.03.042
Facile and highly selective silylation of vinylpyridines at the beta-olefinic carbon by magnesium-promoted reduction
Tetrahedron51Maekawa, HFALSEFALSEFALSEFALSE
5719
10.1039/d0cc07743g
Ni-catalyzed reductive decyanation of nitriles with ethanol as the reductant
A series of rare [NiX2((CCprop)-C-Me)] complexes bearing the cis-chelating benzimidazole-derived dicarbene ligand (CCprop)-C-Me and varying anionic coligands (2, X = N-3; 3, X = NCS; 4, X = I; 5, X = O2CCF3) have been prepared and coligand dependent structural and spectroscopic features have been evaluated. This study also revealed an unusual 'reverse' carbene transfer reaction from nickel to silver giving the disilver species [Ag2X2(mu-kappa(2)-(CCprop)-C-Me)] (6, X = OAc; 7, X = O2CCF3). A preliminary catalytic study of two representative NiII diNHC complexes in the aqueous and phosphine-free Suzuki-Miyaura coupling reaction of aryl halides is reported as well. These reactions provide good yields of coupling products, but do not require inert conditions.
Chem. Commun.50Jin, LQ; Hu, XQFALSEFALSEFALSEFALSE
5720
10.1021/jacs.0c13236
Enantioselective alpha-Arylation of Ketones via a Novel Cu(I)-Bis(phosphine) Dioxide Catalytic System
Mediated by a catalytic amount of FeCl3, the C-H alkylation of S, S-functionalized internal ole-fins, i.e., alpha-oxo ketene dithioacetals and their analogues, was efficiently achieved using simple ethers and toluene derivatives as the coupling partners, ditert-butyl peroxide (DTBP) as the oxidant, and DABCO center dot 6H(2)O as the additive. The alkylthio functionality is essential for the internal olefinic C-H bond to undergo such an alkylation with the O-adjacent C(sp(3))-H bonds of the ethers and the benzylic C-H bonds of the toluene derivatives, respectively. Tetrasubstituted olefins were thus synthesized and further transformed to highly substituted pyrazoles and isoxazoles. The strategy to activate an internal olefinic C-H bond by polarizing its parent olefinic C=C bond with both the dialkylthio group and an electron-withdrawing functionality was investigated. The mechanistic studies suggest a radical pathway for the C(sp(2))-H/C(sp(3))-H cross-coupling reactions. The present protocol provides a convenient route to tetrasubstituted olefins.
J. Am. Chem. Soc.50Orlandi, MFALSEFALSEFALSEFALSE
5721
10.3390/molecules26041165
New Bifunctional Bis(azairidacycle) with Axial Chirality via Double Cyclometalation of 2,2 '-Bis(aminomethyl)-1,1 '-binaphthyl
The first cobalt-catalyzed amide activation of N-Boc-amides, and their conversion into esters, is reported here. This new methodology presents a very practical process that does not require an inert atmosphere, uses an inexpensive cobalt catalyst, and proceeds under mild reaction conditions. This catalytic system has a broad substrate scope and has been shown to be highly efficient, with catalyst loadings as low as 1 mol%.
Molecules50Kayaki, YFALSEFALSEFALSEFALSE
5722
10.17344/acsi.2021.6920
Dehydrogenation of 1-Phenylethanol Catalyzed by Nickel(II)diphosphine Complexes
This article focuses on the development of practical approaches to the in situ generation of anhydrous fluoride salts for applications in nucleophilic aromatic substitution (SNAr) reactions. We report herein that a variety of combinations of inexpensive nucleophiles (e.g., tetraalkylammonium cyanide and phenoxide salts) and fluorine-containing electrophiles (e.g., acid fluoride, fluoroformate, benzenesulfonyl fluoride, and aryl fluorosulfonate derivatives) are effective for this transformation. Ultimately, we demonstrate that the combination of tetramethylammonium 2,6-dimethylphenoxide and sulfuryl fluoride (SO2F2) serves as a particularly practical route to anhydrous tetramethylammonium fluoride. This procedure is applied to the SNAr fluorination of a range of electron-deficient aryl and heteroaryl chlorides as well as nitroarenes.
Acta Chim. Slov.50Kulkarni, NVFALSEFALSEFALSEFALSE
5723
10.1002/aoc.6012
Biogenic synthesis of palladium nanoparticles using Boswellia sarrata and their applications in cross-coupling reactions
A palladium catalyzed Suzuki cross-coupling for construction of Csp(3)-Csp(2) bond via Csp(3)-N bond activation of benzyltrimethyl-ammonium salt is described. This reaction not only offered a highly efficient approach to diarylmethanes but also paved the way for the application of benzyltrimethylammonium salts in the palladium catalyzed cross coupling reactions.
Appl. Organomet. Chem.
50Salunkhe, RSFALSEFALSEFALSEFALSE
5724
10.1055/s-0040-1707300
Iron-Promoted Decarboxylation of Arylacetic Acids for the Synthesis of Aromatic Nitriles with Sodium Nitrite as the Nitrogen Source
Cp*Co(III)-catalyzed direct allylation of enamides has been accomplished with the exclusive formation of allylated Z-enamides with high efficiency. In addition, the employment of maleimides as the reaction partner under the same catalytic conditions provides a series of succinimide-substituted Z-enamides.
Synlett50Tian, XZ; Ren, YLFALSEFALSEFALSEFALSE
5725
10.1021/acscatal.0c02514
Unexpected Nickel Complex Speciation Unlocks Alternative Pathways for the Reactions of Alkyl Halides with dppf-Nickel(0)
A copper-based metal-organic framework Cu-CPO-27 was synthesized, and used as a recyclable catalyst for the amidation of unactivated alkanes by benzamides via direct oxidative C(sp(3))-H/N-H coupling under ligand-free conditions. Using a catalytic amount of the Cu-CPO-27 for the transformation, high yields of N-cyclohexyl benzamides were achieved. The Cu-CPO-27 was more catalytically active than other Cu-MOFs such as Cu-3(BTC)(2), Cu(BDC), Cu(EDB), Cu-2(BPDC)(2)(BPY), Cu-2(BDC)(2)(DABCO), and Cu-2(EDB)(2)(BPY). The Cu-CPO-27 also exhibited advantages as compared to several copper-based salts, including Cu(OAc)(2), CuCl2, CuBr, Cul, CuCI, Cu(NO3)(2), and CuSO4. The Cu-CPO-27 catalyst could be reused several times for the amidation transformation while its catalytic activity was not decreased significantly. To the best of our knowledge, the amidation of unactivated alkanes by benzamides via direct oxidative C(sp(3))-H/N-H coupling was not previously performed under heterogeneous catalysis conditions. (C) 2016 Elsevier Ltd. All rights reserved.
ACS Catal.50Nelson, DJFALSEFALSEFALSEFALSE
5726
10.1002/cssc.202000978
Highly Efficient Cleavage of Ether Bonds in Lignin Models by Transfer Hydrogenolysis over Dual-Functional Ruthenium/Montmorillonite
Coumarin sulfonates 4-43 were synthesized by reacting 3-hydroxy coumarin 1, 4-hydroxy coumarin 2 and 6-hydroxy coumarin 3 with different substituted sulfonyl chlorides and subjected to evaluate for their in vitro immunomodulatory potential. The compounds were investigated for their effect on oxidative burst activity of zymosan stimulated whole blood phagocytes using a luminol enhanced chemiluminescence technique. Ibuprofen was used as standard drug (IC50 = 54.2 +/- 9.2 mu M). Eleven compounds 6 (IC50 = 46.60 +/- 14.6 mu M), 8 (IC50 = 11.50 +/- 6.5 mu M), 15 (IC50 = 21.40 +/- 12.2 mu M), 19 (IC50 = 5.75 +/- 0.86 mu M), 22 (IC50 = 10.27 +/- 1.06 mu M), 23 (IC50 = 33.09 +/- 5.61 mu M), 24 (IC50 = 4.93 +/- 0.58 mu M), 25 (IC50 = 21.96 +/- 14.74 mu M), 29 (IC50 = 12.47 +/- 9.2 mu M), 35 (IC50 = 20.20 +/- 13.4 mu M) and 37 (IC50 = 14.47 +/- 5.02 mu M) out of forty demonstrated their potential suppressive effect on production of reactive oxygen species (ROS) as compared to ibuprofen. All the synthetic derivatives 4-43 were characterized by different available spectroscopic techniques such as H-1 NMR, C-13 NMR, EIMS and HRMS. CHN analysis was also performed. (C) 2016 Elsevier Inc. All rights reserved.
ChemSusChem50Xue, ZMFALSEFALSEFALSEFALSE
5727
10.1021/acs.joc.0c01099
Iridium-Catalyzed Alkylation of Secondary Alcohols with Primary Alcohols: A Route to Access Branched Ketones and Alcohols
Generation of useful arylnitrile structures from simple aromatic feedstock chemicals represents a fundamentally important reaction in chemical synthesis. The first nickel-catalyzed cyanation of phenol derivatives with metal-free cyanating agents, aminoacetonitriles, is described. A nickel-based catalytic system consisting of a unique diphosphine ligand such as dcype or dcypt enables the cyanation of versatile phenol derivatives such as aryl carbamates and aryl pivalates. The use of aminoacetonitriles as a cyanating agent leads to an environmentally and easy-to-use method for arylnitrile synthesis.
J. Org. Chem.50
Gulcemal, S; Gulcemal, D
FALSEFALSEFALSEFALSE
5728
10.1039/d0sc01641a
A methylation platform of unconventional inert aryl electrophiles: trimethylboroxine as a universal methylating reagent
An efficient and easy method for C-sp3-C-sp3 homocoupling was developed using cobalt bromide as catalyst. A series of functionalized alkyl bromides and alkyl chlorides were coupled in high yields under mild conditions. This reaction seems to involve a radical intermediate.
Chem. Sci.50Yang, YD; You, JSFALSEFALSEFALSEFALSE
5729
10.1039/d0cy00471e
Alumina grafted SBA-15 sustainable bifunctional catalysts for direct cross-coupling of benzylic alcohols to diarylmethanes
This review highlights a number of additives that can be used to make asymmetric reactions perfect. Without changing other reaction conditions, simply adding additives can lead to improved asymmetric catalysis, such as reduced reaction time, improved yield, or/and increased selectivity.
Catal. Sci. Technol.50Satishkumar, GFALSEFALSEFALSEFALSE
5730
10.1021/acs.orglett.0c00945
Highly Stereoselective Synthesis of 1,2-Disubstituted Indanes by Pd-Catalyzed Heck/Suzuki Sequence of Diarylmethyl Carbonates
The rhodium(III)-catalyzed mild and site selective C-H allylation of enol carbamates with 4-vinyl-1,3-dioxolan-2-one and allylic carbonates affords allylic alcohols and terminal allylated products, respectively. The assistance of the carbamoyl directing group provides a straightforward preparation of biologically and synthetically important allylated enol carbamates.
Org. Lett.50
Hirano, K; Miura, M
FALSEFALSEFALSEFALSE
5731
10.1016/j.tetlet.2020.151721
A photocatalyst-free photo-induced denitroalkylation of beta-nitrostyrenes with 4-alkyl substituted Hantzsch esters at room temperature
The C-H alkylation of aniline derivatives with both primary and secondary alkyl halides was achieved with a versatile nickel catalyst of a vicinal diamine ligand. Step-economic access to functionalized 2-pyrimidyl anilines, key structural motifs in anticancer drugs, is thus provided. The C-H functionalization proceeded through facile C-H activation and SET-type C-X bond cleavage with the assistance of a monodentate directing group, which could be removed in a traceless fashion.
Tetrahedron Lett.50Li, YMFALSEFALSEFALSEFALSE
5732
10.1039/c9ob02691f
Cascade and multicomponent synthesis of structurally diverse 2-(pyrazol-3-yl)pyridines and polysubstituted pyrazoles
C-glycosides are important compounds as they are used as bioactive molecules and building blocks. We have developed methods to concisely synthesize C-glycosides from unprotected 2-N-acyl-aldohexoses and unactivated ketones; we designed aldol-condensation-oxa-Michael addition reactions catalyzed by amine-based catalysts using additives. Depending on the conditions used, C-glycosides were stereoselectively obtained. Our methods allowed the C-C bond formations at the anomeric centers of unprotected carbohydrates under mild conditions to lead the C-glycosides in atom-and step-economical ways.
Org. Biomol. Chem.50
Jimenez, A; Valdes, C
FALSEFALSEFALSEFALSE
5733
10.1039/c9cc09497k
Access to the most sterically crowded anilines via non-catalysed C-C coupling reactions
The majority reactions of alkynes in the literature are reported to proceed via either structural sigma-activation or catalytic pi-activation of C C bonds. We skillfully designed novel methods for the catalytic sigma-activation of C C bonds of alkynyl compounds. For terminal alkynyl compounds, sigma-activation was achieved by silver(I)-catalyzed C-H functionalization. Whereas sigma-activation of internal alkynes was accomplished by the generation of propargylic cations from propargylic alcohols under Lewis-acid catalysis. These sigma-activated species have been successfully used for new C-C and C-hetero-atom bond formation reactions. Plausible reaction pathways were proposed based on typical control experiments to help the readers to gain insights into reactions and for further discovery of new reactions based on this concept of catalytic sigma-activation of C C bonds.
Chem. Commun.50Vrana, JFALSEFALSEFALSEFALSE
5734
10.1021/acs.joc.9b02880
Synthesis of CBD and Its Derivatives Bearing Various C4 '-Side Chains with a Late-Stage Diversification Method
J. Org. Chem.50Shen, JSFALSEFALSEFALSEFALSE
5735
10.1021/acscatal.9b03620
Chemodivergent Nickel(0)-Catalyzed Arene C-F Activation with Alkynes: Uriprecedented C-F/C-H Double Insertion
ACS Catal.50Ribas, XFALSEFALSEFALSEFALSE
5736
10.1007/s40242-019-9248-5
Selective N-Alkylation of 2-Amino-4H-chromene-3-carbonitrile Derivatives with Alcohols Catalyzed by AlCl3 Under the Assistance of CH3COOH
Chem. Res. Chin. Univ.
50Zhao, B; Kan, WFALSEFALSEFALSEFALSE
5737
10.1016/j.tetlet.2019.151283
First Cp*Co(III)-catalyzed Mizoroki-Heck coupling reactions of alkenes and aryl bromide/iodide
Tetrahedron Lett.50Joshi, RKFALSEFALSEFALSEFALSE
5738
10.1002/anie.201906815
Nickel-Catalyzed Conversion of Enol Triflates into Alkenyl Halides
Angew. Chem.-Int. Edit.
50Reisman, SEFALSEFALSEFALSEFALSE
5739
10.1021/acs.orglett.9b02504
Modular Arene Difunctionalization of Unactivated C-O and C-H Bonds by Sequential Chromium-Catalyzed Transformations
Org. Lett.50
Luo, MM; Zeng, XM
FALSEFALSEFALSEFALSE
5740
10.1021/acs.joc.9b01432
Synthetic Access to 3-Substituted Pyroglutamic Acids from Tetramate Derivatives of Serine, Threonine, allo-Threonine, and Cysteine
J. Org. Chem.50Moloney, MGFALSEFALSEFALSEFALSE
5741
10.1021/acs.inorgchem.9b01392
Ligands and Bases Mediate Switching between Aminocarbonylations and Alkoxycarbonylations in Coupling of Aminophenols with Iodoarenes
Inorg. Chem.50Chen, DZFALSEFALSEFALSEFALSE
5742
10.1021/acs.orglett.9b01987
Desulfonylative Arylation of Redox-Active Alkyl Sulfones with Aryl Bromides
Org. Lett.50
Hughes, JME; Fier, PS
FALSEFALSEFALSEFALSE
5743
10.1002/anie.201904028
Deoxygenative Borylation of Secondary and Tertiary Alcohols
Angew. Chem.-Int. Edit.
50Studer, AFALSEFALSEFALSEFALSE
5744
10.1002/anie.201814340
Enantioselective Construction of alpha-Chiral Silanes by Nickel-Catalyzed C(sp(3))-C(sp(3)) Cross-Coupling
Angew. Chem.-Int. Edit.
50Oestreich, MFALSEFALSEFALSEFALSE
5745
10.1039/c8ob01895b
Recent advances in homogeneous borrowing hydrogen catalysis using earth-abundant first row transition metals
Org. Biomol. Chem.50Morrill, LCFALSEFALSEFALSEFALSE
5746
10.1002/anie.201814493
Constructing Mononuclear Palladium Catalysts by Precoordination/Solvothermal Polymerization: Recyclable Catalyst for Regioselective Oxidative Heck Reactions
Angew. Chem.-Int. Edit.
50
Tang, HT; Pan, YM
FALSEFALSEFALSEFALSE
5747
10.1039/c8qo01052h
Reductive cleavage of the N-O bond: elemental sulfur-mediated conversion of N-alkoxyamides to amides
Org. Chem. Front.50Du, YFFALSEFALSEFALSEFALSE
5748
10.1002/chem.201805682
Divergent Total Syntheses of C3 a-C7 ' Linked Diketopiperazine Alkaloids (+)-Asperazine and (+)-Pestalazine A Enabled by a Ni-Catalyzed Reductive Coupling of Tertiary Alkyl Chloride
Chem.-Eur. J.50Peng, YFALSEFALSEFALSEFALSE
5749
10.1021/acs.orglett.8b03560
Palladium-Catalyzed Cross-Coupling of gem-Bis(boronates) with Aryl Halides: An Alternative To Access Quaternary alpha-Aryl Aldehydes
Org. Lett.50Zhao, XM; Xu, TFALSEFALSEFALSEFALSE
5750
10.1016/j.tetlet.2018.11.026
Silver-promoted cross-coupling of substituted allyl(trimethyl)silanes with aryl iodides by palladium catalysis
Tetrahedron Lett.50Yao, BFALSEFALSEFALSEFALSE
5751
10.1021/acs.orglett.8b02155
Copper-Catalyzed Reagent-Controlled Regioselective Cyanoborylation of Vinylarenes
Org. Lett.50Xiao, B; Fu, YFALSEFALSEFALSEFALSE
5752
10.1016/j.jcat.2018.07.007
Design and fabrication of PdO/CexOy composite catalysts with coaxial nanotuber and studies of their synergistic performance in Suzuki-Miyaura reactions
J. Catal.50Jie, BFALSEFALSEFALSEFALSE
5753
10.1039/c8cc05437a
Ruthenium nanoparticle catalyzed selective reductive amination of imine with aldehyde to access tertiary amines
Chem. Commun.50Li, B; Shao, YFALSEFALSEFALSEFALSE
5754
10.1021/acs.joc.8b00552
Synthesis of 2-Substituted Quinolines from 2-Aminostyryl Ketones Using Iodide as a Catalyst
J. Org. Chem.50Cheon, CHFALSEFALSEFALSEFALSE
5755
10.1016/j.tet.2018.03.029
Asymmetric ring-opening reaction of azabenzonorbornadienes with phenols promoted by palladium/(R,R)-DIOP complex
Tetrahedron50
Zhou, YY; Fan, BM
FALSEFALSEFALSEFALSE
5756
10.1021/jacs.8b02462
Suzuki-Miyaura Coupling of Simple Ketones via Activation of Unstrained Carbon-Carbon Bonds
J. Am. Chem. Soc.50Dong, GBFALSEFALSEFALSEFALSE
5757
10.1021/acs.joc.7b02780
Stereospecific Stille Cross-Couplings Using Mn(II)Cl-2
J. Org. Chem.50Falck, JRFALSEFALSEFALSEFALSE
5758
10.2174/1385272822666181010125902
Titanium Tetrachloride-mediated Synthesis of Diarylmethanes through the Reaction of Benzyl Alcohol Derivatives with Aromatic Substrates
Curr. Org. Chem.50
Leggio, A; Liguori, A
FALSEFALSEFALSEFALSE
5759
10.1038/s41929-017-0007-z
Complete lignocellulose conversion with integrated catalyst recycling yielding valuable aromatics and fuels
Nat. Catal.50Barta, KFALSEFALSEFALSEFALSE
5760
10.1039/c7dt03403b
C-H nickellation of phenol-derived phosphinites: regioselectivity and structures of cyclonickellated complexes
Dalton Trans.50Zargarian, DFALSEFALSEFALSEFALSE
5761
10.1002/adsc.201700722
Tandem Cross Coupling Reaction of Alcohols for Sustainable Synthesis of beta-Alkylated Secondary Alcohols and Flavan Derivatives
Adv. Synth. Catal.50Kundu, SFALSEFALSEFALSEFALSE
5762
10.1021/acs.joc.7b02033
Metal-Free, Bronsted Acid-Catalyzed Formal [3+2] Annulation of Quinone Monoacetals with 2-Naphthols
J. Org. Chem.50
Kaicharla, T; Biju, AT
FALSEFALSEFALSEFALSE
5763
10.1021/acs.orglett.7b02522
Ex Situ Generation of Sulfuryl Fluoride for the Synthesis of Aryl Fluorosulfates
Org. Lett.50
De Borggraeve, WM
FALSEFALSEFALSEFALSE
5764
10.1021/acs.joc.5b02151
Pincer-Nickel-Catalyzed Allyl-Aryl Coupling between Allyl Methyl Ethers and Arylzinc Chlorides
J. Org. Chem.50Wang, ZXFALSEFALSEFALSEFALSE
5765
10.1021/acs.orglett.5b01630
Pd-Catalyzed Regiodivergent Hydroesterification of Aryl Olefins with Phenyl Formate
Org. Lett.50Shi, YFALSEFALSEFALSEFALSE
5766
10.1021/jacs.5b03937
Enantioselective and Regiodivergent Copper-Catalyzed Electrophilic Arylation of Allylic Amides with Diaryliodonium Salts
J. Am. Chem. Soc.50Gaunt, MJFALSETRUEFALSEFALSE
5767
10.1055/s-0034-1379994
Palladium-Catalyzed Oxidative Heck Coupling of Vinyl Pyridines with Aryl Boronic Acids
Synlett50Chen, SSFALSEFALSEFALSEFALSE
5768
10.1002/anie.201410350
Rhodium-Catalyzed (5+1) Annulations Between 2-Alkenylphenols and Allenes: A Practical Entry to 2,2-Disubstituted 2H-Chromenes
Angew. Chem.-Int. Edit.
50Mascarenas, JLFALSEFALSEFALSEFALSE
5769
10.1039/c5cc05209b
Dual metal and Lewis base catalysis approach for asymmetric synthesis of dihydroquinolines and the alpha-arylation of aldehydes via N-acyliminium ions
Chem. Commun.50Rueping, MFALSEFALSEFALSEFALSE
5770
10.1039/c4ob02586e
NiSO4-catalyzed C-H activation/C-S cross-coupling of 1,2,3-triazole N-oxides with thiols
Org. Biomol. Chem.50Chen, ZWFALSEFALSEFALSEFALSE
5771
10.1021/ja509077a
Ligand-Controlled Regiodivergent Ni-Catalyzed Reductive Carboxylation of Allyl Esters with CO2
J. Am. Chem. Soc.50Martin, RFALSEFALSEFALSEFALSE
5772
10.1016/j.tetlet.2014.07.118
Cu(I) metal organic framework catalyzed C-C and C-N coupling reactions
Tetrahedron Lett.50Srivastava, RFALSEFALSEFALSEFALSE
5773
10.1021/ja05064586
Ni-Catalyzed Carboxylation of Unactivated Primary Alkyl Bromides and Sulfonates with CO2
J. Am. Chem. Soc.50Martin, RFALSEFALSEFALSEFALSE
5774
10.1016/j.tet.2014.03.039
A general, simple catalyst for enantiospecific cross couplings of benzylic ammonium triflates and boronic acids: no phosphine ligand required
Tetrahedron50Watson, MPFALSEFALSEFALSEFALSE
5775
10.1021/ol403209k
Development of an Air-Stable Nickel Precatalyst for the Amination of Aryl Chlorides, Sulfamates, Mesylates, and Triflates
Org. Lett.50Buchwald, SLFALSEFALSEFALSEFALSE
5776
10.1039/c3dt53352b
Anion exchange in [Ni(eta(5)-C5H4R)(Cl)(NHC)]. Counterion effect on the structure and catalytic activity
Dalton Trans.50Buchowicz, WFALSEFALSEFALSEFALSE
5777
10.1039/c4qo00233d
Acenaphthoimidazolium chloride-enabled nickel-catalyzed amination of bulky aryl tosylates
Org. Chem. Front.50Jiang, JFALSEFALSEFALSEFALSE
5778
10.1039/c3ob42053a
Nickel-catalyzed triarylamine synthesis: synthetic and mechanistic aspects
Org. Biomol. Chem.50Fan, XHFALSEFALSEFALSEFALSE
5779
10.1016/j.comptc.2013.10.019
Theoretical study on mechanism of reactions of triarylphosphines with S-nitrosated proteins
Comput. Theor. Chem.
50Qi, CZFALSEFALSEFALSEFALSE
5780
10.1039/c4ra05203j
A highly efficient, ligand-free and recyclable SBA-15 supported Cu2O catalyzed cyanation of aryl iodides with potassium hexacyanoferrate(II)
RSC Adv.50Zhu, HJFALSEFALSEFALSEFALSE
5781
10.1002/ejoc.201300967
One-Step Synthesis of Biaryls under Mild Conditions
Eur. J. Org. Chem.50Bhat, BRFALSEFALSEFALSEFALSE
5782
10.1021/ol401550h
Highly Efficient Aminocarbonylation of Iodoarenes at Atmospheric Pressure Catalyzed by a Robust Acenaphthoimidazolyidene Allylic Palladium Complex
Org. Lett.50Tu, TFALSEFALSEFALSEFALSE
5783
10.1021/om400424a
Intramolecular Arene C-H to C-P Functionalization Mediated by Nickel(II) and Palladium(II)
Organometallics50Agapie, TFALSEFALSEFALSEFALSE
5784
10.1002/hlca.201200454
Formation of cine-Substitution Products in the SuzukiMiyaura Cross-Coupling Reaction Catalyzed by Dinuclear Palladium Complexes
Helv. Chim. Acta50Tsukada, NFALSEFALSEFALSEFALSE
5785
10.1016/j.apcata.2013.03.027
Synthesis of a class of new phosphine-oxazoline ligands and their applications in palladium-catalyzed asymmetric addition of arylboronic acids to isatins
Appl. Catal. A-Gen.50Qiu, LQFALSEFALSEFALSEFALSE
5786
10.1021/ol400537b
Rhodium(III)-Catalyzed Direct Selective C(5)-H Oxidative Annulations of 2-Substituted Imidazoles and Alkynes by Double C-H Activation
Org. Lett.50Dong, LFALSEFALSEFALSEFALSE
5787
10.1055/s-0032-1318482
Silver Ion Mediated In Situ Synthesis of Mixed Diaryl Sulfides from Diaryl Disulfides
Synlett50Barman, PFALSEFALSEFALSEFALSE
5788
10.1021/ja311045f
Ni-Catalyzed Direct Carboxylation of Benzyl Halides with CO2
J. Am. Chem. Soc.50Martin, RFALSEFALSEFALSEFALSE
5789
10.1039/c3dt51562a
Stepwise hydrogenation of an arylthiophosphinidene isocyanide complex to give tethered aldimine and aminocarbene functions
Dalton Trans.50Garcia-Vivo, DFALSEFALSEFALSEFALSE
5790
10.1007/s10562-012-0913-2
A Novel Iron Complex for Cross-Coupling Reactions of Multiple C-Cl Bonds in Polychlorinated Solvents with Grignard Reagents
Catal. Lett.50Ghosh, AFALSEFALSEFALSEFALSE
5791
10.1021/ma301797w
Mechanistic Insight into Catalyst-Transfer Polymerization of Unusual Anion-Radical Naphthalene Diimide Monomers: An Observation of Ni(0) Intermediates
Macromolecules50Senkovskyy, VFALSEFALSEFALSEFALSE
5792
10.1021/es302188f
Hydrodefluorination and Hydrogenation of Fluorobenzene under Mild Aqueous Conditions
Environ. Sci. Technol.
50McNeill, KFALSEFALSEFALSEFALSE
5793
10.1002/ejoc.201200678
Synthesis and Reactivity of the 3-Substituted Isoindolinone Framework to Assemble Highly Functionalized Related Structures
Eur. J. Org. Chem.50Massa, AFALSEFALSEFALSEFALSE
5794
10.1021/ol301847m
Nickel-Catalyzed Amination of Aryl Sulfamates and Carbamates Using an Air-Stable Precatalyst
Org. Lett.50Garg, NKFALSEFALSEFALSEFALSE
5795
10.1021/ol3009842
Selective Catalytic sp(3) C-O Bond Cleavage with C-N Bond Formation in 3-Alkoxy-1-propanols
Org. Lett.50Hong, SHFALSEFALSEFALSEFALSE
5796
10.1021/jo202577m
Palladium-Catalyzed Oxidative Heck Coupling Reaction for Direct Synthesis of 4-Arylcoumarins Using Coumarins and Arylboronic Acids
J. Org. Chem.50Li, YMFALSEFALSEFALSEFALSE
5797
10.1021/ol203154j
Pd-Catalyzed Regioselective and Stereospecific Suzuki-Miyaura Coupling of Allylic Carbonates with Arylboronic Acids
Org. Lett.50Zhang, YJFALSEFALSEFALSEFALSE
5798
10.1039/c2dt12243j
Palladium(II) thiocarboxamide complexes: synthesis, characterisation and application to catalytic Suzuki coupling reactions
Dalton Trans.50Ramesh, RFALSEFALSEFALSEFALSE
5799
10.1021/ja210025q
Inversion or Retention? Effects of Acidic Additives on the Stereochemical Course in Enantiospecific Suzuki-Miyaura Coupling of alpha-(Acetylamino)benzylboronic Esters
J. Am. Chem. Soc.50Ohmura, TFALSEFALSEFALSEFALSE
5800
10.1021/om200787s
Remarkable Effect of Valence Electrons in Thiolato-Bridged Diruthenium Complexes toward Catalytic Dimerization of alpha-Methylstyrenes
Organometallics50Nishibayashi, YFALSETRUEFALSEFALSE
5801
10.1021/jo201840n
Palladium-Catalyzed Hiyama Cross-Coupling of Aryltrifluorosilanes with Aryl and Heteroaryl Chlorides
J. Org. Chem.50Molander, GAFALSEFALSEFALSEFALSE
5802
10.1246/cl.2011.702
Direct Conversion of Pinacol Arylboronic Esters to Aryl Triolborates
Chem. Lett.50Yamamoto, YFALSEFALSEFALSEFALSE
5803
10.1038/nn.2800
Hierarchical chemosensory regulation of male-male social interactions in Drosophila
Nat. Neurosci.50Wang, LMFALSEFALSEFALSEFALSE
5804
10.1021/ol200764g
Anthranilamide: A Simple, Removable ortho-Directing Modifier for Arylboronic Acids Serving also as a Protecting Group in Cross-Coupling Reactions
Org. Lett.50Suginome, MFALSEFALSEFALSEFALSE
5805
10.1021/jo2000034
Nickel-Catalyzed Cross-Coupling of Aryl Phosphates with Arylboronic Acids
J. Org. Chem.50Zhao, YFFALSEFALSEFALSEFALSE
5806
10.1021/ja108547u
Stereospecific Nickel-Catalyzed Cross-Coupling Reactions of Alkyl Ethers: Enantioselective Synthesis of Diarylethanes
J. Am. Chem. Soc.50Jarvo, ERFALSEFALSEFALSEFALSE
5807
10.1002/adsc.201000223
Well-Defined Allylnickel Chloride/N-Heterocyclic Carbene [(NHC)Ni(allyl)Cl] Complexes as Highly Active Precatalysts for C-N and C-S Cross-Coupling Reactions
Adv. Synth. Catal.50Nicasio, MCFALSEFALSEFALSEFALSE
5808
10.1021/ja101939r
A New Entry of Amination Reagents for Heteroaromatic C-H Bonds: Copper-Catalyzed Direct Amination of Azoles with Chloroamines at Room Temperature
J. Am. Chem. Soc.50Miura, MFALSEFALSEFALSEFALSE
5809
10.1021/jo100407s
Amine-Promoted Synthesis of Vinyl Aziridines
J. Org. Chem.50Armstrong, AFALSEFALSEFALSEFALSE
5810
10.1021/ol9029534
Nickel-Catalyzed Efficient and Practical Suzuki-Miyaura Coupling of Alkenyl and Aryl Carbamates with Aryl Boroxines
Org. Lett.50Li, BJFALSEFALSEFALSEFALSE
5811
10.1016/j.jorganchem.2009.04.021
Palladium catalyzed reductive homocoupling reactions of aromatic halides in dimethyl sulfoxide (DMSO) solution
J. Organomet. Chem.
50Qi, CZFALSEFALSEFALSEFALSE
5812
10.1002/jhet.96
Suzuki-Miyaura Arylations of Tetramic Acid Sulfonates: Evaluation of Lactam Protection, Sulfonate Esters, and Sterics
J. Heterocycl. Chem.
50Pelkey, ETFALSEFALSEFALSEFALSE
5813
10.1016/j.tetlet.2007.12.118
Efficient ligand-free nickel-catalyzed C-S cross-coupling of thiols with aryl iodides
Tetrahedron Lett.50Punnlyamurthy, TFALSEFALSEFALSEFALSE
5814
10.1055/s-2007-985567
Monooxychlorophosphine as a novel and efficient ligand for palladium-catalyzed suzuki-miyaura cross-coupling of aryl chlorides
Synlett50Gao, LXFALSEFALSEFALSEFALSE
5815
10.2174/138527206775192979
pi(3)-Allylruthenium complexes and ruthenium-catalysed nucleophilic substitution of allylic substrates
Curr. Org. Chem.50Bruneau, CFALSEFALSEFALSEFALSE
5816
10.1016/j.jorganchem.2005.08.035
Nickel(0)/N-heterocyclic carbene complexes catalysed arylation of aromatic diamines
J. Organomet. Chem.
50Schneider, RFALSEFALSEFALSEFALSE
5817
10.1021/jo051660v
A highly regio- and stereoselective nickel-catalyzed ring-opening reaction of alkyl- and allylzirconium reagents to 7-oxabenzonorbornadienes
J. Org. Chem.50Cheng, CHFALSEFALSEFALSEFALSE
5818
10.1002/anie.200500918
Couplings with mouoorganotin compounds: A radical twist from the original Stille reaction
Angew. Chem.-Int. Edit.
50Echavarren, AMFALSEFALSEFALSEFALSE
5819
10.1016/j.molcata.2004.03.029
In situ generated palladium catalysts bearing 1,3-dialkylperimidin-2-yline ligands for Suzuki reactions of aryl chlorides
J. Mol. Catal. A-Chem.
50Ozdemir, IFALSEFALSEFALSEFALSE
5820
10.1002/(SICI)1521-3773(19991115)38:22<3386::AID-ANIE3386>3.0.CO;2-W
doi.org/10.1002/(SICI)1521-3773(19991115)38:22<3386::AID-ANIE3386>3.0.CO;2-W
Nickel(0)-catalyzed three-component connection reaction of dimethylzinc, 1,3-dienes, and carbonyl compounds
Angew. Chem.-Int. Edit.
50Tamaru, YFALSEFALSEFALSEFALSE
5821
10.1021/jo00109a044
ARYL MESYLATES IN METAL-CATALYZED HOMOCOUPLING AND CROSS-COUPLING REACTIONS .2. SUZUKI-TYPE NICKEL-CATALYZED CROSS-COUPLING OF ARYL ARENESULFONATES AND ARYL MESYLATES WITH ARYLBORONIC ACIDS
J. Org. Chem.50PERCEC, VFALSEFALSEFALSEFALSE
5822
10.1002/cber.19881211108
ON THE LEWIS ACIDITY OF NICKEL(0) .10. DIORGANYLMAGNESIUM COMPLEXES OF NICKEL(0) - (TMEDA)MGCH3(MU-CH3)NI(C2H4)2
Chem. Ber.-Recl.50FALSEFALSEFALSEFALSE
5823
10.1021/jo00248a016
ENANTIOSELECTIVE RING CONSTRUCTION WITH CONTROL OF SIDE-CHAIN STEREOCHEMISTRY - SYNTHESIS OF (+)-ISONEONEPETALACTONE
J. Org. Chem.50TABER, DFFALSEFALSEFALSEFALSE
5824
10.1016/S0040-4020(01)85098-5
SYNTHESES WITH SULFONES .48. STEREOSELECTIVE SYNTHESIS OF 2-ISOPROPYL- 1,4-DIENES THROUGH THE IRON-CATALYZED CROSS-COUPLING REACTION OF 2-BENZENESULFONYL- 1,4-DIENES AND ISOPROPYLMAGNESIUM CHLORIDE
Tetrahedron50FALSEFALSEFALSEFALSE
5825
10.2533/chimia.2021.943
From Academia to the Market - Air-stable Ni(II)/Josiphos Catalysts
Chimia50Link, AFALSEFALSEFALSEFALSE
5826
10.1021/acs.inorgchem.1c02397
Designing Catalytic Systems Using Binary Solvent Mixtures: Impact of Mole Fraction of Water on Hydride Transfer
Inorg. Chem.50Appel, AMFALSEFALSEFALSEFALSE
5827
10.1021/acs.organomet.1c00370
Computational Study on the Mechanisms and Origins of Selectivity in Hydroarylation of 1,3-Diyne Alcohol Catalyzed by Di- and Mononuclear Manganese Complexes
Organometallics50Yuan, XA; Bi, SWFALSEFALSEFALSEFALSE
5828
10.1055/a-1509-5954
Nickel-Catalyzed Homocoupling of Aryl Ethers with Magnesium Anthracene Reductant
Synthesis50
Higashida, K; Sawamura, M
FALSEFALSEFALSEFALSE
5829
10.1039/c7ob01791j
Nickel-catalyzed N-vinylation of heteroaromatic amines via C-H bond activation
Org. Biomol. Chem.50Balaraman, EFALSEFALSEFALSEFALSE
5830
10.1021/jacs.7b06191
Ni-Catalyzed Alkene Carboacylation via Amide C-N Bond Activation
J. Am. Chem. Soc.50Stanley, LMFALSEFALSEFALSEFALSE
5831
10.1055/s-0036-1588464
Nickel-Catalyzed Reductive Cross-Coupling of Aryl Triflates and Nonaflates with Alkyl Iodides
Synthesis50
Sumida, Y; Hosoya, T
FALSEFALSEFALSEFALSE
5832
10.1038/ncomms14993
Nickel-catalysed retro-hydroamidocarbonylation of aliphatic amides to olefins
Nat. Commun.50Shi, ZZFALSEFALSEFALSEFALSE
5833
10.1021/jacs.7b01254
Copper(I)-Catalyzed Enantioselective Addition of Enynes to Ketones
J. Am. Chem. Soc.50
Shimizu, Y; Kanai, M
FALSEFALSEFALSEFALSE
5834
10.1021/jacs.6b13346
C(sp(2))-H Borylation of Fluorinated Arenes Using an Air-Stable Cobalt Precatalyst: Electronically Enhanced Site Selectivity Enables Synthetic Opportunities
J. Am. Chem. Soc.50Chirik, PJFALSETRUEFALSEFALSE
5835
10.1021/acs.orglett.6b03703
Transition-Metal-Free Amination of Pyridine-2-sulfonyl Chloride and Related N-Heterocycles Using Magnesium Amides
Org. Lett.50Knochel, PFALSEFALSEFALSEFALSE
5836
10.1039/c6sc02895k
Versatile synthesis and enlargement of functionalized distorted heptagon-containing nanographenes
Chem. Sci.50Campana, AGFALSEFALSEFALSEFALSE
5837
10.1021/acs.orglett.6b02330
Pd-Catalyzed Suzuki-Miyaura and Hiyama-Denmark Couplings of Aryl Sulfamates
Org. Lett.50Hazari, NFALSEFALSEFALSEFALSE
5838
10.1002/adsc.201600024
Self-Assembled Multilayer-Stabilized Nickel Nanoparticle Catalyst for Ligand-Free Cross-Coupling Reactions: in situ Metal Nanoparticle and Nanospace Simultaneous Organization
Adv. Synth. Catal.50
Sato, Y; Arisawa, M
FALSEFALSEFALSEFALSE
5839
10.1002/adsc.201600284
Enantioselective Copper-Catalyzed Propargylic Etherification of Propargylic Esters with Phenols Promoted by Inorganic Base Additives
Adv. Synth. Catal.50Hu, XPFALSEFALSEFALSEFALSE
5840
10.1002/chem.201602088
Rhodium(I)-Catalyzed Benzannulation of Heteroaryl Propargylic Esters: Synthesis of Indoles and Related Heterocycles
Chem.-Eur. J.50Tang, WPFALSEFALSEFALSEFALSE
5841
10.3762/bjoc.12.108
Synthesis of beta-arylated alkylamides via Pd-catalyzed one-pot installation of a directing group and C(sp(3))-H arylation
Beilstein J. Org. Chem.
50Liu, YYFALSEFALSEFALSEFALSE
5842
10.1055/s-0035-1561584
Synthesis and Catalytic Asymmetric Applications of Quinazolinol Ligands
Synthesis50Ulukanli, SFALSEFALSEFALSEFALSE
5843
10.1002/ejic.201600090
Multiple-Metal (De-)Hydrogenation-Catalysed Processes
Eur. J. Inorg. Chem.50Mata, JAFALSEFALSEFALSEFALSE
5844
10.1002/adsc.201500822
Nickel-Catalyzed alpha-Benzylation of Arylacetonitriles via C-O Activation
Adv. Synth. Catal.50
Chen, TQ; Han, LB
FALSEFALSEFALSEFALSE
5845
10.1039/c5gc02985f
Heterogeneous recyclable nano-palladium catalyzed amidation of esters using formamides as amine sources
Green Chem.50Bao, YSFALSEFALSEFALSEFALSE
5846
10.1021/acs.orglett.0c02934
Cobalt-Catalyzed C(sp(2))-C(sp(3)) Suzuki-Miyaura Cross Coupling
A series of ionic iron(III) complexes of general formula [HLn][FeX4] (HL1 = 1,3-dibenzylbenzimidazolium cation, X = Cl, 1; HL1, X = Br, 2; HL2 = 1,3-dibutylbenzimidazolium cation, X = Br, 3; HL3 = 1,3-bis(diphenylmethyl) benzimidazolium cation, X = Br, 4) were easily prepared in high yields by the direct reaction of FeX3 with 1 equiv. of [HLn] X under mild conditions. All of them were characterized using elemental analysis, Raman spectroscopy and electrospray ionization mass spectrometry, and X-ray crystallography for 1 and 4. In the presence of magnesium turnings and LiCl, these air- and moisture-insensitive complexes showed high catalytic activities in direct cross-couplings of aryl phosphates with primary and secondary alkyl bromides with broad substrate scope, wherein complex 4 was the most effective.
Org. Lett.49Chirik, PJFALSEFALSEFALSEFALSE
5847
10.1002/adsc.202001346
Cross-Coupling Reactions of Aryl Halides with Primary and Secondary Aliphatic Alcohols Catalyzed by an O,N,N-Coordinated Nickel Complex
A palladium-catalyzed asymmetric allylallyl cross-coupling reaction to construct the chiral quaternary carbon center of crinane alkaloids has been developed. On the basis of an efficient approach, the enantioselective synthesis of (-)-crinane (1) is presented, and the first asymmetric total synthesis of (+)-4a-dehydroxycrinamabine (2) was achieved by subsequent oxidation, 1,4-conjugate addition, RCM reaction, reductive amination, and Pictet-Spengler reaction. The method provided an alternative strategy for the syntheses of crinane alkaloids and other Amaryllidaceae natural products.
Adv. Synth. Catal.49
Hashimoto, T; Yamaguchi, Y
FALSEFALSEFALSEFALSE
5848
10.1039/d0ob02011g
Microwave-assisted periselective annulation of triarylphosphenes with aldehydes and ketones
Alkylsilicates were engaged under photoredox/nickel dual catalysis conditions with alkyl halides for the first time. The C(sp(3))-C(sp(3)) cross-coupling products were obtained in moderate yields and were accompanied by the homocoupling products of the alkyl halide derivatives. These promising findings are strongly suggestive of the high synthetic potential of the dual catalytic approach for the forging of alkyl carbon-carbon bonds.
Org. Biomol. Chem.49Xu, JXFALSEFALSEFALSEFALSE
5849
10.1002/adsc.202000945
One-Shot Radical Cross Coupling Between Benzyl Alcohols and Alkenyl Halides Using Ni/Ti/Mn System
Herein is reported the mild and general coupling of amine/ether C(sp(3))-H bonds with various kinds of C(sp(2))-O electrophiles with high selectivity and efficiency. Valuable allylic/benzylic amines are generated in moderate to excellent yields. The utility of this transformation is demonstrated by a broad substrate scope (> 50 examples), good functional group tolerance and facile product modification.
Adv. Synth. Catal.49Suga, T; Ukaji, YFALSEFALSEFALSEFALSE
5850
10.1021/acs.orglett.0c02722
Nickel-Catalyzed Cyanation of Unactivated Alkyl Sulfonates with Zn(CN)(2)
A Ni(II)-catalyzed asymmetric addition of arylboronic acids to cyclic aldimines and ketimines is reported. Our tropos phosphine-oxazoline biphenyl ligand is crucial for the high catalytic activity, which coordinates to Ni(II) to form a complex with a single axial configuration. The desired chiral amine products could be prepared with excellent yields (up to 99%) and enantioselectivities (up to 99.8%) under mild reaction conditions.
Org. Lett.49Liu, YHFALSEFALSEFALSEFALSE
5851
10.1016/j.chempr.2020.06.020
Porous Ligand Creates New Reaction Route: Bifunctional Single-Atom Palladium Catalyst for Selective Distannylation of Terminal Alkynes
Herein, we report the first catalytic version of a cobalt-catalysed reductive homocoupling of benzyl halides which proceeds with low catalyst loadings (0.5 to 5 mol%). By synthetizing each cobalt intermediate we demonstrate that reaction proceeds through two single electron transfers (SET) and that dimethylzinc is only involved in the regeneration of the catalytic species.
Chem49
Tang, HT; Pan, YM
FALSEFALSEFALSEFALSE
5852
10.1002/anie.202006826
Nickel-Catalyzed Mono-Selective alpha-Arylation of Acetone with Aryl Chlorides and Phenol Derivatives
In a brief exploratory study we investigated Heck reactions of several alkenyl nonaflates with a protected dehydroalanine derivative. Whereas simple alkenyl nonaflates provided the expected 1,3-dienes in good to excellent yields, more complex oxa-bridged bicyclic substrates gave poorer results. Nevertheless, this approach is of interest for the synthesis of tetradehydroamino acids. Palladium-catalyzed carbonylations of alkenyl nonaflates employing molybdenum hexacarbonyl as convenient carbon monoxide source leading to esters or to carboxylic acids were also studied. Microwave conditions seem to be superior to purely thermal conditions. With an oxygen-bridged bicyclic alkenyl nonaflate the expected carboxylic acid was isolated, however, the formation of a tropone derivative as a result of an acid-promoted fragmentation was also observed.
Angew. Chem.-Int. Edit.
49
Tlili, A; Amgoune, A
FALSEFALSEFALSEFALSE
5853
10.6023/cjoc202003037
Synthesis and Cytotoxic Activity of C-Vinyl-rhamnopyranoside Derivatives
Asymmetric preparation of all-carbon quaternary stereocenters is an important goal. Despite advances in formation of highly enantioenriched products with quaternary stereocenters proximal to a functional group, methods to install quaternary stereocenters isolated from functional groups are limited. Transition metal catalysis offers a potential solution, but prior cross couplings are limited to allylic substrates or deliver little to no enantiomeric enrichment. We report a stereospecific, nickel-catalyzed Suzuki-Miyaura arylation of tertiary benzylic acetates to deliver products with diaryl and triaryl quaternary stereocenters in high-yield's and ee's. This reaction employs an inexpensive, air-stable Ni(II) salt and commercially available phosphine ligand to transform tertiary alcohol derivatives, which are easily available in exceptional ee, into valuable products with stereoretention.
Chin. J. Org. Chem.49
Huang, NY; Liu, MG
FALSEFALSEFALSEFALSE
5854
10.1016/j.ica.2020.119457
Suzuki-Miyaura coupling catalyzed by a Ni(II) PNP pincer complex: Scope and mechanistic insights
Translation of new F-18-fluorination reactions to produce radiotracers for human positron emission tomography (PET) imaging is rare because the chemistry must have useful scope and the process for F-18-labeled tracer production must be robust and simple to execute. The application of transition metal mediators has enabled impactful F-18-fluorination methods, but to date none of these reactions have been applied to produce a human-injectable PET tracer. In this article we present chemistry and process innovations that culminate in the first production from [F-18]fluoride of human doses of [F-18]5-fluorouracil, a PET tracer for cancer imaging in humans. The first preparation of nickel 6-aryl complexes by transmetalation from arylboronic acids or esters was developed and enabled the synthesis of the [F-18]5-fluorouracil precursor. Routine production of >10 mCi doses of [F-18]5-fluorouracil was accomplished with a new instrument for azeotrope-free [F-18]fluoride concentration in a process that leverages the tolerance of water in nickel-mediated F-18-fluorination.
Inorg. Chim. Acta49Tonzetich, ZJFALSEFALSEFALSEFALSE
5855
10.1039/c9sc05444h
Aldehydes and ketones influence reactivity and selectivity in nickel-catalysed Suzuki-Miyaura reactions
Chem. Sci.49Nelson, DJFALSEFALSEFALSEFALSE
5856
10.1021/jacs.9b11208
Ni-Catalyzed Reductive Cyanation of Aryl Halides and Phenol Derivatives via Transnitrilation
J. Am. Chem. Soc.49Rousseaux, SALFALSEFALSEFALSEFALSE
5857
10.1021/acs.orglett.9b03511
Ni-Catalyzed Regioselective Hydroalkoxylation of Branched 1,3-Dienes
Org. Lett.49Mazet, CFALSEFALSEFALSEFALSE
5858
10.1016/j.mcat.2019.110565
Synthesis of quinolines via acceptorless dehydrogenative tandem cyclization of 2-amionbenzyl alcohol with alcohols using magnetic CuNiFeO nanocatalyst
Mol. Catal.49Bhanage, BMFALSEFALSEFALSEFALSE
5859
10.1021/acs.orglett.9b02830
Ylide-Functionalized Phosphine (YPhos)-Palladium Catalysts: Selective Monoarylation of Alkyl Ketones with Aryl Chlorides
Org. Lett.49Goossen, LJFALSEFALSEFALSEFALSE
5860
10.1002/adsc.201900813
Lewis Acid-Mediated Cyanation of Phenols Using N-Cyano-N-phenyl-p-toluenesulfonamide
Adv. Synth. Catal.49
Wang, QL; Zhao, WX
FALSEFALSEFALSEFALSE
5861
10.1016/j.jcat.2019.07.058
Hydrogen transfer-mediated selective dual C-H alkylations of 2-alkylquinolines by doped TiO2-supported nanocobalt oxides
J. Catal.49Zhang, MFALSEFALSEFALSEFALSE
5862
10.1021/acs.orglett.9b02221
Total Synthesis of (+/-)-Brussonol and (+/-)-Komaroviquinone via a Regioselective Cross-Electrophile Coupling of Aryl Bromides and Epoxides
Org. Lett.49Burtoloso, ACBFALSETRUEFALSEFALSE
5863
10.1021/acs.oprd.9b00194
Palladium-Catalyzed C-N Cross-Coupling of NH-Heteroarenes and Quaternary Ammonium Salts via C-N Bond Cleavage
Org. Process Res. Dev.
49Zeng, QLFALSEFALSEFALSEFALSE
5864
10.3390/molecules24081458
Ni/Co-Catalyzed Homo-Coupling of Alkyl Tosylates
Molecules49Komeyama, KFALSEFALSEFALSEFALSE
5865
10.1021/acs.orglett.9b00554
Chromium-Catalyzed Activation of Acyl C-O Bonds with Magnesium for Amidation of Esters with Nitroarenes
Org. Lett.49
Luo, MM; Zeng, XM
FALSEFALSEFALSEFALSE
5866
10.1021/acs.inorgchem.8b02915
Competitive Ligand Exchange and Dissociation in Ru Indenyl Complexes
Inorg. Chem.49
McIndoe, JS; Rosenberg, L
FALSEFALSEFALSEFALSE
5867
10.1039/c8ob02462f
Iron- catalyzed cascade addition/cyclization of 2-biphenyl isocyanides with toluenes: a highly efficient approach to 6-benzylated phenanthridines
Org. Biomol. Chem.49Ding, QPFALSEFALSEFALSEFALSE
5868
10.1038/s42004-018-0092-1
Pyrrolidines and piperidines bearing chiral tertiary alcohols by nickel-catalyzed enantioselective reductive cyclization of N-alkynones
Comm. Chem.49Tang, WJFALSEFALSEFALSEFALSE
5869
10.1021/acs.orglett.8b02434
Synthesis of 5H-Dibenzo[c,g]chromen-5-ones via FeCl3 -Mediated Tandem C-O Bond Cleavage/6 pi Electrocyclization/Oxidative Aromatization
Org. Lett.49
Miao, MZ; Ren, HJ
FALSETRUEFALSEFALSE
5870
10.1016/j.bmcl.2018.06.038
Design and synthesis of bridged piperidine and piperazine isosteres
Bioorg. Med. Chem. Lett.
49Hanessian, SFALSEFALSEFALSEFALSE
5871
10.1021/acs.joc.8b00965
Synthesis of Triarylmethanes via Palladium-Catalyzed Suzuki Coupling of Trimethylammonium Salts and Arylboronic Acids
J. Org. Chem.49Zhao, JFFALSEFALSEFALSEFALSE
5872
10.1002/cctc.201800454
Bench-Stable N-Heterocyclic Carbene Nickel Precatalysts for C-C and C-N Bond-Forming Reactions
ChemCatChem49Jamison, TFFALSEFALSEFALSEFALSE
5873
10.1002/adsc.201800179
Formal Carbene Insertion into C-O or C-N Bond: An Efficient Strategy for the Synthesis of 2-Substituted 2H-Chromene Derivatives from Chromene Acetals or Hemiaminal Ethers
Adv. Synth. Catal.49Hu, WHFALSEFALSEFALSEFALSE
5874
10.1021/acs.orglett.8b01233
Decarbonylative Methylation of Aromatic Esters by a Nickel Catalyst
Org. Lett.49Yamaguchi, JFALSEFALSEFALSEFALSE
5875
10.1021/jacs.8b03560
Rhodium-Catalyzed, Remote Terminal Hydroarylation of Activated Olefins through a Long-Range Deconjugative Isomerization
J. Am. Chem. Soc.49Shi, ZZFALSEFALSEFALSEFALSE
5876
10.1021/acs.orglett.8b00930
Reductive Cleavage of Aromatic and Heteroaromatic Ester Functions via Copper-Catalyzed Proto-Decarbomethoxylation
Org. Lett.49Busca, PFALSEFALSEFALSEFALSE
5877
10.1039/c8qo00091c
Base-promoted [3+3] cyclization of cyclopropenones and cyclopropenethiones with amides for the synthesis of 6H-1,3-oxazin-6-ones and 6H-1,3-thiazin-6-ones
Org. Chem. Front.49Shi, MFALSEFALSEFALSEFALSE
5878
10.1002/anie.201712618
From Anilines to Aryl Ethers: A Facile, Efficient, and Versatile Synthetic Method Employing Mild Conditions
Angew. Chem.-Int. Edit.
49Zhang, AFALSEFALSEFALSEFALSE
5879
10.1021/jacs.7b11707
Synthesis of Enantioenriched Allylic Silanes via Nickel-Catalyzed Reductive Cross-Coupling
J. Am. Chem. Soc.49Reisman, SEFALSEFALSEFALSEFALSE
5880
10.1021/jacs.7b10365
Enantioselective Palladium-Catalyzed Intramolecular alpha-Arylative Desymmetrization of 1,3-Diketones
J. Am. Chem. Soc.49Shi, ZZFALSEFALSEFALSEFALSE
5881
10.1039/c6ob01299j
Nickel catalyzed alpha-arylation of ketones with aryltrimethylammonium triflates
Org. Biomol. Chem.49Wang, ZXFALSEFALSEFALSEFALSE
5882
10.1039/c6cc07199f
Aluminium-mediated aromatic C-F bond activation: regioswitchable construction of benzene-fused triphenylene frameworks
Chem. Commun.49Ichikawa, JFALSEFALSEFALSEFALSE
5883
10.1021/acs.orglett.5b02370
Catalytic Asymmetric Formal Insertion of Aryldiazoalkanes into the C-H Bond of Aldehydes: Synthesis of Enantioenriched Acyclic alpha-Tertiary Aryl Ketones
Org. Lett.49Hwang, GSFALSEFALSEFALSEFALSE
5884
10.1021/acscatal.5b01021
Nickel- and Palladium-Catalyzed Coupling of Aryl Fluorosulfonates with Aryl Boronic Acids Enabled by Sulfuryl Fluoride
ACS Catal.49Hanley, PSFALSEFALSEFALSEFALSE
5885
10.1021/acs.organomet.5b00351
Intramolecularly Sulfur-Stabilized Silicon Cations with Chiral Binaphthyl Backbones: Synthesis of Three Different Motifs and Their Application in Enantioselective Diels-Alder Reactions
Organometallics49Oestreich, MFALSEFALSEFALSEFALSE
5886
10.1021/jacs.5b03587
Nickel-Catalyzed Formation of Fluorine-Containing Ketones via the Selective Cross-Trimerization Reaction of Tetrafluoroethylene, Ethylene, and Aldehydes
J. Am. Chem. Soc.49Ohashi, MFALSEFALSEFALSEFALSE
5887
10.1021/jacs.5b03428
Bond-Weakening Catalysis: Conjugate Aminations Enabled by the Soft Homolysis of Strong N-H Bonds
J. Am. Chem. Soc.49Knowles, RRFALSEFALSEFALSEFALSE
5888
10.1055/s-0034-1378940
Base-Mediated Addition of 1-(2-Hydroxyalkyl)pyrroles to Acetylene: Atom-Economic Route to 1-[2-(Vinyloxy)alkyl]pyrroles
Synthesis49Sadykov, EKFALSEFALSEFALSEFALSE
5889
10.1039/c5sc01460c
Access to enantioenriched 2,3-and 2,5-dihydrofurans with a fully substituted C2 stereocenter by Pd-catalyzed asymmetric intermolecular Heck reaction
Chem. Sci.49Mazet, CFALSEFALSEFALSEFALSE
5890
10.1039/c5ob01901j
Ni-catalyzed reductive addition of alkyl halides to isocyanides
Org. Biomol. Chem.49Dai, YJFALSEFALSEFALSEFALSE
5891
10.1039/c5ra13137e
Practical access to 1,3,5-triarylbenzenes from chalcones and DMSO
RSC Adv.49Cui, XLFALSEFALSEFALSEFALSE
5892
10.1021/jo502172c
Aryl Imidazylates and Aryl Sulfates As Electrophiles in Metal-Free ArS(N)1 Reactions
J. Org. Chem.49Fagnoni, MFALSETRUEFALSEFALSE
5893
10.1248/yakushi.14-00192
Efficient Synthesis of Multisubstituted Aromatic Compounds from Phenol Derivatives
Yakugaku Zasshi-J. Pharm. Soc. Jpn.
49Ikawa, TFALSEFALSEFALSEFALSE
5894
10.1016/j.tet.2014.03.063
A novel atom-economic synthesis of functionalized imidazolidines through copper(I)-catalyzed domino three-component coupling and cyclization reactions
Tetrahedron49Li, YFFALSEFALSEFALSEFALSE
5895
10.1021/ol500456s
Catalytic Stereospecific Allyl-Allyl Cross-Coupling of Internal Allyl Electrophiles with AllylB(pin)
Org. Lett.49Morken, JPFALSETRUEFALSEFALSE
5896
10.1021/ja412962w
Iridium-Catalyzed Enantioselective Allyl-Alkene Coupling
J. Am. Chem. Soc.49Carreira, EMFALSEFALSEFALSEFALSE
5897
10.1021/ol403680c
Enantioselective Synthesis of Triarylmethanes by Chiral Imidodiphosphoric Acids Catalyzed Friedel-Crafts Reactions
Org. Lett.49Jiang, YJFALSEFALSEFALSEFALSE
5898
10.1021/ja411911s
Controlling First-Row Catalysts: Amination of Aryl and Heteroaryl Chlorides and Bromides with Primary Aliphatic Amines Catalyzed by a BINAP-Ligated Single-Component Ni(0) Complex
J. Am. Chem. Soc.49Hartwig, JFFALSEFALSEFALSEFALSE
5899
10.1039/c4cc01312c
Rhodium-catalyzed regio- and stereoselective oxyamination of dienes via tandem aziridination/ring-opening of dienyl carbamates
Chem. Commun.49Matheu, MIFALSEFALSEFALSEFALSE
5900
10.1002/pola.26954
Precise Synthesis of pH-Responsive Copolymers with Naphthoic Acid Side Groups via Living Cationic Polymerization
J. Polym. Sci. Pol. Chem.
49Aoshima, SFALSEFALSEFALSEFALSE
5901
10.1021/ja406025p
A Pd(0)-Catalyzed Direct Dehydrative Coupling of Terminal Alkynes with Allylic Alcohols To Access 1,4-Enynes
J. Am. Chem. Soc.49Liu, LFALSEFALSEFALSEFALSE
5902
10.1016/j.apcata.2013.04.040
Self-coupling of secondary alcohols by Ni/CeO2 catalyst
Appl. Catal. A-Gen.49Shimizu, KFALSEFALSEFALSEFALSE
5903
10.1002/aoc.2997
Synthesis of substituted biaryls via Suzuki, Stille and Hiyama cross-coupling and homo-coupling reactions by CN-dimeric and monomeric ortho-palladated catalysts
Appl. Organomet. Chem.
49Hajipour, ARFALSEFALSEFALSEFALSE
5904
10.1021/jp312690e
C-O Bond Cleavage of Dimethyl Ether by Transition Metal Ions: A Systematic Study on Catalytic Properties of Metals and Performance of DFT Functionals
J. Phys. Chem. A49Wilson, AKFALSEFALSEFALSEFALSE
5905
10.1021/jo400424d
Noncatalytic Pyridyl-Directed Alkylation and Arylation Carbon-Fluorine Bond of Polyfluoroarenes with Grignard Reagents
J. Org. Chem.49Cao, SFALSEFALSEFALSEFALSE
5906
10.1016/j.tet.2013.01.053
Reaction of organozinc halides with aryl isocyanates
Tetrahedron49Hu, YLFALSEFALSEFALSEFALSE
5907
10.1038/NCHEM.1504
Regioselective reactions of 3,4-pyridynes enabled by the aryne distortion model
Nat. Chem.49Garg, NKFALSEFALSEFALSEFALSE
5908
10.1002/anie.201300621
Arene CH-O Hydrogen Bonding: A Stereocontrolling Tool in Palladium-Catalyzed Arylation and Vinylation of Ketones
Angew. Chem.-Int. Edit.
49Zhou, JRFALSEFALSEFALSEFALSE
5909
10.1039/c3cc43955k
Synthesis of a phosphine imide bearing a hydrosilane moiety, and its water-driven reduction to a phosphine
Chem. Commun.49Kano, NFALSEFALSEFALSEFALSE
5910
10.1039/c3dt32111h
Cross-coupling of alkyl halides with aryl or alkyl Grignards catalyzed by dinuclear Ni(II) complexes containing functionalized tripodal amine-pyrazolyl ligands
Dalton Trans.49Zhao, JFALSEFALSEFALSEFALSE
5911
10.1021/jo301156e
Palladium-Catalyzed Borylation of Primary Alkyl Bromides
J. Org. Chem.49Biscoe, MRFALSEFALSEFALSEFALSE
5912
10.1016/j.tetlet.2012.03.059
Palladium-catalyzed cross-couplings of functionalized 2-bromobenzofurans for atom-economic synthesis of 2-arylbenzofurans using triarylbismuth reagents
Tetrahedron Lett.49Rao, MLNFALSEFALSEFALSEFALSE
5913
10.1016/j.tetlet.2012.02.081
NiCl2 center dot 6H(2)O as recyclable heterogeneous catalyst for N-arylation of amines and NH-heterocycles under microwave exposure
Tetrahedron Lett.49Singh, KNFALSEFALSEFALSEFALSE
5914
10.1021/jo300209d
Cross-Coupling of Aryltrimethylammonium Iodides with Arylzinc Reagents Catalyzed by Amido Pincer Nickel Complexes
J. Org. Chem.49Wang, ZXFALSEFALSEFALSEFALSE
5915
10.1021/ja300164d
Palladium-Catalyzed Amination of Chloromethylnaphthalene and Chloromethylanthracene Derivatives with Various Amines
J. Am. Chem. Soc.49Bao, MFALSEFALSEFALSEFALSE
5916
10.1039/c2cc36403d
Copper-catalyzed synthesis of benzocarbazoles via alpha-C-arylation of ketones
Chem. Commun.49Fu, HFALSEFALSEFALSEFALSE
5917
10.1021/ja2077813
Ate Complexes of Secondary Boronic Esters as Chiral Organometallic-Type Nucleophiles for Asymmetric Synthesis
J. Am. Chem. Soc.49Aggarwal, VKFALSEFALSEFALSEFALSE
5918
10.1021/om1003732
Ni(acac)(2)/Phosphine as an Excellent Precursor of Nickel(0) for Catalytic Systems
Organometallics49Ananikov, VPFALSEFALSEFALSEFALSE
5919
10.1021/ol1003252
Direct Synthesis of Arylketones by Nickel-Catalyzed Addition of Arylboronic Acids to Nitriles
Org. Lett.49Cheng, CHFALSEFALSEFALSEFALSE
5920
10.1002/anie.200905993
Desymmetrization of meso-2-Alkene-1,4-diol Derivatives through Copper(I)-Catalyzed Asymmetric Boryl Substitution and Stereoselective Allylation of Aldehydes
Angew. Chem.-Int. Edit.
49Ito, HFALSEFALSEFALSEFALSE
5921
10.1007/s11144-009-0053-x
Leaving group effect in the sulfonyl transfer reactions of aryl benzenesulfonates with Grignard reagents
React. Kinet. Catal. Lett.
49Erdik, EFALSEFALSEFALSEFALSE
5922
10.1021/ol9017613
A Nickel Catalyst for the Addition of Organoboronate Esters to Ketones and Aldehydes
Org. Lett.49Itami, KFALSEFALSEFALSEFALSE
5923
10.1002/anie.200902084
Axial Chirality Control of Gold(biphep) Complexes by Chiral Anions: Application to Asymmetric Catalysis
Angew. Chem.-Int. Edit.
49Mikami, KFALSEFALSEFALSEFALSE
5924
10.1021/jo8014819
Suzuki-Miyaura coupling of aryl tosylates catalyzed by an array of indolyl phosphine-palladium catalysts
J. Org. Chem.49Kwong, FYFALSEFALSEFALSEFALSE
5925
10.1021/ol7028096
Phosphinamide-directed benzylic lithiation. Application to the synthesis of peptide building blocks
Org. Lett.49Ortiz, FLFALSEFALSEFALSEFALSE
5926
10.1055/s-2007-991067
DMF-Catalysed thermal dehydration of aldoximes: A convenient access to functionalized aliphatic and aromatic Nitriles
Synlett49Varvounis, GFALSEFALSEFALSEFALSE
5927
10.1021/ol050393c
Directed ortho metalation methodology. The N,N-dialkyl aryl O-sulfamate as a new directed metalation as a group and cross-coupling partner for Grignard reagents
Org. Lett.49Macklin, TKFALSEFALSEFALSEFALSE
5928
10.1021/jo048721u
Nickel-catalyzed addition of alkenylzirconium reagents to bicyclic olefins: A highly regio- and stereoselective ring-opening reaction
J. Org. Chem.49Cheng, CHFALSEFALSEFALSEFALSE
5929
10.1021/ol048816i
Palladium-catalyzed enantioselective ring opening of oxabicyclic alkenes with organozinc halides
Org. Lett.49Li, MFALSEFALSEFALSEFALSE
5930
10.1021/om034115y
General and selective olefination of aldehydes and ketones catalyzed by a cobalt(II) porphyrin complex
Organometallics49Zhang, XPFALSEFALSEFALSEFALSE
5931
10.1021/ol034251z
Asymmetric reductive ring-opening of bicyclic olefins catalyzed by palladium and nickel complexes
Org. Lett.49Cheng, CHFALSEFALSEFALSEFALSE
5932
10.1021/la010473z
Novel pyridinium surfactants with unsaturated alkyl chains: Aggregation behavior and interactions with methyl orange in aqueous solution
Langmuir49Engberts, JBFNFALSEFALSEFALSEFALSE
5933
10.1002/jccs.199700033
Synthesis and characterization of oligo(2,7-biphenylenylene-(E)-vinylene)s: Conjugated oligomers containing antiaromatic 12-pi electron units
J. Chin. Chem. Soc.49Kwong, CYFALSEFALSEFALSEFALSE
5934
10.1021/om960799g
Symmetrization of phenylmercuric hydroxides by the action of nickel(II) and cobalt(II) acetylacetonates. Isolation and structural characterization of an intermediate in this reaction
Organometallics49Doring, MFALSEFALSEFALSEFALSE
5935
10.1016/S0040-4020(01)89366-2
PREPARATION OF OPTICALLY-ACTIVE BINAPHTHYLMONOPHOSPHINES (MOPS) CONTAINING VARIOUS FUNCTIONAL-GROUPS
Tetrahedron49FALSEFALSEFALSEFALSE
5936
10.1021/om00028a069
PALLADIUM-CATALYZED GENERATION OF O-ALLYLIC URETHANES AND CARBONATES FROM AMINES/ALCOHOLS, CARBON-DIOXIDE, AND ALLYLIC CHLORIDES
Organometallics49MCGHEE, WDFALSEFALSEFALSEFALSE
5937
10.1021/ar00146a001
OLEFIN SYNTHESIS VIA ORGANOMETALLIC COUPLING REACTIONS OF ENOL TRIFLATES
Accounts Chem. Res.
49SCOTT, WJFALSEFALSEFALSEFALSE
5938
10.1021/jo00199a030
TRANSFORMATION OF CARBON OXYGEN INTO CARBON CARBON BONDS MEDIATED BY LOW-VALENT NICKEL SPECIES
J. Org. Chem.49WENKERT, EFALSEFALSEFALSEFALSE
5939
10.1039/d1gc04556c
NHC-palladium-catalyzed ionic liquid-accelerated regioselective oxyarylation of alkynes with diaryl ethers
Green Chem.49Li, JXFALSEFALSEFALSEFALSE
5940
10.1039/d1cy02229f
Aromatization as the driving force for single electron transfer towards C-C cross-coupling reactions
Catal. Sci. Technol.49Adhikari, DFALSEFALSEFALSEFALSE
5941
10.1007/s11426-021-1172-x
Catalyst-controlled regiodivergent 1,2-difunctionalization of alkenes with two carbon-based electrophiles
Sci. China-Chem.49Yin, GYFALSEFALSEFALSEFALSE
5942
10.1039/d1cc04656j
Synthesis of 1H-indazoles by an electrochemical radical C-sp2-H/N-H cyclization of arylhydrazones
Chem. Commun.49Lei, AWFALSEFALSEFALSEFALSE
5943
10.1021/acs.orglett.1c03305
Access to gem-Dibromoenones Enabled by Carbon-Centered Radical Addition to Terminal Alkynes in Water Solution
Org. Lett.49Zeng, XHFALSEFALSEFALSEFALSE
5944
10.1016/j.jorganchem.2021.122145
Synthesis, coordination and catalytic use of phosphinoferrocene ligands bearing 6-phospha-2,4,6-trioxaadamantane P-donor moieties
J. Organomet. Chem.
49Stepnicka, PFALSEFALSEFALSEFALSE
5945
10.1021/acs.orglett.1c03073
Palladium-Catalyzed Cascade Allylative Dicarbofunctionalization of Aryl Phenol-Tethered Alkynes with Allyl Iodides: Synthesis of Skipped Dienes
Org. Lett.49Chen, SFFALSEFALSEFALSEFALSE
5946
10.1021/acs.orglett.1c03210
Directed Nickel-Catalyzed Diastereoselective Reductive Difunctionalization of Alkenyl Amines
Org. Lett.49Wang, CFALSEFALSEFALSEFALSE
5947
10.1007/s11426-021-1077-4
Catalyst-free, radical-mediated intermolecular 1,2-arylheteroarylation of alkenes by cleaving inert C-C bond
Sci. China-Chem.49Zhu, CFALSEFALSEFALSEFALSE
5948
10.1039/d1cc04038c
Photocatalytic intermolecular carboarylation of alkenes by selective C-O bond cleavage of diarylethers
Chem. Commun.49Zhu, CTRUEFALSEFALSEFALSE
5949
10.1007/s11426-021-1017-0
Highly efficient NHC-iridium-catalyzed beta-methylation of alcohols with methanol at low catalyst loadings
Sci. China-Chem.49Tu, TFALSEFALSEFALSEFALSE
5950
10.1016/j.tetlet.2021.153208
Versatile and base-free copper-catalyzed alpha-arylations of aromatic ketones using diaryliodonium salts
Tetrahedron Lett.49Taillefer, MFALSEFALSEFALSEFALSE
5951
10.1002/cjoc.202100034
Reductive Coupling of Aryl Halides via C-H Activation of Indene
Chin. J. Chem.49
Zhang, BS; Wang, XC; Quan, ZJ
FALSEFALSEFALSEFALSE
5952
10.1021/acs.orglett.1c00974
Pd-Catalyzed Enantioselective Dicarbofunctionalization of Alkene to Access Disubstituted Dihydroisoquinolinone
Org. Lett.49Guo, HFALSEFALSEFALSEFALSE
5953
10.1039/d1gc01157j
Visible light-mediated synthesis of amides from carboxylic acids and amine-boranes
Green Chem.49Ma, YN; Chen, XNFALSEFALSEFALSEFALSE
5954
10.1021/jacs.7b06338
Nickel-Catalyzed Azide-Alkyne Cycloaddition To Access 1,5-Disubstituted 1,2,3-Triazoles in Air and Water
J. Am. Chem. Soc.49Hong, SYFALSEFALSEFALSEFALSE
5955
10.1016/j.jcat.2017.04.034
Oriented Au nanoplatelets on graphene promote Suzuki-Miyaura coupling with higher efficiency and different reactivity pattern than supported palladium
J. Catal.49Garcia, HFALSEFALSEFALSEFALSE
5956
10.1016/j.jorganchem.2017.05.013
Palladium-catalyzed cross-coupling of aryl chlorides with O, N-chelate stabilized diarylborinates
J. Organomet. Chem.
49Zou, GFALSEFALSEFALSEFALSE
5957
10.1021/jacs.7b03195
Nickel-Catalyzed Reductive Dicarbofunctionalization of Alkenes
J. Am. Chem. Soc.49Nevado, CFALSEFALSEFALSEFALSE
5958
10.1021/jacs.7b03448
Nickel-Catalyzed Enantioselective Reductive Cross-Coupling of Styrenyl Aziridines
J. Am. Chem. Soc.49Doylet, AGFALSEFALSEFALSEFALSE
5959
10.1021/acs.orglett.6b03430
Organocatalytic Regioselective Concomitant Thiocyanation and Acylation of Oxiranes Using Aroyl Isothiocyanates
Org. Lett.49Patel, BKFALSEFALSEFALSEFALSE
5960
10.1021/acscatal.6b02927
Iron/Zinc-Co-catalyzed Directed Arylation and Alkenylation of C(sp(3))-H Bonds with Organoborates
ACS Catal.49
Ilies, L; Nakamura, E
FALSEFALSEFALSEFALSE
5961
10.1002/slct.201600978
Metal-Free Arylation to Access Distinct Anthracenylphosphonates and Anticancer Activities for These and Allied Phosphonates
ChemistrySelect49Chakravarty, MFALSEFALSEFALSEFALSE
5962
10.1002/chem.201602250
Highly Enantioselective Formation of alpha-Allyl-alpha-Arylcyclopentanones via Pd-Catalysed Decarboxylative Asymmetric Allylic Alkylation
Chem.-Eur. J.49Guiry, PJFALSEFALSEFALSEFALSE
5963
10.1021/acs.joc.5b02849
Bronsted Acid Catalyzed Functionalization of Aromatic Alcohols through Nucleophilic Substitution of Hydroxyl Group
J. Org. Chem.49Biswas, SFALSEFALSEFALSEFALSE
5964
10.1002/adsc.201500358
Catalysis by beta-Cyclodextrin Hydrate - Synthesis of 2,2-Disubstituted 2H-Chromenes in Aqueous Medium
Adv. Synth. Catal.49Bhar, SFALSEFALSEFALSEFALSE
5965
10.1039/c5ra23417d
A one-pot process for the microwave-assisted synthesis of 7-substituted pyrazolo[1,5-a] pyrimidine
RSC Adv.49
Berteina-Raboin, S
FALSEFALSEFALSEFALSE
5966
10.6023/cjoc202006077
Nucleophilic Etherification of Heteroaryl Alkyl Ethers, Heteroaryl Halides with (Deuterated) Alcohols
Density functional theory calculations were performed to explore the mechanism of Ni-catalyzed cross coupling reactions involving organo-lithium and-zinc reagents through ethereal C-O bond cleavage. Based on this work, together with our previous mechanistic study on etheric Kumada-Tamao reaction, we identify and characterize a novel catalytic cycle for cross-coupling mediated by Ni(0)-ate complex.
Chin. J. Org. Chem.48Wang, XQFALSEFALSEFALSEFALSE
5967
10.1007/s10562-020-03487-3
Pd/Cu-Free Cobalt-Catalyzed Suzuki and Heck Using Green Bio-Magnetic Hybrid and DFT-Based Theoretical Study
We present an approach to multidimensional high-throughput discovery of catalytic coupling reactions that integrates molecular design with automated analysis and interpretation of mass spectral data. We simultaneously assessed the reactivity of three pools of compounds that shared the same functional groups (halides, boronic acids, alkenes, and alkynes, among other groups) but carried inactive substituents having specifically designed differences in masses. The substituents were chosen such that the products from any class of reaction in multiple reaction sets would have unique differences in masses, thus allowing simultaneous identification of the products of all transformations in a set of reactants. In this way, we easily distinguished the products of new reactions from noise and known couplings. Using this method, we discovered an alkyne hydroallylation and a nickel-catalyzed variant of alkyne diarylation.
Catal. Lett.48
Hajipour, AR; Khorsandi, Z; Farrokhpour, H
FALSEFALSEFALSEFALSE
5968
10.1021/acs.orglett.0c04084
Base-Mediated Anti-Markovnikov Hydroamidation of Vinyl Arenes with Arylamides
Alkyl xanthate esters are perhaps best known for their use in deoxygenation chemistry. However, their use in cross-coupling chemistry has not been productive, which is due, in part, to inadequate xanthate activation strategies. Herein, we report the use of O-benzyl xanthate esters, readily derived from alcohols, as radical pronucleophiles in Csp(3)-Csp(2) cross couplings under Ni/photoredox dual catalysis. Xanthate (C-O) cleavage is found to be reliant on photogenerated (sec-butyl) radical for nickel-catalyzed cross-couplings. Mechanistic experiments support independently, and relative rates are carefully orchestrated, such that no activators to form new carbon-centered radicals primed the fact that the key radical components are formed cross reactivity is observed.
Org. Lett.48Verma, AKFALSEFALSEFALSEFALSE
5969
10.1021/acs.orglett.1c04074
Ni-Catalyzed Synthesis of Thiocarboxylic Acid Derivatives
Chan-Evans-Lam reaction has been served as a powerful cross-coupling reaction in organic synthesis since its discovery in the 1990s owing to the feature of mild reaction conditions, functional group tolerance and open-flask chemistry. Up to now, it has been not only extensively utilized in carbon-heteroatom or carbon-carbon bonds formation, but also successfully applied to synthesize natural products and alkaloids. The new strategies of Chan-Evans-Lam reaction in organic synthesis as well as applications in total synthesis in recent five years are discussesed.
Org. Lett.48Rousseaux, SALFALSEFALSEFALSEFALSE
5970
10.1002/ejoc.202001057
Microfluidic Visible-Light Paterno-Buchi Reaction of Oxindole Enol Ethers
The importance of cyclometalated Ni(II) complex species assumed in catalytic processes related to C-X or C-H activation and functionalisation e.g. in C-C cross coupling reactions stands in stark contrast to the small number of investigations on the synthesis, reactivity, electrochemical and spectroscopic properties of cyclometalated complexes to model catalytically relevant species. This review reveals that the methods to synthesise cyclometalated Ni(II) complexes are rather weakly developed compared with corresponding Pd or Pt derivatives. Furthermore, cyclometalated ligands with their strongly sigma-donating carbanionic functions, their chelate effect and often good pi-accepting properties are also interesting from the general viewpoint of organometallic coordination chemistry and applications beyond catalysis. The recently reported cyclometalated complexes [Ni(Phbpy)(R)] with the carbanionic Phbpy(-) = 6-(phenyl-2-ide)-2,2'-bipyridine ligand (R = Br, CH3, CF3) were described in detail to demonstrate some of the specific properties of such cyclometalated complexes. Further ligand design might allow to synthesise cyclometalated Ni(II) complexes with very interesting properties such as efficient triplet luminescence. What has been achieved in this field with Pt(II) and Pd(II) might be transferred to Ni(II) in the future and some ideas are presented.
Eur. J. Org. Chem.48
Vega-Penaloza, A; Dell'Amico, L
FALSEFALSEFALSEFALSE
5971
10.2533/chimia.2020.724
New Catalysis Concepts for Molecular Design and Feedstocks Valorization
Cu-I-ZSM5 and Cu-II-ZSM5 as reusable and heterogeneous nanocatalysts were synthesized and characterized using various techniques. The catalysts have been applied for the practical synthesis of various phenyl aryl/benzyl sulfides via one-pot and odorless processes from the reaction of triphenyltin chloride or phenylboronic acid as phenyl source with different aryl/benzyl halides in the presence of S-8 as sulfur source and KF or KOH as S-8 activator in DMF at 80 degrees C. (C) 2016 Elsevier B.V. All rights reserved.
Chimia48Morandi, BFALSEFALSEFALSEFALSE
5972
10.1016/j.jorganchem.2020.121359
A novel gold(I)-mediated intramolecular transamidation of benzoyl thiourea derivatives to form benzamides via dethiocyanation
We report a palladium-catalyzed C-2 allylation of indoles and subsequent cyclization of the allylated indoles. The electronic effects of chloro and ester groups that can be readily installed at the C-3 position of indoles facilitated a highly efficient C-H allylation at the C-2 position. The resulting 2-allyl-3-chloroindoles were found to be suitable substrates for benzannulation reactions with alkynes and norbornadiene as an acetylene synthon. This approach, utilizing readily available indoles, allyl acetates, and norbornadiene, allows a rapid access to complex carbazoles.
J. Organomet. Chem.
48Odame, FFALSEFALSEFALSEFALSE
5973
10.1039/d0sc01229g
Synthesis of thioethers, arenes and arylated benzoxazoles by transformation of the C(aryl)-C bond of aryl alcohols
Nickel-catalyzed cross-coupling reactions are experiencing a dramatic resurgence in recent years given their ability to employ a wider range of electrophiles as well as promote stereospecific or stereoselective transformations. In contrast to the extensively studied Pd catalysts that generally employ diamagnetic intermediates, Ni systems can more easily access various oxidation states including odd-electron configurations. For example, organometallic Ni-III intermediates with aryl and/or alkyl ligands are commonly proposed as the active intermediates in cross-coupling reactions. Herein, we report the first isolated Ni-III-dialkyl complex and show that this species is involved in stoichiometric and catalytic C-C bond formation reactions. Interestingly, the rate of C-C bond formation from a Ni-III center is enhanced in the presence of an oxidant, suggesting the involvement of transient Ni-IV species. Indeed, such a Ni-IV species was observed and characterized spectroscopically for a nickelacycle system. Overall, these studies suggest that both Ni-III and Ni-IV species could play an important role in a range of Ni-catalyzed cross-coupling reactions, especially those involving alkyl substrates.
Chem. Sci.48
Zhang, ZR; Han, BX
FALSEFALSEFALSEFALSE
5974
10.1039/d0dt01694b
Mapping the properties of bidentate ligands with calculated descriptors (LKB-bid)
An unprecedented formation of benzylic sp(3)C-sp(3)C coupled dibenzylic products has been illustrated. The reactions have been carried out in the presence of three oxidizing reagents, i.e., diacetoxy-iodobenzene (IBDA), N-fluorobenzenesulfonimide (NFSI), and pyridine (Py) using toluene derivatives. (C) 2016 Elsevier Ltd. All rights reserved.
Dalton Trans.48Fey, NFALSEFALSEFALSEFALSE
5975
10.1016/j.tetlet.2020.151885
Iron/TEMPO-catalyzed direct aerobic oxidative coupling of methyl-mubstituted N-heteroazaarenes with alcohols
Tetrahedron Lett.48Zhang, YFALSEFALSEFALSEFALSE
5976
10.1021/jacs.0c02237
Role of Electron-Deficient Olefin Ligands in a Ni-Catalyzed Aziridine Cross-Coupling To Generate Quaternary Carbons
The Chan-Evans-Lam reaction is a valuable C-N bond forming process. However, aryl boronic acid pinacol (BPin) ester reagents can be difficult coupling partners that often deliver low yields, in particular in reactions with aryl amines. Herein, we report effective reaction conditions for the Chan-Evans-Lam amination of aryl BPin with alkyl and aryl amines. A mixed MeCN/EtOH solvent system was found to enable effective C-N bond formation using aryl amines while EtOH is not required for the coupling of alkyl amines.
J. Am. Chem. Soc.48Doyle, AGFALSETRUEFALSEFALSE
5977
10.1021/acs.orglett.0c00900
Intramolecular Palladium-Catalyzed Ring Opening of Oxabenzonorbornadienes with C-1-Tethered Aryl Halides
The imidazolium salts [(N-alkyl-imidazolyl) methyl] benzotriazole hexafluorophosphate (L1H: alkyl = n-C4H9, L2H: alkyl = picoly, L3H: alkyl = 9-anthrylmethyl, L4H: alkyl = 1-naphthylmethyl) have been prepared. Mononuclear N-Heterocyclic carbene silver complexes: L1AgPF6 (1), L2AgPF6 (2), L3AgPF6 (3) were synthesized in DMSO. Transmetalation reactions afford the synthesis of the nickel(II) complex L2Ni(PF6)2 (4). Furthermore, L2H, L3H and L4H were treated with silver oxide in CH3CN to afford other complexes (5, 6 and 7). The complexes 5 and 6 formed 1D and 2D supramolecular chains by Ag-N bond and intermolecular p-p interactions, respectively, which were found that the carbene carbon atoms of NHCs are not coordinated to silver atom. However, in Complex 7, silver atoms selectly bind to nitrogen atoms of benzotriazoles and carbon atoms of imidazoles, which afford the dinuclear Ag metallamacrocycles. Complexes 1-7 were characterized by single crystal X-ray diffraction, NMR spectroscopy, elemental analysis and powder X-ray diffraction. The catalytic activity of NHC-Ni complex 4 for Suzuki-Miyaura cross-coupling was studied. (C) 2016 Elsevier B.V. All rights reserved.
Org. Lett.48Tam, WFALSEFALSEFALSEFALSE
5978
10.1002/ejoc.201901883
Ruthenium-Catalyzed meta-C-Ar-H Bond Difluoroalkylation of 2-Phenoxypyridines
This Perspective describes general methods for the preparation of polyfunctional zinc organometallics and their use in Negishi cross-coupling reactions. Recent advances including new ligands and palladium catalysts are described. Related Negishi cross-coupling reactions involving Ni-, Cu-, Co-, and Fe-catalyzed cross-couplings are covered. The availability of a range of zinc organometallics combined with new efficient catalysts allows for efficient cross coupling reactions with various organic electrophiles under usually mild conditions.
Eur. J. Org. Chem.48Cui, XLFALSEFALSEFALSEFALSE
5979
10.1021/acs.orglett.0c00442
Silyl Radical Mediated Cross-Electrophile Coupling of N-Acyl-imides with Alkyl Bromides under Photoredox/Nickel Dual Catalysis
We developed simple and practical N-alkylation reactions of amines and sulfinamides with primary and secondary alcohols by using only catalytic amounts of air as the initiator without adding any external catalysts. This method has advantages of simple conditions, easy operation, and comparatively wider scope of substrates, providing an efficient and green catalyst-free-like alcohol-based dehydrative N-alkylation method. Mechanistic studies revealed that air initiated the reactions by aerobic oxidation of the alcohols to the key initiating aldehydes or ketones in the presence of bases. (C) 2015 Elsevier Ltd. All rights reserved.
Org. Lett.48Amgoune, ATRUETRUEFALSEFALSE
5980
10.1002/ajoc.202000004
Nickel-Catalyzed 1,1-Difluoroethylation of (Hetero)aryl Halides with 1,1-Difluoroethyl Chloride (CH3CF2Cl)
Asian J. Org. Chem.48Li, XJFALSEFALSEFALSEFALSE
5981
10.1039/c9cc08079a
Base-free Ni-catalyzed Suzuki-type cross-coupling reactions of epoxides with boronic acids
Chem. Commun.48Lu, XYFALSEFALSEFALSEFALSE
5982
10.1002/aoc.5379
NHC-assisted Ni(II)-catalyzed acceptorless dehydronation of amines and secondary alcohols
Appl. Organomet. Chem.
48Habibi, AFALSEFALSEFALSEFALSE
5983
10.1021/jacs.9b11049
Energy Transfer to Ni-Amine Complexes in Dual Catalytic, Light-Driven C-N Cross-Coupling Reactions
J. Am. Chem. Soc.48Miyake, GMFALSEFALSEFALSEFALSE
5984
10.1016/j.tetlet.2019.151148
One-pot reactions of bicyclic zinc enolate generated from Ni-catalyzed reductive cyclization to furnish octahydro-4,7-ethanobenzofuran-9-one derivatives
Tetrahedron Lett.48
Tsujihara, T; Kawano, T
FALSEFALSEFALSEFALSE
5985
10.1055/s-0037-1611895
Aryl Ketone Mediated Photoinduced Radical Coupling for the Alkylation- of Benzazoles Employing Saturated Heterocyclic Compounds
Synthesis48Kamijo, STRUEFALSEFALSEFALSE
5986
10.1016/j.mcat.2019.110462
A green and recyclable ligand-free copper (I) catalysis system for amination of halonitrobenzenes in aqueous ammonia solution
Mol. Catal.48
Cheng, HY; Arai, M
FALSEFALSEFALSEFALSE
5987
10.1021/acs.orglett.9b02236
Transition-Metal-Free ipso-Trifluoromethyithiolation of Lithium Aryl Boronates
Org. Lett.48Shen, QLFALSEFALSEFALSEFALSE
5988
10.3762/bjoc.15.186
Installation of -SO2F groups onto primary amides
Beilstein J. Org. Chem.
48Qin, HLFALSEFALSEFALSEFALSE
5989
10.1021/acs.orglett.9b01782
Arylation of Aldehydes To Directly Form Ketones via Tandem Nickel Catalysis
Org. Lett.48Zhou, JRSFALSEFALSEFALSEFALSE
5990
10.1021/acs.oprd.9b00235
Rapid Amination of Methoxy Pyridines with Aliphatic Amines
Org. Process Res. Dev.
48Wang, XQFALSEFALSEFALSEFALSE
5991
10.1039/c9cc04090k
Controllable chemoselectivity in the coupling of bromoalkynes with alcohols under visible-light irradiation without additives: synthesis of propargyl alcohols and alpha-ketoesters
Chem. Commun.48
Meng, LG; Wang, L
FALSEFALSEFALSEFALSE
5992
10.1021/acscatal.9b00981
Pd-Catalyzed C-N Coupling Reactions Facilitated by Organic Bases: Mechanistic Investigation Leads to Enhanced Reactivity in the Arylation of Weakly Binding Amines
ACS Catal.48Buchwald, SLFALSEFALSEFALSEFALSE
5993
10.1021/jacs.8b11752
Base-Promoted, Remote C-H Activation at a Cationic (eta(5)-C5Me5)Ir(III) Center Involving Reversible C-C Bond Formation of Bound C5Me5
J. Am. Chem. Soc.48
Macgregor, SA; Carmona, E
FALSEFALSEFALSEFALSE
5994
10.1021/jacs.8b13403
Sequential Functionalization of meta-C-H and ipso-C-O Bonds of Phenols
J. Am. Chem. Soc.48Xu, XH; Jin, ZFALSEFALSEFALSEFALSE
5995
10.3866/PKU.WHXB201807071
Homodinuclear Ferrous Group Metal Complexes and Their Application in Homogeneous Catalysis
Acta Phys.-Chim. Sin.
48Liu, CFALSEFALSEFALSEFALSE
5996
10.1002/slct.201802386
6H(2)O-Catalyzed One-Pot Synthesis of Amides via Ritter Reaction with Alcohols, Acetic Anhydride and Nitriles
ChemistrySelect48Feng, CLFALSEFALSEFALSEFALSE
5997
10.3390/molecules23102412
Palladium-Catalyzed Room Temperature Acylative Cross-Coupling of Activated Amides with Trialkylboranes
Molecules48Zou, GFALSEFALSEFALSEFALSE
5998
10.1021/acs.inorgchem.8b01657
Asymmetric Cationic Phosphines: Synthesis, Coordination Chemistry, and Reactivity
Inorg. Chem.48Newman, PDFALSEFALSEFALSEFALSE
5999
10.1021/acs.joc.7b03193
Radical On Water Addition to the C=N Bond of Hydrazones: A Synthesis of Isoindolinone Derivatives
J. Org. Chem.48Jang, DOFALSEFALSEFALSEFALSE
6000
10.1039/c8ob00911b
Chelation-assisted de-aryloxylative amination of 2-aryloxy quinolines: a new synthetic route to a key fragment of a bioactive PRMT5 inhibitor
Org. Biomol. Chem.48Bhadra, SFALSEFALSEFALSEFALSE
6001
10.1016/j.tetlet.2018.02.008
Direct arylation for the synthesis of 2-arylquinolines from N-methoxyquinoline-1-ium tetrafluoroborate salts and arylboronic acids
Tetrahedron Lett.48
Zou, DP; Wu, YJ; Wu, YS
FALSEFALSEFALSEFALSE
6002
10.1016/j.tet.2017.10.043
Base-assisted, copper-catalyzed N-arylation of (benz)imidazoles and amines with diarylborinic acids
Tetrahedron48Zou, GFALSEFALSEFALSEFALSE
6003
10.1002/anie.201708231
CsB4O6F: ACongruent-Melting Deep-Ultraviolet Nonlinear Optical Material by Combining Superior Functional Units
Angew. Chem.-Int. Edit.
48
Wang, Y; Zhang, FF; Pan, SL
FALSEFALSEFALSEFALSE
6004
10.1002/aoc.3350
Sulfonated palladium(II) N-heterocyclic carbene complex immobilized on nano-micro size poly(4-vinylpyridinium chloride) for Suzuki-Miyaura cross-coupling reaction
Appl. Organomet. Chem.
48Moghadam, MFALSEFALSEFALSEFALSE
6005
10.1055/s-0034-1380418
Palladium-Catalyzed Allylic Amination of Homoallylic Alcohols with Amines via Carbon-Carbon Bond Cleavage
Synthesis48Kang, QFALSEFALSEFALSEFALSE
6006
10.1055/s-0034-1378691
Rhodium-Catalyzed Addition-Spirocyclization of Arylboronic Esters Containing -Aryl ,-Unsaturated Ester Moiety
Synlett48Matsuda, TFALSEFALSEFALSEFALSE
6007
10.1002/chem.201406457
General and Mild Ni-0-Catalyzed alpha-Arylation of Ketones Using Aryl Chlorides
Chem.-Eur. J.48Nolan, SPFALSEFALSEFALSEFALSE
6008
10.1016/j.tetasy.2014.12.010
A new asymmetric synthesis of 2,6-cis-diarylated piperidines
Tetrahedron-Asymmetry
48Deniau, EFALSEFALSEFALSEFALSE
6009
10.1039/c5ra17668a
Direct metal-free synthesis of diarylamines from 2-nitropropane via the twofold C-H functionalization of arenes
RSC Adv.48Aksenov, AVFALSEFALSEFALSEFALSE
6010
10.1002/ejoc.201402881
Suzuki-Miyaura Coupling of Aryl Chlorides with Arylboronic Acids Using the Morpholine-NiCl2 Catalyst System
Eur. J. Org. Chem.48Abe, TFALSEFALSEFALSEFALSE
6011
10.1002/ejoc.201403043
Bronsted Acid/Lewis Acid Cooperatively Catalyzed Addition of Diazoesters to 2H-Chromene Acetals
Eur. J. Org. Chem.48Luan, YFALSEFALSEFALSEFALSE
6012
10.1055/s-0034-1378555
Nickel-Mediated Synthesis of Isoindolinones at Room Temperature
Synthesis48Wertjes, WCFALSEFALSEFALSEFALSE
6013
10.1021/ol501744g
Bismuth(III)-Catalyzed Dehydrative Etherification and Thioetherification of Phenolic Hydroxy Groups
Org. Lett.48Murai, MFALSEFALSEFALSEFALSE
6014
10.3866/PKU.WHXB201403241
Reaction Mechanism for the Ni-Catalyzed Reductive Cross-Coupling of Aryl Halides
Acta Phys.-Chim. Sin.
48Ren, QHFALSEFALSEFALSEFALSE
6015
10.1021/jo4025573
BF3 center dot Et2O-Catalyzed Formal [3+2] Reaction of Aziridinofullerenes with Carbonyl Compounds
J. Org. Chem.48Yang, HTFALSEFALSEFALSEFALSE
6016
10.1039/c3cc49859j
Ni-catalyzed asymmetric reductive allylation of aldehydes with allylic carbonates
Chem. Commun.48Qian, QFALSEFALSEFALSEFALSE
6017
10.1055/s-0033-1338520
Substituted 2,2 '-Bipyridines by Nickel Catalysis: 4,4 '-Di-tert-butyl-2,2 '-bipyridine
Synthesis48Weix, DJFALSEFALSEFALSEFALSE
6018
10.1016/j.tetlet.2013.07.071
Palladium-catalyzed hydrodehalogenation of aryl halides using paraformaldehyde as the hydride source: high-throughput screening by paper-based colorimetric iodide sensor
Tetrahedron Lett.48Han, MSFALSEFALSEFALSEFALSE
6019
10.1016/j.tetlet.2013.05.128
Mizoroki-Heck reactions of methyl acrylate in presence of a palladated rasta resin
Tetrahedron Lett.48Becht, JMFALSEFALSEFALSEFALSE
6020
10.1016/j.apcata.2013.04.009
Mizoroki-Heck coupling reactions of arenediazonium tetrafluoroborate salts catalyzed by aluminium hydroxide-supported palladium nanoparticles
Appl. Catal. A-Gen.48Li, XFALSEFALSEFALSEFALSE
6021
10.1002/aoc.3000
Suzuki-Miyaura coupling reactions of aryl chlorides catalyzed by a new nickel(II) sigma-aryl complex
Appl. Organomet. Chem.
48Lei, XYFALSEFALSEFALSEFALSE
6022
10.1021/jo400349r
Access to 2 '-Substituted Binaphthyl Monoalcohols via Complementary Nickel-Catalyzed Kumada Coupling Reactions under Mild Conditions: Key Role of a P,O Ligand
J. Org. Chem.48Slaughter, LMFALSEFALSEFALSEFALSE
6023
10.1021/ol401105x
Relay Catalysis by a Multifunctional Cu Catalyst in a Tandem Dehydro-/Dehalogenation Sequence along with N-Arylation
Org. Lett.48Xu, PFALSEFALSEFALSEFALSE
6024
10.1021/op300301u
Development of a Multigram Synthesis of URB937, a Peripherally Restricted FAAH Inhibitor
Org. Process Res. Dev.
48Fiorelli, CFALSEFALSEFALSEFALSE
6025
10.1039/c3cc43616k
Fe-promoted cross coupling of homobenzylic methyl ethers with Grignard reagents via sp(3) C-O bond cleavage
Chem. Commun.48Shi, ZJFALSEFALSEFALSEFALSE
6026
10.1021/jo3008258
Chemoselective Schmidt Reaction Mediated by Triflic Acid: Selective Synthesis of Nitriles from Aldehydes
J. Org. Chem.48Prabhu, KRFALSEFALSEFALSEFALSE
6027
10.1021/jo300162c
Friedel-Crafts Amidoalkylation via Thermolysis and Oxidative Photocatalysis
J. Org. Chem.48
Stephenson, CRJ
TRUEFALSEFALSEFALSE
6028
10.1021/jo202472k
Carbon-Boron Bond Cross-Coupling Reaction Catalyzed by -PPh2 Containing Palladium-Indolylphosphine Complexes
J. Org. Chem.48Kwong, FYFALSEFALSEFALSEFALSE
6029
10.1021/ol300455e
Direct Heteroarylation of Tautomerizable Heterocycles into Unsymmetrical and Symmetrical Biheterocycles via Pd/Cu-Catalyzed Phosphonium Coupling
Org. Lett.48
Van der Eycken, E
FALSEFALSEFALSEFALSE
6030
10.6023/cjoc1106222
Progress in Transition Metal-Catalyzed Asymmetric Ring-Opening Reactions of Azabicyclic Alkenes
Chin. J. Org. Chem.48Yang, DQFALSEFALSEFALSEFALSE
6031
10.1021/jo2022982
Nickel Catalyzed Cross-Coupling of Aryl C-O Based Electrophiles with Aryl Neopentylglycolboronates
J. Org. Chem.48Percec, VFALSETRUEFALSEFALSE
6032
10.1021/ol201248c
Nickel(0)-Catalyzed Cyclization of N-Benzoylaminals for Isoindolinone Synthesis
Org. Lett.48Watson, MPFALSEFALSEFALSEFALSE
6033
10.1021/ol200402m
An Enantioselective Synthesis of 2-Aryl Cycloalkanones by Sc-Catalyzed Carbon Insertion
Org. Lett.48Kingsbury, JSFALSEFALSEFALSEFALSE
6034
10.1002/ejoc.201001519
Room-Temperature Nickel-Catalysed Suzuki-Miyaura Reactions of Aryl Sulfonates/Halides with Arylboronic Acids
Eur. J. Org. Chem.48Yang, LMFALSEFALSEFALSEFALSE
6035
10.1002/anie.201100293
Combining Gold(I)/Gold(III) Catalysis and C-H Functionalization: A Formal Intramolecular [3+2] Annulation towards Tricyclic Indolines and Mechanistic Studies
Angew. Chem.-Int. Edit.
48Zhang, LMFALSEFALSEFALSEFALSE
6036
10.1055/s-0029-1219166
Air-Stable Diaminophosphine Sulfides as Preligands for Nickel-Catalyzed Cross-Couplings of Unactivated Fluoro(hetero)arenes
Synlett48Ackermann, LFALSEFALSEFALSEFALSE
6037
10.1039/c0cc03107k
A pyridine-bridged bis-benzimidazolylidene pincer nickel(II) complex: synthesis and practical catalytic application towards Suzuki-Miyaura coupling with less-activated electrophiles
Chem. Commun.48Tu, TFALSEFALSEFALSEFALSE
6038
10.1002/chem.201001022
Nickel-Catalyzed Cross-Coupling of Non-Activated or Functionalized Aryl Halides with Aryl Grignard Reagents
Chem.-Eur. J.48Wang, ZXFALSEFALSEFALSEFALSE
6039
10.1002/adsc.200900375
Ruthenium-Catalyzed Oxidative Homo-Coupling of 2-Arylpyridines
Adv. Synth. Catal.48Deng, GJFALSEFALSEFALSEFALSE
6040
10.1055/s-0029-1216790
A Novel Synthesis of Aryl Mesylates via One-Pot Demethylation-Mesylation of Aryl Methyl Ethers Using a Mixture of Phosphorus Pentoxide in Methanesulfonic Acid
Synthesis48Kaboudin, BFALSEFALSEFALSEFALSE
6041
10.1021/ol900719z
Electron-Poor Chiral Diphosphine Ligands: High Performance for Rh-Catalyzed Asymmetric 1,4-Addition of Arylboronic Acids at Room Temperature
Org. Lett.48Korenaga, TFALSETRUEFALSEFALSE
6042
10.1016/j.tetlet.2009.02.064
1-Bromo-2-(diphenylphosphinoyl)ethyne and 1-bromo-2-(p-tolylsulfinyl)ethyne: versatile reagents eventually leading to benzocyclotrimers
Tetrahedron Lett.48Fabris, FFALSEFALSEFALSEFALSE
6043
10.1021/jo070313d
Nickel-NHC-catalyzed alpha-arylation of acyclic ketones and amination of haloarenes and unexpected preferential N-arylation of 4-aminopropiophenone
J. Org. Chem.48Matsubara, KFALSEFALSEFALSEFALSE
6044
10.1002/ejoc.200700098
Pd/C: A recyclable catalyst for cyanation of aryl bromides
Eur. J. Org. Chem.48Zhu, YZFALSEFALSEFALSEFALSE
6045
10.1016/j.molcata.2006.09.039
Pyridin- and quinolinylidene nickel carbene complexes as effective catalysts for the Grignard cross-coupling reaction
J. Mol. Catal. A-Chem.
48
Raubenheimer, HG
FALSEFALSEFALSEFALSE
6046
10.1055/s-2006-939682
Synthesis of 4-nitrophenyl sulfones and application in the modified Julia olefination
Synlett48Zhu, JPFALSEFALSEFALSEFALSE
6047
10.1021/jo051394l
Kumada coupling of aryl and vinyl tosylates under mild conditions
J. Org. Chem.48Hartwig, JFFALSEFALSEFALSEFALSE
6048
10.1021/jo0502549
Microwave-assisted multistep synthesis of functionalized 4-arylquinolin-2(1H)-ones using palladium-catalyzed cross-coupling chemistry
J. Org. Chem.48Kappe, COFALSEFALSEFALSEFALSE
6049
10.1016/j.tet.2004.12.033
Synthesis and biological evaluation of (+/-)-cryptotanshinone and its simplified analogues as potent CDC25 inhibitors
Tetrahedron48Li, JFALSEFALSEFALSEFALSE
6050
10.1055/s-2004-834878
Palladium-catalysed coupling reactions: (Z)-vinyl (N,N-diisopropyl)carbamate group as an efficient precursor of a (Z)-vinyl triflate function
Synthesis48Betzer, JFFALSEFALSEFALSEFALSE
6051
10.1016/j.tet.2004.05.018
Bis(triphenylphosphine)palladium(II)succinimide as a precatalyst for Suzuki cross-coupling-subtle effects exerted by the succinimide ligand
Tetrahedron48Fairlamb, IJSFALSEFALSEFALSEFALSE
6052
10.1055/s-2002-22719
Tetrakis(dimethylamino)ethylene (TDAE)-Pd promoted reductive homocoupling of aryl halides
Synlett48Tanaka, HFALSEFALSEFALSEFALSE
6053
10.1002/(SICI)1521-3765(20000117)6:2<353::AID-CHEM353>3.0.CO;2-U
doi.org/10.1002/(SICI)1521-3765(20000117)6:2<353::AID-CHEM353>3.0.CO;2-U
Platinum-catalysed allylic alkylation: Reactivity, enantioselectivity, and regioselectivity
Chem.-Eur. J.48Williams, JMJFALSEFALSEFALSEFALSE
6054
10.1002/jhet.5570360608
The Directed ortho Metalation - Cross-coupling symbiosis in heteroaromatic synthesis
J. Heterocycl. Chem.
48Snieckus, VFALSEFALSEFALSEFALSE
6055
10.1021/om980920e
Palladium(0) olefin complexes and enantioselective allylic amination/alkylation with a P,N-auxiliary
Organometallics48Pregosin, PSFALSEFALSEFALSEFALSE
6056
10.1016/S0032-3861(98)00113-X
Chain conformation and flexibility of thorny rod polymers
Polymer48Vaia, RAFALSEFALSEFALSEFALSE
6057
10.1016/S0040-4020(97)10212-5
Phosphine-directed stereo- & regioselective Ni-catalyzed reactions of Grignard reagents with allylic ethers
Tetrahedron48Hoveyda, AHFALSEFALSEFALSEFALSE
6058
10.1016/0022-328X(88)80540-0
NICKEL-CATALYZED ALLYLATION OF STABLE ENOLATES BY ALLYLIC ETHERS AND ALLYLIC ALCOHOLS
J. Organomet. Chem.
48ALVAREZ, EFALSEFALSEFALSEFALSE
6059
10.1002/asia.202200041
SmI2-mediated C-alkylation of Ketones with Alcohols under Microwave Conditions: A Novel Route to Alkylated Ketones
Chem.-Asian J.48Nanduri, SFALSEFALSEFALSEFALSE
6060
10.1021/acs.iecr.1c04508
Electrocatalytic Reductive Amination and Simultaneous Oxidation of Biomass-Derived 5-Hydroxymethylfurfural
Ind. Eng. Chem. Res.
48Yan, KFALSETRUEFALSEFALSE
6061
10.1039/d1ta07422a
Triazine derivatives as organic phase change materials with inherently low flammability
J. Mater. Chem. A48Xu, JW; Zhu, QFALSEFALSEFALSEFALSE
6062
10.1021/acs.orglett.1c03387
Cooperative Lewis Acid Catalysis for the Enantioselective C(sp(3))-H Bond Functionalizations of 2-Alkyl Azaarenes
Org. Lett.48Rai, PFALSEFALSEFALSEFALSE
6063
10.1039/d1ob01944a
Synthesis of a TNF inhibitor, flurbiprofen and an i-Pr analogue in enantioenriched forms by copper-catalyzed propargylic substitution with Grignard reagents
Org. Biomol. Chem.48Kobayashi, YFALSEFALSEFALSEFALSE
6064
10.1021/acs.orglett.1c03298
Copper-Catalyzed Intermolecular Alkynylation and Allylation of Unactivated C(sp(3))-H Bonds via Hydrogen Atom Transfer
Org. Lett.48Liang, L; Niu, HYFALSEFALSEFALSEFALSE
6065
10.1021/acscatal.1c03113
Cu-Catalyzed Cross-Coupling of Nitroarenes with Aryl Boronic Acids to Construct Diarylamines
ACS Catal.48Driver, TGFALSEFALSEFALSEFALSE
6066
10.1039/d1cy01254a
Nickel-catalysed fluoromethylation reactions
Catal. Sci. Technol.48Anilkumar, GFALSEFALSEFALSEFALSE
6067
10.1021/acs.orglett.1c01832
Access to Branched Allylarenes via Rhodium(III)-Catalyzed C-H Allylation of (Hetero)arenes with 2-Methylidenetrimethylene Carbonate
Org. Lett.48
Zhang, SS; Zhang, LY
FALSEFALSEFALSEFALSE
6068
10.1021/acs.inorgchem.1c01311
Visible-Light-Driven C-N Bond Formation by a Hexanickel Cluster Substituted Polyoxometalate-Based Photocatalyst
Inorg. Chem.48Li, MX; Han, QXTRUEFALSEFALSEFALSE
6069
10.1021/acs.joc.1c00654
Phosphine-Free Ruthenium Complex-Catalyzed Synthesis of Mono- or Dialkylated Acyl Hydrazides via the Borrowing Hydrogen Strategy
J. Org. Chem.48Renaud, JLFALSEFALSEFALSEFALSE
6070
10.1055/s-0036-1589025
Regioselective and Transition-Metal-Free Addition of tert-Butyl Magnesium Reagents to Pyridine Derivatives: A Convenient Method for the Synthesis of 3-Substituted 4-tert-Butylpyridine Derivatives
Synthesis48Wanner, KTFALSEFALSEFALSEFALSE
6071
10.1021/jacs.7b06567
Nickel-Catalyzed beta,gamma-Dicarbofunctionalization of Alkenyl Carbonyl Compounds via Conjunctive Cross-Coupling
J. Am. Chem. Soc.48Engle, KMFALSEFALSEFALSEFALSE
6072
10.1039/c7ob01237c
A Pd-catalyzed, boron ester-mediated, reductive cross-coupling of two aryl halides to synthesize tricyclic biaryls
Org. Biomol. Chem.48Wang, XDFALSEFALSEFALSEFALSE
6073
10.1002/anie.201701552
Carbon-Fluorine Reductive Elimination from Nickel(III) Complexes
Angew. Chem.-Int. Edit.
48Ritter, TFALSEFALSEFALSEFALSE
6074
10.6023/cjoc201611018
Rapid, Practical and Efficient Synthesis of Enol Phosphates from beta-Keto Esters and Phosphites
Chin. J. Org. Chem.48Guo, SM; Cai, HFALSEFALSEFALSEFALSE
6075
10.1021/acs.orglett.7b00885
Synthesis of m-Alkylphenols via a Ruthenium-Catalyzed C-H Bond Functionalization of Phenol Derivatives
Org. Lett.48Li, GFALSEFALSEFALSEFALSE
6076
10.1039/c6cc08392g
Palladium-catalysed mono-alpha-alkenylation of ketones with alkenyl tosylates
Chem. Commun.48Kwong, FYFALSEFALSEFALSEFALSE
6077
10.1055/s-0035-1562442
Nickel-Catalyzed Reductive Cross-Coupling of Benzyl Halides with Aryl Halides
Synthesis48
Qian, Q; Gong, HG
FALSEFALSEFALSEFALSE
6078
10.1021/jacs.6b02120
Ni-Catalyzed Enantioselective C-Acylation of alpha-Substituted Lactams
J. Am. Chem. Soc.48Stoltz, BMFALSEFALSEFALSEFALSE
6079
10.1021/acs.orglett.6b01420
Copper-Catalyzed 8-Aminoquinoline-Directed Selenylation of Arene and Heteroarene C-H Bonds
Org. Lett.48Baidya, MFALSEFALSEFALSEFALSE
6080
10.1007/s12039-016-1111-3
Synthesis, crystal structure, thermal and theoretical studies of bis(N-ethyl-N-phenyldithiocarbamato) Ni(II) and (N-ethyl-N-phenyldithiocarbamato) (isothiocyanato) (triphenylphosphine) Ni(II)
J. Chem. Sci.48Onwudiwe, DCFALSEFALSEFALSEFALSE
6081
10.1021/acscatal.6b00865
Palladium- and Nickel-Catalyzed Amination of Aryl Fluorosulfonates
ACS Catal.48Hanley, PSFALSEFALSEFALSEFALSE
6082
10.1038/ncomms11065
Iterative protecting group-free cross-coupling leading to chiral multiply arylated structures
Nat. Commun.48Crudden, CMFALSEFALSEFALSEFALSE
6083
10.1021/acs.accounts.5b00428
Metal-Catalyzed Directed Regio- and Enantioselective Ring-Opening of Epoxides
Accounts Chem. Res.
48
Wang, C; Yamamoto, H
FALSEFALSEFALSEFALSE
6084
10.1039/c6ob00628k
Synthetic transformation of 1,3-diarylisobenzofuran-DMAD adducts: a facile preparation of tri-substituted alpha-naphthols
Org. Biomol. Chem.48
Mohanakrishnan, AK
FALSEFALSEFALSEFALSE
6085
10.1246/bcsj.20200277
Chromium-Catalyzed Ligand-Free Amidation of Esters with Anilines
Nickel plays an important role in areas as diverse as metallurgy, magnetism and biology as well as in chemical applications such as the catalytic transformation of organic substrates. Despite nickel's importance, the investigation of its compounds in various oxidation states remains uneven and those in the + 1 oxidation are less common than those in the neighboring 0 and + 2 oxidation states. Nonetheless, in recent years, the volume of work on Ni(I) complexes has increased to the extent that they can be no longer regarded as rare. This review focuses on the syntheses and structures of Ni(I) complexes and shows that they display a range of structures, reactivity and magnetic behavior that places them in the forefront of current nickel chemistry research.
Bull. Chem. Soc. Jpn.
47Zeng, XMFALSEFALSEFALSEFALSE
6086
10.1021/acs.orglett.1c00245
Water Mediated Rearrangement of Alkynyl Cyclohexadienones: Access to meta-Alkenylated Phenols
Silyloxyarenes are demonstrated to be a versatile substrate class in a variety of nickel-catalyzed coupling processes. The C(sp(2))-O bond of aryl silyl ethers is directly transformed into C-H or C-Si bonds using Ti(O-i-Pr)(4) or trialkylsilanes as reagents using nickel catalysts with N-heterocyclic carbene (NHC) ligands. Paired with the useful characteristics of silyl protecting groups, these methods enable protected hydroxyls to directly participate in high-value bond-forming steps rather than requiring deprotection-activation strategies that conventional approaches require. These processes of silyloxyarenes provide reactivity complementary to widely used phenol derivatives such as aryl pivalates, carbamates, and methyl ethers, thus enabling a powerful strategy for sequential chemoselective derivatization of complex substrates without protecting group and activating group manipulations.
Org. Lett.47Volla, CMRFALSEFALSEFALSEFALSE
6087
10.1021/acs.joc.0c01720
Visible-Spectrum Solar-Light-Mediated Benzylic C-H Oxygenation Using 9,10-Dibromoanthracene As an Initiator
Although the addition of acid halides across olefins is well-studied, limitations remain with a number of substrate classes that possess leaving groups, polyunsaturation, and acid-sensitive moieties, particularly polyenes prone to cyclization. The process is also challenging when conducted on a small scale, and moreover, methods for the addition of their deuterated counterparts typically require special techniques, especially when control of stoichiometry is required. Herein is described a readily synthesized and handled reagent class which can accomplish the controlled and selective Markovnikov addition of both HCl and HBr across several alkene classes under mild reaction conditions tolerant of diverse functionality. The process is particularly valuable on a laboratory scale, and direct comparisons to other methods are provided. As a result of in-depth mechanistic studies seeking to understand how these novel tools work and the active species behind their efficacy, the means to easily add DCl and DBr using a controlled amount of D2O was discovered along with the critical role of hydrolysis in leading to active hydrohalogenation species.
J. Org. Chem.47Szpilman, AMFALSEFALSEFALSEFALSE
6088
10.1039/d0qo00825g
1,4-Addition of o-naphthoquinone methides induced by silver-catalyzed cyclization of enynones: an approach to unsymmetrical triarylmethanes and benzo[f]chromenes
Cobalt catalysts with electronically enhanced site selectivity have been developed, as evidenced by the high ortho-to-fluorine selectivity observed in the C(sp(2))-H borylation of fluorinated arenes. Both the air-sensitive cobalt(III) dihydride boryl 4-Me-((PNP)-P-iPr)Co(H)(2)BPin (1) and the air-stable cobalt(II) bis(pivalate) 4-Me-((PNP)-P-iPr)Co((O2CBu)-Bu-t)(2) (2) compounds were effective and exhibited broad functional group tolerance across a wide range of fluoroarenes containing electronically diverse functional groups, regardless of the substitution pattern on the arene. The electronically enhanced ortho-to-fluorine selectivity observed with the cobalt catalysts was maintained in the presence of a benzylic dimethylamine and hydrosilanes, overriding the established directing-group effects observed with precious-metal catalysts. The synthetically useful selectivity observed with cobalt was applied to an efficient synthesis of the anti-inflammatory drug flurbiprofen.
Org. Chem. Front.47Zhu, SFFALSEFALSEFALSEFALSE
6089
10.1016/j.polymer.2020.122611
Simultaneous improvement of mechanical properties and curing temperature of cyanate ester resin by in situ generated modifier polymer having phenolic OH group
The utility of N-heterocyclic carbene ligands in nickel catalyzed Suzuki-Miyaura cross-coupling of aryl esters and carbamates is investigated. Imidazol-2-ylidene bearing 2-adarnarityl groups at its nitrogen atoms generates the most active nickel species among the ligands examined, allowing cross-coupling of a range of aryl carbamates and pivalates. Unlike the previously reported system using tricydohexylphosphine, this protocol is suitable for the cross-coupling using arylboronic esters in addition to arylboronic acids.
Polymer47Oyama, TFALSEFALSEFALSEFALSE
6090
10.1039/d0cc00457j
Nickel-catalyzed intramolecular desymmetrization addition of aryl halides to 1,3-diketones
Hypervalent iodine (111)-intermediated direct oxidative rearrangement of 3-hydroxybut-2-enimidates affording oxazoles under mild conditions has been developed. This protocol provides a new methodology to the synthesis of compounds containing oxazole structure. (C) 2016 Elsevier Ltd. All rights reserved.
Chem. Commun.47Xu, TFALSEFALSEFALSEFALSE
6091
10.1016/j.apcata.2020.117519
One-pot synthesis of aniline N-alkylation from benzyl alcohol over Cu-Fe catalyst
Benzylic alcohols and ethers are common subunits in bioactive molecules, as well as useful intermediates in organic chemistry. In this Communication, We describe a new approach to the enantioselective synthesis of benzylic ethers through the chiral phosphine-catalyzed coupling of two readily available partners, gamma-aryl substituted alkynoates and alcohols, under mild conditions. In this process, the alkynoate partner undergoes an internal redox reaction. Specifically, the benzylic position is oxidized with good enantioselectivity, and the alkyne is reduced to the alkene.
Appl. Catal. A-Gen.47Shimazu, SFALSEFALSEFALSEFALSE
6092
10.1002/adsc.202000531
Nickel(II)/N-Heterocyclic Carbene Catalyzed Desulfinylative Arylation by C-S Cleavage of Aryl Sulfoxides with Phenylboronic Acids
A novel alpha-arylation of deoxybenzoins with non-prefunctionalized arenes is developed through an iron-catalyzed oxidative dehydrogenative approach. The reaction shows broad substrate scope and functional group tolerance and thus provides efficient access to synthetically useful 1,2,2-triarylethanones. A reasonable mechanism is also proposed.
Adv. Synth. Catal.47Chen, WZFALSEFALSEFALSEFALSE
6093
10.1055/s-0040-1708007
Acetic Anhydride-Acetic Acid as a New Dehydrating Agent of Aldoximes for the Preparation of Nitriles: Preparation of 2-Cyanoglycals
Based on transient absorption measurements obtained upon electron-pulse radiolysis of aromatic ethers in N,N-dimethylformamide (DMF), mesolysis processes of the radical anions were investigated. We observed transient absorption spectral change due to the formation of the radical anions in the temperature range (220-295 K). The transient absorption of the radical anions decreased with first-order kinetics along with the growth of the absorption spectrum of the corresponding benzylic radical. Arrhenius analysis of the decay rates of the radical anions provided the activation energies and the frequency factors for the mesolysis. These observations indicated that the mesolysis of the radical anions occurs via a stepwise mechanism, resulting in the formation of benzylic radical and phenolate anion due to the C-O bond cleavage.
Synlett47Kinfe, HHFALSEFALSEFALSEFALSE
6094
10.1039/c9ob02734c
Experimental and theoretical study on the cyclic(alkyl)(amino)carbene-copper catalyzed Friedel-Crafts reaction ofN,N-dialkylanilines with styrenes
The treatment of alpha-chiral secondary alkyl iodides with tBuLi at -100 degrees C leads to the corresponding secondary alkyllithiums with high retention of configuration. Subsequent quenching with various electrophiles such as Bu2S2, DMF, MeOB(OR)(2), or Et2CO provides the desired products with retention of configuration. Furthermore, a transmetalation with CuBr center dot P(OEt)(3) also allows retentive trapping with acid chlorides and ethylene oxide. The quenching of the resulting alkyllithiums with ClCO2Et furnishes stereoselectively syn- and anti-ethyl-2,3-dimethyl ester carboxylates (d.r.>94%). Related esters bearing three adjacent stereo-controlled centers (stereotriads) have also been prepared. This method has been applied to the synthesis of the ant pheromone (+/-)-lasiol in 26% overall yield (four steps) with d.r.=97:3 starting from commercially available cis-2,3-epoxybutane.
Org. Biomol. Chem.47Hu, XB; Wu, YTFALSEFALSEFALSEFALSE
6095
10.1039/d0cc01380c
Metal-free dehydrosulfurization of thioamides to nitriles under visible light
A simple and concise construction of a series of new quinoline-based isoindolin-l-ones, namely N-substituted-2,3-dihydro-1H-pyrrolo[3,4-b]quinolin-1-ones, wherein the benzene moiety of isoindolin-l-one is replaced by a quinoline ring has been achieved via a two-step procedure, involving the one-step synthesis of ethyl 2-chloromethyl-quinoline-3-carboxylate followed by its one-pot reaction with various amines in a refluxing EtOH-AcOH (v/v, 10:1) solvent system. These newly synthesized compounds could be good candidates for the development of lead compounds for use in medicinal chemistry.
Chem. Commun.47Liao, SHFALSEFALSEFALSEFALSE
6096
10.1021/acs.joc.0c00424
Computational Study on Why and How of Nonconventional meta-C-H Arylation of Electron-Rich Arenes via Pd/Quinoxaline-Based Ligand/Norbornene Cooperative Catalysis
Ni-catalyzed cross-coupling reactions have found important applications in organic synthesis. The fundamental characterization of the key steps in cross-coupling reactions, including C-C bond-forming reductive elimination, represents a significant challenge. Bimolecular pathways were invoked in early proposals, but the experimental evidence was limited. We present the preparation of well-defined (pyridine-pyrrolyl)Ni monomethyl and monophenyl complexes that allow the direct observation of bimolecular reductive elimination to generate ethane and biphenyl, respectively. The sp(3)-sp(3) and sp(2)-sp(2) couplings proceed via two distinct pathways. Oxidants promote the fast formation of Ni(III) from (pyridine-pyrrolyl)Ni-methyl, which dimerizes to afford a bimetallic Ni(III) intermediate. Our data are most consistent with the subsequent methyl coupling from the bimetallic Ni(III) to generate ethane as the rate-determining step. In contrast, the formation of biphenyl is facilitated by the coordination of a bidentate donor ligand.
J. Org. Chem.47Zhang, DJFALSETRUEFALSEFALSE
6097
10.1016/j.ica.2020.119446
Reactivity of nickel metal precursors towards amido linked N-heterocyclic carbenes and their catalytic studies for cross coupling reactions
A copper-catalyzed asymmetric [3+2] cycloaddition of 3-trimethylsilylpropargylic esters with either -naphthols or electron-rich phenols has been realized and proceeds by a desilylation-activated process. Under the catalysis of Cu(OAc)(2)H2O in combination with a structurally optimized ketimine P,N,N-ligand, a wide range of optically active 1,2-dihydronaphtho[2,1-b]furans or 2,3-dihydrobenzofurans were obtained in good yields and with high enantioselectivities (up to 96% ee). This represents the first desilylation-activated catalytic asymmetric propargylic transformation.
Inorg. Chim. Acta47Chauhan, RSFALSEFALSEFALSEFALSE
6098
10.1055/s-0039-1690807
Ni-Catalyzed Reductive Difunctionalization of Alkenes
The TiCl4 induced anomerization of selenium glycosides of galacturonic acid derivatives is reported. The reaction was successful for galacturonic acid when various alkyl, alkenyl, alkynyl, saccharide, steroid, and lipid groups were attached to the anomeric Se atom. An increased amount of TiCl4 and/or higher temperature were needed to ensure completion of the reaction in some cases. Yields were higher for reactions carried out at higher dilution. The reaction was applied to the synthesis of Se-based mimics of the potent immunostimulant alpha-GalCer (KRN7000).
Synthesis47Kong, WQFALSEFALSEFALSEFALSE
6099
10.1021/acs.orglett.0c00532
Visible-Light-Driven Copper-Catalyzed C(sp(3))-O Cross-Coupling of Benzylic Radicals with Phenols
The secondary phosphine oxides are known to exist in equilibrium between the pentavalent phosphine oxides (SPO) and the trivalent phosphinous acids (PA). This equilibrium can be displaced in favour of the trivalent tautomeric form upon coordination to late transition metals. This tutorial review provides the state of the art of the use of secondary phosphine oxides as pre-ligands in transition metal-catalysed reactions. Using a combination of SPOs and several metals such as Pd, Pt, Ru, Rh and Au, a series of effective and original transformations have been obtained and will be discussed here.
Org. Lett.47Chen, JRFALSEFALSEFALSEFALSE
6100
10.1021/jacs.9b13920
Dehydrogenative Coupling of Benzylic and Aldehydic C-H Bonds
J. Am. Chem. Soc.47
Ishida, N; Murakami, M
FALSEFALSEFALSEFALSE
6101
10.1039/c9gc03619a
The salt-free nickel-catalysed alpha-allylation reaction of ketones with allyl alcohol and diallylether
Green Chem.47Sauthier, MFALSEFALSEFALSEFALSE
6102
10.1021/acs.orglett.9b04355
Asymmetric Total Synthesis and Biological Evaluation of the Natural PDE4 Inhibitor Toddacoumalone
Org. Lett.47Xiong, XFFALSEFALSEFALSEFALSE
6103
10.1021/acs.joc.9b02064
Direct alpha-Benzylation of Methyl Enol Ethers with Activated Benzyl Alcohols: Its Rearrangement and Access to (+/-)-Tetrahydronyasol, Propterol A, and 1,3-Diarylpropane
J. Org. Chem.47Khan, FAFALSEFALSEFALSEFALSE
6104
10.1039/c9dt02819f
Controlling the selectivity and efficiency of the hydrogen borrowing reaction by switching between rhodium and iridium catalysts
Dalton Trans.47
Pernik, I; Messerle, BA
FALSEFALSEFALSEFALSE
6105
10.1021/acsomega.9b02722
Mechanistic Study on Allylic Arylation in Water with Linear Polystyrene-Stabilized Pd and PdO Nanoparticles
ACS Omega47Ohtaka, AFALSEFALSEFALSEFALSE
6106
10.1039/c9ra02394a
Heterogeneous Suzuki-Miyaura coupling of heteroaryl ester via chemoselective C(acyl)-O bond activation
RSC Adv.47Bao, YSFALSEFALSEFALSEFALSE
6107
10.1039/c8ob02448k
Ln(OTf)(3)-catalysed highly regioselective alcoholysis of 2,3-epoxy alcohols
Org. Biomol. Chem.47Iwabuchi, YFALSEFALSEFALSEFALSE
6108
10.1039/c8qo01258j
Diastereoselective Rh-catalyzed decarboxylative allylation to form quaternary stereocenters using sulfinimine as the directing group
Org. Chem. Front.47Yang, GFALSEFALSEFALSEFALSE
6109
10.1021/acs.joc.8b02150
Copper-Catalyzed Tandem Reactions of 2-Amine-[1,3,5]triazines with Nitriles
J. Org. Chem.47Zhang, CFALSEFALSEFALSEFALSE
6110
10.1021/acs.organomet.8b00451
Examining the Impact of Heteroaryl Variants of PAd-DalPhos on Nickel-Catalyzed C(sp(2))-N Cross-Couplings
Organometallics47Stradiotto, MFALSEFALSEFALSEFALSE
6111
10.1039/c8gc02073f
Transition metal- and photoredox-catalyzed valorisation of lignin subunits
Green Chem.47Konig, BFALSEFALSEFALSEFALSE
6112
10.1039/c8qo00827b
Enantioselective and regiodivergent allylation of pyrimidines with terminal allenes: an approach to pyrimidine acyclic nucleosides
Org. Chem. Front.47Guo, HMFALSEFALSEFALSEFALSE
6113
10.1038/s41557-018-0110-z
Activation of diverse carbon-heteroatom and carbon-carbon bonds via palladium(II)-catalysed beta-X elimination
Nat. Chem.47Engle, KMFALSEFALSEFALSEFALSE
6114
10.1021/jacs.8b08779
Ni-Catalyzed Cross-Coupling of Dimethyl Aryl Amines with Arylboronic Esters under Reductive Conditions
J. Am. Chem. Soc.47Fang, HY; Shi, ZJFALSEFALSEFALSEFALSE
6115
10.1055/s-0037-1609963
Nickel-Catalyzed Transformation of Aryl 2-Pyridyl Ethers via Cleavage of the Carbon-Oxygen Bond: Synthesis of Mono--arylated Ketones
Synthesis47Wang, ZXFALSEFALSEFALSEFALSE
6116
10.1055/s-0037-1609575
Palladium-Catalyzed Decarboxylative Benzylation of Acetylides and Enolates
Synthesis47Tunge, JAFALSEFALSEFALSEFALSE
6117
10.1039/c8cc02380h
Expanding the limit of Pd-catalyzed decarboxylative benzylations
Chem. Commun.47Lundgren, RJFALSEFALSEFALSEFALSE
6118
10.1039/c8cc01937a
The reductive aromatization of naphthalene diimide: a versatile platform for 2,7-diazapyrenes
Chem. Commun.47Miyake, YFALSEFALSEFALSEFALSE
6119
10.1002/anie.201713304
Design, Synthesis, and Application of Chiral C-2-Symmetric Spiroketal-Containing Ligands in Transition-Metal Catalysis
Angew. Chem.-Int. Edit.
47Nagorny, PFALSEFALSEFALSEFALSE
6120
10.1002/cjoc.201700773
Construction of Multi-Substituted Benzenes via NHC-Catalyzed Reactions of Carboxylic Esters
Chin. J. Chem.47Chi, YRFALSEFALSEFALSEFALSE
6121
10.1055/s-0036-1591860
Asymmetric Organocatalytic Friedel-Crafts Hydroxyalkylation of Indoles Using Electrophilic Pyrazole-4,5-diones
Synthesis47Enders, DFALSETRUEFALSEFALSE
6122
10.1039/c7cc08611c
Synthesis of 2,5-disubstituted oxazoles via cobalt(III)-catalyzed cross-coupling of N-pivaloyloxyamides and alkynes
Chem. Commun.47Zhu, JFALSEFALSEFALSEFALSE
6123
10.1002/aoc.4054
Catalytic activity of Fe(II) and Cu(II) PNP pincer complexes for Suzuki coupling reaction
Appl. Organomet. Chem.
47Bhat, BRFALSEFALSEFALSEFALSE
6124
10.1246/cl.170907
Modified Conditions for Copper-catalyzed ipso-Thiolation of Arylboronic Acid Esters with Thiosulfonates
Chem. Lett.47
Yoshida, S; Hosoya, T
FALSEFALSEFALSEFALSE
6125
10.1021/jacs.7b10537
Mechanistic Investigations of the Hydrogenolysis of Diary! Ethers Catalyzed by Nickel Complexes of N-Heterocyclic Carbene Ligands
J. Am. Chem. Soc.47Hartwig, JFFALSEFALSEFALSEFALSE
6126
10.21577/0103-5053.20170051
Cellulose Oxidation and the Use of Carboxyl Cellulose Metal Complexes in Heterogeneous Catalytic Systems to Promote Suzuki-Miyaura Coupling and C-O Bond Formation Reaction
J. Braz. Chem. Soc.47Suarez, PAZFALSEFALSEFALSEFALSE
6127
10.1002/ejoc.201701081
Nickel-Catalyzed C-S Coupling: Synthesis of Diaryl Sulfides Starting from Phenyldithiocarbamates and Iodobenzenes
Eur. J. Org. Chem.47Dong, ZBFALSEFALSEFALSEFALSE
6128
10.1021/acs.organomet.7b00565
Pd-PEPPSI: A General Pd-NHC Precatalyst for Suzuki-Miyaura Cross-Coupling of Esters by C-O Cleavage
Organometallics47Szostak, MFALSEFALSEFALSEFALSE
6129
10.1039/c6ob02269c
Ni-catalyzed reductive coupling of alpha-halocarbonyl derivatives with vinyl bromides
Org. Biomol. Chem.47Yao, KFALSEFALSEFALSEFALSE
6130
10.1039/c5ra25752b
Microwave directed metal-free regiodivergent synthesis of 1,2-teraryls and study of supramolecular interactions
RSC Adv.47Pratap, RFALSEFALSEFALSEFALSE
6131
10.1021/acs.orglett.5b03061
Direct Amidation of N-Boc- and N-Cbz-Protected Amines via Rhodium-Catalyzed Coupling of Arylboroxines and Carbamates
Org. Lett.47Zhang, YGFALSEFALSEFALSEFALSE
6132
10.1002/chem.201502418
Solvent-Controlled C2/C5-Regiodivergent Alkenylation of Pyrroles
Chem.-Eur. J.47Lin, AJFALSEFALSEFALSEFALSE
6133
10.1016/j.tet.2015.08.023
NiCl2 center dot 6H(2)O: an efficient catalyst precursor for phosphine-free Heck and Sonogashira cross-coupling reactions
Tetrahedron47Nowrouzi, NFALSEFALSEFALSEFALSE
6134
10.1021/jacs.5b03870
Stereospecific Intramolecular Reductive Cross-Electrophile Coupling Reactions for Cyclopropane Synthesis
J. Am. Chem. Soc.47Jarvo, ERFALSETRUEFALSEFALSE
6135
10.1021/acs.joc.5b00728
Palladium-Catalyzed Alkynylation of Morita-Baylis-Hillman Carbonates with (Triisopropylsilyl)acetylene on Water
J. Org. Chem.47Liu, LFALSEFALSEFALSEFALSE
6136
10.1002/chem.201500560
Nickel N-Heterocyclic Carbene Catalyzed CC Bond Formation: A New Route to Aryl Ketones
Chem.-Eur. J.47Gu, LJFALSEFALSEFALSEFALSE
6137
10.1016/j.tetlet.2015.04.014
Cobalt porphyrin catalyzed hydrodehalogenation of aryl bromides with KOH
Tetrahedron Lett.47Chan, KSFALSEFALSEFALSEFALSE
6138
10.1021/ed500158p
Nickel-Catalyzed Suzuki-Miyaura Cross-Coupling in a Green Alcohol Solvent for an Undergraduate Organic Chemistry Laboratory
J. Chem. Educ.47Garg, NKFALSEFALSEFALSEFALSE
6139
10.1039/c4gc02522a
A novel green protocol for ligand free Suzuki-Miyaura cross-coupling reactions in WEB at room temperature
Green Chem.47Boruah, PRFALSEFALSEFALSEFALSE
6140
10.1039/c5cc01378j
Nickel-catalyzed borylation of arenes and indoles via C-H bond cleavage
Chem. Commun.47Tobisu, MFALSEFALSEFALSEFALSE
6141
10.1021/ol502682q
Nickel-Catalyzed Reductive Methylation of Alkyl Halides and Acid Chlorides with Methyl p-Tosylate
Org. Lett.47Lin, KHFALSEFALSEFALSEFALSE
6142
10.1016/j.jorganchem.2014.08.015
DFT study of the single electron transfer mechanisms in Ni-Catalyzed reductive cross-coupling of aryl bromide and alkyl bromide
J. Organomet. Chem.
47Ren, QHFALSEFALSEFALSEFALSE
6143
10.1021/ja5070763
Iron-Catalyzed C(sp(2))-H Bond Functionalization with Organoboron Compounds
J. Am. Chem. Soc.47Ilies, LFALSEFALSEFALSEFALSE
6144
10.1021/jo501882q
Organocatalytic Kinetic Resolution of Racemic Secondary Nitroallylic Alcohols Combined with Simultaneous Desymmetrization of Prochiral Cyclic Anhydrides
J. Org. Chem.47Chen, KMFALSEFALSEFALSEFALSE
6145
10.1021/ja503819x
Beyond Directed ortho Metalation: Ru-Catalyzed C-Ar-O Activation/Cross-Coupling Reaction by Amide Chelation
J. Am. Chem. Soc.47Snieckus, VFALSEFALSEFALSEFALSE
6146
10.1002/anie.201403823
Nickel-Catalyzed alpha-Arylation of Ketones with Phenol Derivatives
Angew. Chem.-Int. Edit.
47Yamaguchi, JFALSEFALSEFALSEFALSE
6147
10.1021/ol500696p
Copper-Promoted Reductive Coupling of Aryl Iodides with 1,1,1-Trifluoro-2-iodoethane
Org. Lett.47Xu, HJFALSEFALSEFALSEFALSE
6148
10.1016/j.jfluchem.2014.02.008
Direct C-H perfluoroalkylation of (di)benzo(hetero)arenes in aqueous media
J. Fluor. Chem.47Postigo, PFALSEFALSEFALSEFALSE
6149
10.1002/ejoc.201402022
Efficient C-N and C-S Bond Formation Using the Highly Active [Ni(allyl)Cl(IPr*(OMe))] Precatalyst
Eur. J. Org. Chem.47Nolan, SPFALSEFALSEFALSEFALSE
6150
10.1021/jo402259z
pi-Complexation in Nickel-Catalyzed Cross-Coupling Reactions
J. Org. Chem.47Allen, WDFALSEFALSEFALSEFALSE
6151
10.1021/ol402047d
Polymer-Supported Siloxane Transfer Agents for Pd-Catalyzed Cross-Coupling Reactions
Org. Lett.47Smith, ABFALSEFALSEFALSEFALSE
6152
10.1002/adsc.201300055
Highly Regioselective Synthesis of Substituted Isoindolinones via Ruthenium-Catalyzed Alkyne Cyclotrimerizations
Adv. Synth. Catal.47Sheppard, TDFALSEFALSEFALSEFALSE
6153
10.1080/00397911.2012.688160
RuCl3-Catalyzed Regioselective Diarylation with Aryl Tosylates via C-H Activation
Synth. Commun.47Zhao, BLFALSEFALSEFALSEFALSE
6154
10.1021/ol401483j
Copper Catalyzed beta-Difluoroacetylation of Dihydropyrans and Glycals by Means of Direct C-H Functionalization
Org. Lett.47Poisson, TFALSEFALSEFALSEFALSE
6155
10.1038/NCHEM.1652
Stereoretentive Pd-catalysed Stille cross-coupling reactions of secondary alkyl azastannatranes and aryl halides
Nat. Chem.47Li, LFALSEFALSEFALSEFALSE
6156
10.3390/catal3020486
Mechanistic Studies for Synthesis of Bis(indolyl)methanes: Pd-Catalyzed C-H Activation of Indole-Carboxylic Acids with Benzyl Alcohols in Water
Catalysts47Hikawa, HFALSEFALSEFALSEFALSE
6157
10.3184/174751913X13662179283121
PdCl2(1-methylimidazole)(2)-catalysed Suzuki-Miyaura and Mizoroki-Heck reactions performed in neat water
J. Chem. Res47Lu, JMFALSEFALSEFALSEFALSE
6158
10.1016/j.bmc.2013.01.067
Synthesis and evaluation of quinazoline derivatives as phosphodiesterase 7 inhibitors
Bioorg. Med. Chem.47Sanchez, AIFALSEFALSEFALSEFALSE
6159
10.1021/ol400625f
Highly Enantiospecific Platinum-Catalyzed Cycloisomerizations: Synthesis of Enantioenriched Oxabicycloheptene Derivatives
Org. Lett.47Ferreira, EMFALSEFALSEFALSEFALSE
6160
10.1002/aoc.2970
Pd-catalyzed ligand-free desulfitative Heck reaction with arenesulfinic acid salts under air
Appl. Organomet. Chem.
47Qi, CZFALSEFALSEFALSEFALSE
6161
10.1021/ol303567t
Palladium-Catalyzed Coupling of Polyfluorinated Arenes with Heteroarenes via C-F/C-H Activation
Org. Lett.47Lu, LFALSEFALSEFALSEFALSE
6162
10.1021/ol303130j
Iron-Catalyzed Cross-Coupling Reactions of Alkyl Grignards with Aryl Sulfamates and Tosylates
Org. Lett.47Cook, SPFALSEFALSEFALSEFALSE
6163
10.1021/jo302207b
Synthesis of Diarylmethanes via Metal-Free Reductive Cross-Coupling of Diarylborinic Acids with Tosyl Hydrazones
J. Org. Chem.47Zou, GFALSEFALSEFALSEFALSE
6164
10.1021/jo301050q
Studies on the Selectivity Between Nickel-Catalyzed 1,2-cis-2-Amino Glycosylation of Hydroxyl Groups of Thioglycoside Acceptors with C(2)-Substituted Benzylidene N-Phenyl Trifluoroacetimidates and Intermolecular Aglycon Transfer of the Sulfide Group
J. Org. Chem.47Nguyen, HMFALSEFALSEFALSEFALSE
6165
10.1002/chem.201103723
[NiCl2(dppp)]-Catalyzed Cross-Coupling of Aryl Halides with Dialkyl Phosphite, Diphenylphosphine Oxide, and Diphenylphosphine
Chem.-Eur. J.47Han, FSFALSEFALSEFALSEFALSE
6166
10.1021/ja300326t
Nickel-Mediated Hydrogenolysis of C-O Bonds of Aryl Ethers: What Is the Source of the Hydrogen?
J. Am. Chem. Soc.47Agapie, TFALSEFALSEFALSEFALSE
6167
10.1039/c2cc36452b
Enantioselective construction of sterically hindered tertiary alpha-aryl ketones: a catalytic asymmetric synthesis of isoflavanones
Chem. Commun.47Carroll, MPFALSEFALSEFALSEFALSE
6168
10.1039/c2ob25425e
Nickel-catalyzed C-H direct amination of benzoxazoles with secondary amines
Org. Biomol. Chem.47Li, YMFALSEFALSEFALSEFALSE
6169
10.1039/c1cc15845g
C-H and C-O oxidative addition in reactions of aryl carboxylates with a PNP pincer-ligated Rh(I) fragment
Chem. Commun.47Ozerov, OVFALSEFALSEFALSEFALSE
6170
10.1055/s-0030-1258528
Regioselective Gold-Catalyzed Allylative Ring Opening of 1,4-Epoxy-1,4-dihydronaphthalenes
Synlett47Sawama, YFALSEFALSEFALSEFALSE
6171
10.1021/om100384q
Iridium-Catalyzed Asymmetric Ring-Opening Reactions of Oxabenzonorbornadienes with Amine Nucleophiles
Organometallics47Yang, DQFALSEFALSEFALSEFALSE
6172
10.1021/ol9022529
Regioselective Allene Synthesis and Propargylations with Propargyl Diethanolamine Boronates
Org. Lett.47Fandrick, DRFALSEFALSEFALSEFALSE
6173
10.1016/j.tet.2009.06.101
Aminocarbonylations of alkenyl phosphates, chlorides, bromides, and triflates with Mo(CO)(6) as a solid CO source
Tetrahedron47Larhed, MFALSEFALSEFALSEFALSE
6174
10.1021/ol901217m
Carbon-Carbon Formation via Ni-Catalyzed Suzuki-Miyaura Coupling through C-CN Bond Cleavage of Aryl Nitrile
Org. Lett.47Shi, ZJFALSEFALSEFALSEFALSE
6175
10.1002/anie.200900329
C(aryl)-O Activation of Aryl Carboxylates in Nickel-Catalyzed Biaryl Syntheses
Angew. Chem.-Int. Edit.
47Goossen, LJFALSEFALSEFALSEFALSE
6176
10.1039/b907362k
Iron-catalyzed thioetherification of thiols with aryl iodides
Chem. Commun.47Lee, CFFALSEFALSEFALSEFALSE
6177
10.1021/ol800977n
Total synthesis of crisamicin A
Org. Lett.47Wang, ZGFALSEFALSEFALSEFALSE
6178
10.2478/s11532-008-0017-4
Kinetics and mechanism of the C-S coupling reactions of aryl Grignard reagents with aryl arenesulfonates
Cent. Eur. J. Chem47Erdik, EFALSEFALSEFALSEFALSE
6179
10.1016/j.tet.2007.10.007
Palladium on carbon as a precatalyst for the Suzuki-Miyuara cross-coupling of aryl chlorides
Tetrahedron47Simeone, JPFALSEFALSEFALSEFALSE
6180
10.1055/s-2007-967976
Phosphinamide-directed ortho metalations: Application to the desymmetrization of the diphenylphosphoryl group
Synlett47Ortiz, FLFALSEFALSEFALSEFALSE
6181
10.1016/S1381-1169(03)00447-3
Novel palladium imidazole catalysts for Suzuki cross-coupling reactions
J. Mol. Catal. A-Chem.
47Welton, TFALSEFALSEFALSEFALSE
6182
10.1016/S0040-4020(02)00576-8
Palladium-catalyzed biaryl-coupling reaction of arylboronic acids in water using hydrophilic phosphine ligands
Tetrahedron47Miyaura, NFALSEFALSEFALSEFALSE
6183
10.1016/0022-328X(96)06251-1
Macrocyclic diphosphine ligands in asymmetric carbon-carbon bond-forming reactions
J. Organomet. Chem.
47Widhalm, MFALSEFALSEFALSEFALSE
6184
10.1016/0022-328X(93)83025-Q
AZACARBONYLATIONS AND OXACARBONYLATIONS OF ALLYL PHOSPHATES CATALYZED BY RHODIUM CARBONYL CLUSTER - SELECTIVE SYNTHESIS OF BETA,GAMMA-UNSATURATED AMIDES, ESTERS, AND ACIDS
J. Organomet. Chem.
47FALSEFALSEFALSEFALSE
6185
10.1021/om00127a020
FERROCENYL SULFIDES - PREPARATION AND REACTIVITY AS BIDENTATE CHELATING LIGANDS
Organometallics47FALSEFALSEFALSEFALSE
6186
10.1039/d2ob00330a
Facile tin(ii)-catalyzed synthesis of N-heterocycles from dicarboxylic acids and arylamines
Org. Biomol. Chem.47Kim, HKFALSEFALSEFALSEFALSE
6187
10.1039/d2cc00461e
Merging strain-release and copper catalysis: the selective ring-opening cross-coupling of 1,2-oxazetidines with boronic acids
Chem. Commun.47Hu, XQFALSEFALSEFALSEFALSE
6188
10.1021/acs.orglett.1c04359
Photoredox-Catalyzed Allylic Defluorinative Alkoxycarbonylation of Trifluoromethyl Alkenes through Intermolecular Alkoxycarbonyl Radical Addition
Org. Lett.47Fu, MC; Fu, YTRUEFALSEFALSEFALSE
6189
10.1039/d1ra08568a
Copper-assisted preparation of pyridinyl sulfonate esters from hydroxypyridines and sodium sulfinates
RSC Adv.47
Zhu, HB; Fan, QW; Xie, ZB
FALSEFALSEFALSEFALSE
6190
10.1039/d2ob00008c
Copper-catalyzed thiocarbonylation and thiolation of alkyl iodides
Org. Biomol. Chem.47Li, YHFALSEFALSEFALSEFALSE
6191
10.1039/d1cc05417a
Atom-economic amide synthesis by using an iron-substituted polyoxometalate catalyst
Chem. Commun.47Yu, HFALSEFALSEFALSEFALSE
6192
10.1021/acs.orglett.1c03535
Nickel-Catalyzed Reductive Cross-Coupling of N-Acyl and N-Sulfonyl Benzotriazoles with Diverse Nitro Compounds: Rapid Access to Amides and Sulfonamides
Org. Lett.47Li, WFFALSEFALSEFALSEFALSE
6193
10.1039/d1ra08596d
Reductive C(sp(3))-C(sp(3)) homo-coupling of benzyl or allyl halides with H-2 using a water-soluble electron storage catalyst
RSC Adv.47Ogo, SFALSEFALSEFALSEFALSE
6194
10.1021/jacs.1c07139
Reactivity of (bi-Oxazoline)organonickel Complexes and Revision of a Catalytic Mechanism
J. Am. Chem. Soc.47Diao, TNFALSEFALSEFALSEFALSE
6195
10.6023/cjoc202103015
Phosphine Oxide-Directed Palladium-Catalyzed Heck-Type Functionalization of o-Carboranes
Chin. J. Org. Chem.47Lin, CX; Yuan, YFFALSEFALSEFALSEFALSE
6196
10.1021/jacs.1c05567
Synthesis of C-Mannosylated Glycopeptides Enabled by Ni-Catalyzed Photoreductive Cross-Coupling Reactions
J. Am. Chem. Soc.47
Goddard-Borger, ED
TRUEFALSEFALSEFALSE
6197
10.1021/acs.orglett.1c02114
Reductive Radical Conjugate Addition of Alkyl Electrophiles Catalyzed by a Cobalt/Iridium Photoredox System
Org. Lett.47
Escobar, RA; Johannes, JW
TRUETRUEFALSEFALSE
6198
10.1021/acs.orglett.1c01713
Switching between X-Pyrano-, X-Furano-, and Anhydro-X-pyranoside Synthesis (X = C, N) under Lewis acid Catalyzed Conditions
Org. Lett.47Gagne, MRFALSEFALSEFALSEFALSE
6199
10.1039/d1cc02617h
Deoxyfluorination of alcohols with aryl fluorosulfonates
Chem. Commun.47Hu, JBFALSEFALSEFALSEFALSE
6200
10.1021/acs.joc.1c00681
Direct para-Selective C-H Amination of Iodobenzenes: Highly Efficient Approach for the Synthesis of Diarylamines
J. Org. Chem.47
Huang, ZB; Shi, DQ; Zhao, YS
FALSEFALSEFALSEFALSE
6201
10.1039/d1nj01732b
Mechanical metal activation for Ni-catalyzed, Mn-mediated cross-electrophile coupling between aryl and alkyl bromides
New J. Chem.47Shi, WJ; Zou, GFALSEFALSEFALSEFALSE
6202
10.1021/jacs.1c00440
Redox Activity of Pyridine-Oxazoline Ligands in the Stabilization of Low-Valent Organonickel Radical Complexes
J. Am. Chem. Soc.47Diao, TNFALSEFALSEFALSEFALSE
6203
10.1021/acs.orglett.7b01370
Co-Catalyzed Cross-Coupling Reaction of Alkyl Fluorides with Alkyl Grignard Reagents
Org. Lett.47
Iwasaki, T; Kambe, N
FALSEFALSEFALSEFALSE
6204
10.1021/acs.orglett.7b00660
Nickel-(II)-Catalyzed N-Formylation and N-Acylation of Amines
Org. Lett.47Jagtap, SVFALSEFALSEFALSEFALSE
6205
10.1021/acs.orglett.7b00351
Enantioselective Direct alpha-Arylation of Pyrazol-5-ones with 2-Indolylmethanols via Organo-Metal Cooperative Catalysis
Org. Lett.47Shi, FFALSEFALSEFALSEFALSE
6206
10.1055/s-0035-1560565
Type 2 Ring-Opening Reactions of Cyclopropanated 7-Oxabenzonorbornadienes with Carboxylic Acid Nucleophiles
Synthesis47Tam, WFALSEFALSEFALSEFALSE
6207
10.1021/acscatal.6b01687
Palladium-Catalyzed Synthesis of Alkylated Amines from Aryl Ethers or Phenols
ACS Catal.47Beller, MFALSEFALSEFALSEFALSE
6208
10.1002/adsc.201600378
Cobalt-Catalyzed Reductive Cross-Coupling Between Benzyl Chlorides and Aryl Halides
Adv. Synth. Catal.47
Auffrant, A; Gosmini, C
FALSEFALSEFALSEFALSE
6209
10.1007/s11164-015-2273-1
A facile synthesis of novel pyrrolo[3,4-b]quinolin-1-one derivatives
Res. Chem. Intermed.
47Li, YFALSEFALSEFALSEFALSE
6210
10.1002/bkcs.10706
Copper-catalyzed Decarboxylative Hydroboration: Synthesis of Vinyl Boronic Esters
Bull. Korean Chem. Soc.
47Na, K; Lee, SFALSEFALSEFALSEFALSE
6211
10.1055/a-1406-0484
Titanium: A Unique Metal for Radical Dehydroxylative Functionalization of Alcohols
Cu2O/N,N'-bis(thiophen-2-ylmethyl)-oxalamide is established to be an effective catalyst system for Goldberg amidation with inferior reactive (hetero)aryl chlorides, which have not been efficiently documented by Cu-catalysis to date. The reaction is well liberalized toward a variety of functionalized (hetero)aryl chlorides and a wide range of aromatic and aliphatic primary amides in good to excellent yields. Furthermore, the arylation of lactams and oxazolidinones is achieved. The present catalytic system also accomplished an intramolecular cross-coupling product.
Synlett46Shu, XZFALSEFALSEFALSEFALSE
6212
10.1016/j.tet.2021.131955
A general approach to C-Acyl glycosides via palladium/copper Co-catalyzed coupling reaction of glycosyl carbothioates and arylboronic acids
An efficient approach to construct chiral 1,1-disubstituted ethane derivatives is presented. This strategy relies on the formation of the key dearomatizative vinylogous iminium ion species through protonation of the formal trienamine intermediates between 2-(3-vinylbenzofuran-2-yl)ethan-1-ones and a chiral primary amine. An array of nucleophiles, including 4-hydroxycoumarins, indoles, etc., have been effectively assembled at the benzylic site, delivering the expected 1,1-disubstituted ethane products in moderate to excellent enantioselectivity.
Tetrahedron46Li, Q; Ye, XSFALSEFALSEFALSEFALSE
6213
10.1039/d0ra10739e
Visible light-driven Giese reaction with alkyl tosylates catalysed by nucleophilic cobalt
Synthesis of biaryls via the Suzuki-Miyaura coupling (SMC) reaction using nitroarenes as an electrophilic coupling partners is described. Mechanistic studies have revealed that the catalytic cycle of this reaction is initiated by the cleavage of the aryl-nitro (Ar-NO2) bond by palladium, which represents an unprecedented elemental reaction.
RSC Adv.46Komeyama, KFALSEFALSEFALSEFALSE
6214
10.1038/s41467-020-20644-9
Collective synthesis of acetylenic pharmaceuticals via enantioselective Nickel/Lewis acid-catalyzed propargylic alkylation
Metal ions can have beneficial effects on photoinduced electron transfer. Merging such metal-ion-coupled electron transfer (MCET) with consecutive photoinduced electron transfer (conPET) enables the one-electron reduction of chlorobenzene with blue light in the presence of diisopropylethylamine as an electron donor. The presence of the metal ions extends the substrate scope of the photoredox catalysis to extreme reduction potentials (beyond - 3 V vs. SCE).
Nat. Commun.46Guo, CFALSEFALSEFALSEFALSE
6215
10.1016/j.jorganchem.2020.121373
Terpenylammonium salts in Pd(dba)(2) catalyzed allylic alkylation and in stoichiometric reactions with dibenzylideneacetone-palladium (0) complexes
We describe herein a new strategy for the chemoselective synthesis of amides by using a metal catalyzed hydroxy-directed reaction. A hydroxy group located at the beta-position of an ester group promoted the activation of a carbonyl group with a tantalum alkoxide catalyst followed by amidation reactions, leading to a wide variety of beta-hydroxyamides with excellent chemeselectivity. The chemoselective amidation strategy can be extended to the catalytic synthesis of dipeptide derivatives, which remains challenging research subjects in modern organic synthesis.
J. Organomet. Chem.
46Petrushkina, EAFALSEFALSEFALSEFALSE
6216
10.1039/d0sc01462a
Palladium-catalyzed synthesis of beta-hydroxy compounds via a strained 6,4-palladacycle from directed C-H activation of anilines and C-O insertion of epoxides
A user-friendly, nickel-catalyzed reductive amidation of unactivated primary, secondary, and tertiary alkyl bromides with isocyanates is described. This catalytic strategy offers an efficient synthesis of a wide range of aliphatic amides under mild conditions and with an excellent chemoselectivity profile while avoiding the use of stoichiometric and sensitive organometallic reagents.
Chem. Sci.46Lee, YRFALSEFALSEFALSEFALSE
6217
10.1038/s41929-020-0462-9
Asymmetric O-propargylation of secondary aliphatic alcohols
The aggregates of the PBI derivative 1 in combination with Benedict's reagent have been used for the first time as reactors for facile preparation of Cu2O NPs at room temperature. During this process the aldehyde groups of the aggregates of derivative 1 are oxidized to carboxylate groups which act as stabilizers for Cu2O NPs to generate the supramolecular ensemble 2:Cu2O. Interestingly, the in situ generated supra molecular ensemble (2:Cu2O) of Cu2O NPs and aggregates of oxidized species 2 exhibited excellent photocatalytic efficiency in the Suzuki-Miyaura and Suzuki type cross-coupling reactions under mild and eco-friendly conditions.
Nat. Catal.46Niu, DWFALSEFALSEFALSEFALSE
6218
10.1021/jacs.0c02355
On the Nature of C(sp(3))-C(sp(2)) Bond Formation in Nickel-Catalyzed Tertiary Radical Cross-Couplings: A Case Study of Ni/Photoredox Catalytic Cross-Coupling of Alkyl Radicals and Aryl Halides
Facile synthetic procedures to synthesize a series of difficult-to-obtain mercaptoalkylferrocenes, namely, Fc(CH2)(n)SH, where n = 1 (1), 2 (2), 3 (3), or 4 (4) and Fc = Fe(eta(5)-C5H5)(eta(5)-C5H4), are reported. Dimerization of 1-4 to the corresponding disulfides 19-22 was observed in air. Dimer 20 (Z = 2) crystallized in the triclinic space group P (1) over bar. Dimers 20-22 could be reduced back to the original Fc(CH2)(n)SH derivatives with LiAlH4 in refluxing tetrahydrofuran. Density functional theory (DFT) calculations showed that the highest occupied molecular orbital of 1-4 lies exclusively on the ferrocenyl group implying that the electrochemical oxidation observed at ca. -15 < E-pa < 76 mV versus FcH/FcH(+) involves exclusively an Fe(II) to Fe(III) process. Further DFT calculations showed this one-electron oxidation is followed by proton loss on the thiol group to generate a radical, Fc(CH2)(n)S-center dot, with spin density mainly located on the sulfur. Rapid exothermic dimerization leads to the observed dimers, Fc(CH2)-S-S-(CH2)(n)Fc. Reduction of the ferrocenium groups on the dimer occurs at potentials that still showed the ferrocenyl group Delta E = E-pa,E-monomer - E-pc,E-dimer <= 78 mV, indicating that the redox properties of the ferrocenyl group on the mercaptans are very similar to those of the dimer. H-1 NMR measurements showed that, like ferrocenyl oxidation, the resonance position of the sulfhydryl proton, SE, and others, are dependent on -(CH2)(n)- chain length. Self-assembled monolayers (SAMs) on gold were generated to investigate the electrochemical behavior of 1-4 in the absence of diffusion. Under these conditions, Delta E approached 0 mV for the longer chain derivatives at slow scan rates. The surface-bound ferrocenyl group of the metal-thioether, Fc(CH2)(n) -S-Au, is oxidized at approximately equal potentials as the equivalent CH2Cl2-dissolved ferrocenyl species 1-4. Surface coverage by the SAMs is dependent on alkyl chain length with the largest coverage obtained for 4, while the rate of heterogeneous electron transfer between SAM substrate and electrode was the fastest for the shortest chain derivative, Fc-CH2-S-Au.
J. Am. Chem. Soc.46Gutierrez, OTRUEFALSEFALSEFALSE
6219
10.1039/d0cc00767f
Enantioconvergent alkylation of ketones with racemic secondary alcohols via hydrogen borrowing catalysis
Cyclic sulfamidates undergo borylation under copper-catalyzed conditions using B(2)pin(2) to give enantiomerically (and diasteromerically) defined (aminoalkyl) boronic esters. External iodide is essential, but the intermediacy of simple alkyl iodides has been excluded; N-sulfated intermediates are key in the borylation sequence. Based on stereochemical studies and trapping experiments, the involvement of carbon-centered radicals under these copper-catalyzed conditions appears likely.
Chem. Commun.46Donohoe, TJFALSEFALSEFALSEFALSE
6220
10.1021/jacs.0c00245
Polarity-Reversal Strategy for the Functionalization of Electrophilic Strained Molecules via Light-Driven Cobalt Catalysis
A rhodium complex catalyzed the conversion of the C-O bond of heteroaryl aryl ethers to the C-F bond. The reaction of (4-chloro-phenylthio)pentafluorobenzene with heteroaryl aryl ethers provided heteroaryl fluorides and heteroaryl (4-chlorophenylthio)tetrafluorophenyl ethers; this involved the cleavage of a single heteroaryl C-O bond under equilibrium conditions. The reaction of heteroaryl aryl ethers with 2-fluorobenzothiazole in which two heteroaryl and aryl C-O bonds were cleaved provided heteroaryl fluorides and aryl fluorides. The reactions were applicable to five-membered and six-membered heteroaryl aryl ethers and also to diaryl ethers possessing one or two electron-withdrawing groups.
J. Am. Chem. Soc.46Gryko, DFALSETRUEFALSEFALSE
6221
10.1016/j.chempr.2019.12.026
Broadly Applicable Directed Catalytic Reductive Difunctionalization of Alkenyl Carbonyl Compounds
High step- and atom-economy are the endlessly pursued in organic and pharmaceutical syntheses. Herein, a new method for directly coupling benzyl/allyl alcohols with malonates via a palladium catalyzed Tsuji-Trost type reaction was developed. The reaction was carried out in an organic carbonate solvent which would activate alcohols in situ, replacing the traditional pre-synthesized carbonates. The new process demonstrated high efficiency, high selectivity and high generality. A wide variety of mono-substituted and bis-substituted malonates were selectively produced under different conditions, and this method represents a more step-and atom-economical and environmentally benign synthetic protocol.
Chem46Koh, MJFALSEFALSEFALSEFALSE
6222
10.1039/c9cc07840a
Nickel-catalyzed electrochemical reductive decarboxylative coupling of N-hydroxyphthalimide esters with quinoxalinones
Chem. Commun.46Xu, K; Zeng, CCFALSEFALSEFALSEFALSE
6223
10.1039/c9sc03570b
New sulfuryl fluoride-derived alkylating reagents for the 1,1-dihydrofluoroalkylation of thiols
Chem. Sci.46Sammis, GMFALSEFALSEFALSEFALSE
6224
10.1002/chem.201903625
Development of N-Phosphinomethyl-Substituted NHC-Nickel(0) Complexes as Robust Catalysts for Acrylate Salt Synthesis from Ethylene and CO2
Chem.-Eur. J.46Iwasawa, NFALSEFALSEFALSEFALSE
6225
10.1039/c9gc01993f
An N-heterocyclic carbene-functionalised covalent organic framework with atomically dispersed palladium for coupling reactions under mild conditions
Green Chem.46Wang, JWFALSEFALSEFALSEFALSE
6226
10.3390/catal9100840
Eucalyptol as a Bio-Based Solvent for Buchwald-Hartwig Reaction on O,S,N-Heterocycles
Catalysts46
Berteina-Raboin, S
FALSEFALSEFALSEFALSE
6227
10.1002/anie.201908336
Suzuki-Miyaura Coupling of (Hetero)Aryl Sulfones: Complementary Reactivity Enables Iterative Polyaryl Synthesis
Angew. Chem.-Int. Edit.
46Moran, JFALSEFALSEFALSEFALSE
6228
10.1021/jacs.9b07514
Catalytic Enantioselective-House Meinwald Rearrangement: Efficient Construction of All-Carbon Quaternary Stereocenters
J. Am. Chem. Soc.46Sun, JWFALSEFALSEFALSEFALSE
6229
10.1039/c9cc04634h
Sterically hindered N-heterocyclic carbene/palladium(ii) catalyzed Suzuki-Miyaura coupling of nitrobenzenes
Chem. Commun.46Chen, WZFALSEFALSEFALSEFALSE
6230
10.1007/s11051-019-4533-2
Ni nanoparticles on polyaromatic hyperbranched polymer support as a mild, tunable, and sustainable catalyst for catalytic transfer hydrogenation
J. Nanopart. Res.46
Pal, M; Rajadurai, M
FALSEFALSEFALSEFALSE
6231
10.1039/c9dt00819e
Cyclotrimerization of alkynes catalyzed by a self-supported cyclic tri-nuclear nickel(0) complex with alpha-diimine ligands
Dalton Trans.46Yang, XJFALSEFALSEFALSEFALSE
6232
10.1021/acs.orglett.9b00174
Ni-Catalyzed Reductive C-O Bond Arylation of Oxalates Derived from alpha-Hydroxy Esters with Aryl Halides
Org. Lett.46Gong, HGFALSEFALSEFALSEFALSE
6233
10.1016/j.molstruc.2018.09.034
Structure, spectroscopic properties and catalytic activity for epoxide ring-opening of nickel methylxanthate
J. Mol. Struct.46Kumar, GFALSEFALSEFALSEFALSE
6234
10.1016/j.jcat.2018.12.011
Visible-light-initiated one-pot clean synthesis of nitrone from nitrobenzene and benzyl alcohol over CdS photocatalyst
J. Catal.46Zhao, ZKFALSEFALSEFALSEFALSE
6235
10.1016/j.tet.2018.10.033
Development of a reductive Hosomi-Sakurai reaction
Tetrahedron46Maulide, NFALSEFALSEFALSEFALSE
6236
10.1038/s41467-018-07198-7
N2H4 as traceless mediator for homo- and cross-aryl coupling
Nat. Commun.46Li, CJFALSEFALSEFALSEFALSE
6237
10.1039/c8cy01200h
Efficient nickel-catalysed N-alkylation of amines with alcohols
Catal. Sci. Technol.46Barta, KFALSEFALSEFALSEFALSE
6238
10.1021/acs.orglett.8b02980
Rhodium-Catalyzed Generation of Anhydrous Hydrogen Iodide: An Effective Method for the Preparation of lodoalkanes
Org. Lett.46
Chen, JC; Fan, BM
FALSEFALSEFALSEFALSE
6239
10.6023/cjoc201804012
Synthesis of Quinoline Derivatives Containing Lactone Structure Promoted by Radical Cation Salt
Chin. J. Org. Chem.46Yuan, Y; Jia, XDFALSEFALSEFALSEFALSE
6240
10.1021/acs.orglett.8b02264
Nickel-Catalyzed Aromatic Cross-Coupling Difluoromethylation of Grignard Reagents with Difluoroiodomethane
Org. Lett.46Mikami, KFALSEFALSEFALSEFALSE
6241
10.1021/acs.joc.8b01109
Cobalt-Rhodium Heterobimetallic Nanoparticle-Catalyzed N-Alkylation of Amines with Alcohols to Secondary and Tertiary Amines
J. Org. Chem.46Chung, YKFALSEFALSEFALSEFALSE
6242
10.1021/acscatal.8b02187
Stable, Well-Defined Nickel(0) Catalysts for Catalytic C-C and C-N Bond Formation
ACS Catal.46Montgomery, JFALSEFALSEFALSEFALSE
6243
10.1021/acs.orglett.8b01117
Stereocontrolled Synthesis of 2-Deoxy-C-glycopyranosyl Arenes Using Glycals and Aromatic Amines
Org. Lett.46Xiong, DC; Ye, XSFALSEFALSEFALSEFALSE
6244
10.1021/acs.orglett.8b00496
Catalyst-Free and Solvent-Controlled Reductive Coupling of Activated Vinyl Triflates with Chlorotrimethylsilane by Magnesium Metal and Its Synthetic Application
Org. Lett.46Maekawa, HFALSEFALSEFALSEFALSE
6245
10.1039/c7cc08181b
Nickel-catalyzed amination of aryl fluorides with primary amines
Chem. Commun.46
Iwai, T; Sawamura, M
FALSEFALSEFALSEFALSE
6246
10.1002/ajoc.201700503
Copper-Catalyzed Enantioselective Hydroboration of 1,1-Disubstituted Alkenes: Method Development, Applications and Mechanistic Studies
Asian J. Org. Chem.46Meng, FKFALSEFALSEFALSEFALSE
6247
10.1055/s-0036-1590838
Ether Synthesis through Reductive Cross-Coupling of Ketones with Alcohols Using Me2SiHCl as both Reductant and Lewis Acid
Synlett46Morandi, BFALSEFALSEFALSEFALSE
6248
10.1002/anie.201707309
Transition-Metal-Free Ring-Opening Silylation of Indoles and Benzofurans with (Diphenyl-tert-butylsilyl) lithium
Angew. Chem.-Int. Edit.
46Studer, AFALSEFALSEFALSEFALSE
6249
10.1021/acs.orglett.7b02821
Dichotomy of Atom-Economical Hydrogen-Free Reductive Amidation vs Exhaustive Reductive Amination
Org. Lett.46Chusov, DFALSEFALSEFALSEFALSE
6250
10.1039/c5cc10464e
Aerobic oxidative cyclization of benzamides via meta-selective C-H tert-alkylation: rapid entry to 7-alkylated isoquinolinediones
Chem. Commun.46Tang, SFALSEFALSEFALSEFALSE
6251
10.1039/c5cc10005d
Nickel-catalyzed synthesis of (E)-olefins from benzylic alcohol derivatives and arylacetonitriles via C-O activation
Chem. Commun.46Chen, TQFALSEFALSEFALSEFALSE
6252
10.1021/acs.orglett.5b02458
Palladium-Catalyzed C-H Arylation of (Benzo)oxazoles or (Benzo)thiazoles with Aryltrimethylammonium Triflates
Org. Lett.46Wang, ZXFALSEFALSEFALSEFALSE
6253
10.1021/acs.organomet.5b00561
Intermolecular Hydroalkoxylation of Terminal Alkynes Catalyzed by a Dipyrrinato Rhodium(I) Complex with Unusual Selectivity
Organometallics46Messerle, BAFALSEFALSEFALSEFALSE
6254
10.1055/s-0034-1378867
Chromatography-Free and Eco-Friendly Synthesis of Aryl Tosylates and Mesylates
Synthesis46Lei, XYFALSEFALSEFALSEFALSE
6255
10.1246/cl.150359
Straightforward Synthesis of HOMSi Reagents via sp(2) C-H Silylation
Chem. Lett.46Minami, YFALSEFALSEFALSEFALSE
6256
10.1007/s11426-015-5360-7
Mechanism of Pd-catalyzed selective C-H activation of aliphatic amines via four-membered-ring cyclometallation pathway
Sci. China-Chem.46Fu, YFALSEFALSEFALSEFALSE
6257
10.1021/acs.accounts.5b00242
Preparation and Synthetic Value of pi-Bond-Rich Branched Hydrocarbons
Accounts Chem. Res.
46Sherburn, MSFALSEFALSEFALSEFALSE
6258
10.1021/jacs.5b04548
Highly Active Nickel Catalysts for C-H Functionalization Identified through Analysis of Off-Cycle Intermediates
J. Am. Chem. Soc.46Zimmerman, PMFALSEFALSEFALSEFALSE
6259
10.1002/aoc.3297
Immobilization of palladium(II)-containing bis(imidazolium) ligand on ion-exchange resins: efficient and reusable catalysts for CC coupling reactions
Appl. Organomet. Chem.
46Moghadam, MFALSEFALSEFALSEFALSE
6260
10.1021/jacs.5b00004
Copper-Catalyzed Enantioselective Propargylic Etherification of Propargylic Esters with Alcohols
J. Am. Chem. Soc.46Nishibayashi, YFALSEFALSEFALSEFALSE
6261
10.1021/ol503748t
Palladium-Catalyzed Regio- and Stereoselective gamma-Arylation of Tertiary Allylic Amines: Identification of Potent Adenylyl Cyclase Inhibitors
Org. Lett.46Watts, VJFALSEFALSEFALSEFALSE
6262
10.1016/j.tetlet.2014.12.016
A facile one-pot synthesis of 2-(2-pyridyl)quinolines via Povarov reaction
Tetrahedron Lett.46Barbosa, LCAFALSEFALSEFALSEFALSE
6263
10.1002/anie.201408739
Reversing the Stereoselectivity of a Palladium-Catalyzed O-Glycosylation through an Inner-Sphere or Outer-Sphere Pathway
Angew. Chem.-Int. Edit.
46Liu, XWFALSEFALSEFALSEFALSE
6264
10.1039/C5CC00196J
The electronic effects of ligands on metal-coordination geometry: a key role in the visual discrimination of dimethylaminopyridine and its application towards chemo-switch
Chem. Commun.46Li, ZMFALSEFALSEFALSEFALSE
6265
10.1039/c5sc00305a
Nickel-catalyzed reductive cleavage of aryl alkyl ethers to arenes in absence of external reductant
Chem. Sci.46Tobisu, MFALSEFALSEFALSEFALSE
6266
10.1016/j.tet.2014.07.059
Pd-catalyzed chemo-selective mono-arylations and bis-arylations of functionalized 4-chlorocoumarins with triarylbismuths as threefold arylating reagents
Tetrahedron46Rao, MLNFALSEFALSEFALSEFALSE
6267
10.1021/cs400641k
Mechanistic Studies of Gold and Palladium Cooperative Dual-Catalytic Cross-Coupling Systems
ACS Catal.46Blum, SAFALSEFALSEFALSEFALSE
6268
10.6023/cjoc201307035
Progress of Nickel-Catalyzed Suzuki-Miyaura Cross-Coupling Reactions of Phenol Derivatives
Chin. J. Org. Chem.46Chen, GJFALSEFALSEFALSEFALSE
6269
10.1002/ejoc.201301372
Iron-Catalyzed pi-Activated C-O Ether Bond Cleavage with C-C and C-H Bond Formation
Eur. J. Org. Chem.46Fan, XHFALSEFALSEFALSEFALSE
6270
10.1039/c4sc00423j
Catalytic enantioselective synthesis of 2-aryl-chromenes
Chem. Sci.46Scheidt, KAFALSEFALSEFALSEFALSE
6271
10.1007/s11243-013-9759-8
Synthesis, catalytic activity and phytotoxicity of a supported nickel(II) Schiff base complex
Transit. Met. Chem.
46Islam, SMFALSEFALSEFALSEFALSE
6272
10.1002/cctc.201300177
The Ru-Catalyzed Alkylative Dearyloxylation of L-type 2-Aryloxyethanols
ChemCatChem46Plietker, BFALSEFALSEFALSEFALSE
6273
10.1016/j.tet.2013.05.030
Controlled mono- and double-Heck reaction catalyzed by a dicarbene dipalladium complex
Tetrahedron46Cao, CSFALSEFALSEFALSEFALSE
6274
10.1016/j.jfluchem.2013.02.025
Synthesis of polyfluorinated aryl ethers via ligand-free palladium-catalyzed C-F activation of pentafluorobenzene
J. Fluor. Chem.46Weng, ZGFALSEFALSEFALSEFALSE
6275
10.1039/c3ra42972e
Palladium-catalyzed carbonylative coupling of (chloromethyl)arenes with terminal arylalkynes to produce 1,4-diaryl-3-butyn-2-ones
RSC Adv.46Feng, XJFALSEFALSEFALSEFALSE
6276
10.1021/ol301615z
Synthesis of Aryl Ethers via a Sulfonyl Transfer Reaction
Org. Lett.46Sutton, SCFALSEFALSEFALSEFALSE
6277
10.1016/j.tet.2012.04.005
Ni(0)/NHC-catalyzed amination of N-heteroaryl methyl ethers through the cleavage of carbon-oxygen bonds
Tetrahedron46Tobisu, MFALSEFALSEFALSEFALSE
6278
10.1021/ol300570f
The Regioselective Switch for Amino-NHC Mediated C-H Activation of Benzimidazole via Ni-Al Synergistic Catalysis
Org. Lett.46Ong, TGFALSEFALSEFALSEFALSE
6279
10.1021/jo202339v
Copper-Catalyzed Petasis-Type Reaction: A General Route to alpha-Substituted Amides From Imines, Acid Chlorides, and Organoboron Reagents
J. Org. Chem.46Arndtsen, BAFALSEFALSEFALSEFALSE
6280
10.1021/ja211389g
Copper-Mediated Sequential Cyanation of Aryl C-B and Arene C-H Bonds Using Ammonium Iodide and DMF
J. Am. Chem. Soc.46Chang, SFALSEFALSEFALSEFALSE
6281
10.1002/anie.201108350
Nickel-Catalyzed Heck-Type Alkenylation of Secondary and Tertiary a-Carbonyl Alkyl Bromides
Angew. Chem.-Int. Edit.
46Lei, AWFALSEFALSEFALSEFALSE
6282
10.1021/jo2015246
Cross-Coupling of Mesylated Phenol Derivatives with Potassium Cyclopropyltrifluoroborate
J. Org. Chem.46Molander, GAFALSEFALSEFALSEFALSE
6283
10.1016/j.tet.2011.05.057
Well-defined NHC-Pd(II)-Im (NHC=N-heterocyclic carbene; Im=1-methylimidazole) complexes catalyzed amination of aryl chlorides
Tetrahedron46Shao, LXFALSEFALSEFALSEFALSE
6284
10.1021/jo2007169
Retention of Regiochemistry and Chirality in the Ruthenium Catalyzed Allylic Alkylation of Disubstituted Allylic Esters
J. Org. Chem.46Kawatsura, MFALSEFALSEFALSEFALSE
6285
10.1016/j.tetlet.2011.04.078
S-arylation of mercaptobenzimidazoles using Cu(I) catalysts-experimental and theoretical observations
Tetrahedron Lett.46Sambandam, AFALSEFALSEFALSEFALSE
6286
10.1021/ol200128y
Cross-Coupling of Mesylated Phenol Derivatives with Potassium Ammonio- and Amidomethyltrifluoroborates
Org. Lett.46Molander, GAFALSEFALSEFALSEFALSE
6287
10.1021/ja110215b
Enantioselective Total Syntheses of (-)-Taiwaniaquinone H and (-)-Taiwaniaquinol B by Iridium-Catalyzed Borylation and Palladium-Catalyzed Asymmetric alpha-Arylation
J. Am. Chem. Soc.46Hartwig, JFFALSEFALSEFALSEFALSE
6288
10.1016/j.bmcl.2010.12.020
Synthesis and preliminary evaluation of curcumin analogues as cytotoxic agents
Bioorg. Med. Chem. Lett.
46Zhang, ZRFALSEFALSEFALSEFALSE
6289
10.1002/anie.201104390
Cobalt-Catalyzed Reductive Allylation of Alkyl Halides with Allylic Acetates or Carbonates
Angew. Chem.-Int. Edit.
46Gosmini, CFALSEFALSEFALSEFALSE
6290
10.1021/ol102106v
Highly Regioselective Ruthenium-Catalyzed Allylic Alkylations of Chelated Enolates
Org. Lett.46Kazmaier, UFALSEFALSEFALSEFALSE
6291
10.1055/s-0029-1218837
Synthesis of New Dicationic Azolium Salts and Their Application as NHC Precursors in Suzuki-Miyaura Coupling
Synthesis46Liebscher, JFALSEFALSEFALSEFALSE
6292
10.1016/j.tetlet.2009.12.036
Regio- and stereoselective microwave-assisted synthesis of 5-alkyl-4-alkenyl-4-phenyl-1,3-oxazolidin-2-ones
Tetrahedron Lett.46Ariza, XFALSEFALSEFALSEFALSE
6293
10.1039/b922280d
Cross-couplings between benzylic and aryl halides on water: synthesis of diarylmethanes
Chem. Commun.46Lipshutz, BHFALSEFALSEFALSEFALSE
6294
10.1002/anie.201003585
Enantioselective and Z/E-Selective Conjugate Addition of alpha-Substituted Cyanoacetates to Acetylenic Esters Catalyzed by Bifunctional Ruthenium and Iridium Complexes
Angew. Chem.-Int. Edit.
46Ikariya, TFALSEFALSEFALSEFALSE
6295
10.1002/anie.200905332
Asymmetric Counteranion-Directed Transition-Metal Catalysis: Enantioselective Epoxidation of Alkenes with Manganese(III) Salen Phosphate Complexes
Angew. Chem.-Int. Edit.
46List, BFALSEFALSEFALSEFALSE
6296
10.1055/s-0029-1218012
Direct Cobalt-Catalyzed Cross-Coupling Between Aryl and Alkyl Halides
Synlett46
Jacobi von Wangelin, A
FALSEFALSEFALSEFALSE
6297
10.1021/ol802608r
Palladium-Catalyzed Sequential Arylation and Allylic Alkylation of Highly Functionalized Ketones: A Concise Synthesis of Mesembrine
Org. Lett.46Zhang, HBFALSEFALSEFALSEFALSE
6298
10.1021/ol0713842
Iridium-catalyzed asymmetric allylic substitution with aryl zinc reagents
Org. Lett.46Alexakis, AFALSEFALSEFALSEFALSE
6299
10.1002/adsc.200700038
Palladium-catalyzed regioselective cross-coupling reactions of 3-Bromo-4-tosyloxyquinolin-2(1H)-one with arylboronic acids. A facile and convenient route to 3,4-disubstituted Quinolin-2(1H)-ones
Adv. Synth. Catal.46Wu, JFALSEFALSEFALSEFALSE
6300
10.1002/chem.200600993
Highly enantioselective epoxidation of 2-methylnaphthoquinone (vitamin K-3) mediated by new Cinchona alkaloid phase-transfer catalysts
Chem.-Eur. J.46Berkessel, AFALSEFALSEFALSEFALSE
6301
10.1055/s-2006-948173
Suzuki cross-couplings on aryl (heteroaryl) bromides and chlorides with bulky aliphatic phosphines/Pd(0)-triolefinic macrocyclic catalyst
Synlett46
Moreno-Manas, M
FALSEFALSEFALSEFALSE
6302
10.1016/j.jcat.2006.06.020
Ni ion-containing ionic liquid salt and Ni ion-containing immobilized ionic liquid on silica: Application to Suzuki cross-coupling reactions between chloroarenes and arylboronic acids
J. Catal.46Sasaki, TFALSEFALSEFALSEFALSE
6303
10.1021/jo060299p
Pd-catalyzed ring opening of oxa- and azabicyclic alkenes with aryl and vinyl halides: Efficient entry to 2-substituted 1,2-dihydro-1-naphthols and 2-substituted 1-naphthols
J. Org. Chem.46Martin, SFFALSEFALSEFALSEFALSE
6304
10.1055/s-2005-917111
An expeditious approach to quinolines via Friedlander synthesis catalyzed by FeCl3 or Mg(ClO4)(2)
Synlett46Wu, JFALSEFALSEFALSEFALSE
6305
10.1016/j.tet.2005.02.019
A convenient palladium catalyzed synthesis of symmetric biaryls, biheterocycles and biaryl chiral diamides
Tetrahedron46Goswami, SFALSEFALSEFALSEFALSE
6306
10.1002/ejoc.200400258
Pd/C-catalyzed transfer reduction of aryl chlorides with sodium formate in water
Eur. J. Org. Chem.46Arcadi, AFALSEFALSEFALSEFALSE
6307
10.1021/op034104g
Development of a scalable process for CI-1034, an endothelin antagonist
Org. Process Res. Dev.
46Jacks, TEFALSEFALSEFALSEFALSE
6308
10.1021/ol036027f
Cyclization of oxa-bicyclic alkenes with beta-iodo-(Z)-propenoates and o-iodobenzoate catalyzed by nickel complexes: A simple efficient route to annulated coumarins
Org. Lett.46Cheng, CHFALSEFALSEFALSEFALSE
6309
10.1016/S0022-328X(03)00458-3
The synthesis and X-ray structure of trans-NiCl2(1,3-bis (2,6-diisopropylphenyl)imidazol-2-ylidene)(2); attempts to polymerize olefins utilizing a nickel(II) complex of a sterically demanding N-heterocyclic carbene
J. Organomet. Chem.
46Baird, MCFALSEFALSEFALSEFALSE
6310
10.1002/aoc.398
Alumina-supported nickel catalyst for liquid-phase reactions: an expedient and efficient heterogeneous catalyst for hydrogenation reactions
Appl. Organomet. Chem.
46Fort, YFALSEFALSEFALSEFALSE
6311
10.1021/ol025731d
Highly stereoselective ring-opening addition of terminal acetylenes to bicyclic olefins catalyzed by nickel complexes
Org. Lett.46Cheng, CHFALSEFALSEFALSEFALSE
6312
10.1021/ol025673w
Facile Pd-catalyzed cross-coupling of 2 '-deoxyguanosine O-6-arylsulfonates with arylboronic acids
Org. Lett.46Lakshman, MKFALSEFALSEFALSEFALSE
6313
10.1021/ol0069204
Synthesis of biaryls via unusual deoxygenative dimerization of 1,4-epoxy-1,4-dihydroarenes catalyzed by palladium complexes
Org. Lett.46Cheng, CHFALSEFALSEFALSEFALSE
6314
10.1021/ol990885n
A general method for convergent synthesis of polycyclic ethers based on Suzuki cross-coupling: Concise synthesis of the ABCD ring system of ciguatoxin
Org. Lett.46Sasaki, MFALSEFALSEFALSEFALSE
6315
10.1002/(SICI)1521-3773(19991102)38:21<3163::AID-ANIE3163>3.0.CO;2-#
doi.org/10.1002/(SICI)1521-3773(19991102)38:21<3163::AID-ANIE3163>3.0.CO;2-#
Discovery of novel catalysts for allylic alkylation with a visual colorimetric assay
Angew. Chem.-Int. Edit.
46Lavastre, OFALSEFALSEFALSEFALSE
6316
10.1016/S0040-4020(97)10217-4
Ni-catalyzed nucleophilic conjugate additions of Grignard and organozincate reagents to substituted 4-vinylpyridines. General synthesis of phosphodiesterase IV inhibitors.
Tetrahedron46Houpis, INFALSEFALSEFALSEFALSE
6317
10.1021/jo960058p
Palladium-catalyzed cross-coupling of arenediazonium salts with arylboronic acids
J. Org. Chem.46Sengupta, SFALSEFALSEFALSEFALSE
6318
10.1039/p19920003419
A STEREOSELECTIVE SYNTHESIS OF TRISUBSTITUTED ALKENES .1. NICKEL-CATALYZED COUPLING OF GRIGNARD-REAGENTS WITH 5-ALKYL-2,3-DIHYDROFURANS
J. Chem. Soc.-Perkin Trans. 1
46KOCIENSKI, PJFALSEFALSEFALSEFALSE
6319
10.1246/nikkashi.1987.197
ULTRASOUNDS IN SYNTHETIC REACTIONS .4. ULLMANN-TYPE COUPLING REACTION OF ARYL TRIFLUOROMETHANESULFONATES CATALYZED BY LOW VALENT NICKEL-COMPLEXES
Nippon Kagaku Kaishi
46INOUE, YFALSEFALSEFALSEFALSE
6320
10.1246/bcsj.57.108
CROSS-COUPLING REACTION BETWEEN ENOL PHOSPHATES AND ORGANO-ALUMINUM COMPOUNDS IN THE PRESENCE OF PALLADIUM(O) CATALYST
Bull. Chem. Soc. Jpn.
46FALSEFALSEFALSEFALSE
6321
10.1038/s41467-022-28005-4
Merging enzymes with chemocatalysis for amide bond synthesis
Nat. Commun.46Micklefield, JFALSEFALSEFALSEFALSE
6322
10.1021/acscatal.1c05144
Synergistic Catalyst-Mediator Pairings for Electroreductive Cross-Electrophile Coupling Reactions
ACS Catal.46Sevov, CSFALSETRUEFALSEFALSE
6323
10.1016/j.mcat.2021.111953
Efficient base-free hydrodehalogenation of organic halides catalyzed by a well-defined diphosphine-ruthenium(II) complex
Mol. Catal.46Wang, Z; Liu, QBFALSEFALSEFALSEFALSE
6324
10.1039/d1ob01874d
Nickel-catalyzed cross-electrophile coupling of aryl chlorides with allylic alcohols
Org. Biomol. Chem.46Wang, ZXFALSEFALSEFALSEFALSE
6325
10.1021/acs.orglett.1c03187
Total Syntheses of Vicinal Dichloride Monoterpenes Enabled by Aza-Bellus-Claisen Rearrangement
Org. Lett.46
Huang, J; Yang, Z
FALSEFALSEFALSEFALSE
6326
10.1021/acs.orglett.1c03343
Visible-Light- and PPh3-Mediated Direct C-N Coupling of Nitroarenes and Boronic Acids at Ambient Temperature
Org. Lett.46Jana, RFALSEFALSEFALSEFALSE
6327
10.1021/acs.orglett.1c03060
Synthesis of 2-(2-Pyridyl)-2H-azirines via Metal-Free C-C Cross-Coupling of Bromoazirines with 2-Stannylpyridines
Org. Lett.46Novikov, MSFALSEFALSEFALSEFALSE
6328
10.1021/acs.orglett.1c02412
Diarylborinic Acid-Catalyzed Regioselective Ring Openings of Epoxy Alcohols with Pyrazoles, Imidazoles, Triazoles, and Other Nitrogen Heterocycles
Org. Lett.46Taylor, MSFALSEFALSEFALSEFALSE
6329
10.1039/d1nj02243a
Base-controlled chemoselectivity: direct coupling of alcohols and acetonitriles to synthesise alpha-alkylated arylacetonitriles or acetamides
New J. Chem.46Xia, AB; Xu, DQFALSEFALSEFALSEFALSE
6330
10.1039/d1gc01902c
A highly stable all-in-one photocatalyst for aryl etherification: the Ni-II embedded covalent organic framework
Green Chem.46
Xiang, YG; Chen, H
FALSEFALSEFALSEFALSE
6331
10.1002/anie.202107492
Nickel-Catalyzed, Reductive C(sp(3))-Si Cross-Coupling of alpha-Cyano Alkyl Electrophiles and Chlorosilanes
Angew. Chem.-Int. Edit.
46Oestreich, MFALSETRUEFALSEFALSE
6332
10.1021/acs.orglett.1c01189
Aldehyde to Ketone Homologation Enabled by Improved Access to Thioalkyl Phosphonium Salts
Org. Lett.46Magolan, JFALSEFALSEFALSEFALSE
6333
10.1021/acscatal.1c01102
Nickel-Catalyzed Cross-Electrophile Coupling between C(sp(2))-F and C(sp(2))-Cl Bonds by the Reaction of ortho-Fluoro-Aromatic Amides with Aryl Chlorides
ACS Catal.46Chatani, NFALSETRUEFALSEFALSE
6334
10.1016/j.tetlet.2021.153001
Copper-catalyzed regioselective 2-amination of o-haloanilides with aqueous ammonia
Tetrahedron Lett.46Sun, Y; Mao, ZWFALSEFALSEFALSEFALSE
6335
10.1002/ejoc.201700837
Regioselective Chlorination and Suzuki-Miyaura Cross-Coupling of 4-Alkoxycoumarins, 4-Alkoxy-2-pyrones, and Related Heterocycles
Eur. J. Org. Chem.46McGlacken, GPFALSEFALSEFALSEFALSE
6336
10.1021/acs.organomet.7b00280
Carbon-Sulfur Bond Cleavage Reactions of Quinolyl-Substituted Thiophenes with Iron Carbonyls
Organometallics46Hirotsu, MFALSEFALSEFALSEFALSE
6337
10.1021/jacs.7b02455
Asymmetric Copper-Catalyzed Intermolecular Aminoarylation of Styrenes: Efficient Access to Optical 2,2-Diarylethylamines
J. Am. Chem. Soc.46Liu, GSFALSEFALSEFALSEFALSE
6338
10.1021/acs.joc.6b03038
Asymmetric Ring-Opening Reactions of Aza- and Oxa-bicyclic Alkenes with Boronic Acids Using a Palladium/Zinc Co-catalytic System
J. Org. Chem.46
Chen, JC; Fan, BM
FALSEFALSEFALSEFALSE
6339
10.1002/ejic.201601351
Catalytic Behaviour of Calixarenylphosphanes in Nickel-Catalysed Suzuki-Miyaura Cross-Coupling
Eur. J. Inorg. Chem.46
Semeril, D; Matt, D
FALSEFALSEFALSEFALSE
6340
10.1002/chem.201604160
Lewis Acid Accelerated Aryl Ether Bond Cleavage with Nickel: Orders of Magnitude Rate Enhancement Using AlMe3
Chem.-Eur. J.46Agapie, TFALSEFALSEFALSEFALSE
6341
10.1021/acs.organomet.6b00256
beta-Oxo-delta-diimine Nickel Complexes: A Comparison of Tautomeric Active Species in Ethylene Polymerization Catalysis
Organometallics46Tonks, IAFALSEFALSEFALSEFALSE
6342
10.1002/ejoc.201501492
Copper-Catalyzed Borylation of Cyclic Sulfamidates: Access to Enantiomerically Pure (beta-and gamma-Aminoalkyl) boronic Esters
Eur. J. Org. Chem.46Gallagher, TFALSEFALSEFALSEFALSE
6343
10.1002/adsc.202001589
A 1,4-Palladium Migration/Heck Sequence with Unactivated Alkenes: Stereoselective Synthesis of Trisubstituted 1,3-Dienes
A simple and highly efficient method for the constructions of Csp-Csp, Csp(2)-Csp(2) and Csp(3)-Csp(3) bonds is reported. The symmetrical diaryl tellurides undergo detellurative homocouplings to afford symmetrical biaryl products. The reactions are carried out at ambient temperature using PdCl2 as a catalyst in the presence of Ag2O and Na2CO3. Similarly, the detellurative homocouplings of dibenzyl telluride and bis (phenylethynyl)telluride give bibenzyl and the conjugated diyne, respectively. (C) 2017 Elsevier Ltd. All rights reserved.
Adv. Synth. Catal.45
He, ZT; Feng, CG; Lin, GQ
FALSEFALSEFALSEFALSE
6344
10.1021/jacs.0c13034
The Asymmetric Synthesis of Amines via Nickel-Catalyzed Enantioconvergent Substitution Reactions
One of the major current challenges in the field of C-H functionalization is the development of new removable/modifiable directing groups (DGs). We report here the 4,6-dimethoxy-1,3,5-triazin-2-yloxy group as a new readily removable/modifiable DG for the regioselective acetoxylation of 2-(aryloxy)-4,6-dimethoxy-1,3,5-triazine. This developed phenol-derived DG can be easily removed to offer synthetically versatile pyrocatechols or converted into a useful biphenyl skeleton. In addition, the acetoxylation of 2-(aryloxy)-4,6-dimethoxy-1,3,5-triazine offers a new avenue to synthesize polysubstituted s-triazine derivatives.
J. Am. Chem. Soc.45Fu, GCFALSEFALSEFALSEFALSE
6345
10.1002/adsc.202001338
Efficient and Clean Nickel Catalyzed alpha-Allylation Reaction of Nitriles
A useful transformation of nitriles to N-phenyl amides has been achieved through a novel intermolecular phenyl transfer reaction from phenyl hydrazides and N-addition to nitriles in the presence of PIFA under mild and solvent-free conditions. This cross coupling reaction includes the oxidative cleavage of sp(2) C-N bonds of phenyl hydrazides to form a phenyl radical and the subsequent N-addition to cyanos to form new sp(2) C-N bonds and provides efficient access to various N-phenyl amides in moderate to good yields under mild reaction conditions.
Adv. Synth. Catal.45Sauthier, MFALSEFALSEFALSEFALSE
6346
10.1021/acs.orglett.0c03505
Primary Sulfonamide Synthesis Using the Sulfinylamine Reagent N-Sulfinyl-O-(tert-butyl)hydroxylamine, t-BuONSO
A catalytic amidation protocol mediated by 2,2,2-trifluoroethanol has been developed, facilitating the condensation of unactivated esters and amines, furnishing both secondary and tertiary amides. The complete scope and limitations of the method are described, along with modified conditions for challenging substrates such as acyclic secondary amines and chiral esters with retention of chiral integrity.
Org. Lett.45Willis, MCFALSEFALSEFALSEFALSE
6347
10.1021/acs.orglett.0c03666
Decarboxylative/Oxidative Amidation of Aryl alpha-Ketocarboxylic Acids with Nitroarenes and Nitroso Compounds in Aqueous Medium
An efficient nickel-catalyzed decarbonylative amination reaction of aryl and heteroaryl esters has been achieved for the first time. The new amination protocol allows the direct interconversion of esters and amides into the corresponding amines and represents a good alternative to classical rearrangements as well as cross coupling reactions.
Org. Lett.45Batra, SFALSEFALSEFALSEFALSE
6348
10.1016/j.cej.2020.125942
Hierarchically tailored hybrids via interfacial-engineering of self-assembled UiO-66 and prussian blue analogue: Novel strategy to impart epoxy high-efficient fire retardancy and smoke suppression
Density functional theory (DFT) calculations have been performed to unravel the mechanism of Lewis-acid-induced Ni(cod)(2)-catalyzed selective coupling reactions of one diketene and two alkynes. Complex mixtures (unsymmetrical phenylacetic acid P1, symmetrical phenylacetic acid P2 and (3E)-4-ethyl-5-methylene-3-heptenoic acid P3) were obtained in the absence of Et2Al(OEt). P1 formation involves C(sp(2))-O oxidative addition of diketene, twice alkyne insertion, intramolecular C=C insertion, acidolysis, and beta-H elimination. For P2/P3 formation, the common key issue related to the C=C double bond cleavage of the substrate diketene was explored and found that it was accomplished via a four-membered-ring-closure/four-membered-ring-opening process. And then, P2 was produced via the second alkyne insertion while P3 was accessed by a stoichiometric reaction with HCI. The Et2Al(OEt)-induced chemoselectivity was also probed. It is found that the Ni-O (from Al reagent) bonding facilitates the second alkyne insertion, and the Al-O (from carboxylate) bonding weakens the four-membered ring-closure step, which consequently leads to the formation of P1 exclusively. Additionally, HCI plays a promoting role as a cocatalyst in producing P1 and P2. The theoretical results not only well rationalize the experimental observations but provide insights into the mechanism of the Ni-catalyzed multicomponent coupling reactions.
Chem. Eng. J.45Wang, DYFALSEFALSEFALSEFALSE
6349
10.1039/d0cc03966g
Base-free oxidation of alcohols enabled by nickel(ii)-catalyzed transfer dehydrogenation
An interesting nickel-based catalyst supported on DABCO-functionalized silica was successfully prepared and evaluated as heterogeneous nanocatalyst in Heck cross coupling reaction of various aryl halides and methyl acrylate. The as-prepared nanocatalyst was well characterized by FT-IR, FE-SEM, TEM, XRD, SEM-EDX, ICP and TGA techniques and found to be highly efficient in the reaction system in terms of activity and recyclability. This work provides an economical and heterogeneous catalytic system based nickel nanoparticle supported on DABCO functionalized silica for the Heck cross-coupling reaction of various aryl halides with methyl acrylate. [GRAPHICS]
Chem. Commun.45
Sessler, JL; Lei, CH
FALSEFALSEFALSEFALSE
6350
10.1021/acs.orglett.0c02478
Palladium-Catalyzed Tandem C-C Activation/Cyclization Induced by Carbopalladation of Functionalized Nitriles: Synthesis of Benzo Dipyrromethenes
The palladium-catalyzed direct cross-coupling of aryl bromides and (1Z,5Z)-cycloocta-1,5-dien-1-yllithium is described as an important method to synthesize 1-arylcyclooctadienes. The use of a well-established Pd(2)dba(3)/XPhos catalytic system affords the desired new compounds in good to excellent yields; the reaction proceeds at room temperature with both high efficiency and selectivity. Finally we found the best conditions to combine a suitable lithium-halogen exchange with a cross-coupling reaction.
Org. Lett.45
Shao, YL; Chen, JX
FALSEFALSEFALSEFALSE
6351
10.1039/d0cc02142c
Facile synthesis of a nickel(0) phosphine complex at ambient temperature
Cross-couplings of alkyl halides and organometallic species based on single electron transfer using Ni and Fe catalyst systems have been studied extensively, and separately, for decades. Here we demonstrate the first couplings of redox-active esters (both isolated and derived in situ from carboxylic acids) with organozinc and organo-magnesium species using an Fe-based catalyst system originally developed for alkyl halides. This work is placed in context by showing a direct comparison with a Ni catalyst for >40 examples spanning a range of primary, secondary, and tertiary substrates. This new C-C coupling is scalable and sustainable, and it exhibits a number of clear advantages in several cases over its Ni-based counterpart.
Chem. Commun.45Wright, DSFALSEFALSEFALSEFALSE
6352
10.1021/acs.orglett.0c01668
Improved Process for the Palladium-Catalyzed C-O Cross-Coupling of Secondary Alcohols
The group selectivity and regioselectivity in the allylation of mixed (n-butyl)(aryl) zinc reagents in THF depends on the nickel catalyst type and also on nature of the allylic substrate. Allylation of (n-butyl)(phenyl) zinc reagent with alkyl substituted primary allylic chlorides and acetates in the presence of NiCl2(dppf) catalysis affords the phenyl coupling product with gamma-selectivity. However, allylation with aryl substituted primary allylic substrates results in both phenyl-and alkyl-coupling products with medium alpha-selectivity in the presence of NiCl2(dppf) catalysis whereas phenyl coupling product is formed with alpha-selectivity in the presence of NiCl2(Ph3P)(2) catalysis. This new NiCl2(dppf) catalyzed protocol for gamma-selective aryl allylation of (n-butyl)(aryl) zinc reagents with alkyl substituted primary allylic chlorides in THF at room temperature provides an atom economic alternative to allylation of (aryl)(2)Zn reagents. A mechanism for the dependence of group selectivity and regioselectivity of Ni catalyzed allylation of (n-butyl)(aryl)zinc reagents on the catalyst ligand and the substrate was proposed. (C) 2016 Elsevier B.V. All rights reserved.
Org. Lett.45Buchwald, SLFALSEFALSEFALSEFALSE
6353
10.1016/j.tet.2020.131245
Polyoxometalate catalyzed imine synthesis: Investigation of mechanistic pathways
The nickel-catalyzed borylation of aryl 2-pyridyl ethers via the loss of a 2-pyridyloxy group is described. This method allows a 2-pyridyloxy group to be used as a convertible directing group in C-H bond functionalization reactions. The nickel catalyst can also borylate arylmethyl 2-pyridyl ethers, in which the stereochemistry at the benzylic position is retained in the case of chiral secondary benzylic substrates.
Tetrahedron45Mandal, DFALSEFALSEFALSEFALSE
6354
10.1002/anie.202003948
Cycloisomerization of Olefins in Water
Cross-coupling of polyfluoroarenes with aryl carbamates through the cleavage of both sp(2) C-O and C-H bonds is reported, The reaction conditions are simple, and only transition-metal catalysts and ligands are essential. Mechanistic studies indicated that Ni catalyst played an important role in activating C-O bond, while the Cu one in activating C-H Bond. The developed system proved to be effective for cross-coupling of terminal alkynes with aryl carbamates.
Angew. Chem.-Int. Edit.
45Shenvi, RAFALSEFALSEFALSEFALSE
6355
10.1248/cpb.c20-00075
One-Pot Formal Dehydrogenative Ketone Synthesis from Aldehydes and Non-activated Hydrocarbons
Various 1-methyl-, 1-triisopropylsilyl-, and 1-benzylindoles are carboxylated under CO2 pressure (3.0 MPa) with the aid of 1.0 molar equiv of Me2AlCl to give 1-substituted indole-3-carboxylic acids in good to excellent yields. Mechanistic studies suggest that the intermediate, an indol-3-ylaluminum ate complex, was reversibly formed by electrophilic addition of Me2AlCl to the substrate followed by de-protonation of the resulting adduct. This method is successfully extended to alkoxycarbonylation with ethyl chloroformate and carbamoylation with naphthalen-1-yl isocyanate, which afford ethyl indole-3-carboxylates and N-naphthalen-1-ylindole-3-carboxamides, respectively. (C) 2015 Elsevier Ltd. All rights reserved.
Chem. Pharm. Bull.45Yahata, KFALSEFALSEFALSEFALSE
6356
10.1039/c9nj06438a
Metal-free annulative hydrosulfonation of propiolate esters: synthesis of 4-sulfonates of coumarins and butenolides
A series of 8-heteroaryl substituted quinolines were prepared, either by direct C-H arylation of five-membered heteroarenes, or Pd-catalyzed coupling of organoboron reagents with bromoquinolines. The use of (benzo) thiophenyl or (benzo) furanyl boron coupling partners allowed further C-H functionalization on the five-membered heteroaryl ring with aryl bromides in one flask to access a variety of polyconjugated molecular architectures. The developed methodology represents a simple approach towards 8-arylated analogues of the biologically interesting nitroxoline core.
New J. Chem.45Fernandes, RAFALSEFALSEFALSEFALSE
6357
10.1021/acs.orglett.0c00061
Covalent Organic Framework as a Heterogeneous Ligand for the Regioselective Oxidative Heck Reaction
Org. Lett.45Wei, YQFALSEFALSEFALSEFALSE
6358
10.1021/acscatal.9b04353
Potassium Trimethylsilanolate Enables Rapid, Homogeneous Suzuki-Miyaura Cross-Coupling of Boronic Esters
ACS Catal.45Denmark, SEFALSEFALSEFALSEFALSE
6359
10.1002/anie.201912618
Copper-Catalyzed Enantioselective Allylic Alkylation with a gamma-Butyrolactone-Derived Silyl Ketene Acetal
Angew. Chem.-Int. Edit.
45Stoltz, BMFALSEFALSEFALSEFALSE
6360
10.1002/aoc.5291
E-Selective Hydrothiolation of Terminal Arylallenes with Arylthiols Catalyzed by Ni (PMe3)(4)
Appl. Organomet. Chem.
45Li, XYFALSEFALSEFALSEFALSE
6361
10.1038/s42004-019-0229-x
Amination of beta-hydroxyl acid esters via cooperative catalysis enables access to bio-based beta-amino acid esters
Comm. Chem.45Barta, KFALSEFALSEFALSEFALSE
6362
10.1021/acs.organomet.9b00453
Ancillary Ligand Modification via Reductive Elimination at Nickel(II)
Organometallics45Fryzuk, MFALSEFALSEFALSEFALSE
6363
10.1021/acscatal.9b03019
Orthogonal Selectivity in C-H Olefination: Synthesis of Branched Vinylarene with Unactivated Aliphatic Substitution
ACS Catal.45Maiti, DFALSEFALSEFALSEFALSE
6364
10.1039/c9ob01417a
Iridium-catalyzed diastereoselective amination of alcohols with chiral tert-butanesulfinamide by the use of a borrowing hydrogen methodology
Org. Biomol. Chem.45Zhang, Y; Xia, LXFALSEFALSEFALSEFALSE
6365
10.1039/c9cc04120f
A nanoscale iron catalyst for heterogeneous direct N- and C-alkylations of anilines and ketones using alcohols under hydrogen autotransfer conditions
Chem. Commun.45Namitharan, KFALSEFALSEFALSEFALSE
6366
10.1039/c9cc03344k
Allylation of aldehydes by dual photoredox and nickel catalysis
Chem. Commun.45
Gualandi, A; Ceroni, P; Cozzi, PG
FALSEFALSEFALSEFALSE
6367
10.1021/acs.joc.9b00616
Substrate Self-Assisted Secondary Bond Activation of Allylic Alcohol in a Tsuji-Trost Reaction Revealed by NMR Methods
J. Org. Chem.45Ma, XTFALSEFALSEFALSEFALSE
6368
10.1055/s-0037-1612214
Enantioselective Reductive Diarylation of Alkenes by Ni-Catalyzed Domino Heck Cyclization/Cross Coupling
Synlett45Kong, WQFALSEFALSEFALSEFALSE
6369
10.1002/anie.201901724
Regioselective Functionalization of 7-Azaindole by Controlled Annular Isomerism: The Directed Metalation-Group Dance
Angew. Chem.-Int. Edit.
45Snieckus, VFALSEFALSEFALSEFALSE
6370
10.1002/anie.201903330
From Alkyl Halides to Ketones: Nickel-Catalyzed Reductive Carbonylation Utilizing Ethyl Chloroformate as the Carbonyl Source
Angew. Chem.-Int. Edit.
45Hu, XLFALSEFALSEFALSEFALSE
6371
10.1055/s-0037-1610682
Regioselective Addition of Quinoline Derivatives to Carbonyl Compounds via Palladium-Catalyzed Umpolung with Diethylzinc
Synthesis45Onomura, OFALSEFALSEFALSEFALSE
6372
10.1002/anie.201812862
PhPAd-DalPhos: Ligand-Enabled, Nickel-Catalyzed Cross-Coupling of (Hetero)aryl Electrophiles with Bulky Primary Alkylamines
Angew. Chem.-Int. Edit.
45Stradiotto, MFALSETRUEFALSEFALSE
6373
10.1039/c8cc09099h
Rhodium(iii)-catalyzed regioselective oxidative annulation of anilines and allylbenzenes via C(sp(3))-H/C(sp(2))-H bond cleavage
Chem. Commun.45You, JSFALSEFALSEFALSEFALSE
6374
10.1021/jacs.8b11159
Synthesis of 2-Aryloxy-1,3-dienes from Phenols and Propargyl Carbonates
J. Am. Chem. Soc.45Murakami, MFALSEFALSEFALSEFALSE
6375
10.1021/jacs.8b02469
Ring-Walking in Catalyst-Transfer Polymerization
J. Am. Chem. Soc.45McNeil, AJFALSEFALSEFALSEFALSE
6376
10.1002/anie.201800829
Decarboxylative Benzylation of Aryl and Alkenyl Boronic Esters
Angew. Chem.-Int. Edit.
45Lundgren, RJFALSEFALSEFALSEFALSE
6377
10.1038/s41467-018-03532-1
Difluoromethylation of (hetero)aryl chlorides with chlorodifluoromethane catalyzed by nickel
Nat. Commun.45Zhang, XGFALSEFALSEFALSEFALSE
6378
10.1002/anie.201711990
Barbier-Negishi Coupling of Secondary Alkyl Bromides with Aryl and Alkenyl Triflates and Nonaflates
Angew. Chem.-Int. Edit.
45Baudoin, OFALSEFALSEFALSEFALSE
6379
10.1039/c7ob02599h
A Bronsted acid-promoted asymmetric intramolecular allylic amination of alcohols
Org. Biomol. Chem.45Xie, HXFALSEFALSEFALSEFALSE
6380
10.1055/s-0036-1590903
Design and Synthesis of Enantiopure Tetrakis(pentafluorophenyl) Borate Analogues for Asymmetric Counteranion Directed Catalysis
Synlett45List, BFALSEFALSEFALSEFALSE
6381
10.1039/c6ob01355d
Bi(OTf)(3)-catalyzed addition of isocyanides to 2H-chromene acetals: an efficient pathway for accessing 2-carboxamide-2H-chromenes
Org. Biomol. Chem.45Wang, JFALSEFALSEFALSEFALSE
6382
10.1111/cas.12813
Prognostic role of PIK3CA mutations of cell-free DNA in early-stage triple negative breast cancer
Cancer Sci.45Iwase, HFALSEFALSEFALSEFALSE
6383
10.1016/j.inoche.2015.02.018
(Ferrocenylthienyl)phosphines for the Suzuki-Miyaura C,C coupling
Inorg. Chem. Commun.
45Lang, HFALSEFALSEFALSEFALSE
6384
10.1016/j.ica.2015.01.005
Two cadmium(II) complexes with oxazoline-based ligands as effective catalysts for C-N cross-coupling reactions
Inorg. Chim. Acta45Jia, WGFALSEFALSEFALSEFALSE
6385
10.1016/j.jssc.2014.10.002
A key route to designing huge eight-fold interpenetrated coordination networks with ths-type topology: Synthesis, structures, and topological characteristics
J. Solid State Chem.
45Tseng, TWFALSEFALSEFALSEFALSE
6386
10.1021/jo501814n
Intramolecular Oxyacylation of Alkenes Using a Hydroxyl Directing Group
J. Org. Chem.45Douglas, CJFALSEFALSEFALSEFALSE
6387
10.1021/ol501397b
Catalytic Asymmetric Total Synthesis of (+)-Caprazol
Org. Lett.45Watanabe, TFALSEFALSEFALSEFALSE
6388
10.1021/jo500561z
Synthesis of Substituted Styrenes and 3-Vinylphenols Using Ruthenium-Catalyzed Ring-Closing Enyne Metathesis
J. Org. Chem.45Yoshida, KFALSEFALSEFALSEFALSE
6389
10.1016/j.molcata.2014.01.001
SPIONs-bis(NHC)-palladium(II): A novel, powerful and efficient catalyst for Mizoroki-Heck and Suzuki-Miyaura C-C coupling reactions
J. Mol. Catal. A-Chem.
45Khosropour, ARFALSEFALSEFALSEFALSE
6390
10.1039/c4cc00931b
sp(3)C-H bond alkylation of ketones with alkenes via ruthenium(II) catalysed dehydrogenation of alcohols
Chem. Commun.45Li, BFALSEFALSEFALSEFALSE
6391
10.1021/ol402262c
Palladium-Catalyzed C-2 Selective Arylation of Quinolines
Org. Lett.45Huang, GSFALSEFALSEFALSEFALSE
6392
10.1002/ejoc.201300750
An Approach to the Synthesis of Functionalized Polycyclic Aromatic Hydrocarbons
Eur. J. Org. Chem.45Quayle, PFALSEFALSEFALSEFALSE
6393
10.1007/s11426-013-4880-2
Stereoselective C(sp(3))-C(sp(2)) Negishi coupling of (2-amido-1-phenylpropyl)zinc compounds through the steric control of beta-amido group
Sci. China-Chem.45Tang, SFALSEFALSEFALSEFALSE
6394
10.1016/j.molstruc.2013.01.008
Theoretical and experimental studies on the structure and spectroscopic properties of Ni(II) complexes of the type [Ni(L)(PPh3)] [H2L=5-methyl-N-(2-mercaptophenyl)salicylideneimine and 5-chloro-N-(2-mercaptophenyl)salicylideneimine]
J. Mol. Struct.45Karvembu, RFALSEFALSEFALSEFALSE
6395
10.1016/j.tetlet.2012.10.005
Nickel-catalyzed decarboxylative coupling reaction of alkynyl carboxylic acids and allyl acetates
Tetrahedron Lett.45Lee, SFALSEFALSEFALSEFALSE
6396
10.1016/j.tetlet.2012.09.072
Palladium-catalyzed cross-coupling reaction of aryl(trialkyl)silanes with aryl nitriles
Tetrahedron Lett.45Tang, SFALSEFALSEFALSEFALSE
6397
10.1021/ol302688u
Nickel-Catalyzed Synthesis of Diarylamines via Oxidatively Induced C-N Bond Formation at Room Temperature
Org. Lett.45Nakamura, EFALSEFALSEFALSEFALSE
6398
10.1016/j.inoche.2012.08.016
Synthesis of triethylphosphite complexes of nickel(II) and palladium(II) with tridentate Schiff base ligand for catalytic application in carbon-carbon coupling reactions
Inorg. Chem. Commun.
45Karvembu, RFALSEFALSEFALSEFALSE
6399
10.1021/ja3079362
Mechanistic Investigation of the Nickel-Catalyzed Suzuki Reaction of N,O-Acetals: Evidence for Boronic Acid Assisted Oxidative Addition and an Iminium Activation Pathway
J. Am. Chem. Soc.45Doyle, AGFALSEFALSEFALSEFALSE
6400
10.1002/adsc.201100836
Copper-Catalyzed Cyanation of Aryl Iodides with Malononitrile: An Unusual Cyano Group Transfer Process from C(sp3) to C(sp2)
Adv. Synth. Catal.45Zhou, XGFALSEFALSEFALSEFALSE
6401
10.1002/chem.201103418
Pd-Catalyzed Reaction of Allyl Carbonate with Polyols: The Role of CO2 in Transesterification versus Etherification of Glycerol
Chem.-Eur. J.45Lloyd-Jones, GCFALSEFALSEFALSEFALSE
6402
10.1039/c1cc14593b
Shuffle off the classic beta-Si elimination by Ni-NHC cooperation: implication for C-C forming reactions involving Ni-alkyl-beta-silanes
Chem. Commun.45Ho, CYFALSEFALSEFALSEFALSE
6403
10.1039/c1ob06752d
Suzuki-Miyaura cross-couplings of arenediazonium tetrafluoroborate salts with arylboronic acids catalyzed by aluminium hydroxide-supported palladium nanoparticles
Org. Biomol. Chem.45Li, XFALSEFALSEFALSEFALSE
6404
10.1021/ja2062715
Regioselective Activation of Glycosyl Acceptors by a Diarylborinic Acid-Derived Catalyst
J. Am. Chem. Soc.45Taylor, MSFALSEFALSEFALSEFALSE
6405
10.1021/jo200904g
Synthesis of 8-Arylquinolines via One-Pot Pd-Catalyzed Borylation of Quinoline-8-yl Halides and Subsequent Suzuki-Miyaura Coupling
J. Org. Chem.45Zhang, YDFALSEFALSEFALSEFALSE
6406
10.1021/ja2008906
Enantioselective alpha-Arylation of Aldehydes via the Productive Merger of lodonium Salts and Organocatalysis
J. Am. Chem. Soc.45MacMillan, DWCFALSEFALSEFALSEFALSE
6407
10.1021/ja1097385
Rhodium-Catalyzed Anti-Markovnikov Intermolecular Hydroalkoxylation of Terminal Acetylenes
J. Am. Chem. Soc.45Kakiuchi, FFALSEFALSEFALSEFALSE
6408
10.1039/c1cc13348a
Catalytic intermolecular allyl-allyl cross-couplings between alcohols and boronates
Chem. Commun.45Kobayashi, SFALSEFALSEFALSEFALSE
6409
10.1002/anie.201004374
Nucleophilic alpha-Arylation and alpha-Alkylation of Ketones by Polarity Inversion of N-Alkoxyenamines: Entry to the Umpolung Reaction at the alpha-Carbon Position of Carbonyl Compounds
Angew. Chem.-Int. Edit.
45Miyata, OFALSEFALSEFALSEFALSE
6410
10.1080/10426507.2010.544271
Cs2CO3 CATALYZED RAPID AND EFFICIENT CONVERSION OF AMINES INTO SULFONAMIDES; ALCOHOLS AND PHENOLS INTO SULFONIC ESTERS
Phosphorus Sulfur Silicon Relat. Elem.
45Pasha, MAFALSEFALSEFALSEFALSE
6411
10.1021/ol100610v
Rhodium-Catalyzed Domino Conjugate Addition-Cyclization Reactions for the Synthesis of a Variety of N- and O-Heterocycles: Arylboroxines as Effective Carbon Nucleophiles
Org. Lett.45Youn, SWFALSEFALSEFALSEFALSE
6412
10.1055/s-0029-1219580
Synthesis of N-Arylisoindolin-1-ones via Pd-Catalyzed Intramolecular Decarbonylative Coupling of N-(2-Bromobenzyl)oxanilic Acid Phenyl Esters
Synlett45Dai, WMFALSEFALSEFALSEFALSE
6413
10.1039/b918117b
Synthesis of CuO on mesoporous silica and its applications for coupling reactions of thiols with aryl iodides
Chem. Commun.45Lin, HPFALSEFALSEFALSEFALSE
6414
10.1002/anie.201001752
Palladium-Catalyzed Arylative Ring-Opening Reactions of Norbornenols: Entry to Highly Substituted Cyclohexenes, Quinolines, and Tetrahydroquinolines
Angew. Chem.-Int. Edit.
45Cramer, NFALSEFALSEFALSEFALSE
6415
10.1002/anie.200907359
Direct Application of Phenolic Salts to Nickel-Catalyzed Cross-Coupling Reactions with Aryl Grignard Reagents
Angew. Chem.-Int. Edit.
45Shi, ZJFALSEFALSEFALSEFALSE
6416
10.3987/COM-08-S(D)3
PALLADIUM-CATALYZED ARYLATION AT C-H AND C-C BONDS OF MASKED THIAZOLE DERIVATIVES
Heterocycles45Furukawa, HFALSEFALSEFALSEFALSE
6417
10.1055/s-0028-1083381
Room-Temperature Palladium-Catalyzed Allyl Cross-Coupling Reaction with Boronic Acids Using Phosphine-Free Hydrazone Ligands
Synlett45Mino, TFALSEFALSEFALSEFALSE
6418
10.1002/anie.200802292
Preparation of aryl and heteroaryl indium(III) reagents by the direct insertion of indium in the presence of LiCl
Angew. Chem.-Int. Edit.
45Knochel, PFALSEFALSEFALSEFALSE
6419
10.1039/b809140d
Copper-catalyzed asymmetric allylic substitution with aryl and ethyl Grignard reagents
Chem. Commun.45Tomioka, KFALSEFALSEFALSEFALSE
6420
10.1021/ol702167t
Nickel-catalyzed carboannulation reaction of o-bromobenzyl zinc bromide with unsaturated compounds
Org. Lett.45Sun, LFALSEFALSEFALSEFALSE
6421
10.1016/j.molcata.2007.03.060
Layered double hydroxides supported rhodium(0): An efficient and reusable catalyst for Heck, Suzuki, and Stille reactions of haloarenes
J. Mol. Catal. A-Chem.
45Kantam, MLFALSEFALSEFALSEFALSE
6422
10.1016/j.tetlet.2006.01.020
Palladium-catalyzed Suzuki-Miyaura couplings of potassium aryl trifluoroborates with 4-tosyloxycoumarins or 4-tosyloxyquinolin-2(1H)-one
Tetrahedron Lett.45Wu, JFALSEFALSEFALSEFALSE
6423
10.1002/ejic.200500685
Synthesis and properties of cryptands with a thioether bridge and pi-donors - Silver(I) and copper(I)-complexes
Eur. J. Inorg. Chem.45Gleiter, RFALSEFALSEFALSEFALSE
6424
10.1039/b502026c
Alkenylation of allylic alcohols using alkenylboron dihalides: a formal transition-metal free Suzuki reaction
Chem. Commun.45Kabalka, GWFALSEFALSEFALSEFALSE
6425
10.1021/om034187p
Oxidative addition of aryl Sulfonates to Palladium(0) complexes of mono- and bidentate phosphines. Mild addition of aryl tosylates and the effects of anions on rate and mechanism
Organometallics45Hartwig, JFFALSEFALSEFALSEFALSE
6426
10.1002/adsc.200303045
Combinatorial design of copper-based mixed nanoclusters: New catalysts for Suzuki cross-coupling
Adv. Synth. Catal.45Rothenberg, GFALSEFALSEFALSEFALSE
6427
10.1021/cc020045r
Synthesis of 4-(5-iodo-3-methylpyrazolyl) phenylsulfonamide and its elaboration to a COX II inhibitor library by solution-phase Suzuki coupling using Pd/C as a solid-supported catalyst
J. Comb. Chem.45Organ, MGFALSEFALSEFALSEFALSE
6428
10.1016/S0040-4020(01)00351-9
Rhodium-catalysed asymmetric ring opening reactions with carboxylate nucleophiles
Tetrahedron45Lautens, MFALSEFALSEFALSEFALSE
6429
10.1016/S0040-4020(00)01018-8
An efficient route to biaryls from aryl halides catalysed by subnanometrical 2,2 '-bipyridine liganded Ni-Al clusters
Tetrahedron45Fort, YFALSEFALSEFALSEFALSE
6430
10.1006/jcat.2000.2865
The oxidative coupling of methyl benzoate
J. Catal.45White, MGFALSEFALSEFALSEFALSE
6431
10.1021/ma990301x
Synthesis and characterization of poly[[1,1 '-biphenyl]-4,4 '-diyl[2,2,2-trifluoro-1-(trifluoromethyl)ethylidene]]
Macromolecules45Sheares, VVFALSEFALSEFALSEFALSE
6432
10.1016/0040-4039(96)01718-2
New monodentate chiral phosphine 2,6-dimethyl-9-phenyl-9-phosphabicyclo[3.3.1]nonane(9-PBN): Application to asymmetric allylic substitution reaction
Tetrahedron Lett.45Hamada, YFALSEFALSEFALSEFALSE
6433
10.1016/S0040-4020(01)81896-2
DIPEPTIDE ISOSTERES .2. SYNTHESIS OF HYDROXYETHYLENE DIPEPTIDE ISOSTERE DIASTEREOMERS FROM A COMMON GAMMA-LACTONE INTERMEDIATE - PREPARATION OF RENIN AND HIV-1 PROTEASE INHIBITOR TRANSITION-STATE MIMICS
Tetrahedron45BAKER, WRFALSEFALSEFALSEFALSE
6434
10.1002/aoc.6574
Bimetallic CoMoO4@C nanorod catalyzes one-pot synthesis of benzimidazoles from benzyl alcohol and o-phenylendiamine without alkali
Appl. Organomet. Chem.
45Li, RFALSEFALSEFALSEFALSE
6435
10.1002/ejoc.202200152
N-Alkylation of alpha-Amino Esters and Amides through Hydrogen Borrowing
Eur. J. Org. Chem.45Coomber, CEFALSEFALSEFALSEFALSE
6436
10.1002/anie.202115702
Nickel-Catalyzed Desymmetric Reductive Cyclization/Coupling of 1,6-Dienes: An Enantioselective Approach to Chiral Tertiary Alcohol
Angew. Chem.-Int. Edit.
45Zhou, QLFALSEFALSEFALSEFALSE
6437
10.1021/acscatal.1c04074
Substituent-Enhanced Intermolecular Catalytic Ene-yne Metathesis for Efficient 1,3-Diene Synthesis
ACS Catal.45Sadow, ADFALSEFALSEFALSEFALSE
6438
10.1021/acs.orglett.1c03500
Aminomethylation of Aryl Bromides by Nickel-Catalyzed Electrochemical Redox Neutral Cross Coupling
Org. Lett.45Ye, JXFALSETRUEFALSEFALSE
6439
10.1021/acs.inorgchem.1c02127
The Role of AQ in the Regioselectivity of Strong Alkyl C-O Bond Activation Catalyzed by Pd(OAc)(2): A Density Functional Theory Mechanistic Study
Inorg. Chem.45Pu, M; Lei, MFALSEFALSEFALSEFALSE
6440
10.1021/acs.orglett.1c03384
Asymmetric Hydrogenation of Racemic alpha-Aryl-beta-ethoxycarbonyl Cyclopentanones via Dynamic Kinetic Resolution and Its Application to the Synthesis of (+)-Burmaniol A
Org. Lett.45Xie, JHFALSEFALSEFALSEFALSE
6441
10.1021/acscatal.1c02952
Stereoselective gem-Difluorovinylation of gem-Difluorinated Cyclopropanes Enabled by Ni/Pd Cooperative Catalysis
ACS Catal.45
Zhang, XM; Lian, Z
FALSEFALSEFALSEFALSE
6442
10.1021/acs.orglett.1c02225
Sequential Ring-Opening and Ring-Closing Reactions for Converting para-Substituted Pyridines into meta-Substituted Anilines
Org. Lett.45
Morofuji, T; Kano, N
FALSEFALSEFALSEFALSE
6443
10.1021/acscatal.1c01739
In-Situ-Generated Active Hf-hydride in Zeolites for the Tandem N-Alkylation of Amines with Benzyl Alcohol
ACS Catal.45
Moliner, M; Boronat, M
FALSEFALSEFALSEFALSE
6444
10.1021/acs.joc.1c00983
Enantioselective alpha-Arylation of Primary Alcohols under Sequential One-Pot Catalysis
J. Org. Chem.45
Lichosyt, D; Dydio, P
FALSEFALSEFALSEFALSE
6445
10.1016/j.tetlet.2021.152947
Ruthenium-catalyzed stereospecific benzylic alkylation of optically active benzyl esters with malonate nucleophiles
Tetrahedron Lett.45
Tsuji, H; Kawatsura, M
FALSEFALSEFALSEFALSE
6446
10.1039/d1ob00195g
Dicarbofunctionalization of unactivated alkenes by palladium-catalyzed domino Heck/intermolecular direct hetero arylation with heteroarenes
Org. Biomol. Chem.45Kuram, MRFALSEFALSEFALSEFALSE
6447
10.1021/acscatal.7b00772
O-Benzyl Xanthate Esters under Ni/Photoredox Dual Catalysis: Selective Radical Generation and Csp(3)-Csp(2) Cross-Coupling
ACS Catal.45Molander, GATRUEFALSEFALSEFALSE
6448
10.1021/jacs.7b03371
Nickel-Catalyzed Cross-Coupling of Vinyl Dioxanones to Form Enantiomerically Enriched Cyclopropanes
J. Am. Chem. Soc.45Krische, MJFALSEFALSEFALSEFALSE
6449
10.1016/j.tet.2017.03.058
Copper-catalyzed methylation of 1,3-diketones with tert-butyl peroxybenzoate
Tetrahedron45Zou, JPFALSEFALSEFALSEFALSE
6450
10.1002/ejoc.201601571
Photoredox/Nickel Dual Catalysis for the C(sp(3))-C(sp(3)) Cross-Coupling of Alkylsilicates with Alkyl Halides
Eur. J. Org. Chem.45
Ollivier, C; Fensterbank, L
TRUEFALSEFALSEFALSE
6451
10.1021/acs.joc.6b02666
An N-Heterocyclic Carbene-Nickel Half-Sandwich Complex as a Precatalyst for Suzuki Miyaura Coupling of Aryl/Heteroaryl Halides with Aryl/Heteroarylboronic Acids
J. Org. Chem.45
Ando, S; Ishizuka, T
FALSEFALSEFALSEFALSE
6452
10.1021/acs.joc.6b02586
Syntheses of Combretastatins D-1, D-2, and D-4 via Ring Contraction by Flash Vacuum Pyrolysis
J. Org. Chem.45Schobert, RFALSEFALSEFALSEFALSE
6453
10.1016/j.molcata.2016.07.012
Catalytic etherification of alcohols in Shilov system: C-O versus C-H bond activation
J. Mol. Catal. A-Chem.
45Mitchenko, SAFALSEFALSEFALSEFALSE
6454
10.1021/acs.orglett.6b03158
Ester Formation via Nickel-Catalyzed Reductive Coupling of Alkyl Halides with Chloroformates
Org. Lett.45Gong, HGFALSEFALSEFALSEFALSE
6455
10.1016/j.jaap.2016.09.009
Mechanism of transmethylation in anisole decomposition over HZSM-5: Experimental study
J. Anal. Appl. Pyrolysis
45Shen, DKFALSEFALSEFALSEFALSE
6456
10.1021/acs.cgd.6b00494
Homocoupling Reaction of Aryl Halides Catalyzed by Metal Cations in Isostructural Coordination Polymers
Cryst. Growth Des.45Hou, HWFALSEFALSEFALSEFALSE
6457
10.1002/asia.201600943
Rhodium(III)-Catalyzed Tandem [2+2+2] Annulation-Lactamization of Anilides with Two Alkynoates via Cleavage of Two Adjacent C-H or C-H/C-O bonds
Chem.-Asian J.45
Shibata, Y; Tanaka, K
FALSEFALSEFALSEFALSE
6458
10.1002/chem.201602668
Nickel-Catalyzed Cross-Electrophile Coupling with Organic Reductants in Non-Amide Solvents
Chem.-Eur. J.45Weix, DJFALSETRUEFALSEFALSE
6459
10.1021/acs.oprd.6b00229
A Homogeneous Method for the Conveniently Scalable Palladium- and Nickel-Catalyzed Cyanation of Aryl Halides
Org. Process Res. Dev.
45Guimond, NFALSEFALSEFALSEFALSE
6460
10.1002/slct.201600650
Controlled, Sequential approach to Synthesize Stereogenic Methanes via in situ Generated Reactive Intermediates
ChemistrySelect45Ramanathan, CRFALSEFALSEFALSEFALSE
6461
10.1021/acs.orglett.6b01566
Solvent-Controlled, Tunable beta-OAc and beta-H Elimination in Rh(III)-Catalyzed Allyl Acetate and Aryl Amide Coupling via C-H Activation
Org. Lett.45Yan, H; Lu, CSFALSEFALSEFALSEFALSE
6462
10.1021/acscatal.6b00793
Nickel-Catalyzed Alkylation of Amide Derivatives
ACS Catal.45Garg, NKFALSEFALSEFALSEFALSE
6463
10.1016/j.tetasy.2015.11.009
Asymmetric synthesis of (R)-ar-curcumene, (R)-4,7-dimethyl-1-tetralone, and their enantiomers via cobalt-catalyzed asymmetric Kumada cross-coupling
Tetrahedron-Asymmetry
45Bian, QHFALSEFALSEFALSEFALSE
6464
10.1039/d0dt03942j
From carbones to carbenes and ylides in the coordination sphere of iridium
In the presence of CuCl and (BuOLi)-O-t, PdCl2/dppe catalyzes the reaction of (benzo) oxazoles or (benzo) thiazoles with 1-aryltriazenes to yield arylated products of (benzo) oxazoles or (benzo) thiazoles. Functional groups including F, Cl, CF3, COOEt, CN, OMe, NMe2, Py, and thienyl groups can be tolerated.
Dalton Trans.44Ke, ZFFALSEFALSEFALSEFALSE
6465
10.24820/ark.5550190.p011.533
Direct arylation of heteroaromatic compounds by Pd(OAc)(2)/tetrakis(N-benzimidazoliummethyl)benzene salt system
The crystal structure of 5,10,15,20-tetra(ethoxycarbonyl)porphyrin copper(II) showed that its central copper has a six-coordinate structure. An efficient copper porphyrin-catalyzed cross-dehydrogenative coupling (CDC) esterification reaction between C(sp(3))-H and carboxylic acids using di-tert-butyl peroxide (DTBP) as an oxidant was established. The kinetic isotope effect (KIE) indicated that C(sp(3))-H bond cleavage was the rate-determining step of this CDC reaction.
Arkivoc44Ozdemir, IFALSEFALSEFALSEFALSE
6466
10.1021/acs.joc.0c01822
alpha-Alkylation of Nitriles with Primary Alcohols by a Well-Defined Molecular Cobalt Catalyst
The linear or branched ally! moieties on aromatic rings are well-known as ubiquitous structural motifs found in a range of natural products and medicinally relevant molecules. They also represent an important class of organic intermediates for the transformation of an olefin group into many useful functional groups. Established methods for the installation of allylic groups rely primarily on nucleophilic substitution or transmetalation of aryl metal complexes to allyl electrophiles, Lewis acid-mediated Friedel-Crafts allylation of electron-rich arenes, and Tsuji-Trost allylation reactions with pi-allyl species. Complementing previous protocols, the transition metal-catalyzed allylation reactions via C-H activation strategy using various allylic surrogates like allylic acetates, allylic carbonates, allylic phosphonates, allylic halides, allylic alcohols, vinyl oxiranes, allenes, 1,3-dienes, and others have recently emerged as a powerful tool for creating the corresponding allyl, crotyl and prenyl moieties. This review, which includes all reported methods in the literature until the beginning of 2017, focuses on recent progress on direct allylation reactions of aromatic and vinylic C(sp(2))-H bonds with allylic sources and various transition metal catalysts.
J. Org. Chem.44Ding, KYFALSEFALSEFALSEFALSE
6467
10.1021/acs.orglett.0c03248
Dual Nickel- and Photoredox-Catalyzed Reductive Cross-Coupling of Aryl Halides with Dichloromethane via a Radical Process
A new transition-metal-free amination of pyridine-2-sulfonyl chloride and related N-heterocycles using magnesium amides of type R2NMgCl center dot LiCl is reported. Additionally, the directed ortho-magnesiation of pyridine-2-sulfonamides using TMPMgCl center dot LiCl was investigated. Reaction of the magnesium intermediates with various electrophiles and subsequent amination using magnesium amides led to a range of 2,3-functionalized pyridines. Also, cyclization reactions providing an aza-indole and an aza-carbazole were carried out.
Org. Lett.44Xu, TTRUEFALSEFALSEFALSE
6468
10.1021/acs.jafc.0c01909
Turpentine Derived Secondary Amines for Sustainable Crop Protection: Synthesis, Activity Evaluation and QSAR Study
A nickel half-sandwich complex supported by our original NHC ligand was developed as a robust precatalyst for Suzuki-Miyaura cross-coupling. The addition of PPh3 was a crucial element in the suppression of side reactions and in accelerating the cross-coupling reaction. By employing the optimal conditions, aryl-aryl, heteroaryl-aryl, and heteroaryl-heteroaryl couplings were achieved.
J. Agric. Food Chem.
44Zhao, ZDFALSEFALSEFALSEFALSE
6469
10.1021/jacs.0c08512
Nickel-Catalyzed C-F/N-H Annulation of Aromatic Amides with Alkynes: Activation of C-F Bonds under Mild Reaction Conditions
An efficient synthetic pathway to enyne derivatives from readily-available allenols has been accomplished using trimethyl phosphate as an inexpensive and stable activator of the hydroxy groups of the allenols in the presence of sodium hydride. The present method could be applied to various allenol derivatives to produce a variety of functionalized-enyne products.
J. Am. Chem. Soc.44Chatani, NFALSEFALSEFALSEFALSE
6470
10.1021/acs.orglett.0c02635
Iridium-Catalyzed C-Alkylation of Methyl Group on N-Heteroaromatic Compounds using Alcohols
The transition-metal-catalyzed alpha-arylation of carbonyl compounds is a widely practiced method for C-C bond formation. Several enantioselective versions of this process have been reported, but intermolecular, enantioselective coupling reactions of aryl electrophiles with alpha-fluoro carbonyl compounds have yet to be disclosed. We report enantioselective coupling of aryl and heteroaryl bromides and triflates with alpha-fluoroindanones catalyzed by palladium complexes of a BINOL-derived monophosphine and Segphos, respectively. The enolates were generated directly from alpha-fluoroindanones in the presence of potassium phosphate base during the reactions. We also report that reactions of alpha-fluorotetralones occur in high yields and enantioselectivities when conducted with enolates generated by elimination of trifluoroacetate from trifluoromethyl beta-diketone hydrates. These reactions were catalyzed by palladium complexes of the commercially available bisphosphine Difluorphos. Thus, the formation of enantioenriched alpha-aryl-alpha-fluoroketones can be readily achieved by C-C bond formation when the appropriate palladium catalyst and alpha-fluoro enolate precursor were used.
Org. Lett.44Fujita, KFALSEFALSEFALSEFALSE
6471
10.1002/anie.202007211
A General Approach toO-Sulfation by a Sulfur(VI) Fluoride Exchange Reaction
A general and simple synthesis of 2,4,6-trisubstituted pyridines and fused pyridine-2-ones from bromoacetic acid is developed via a DMAP-promoted in situ activation strategy. In this protocol, readily accessible bromoacetic acid has been effectively employed as a 2C synthon to undergo formal [2+4] cycloadditions with diverse acyclic and cyclic 1-azadienes. Low costs of the reagents and materials, mild reaction conditions and broad functional-group tolerance make this protocol applicable for practical and scalable synthesis. (C) 2016 Elsevier Ltd. All rights reserved.
Angew. Chem.-Int. Edit.
44Niu, JFALSEFALSEFALSEFALSE
6472
10.1021/acscatal.0c01462
Suzuki-Miyaura Cross-Coupling of Sulfoxides
The rhodium-catalyzed asymmetric allenylation of sulfonylimines is disclosed providing silyl homoallenylamide products in up to 99:1 er. Through subsequent activation of the C-N bond of the silyl homoallenyl sulfonamide, palladium-catalyzed stereospecific allylic allenylation could be achieved giving C-C bond formation with high chirality transfer. The synthetic utility of both the silyl homoallenyl sulfonamides and the silyl homoallenyl malonates as bis(nucleophiles) is demonstrated.
ACS Catal.44Shi, YH; Cao, CSFALSEFALSEFALSEFALSE
6473
10.1021/acs.macromol.0c00810
Rigidification of Poly(p-phenylene)s through ortho-Phenyl Substitution
A novel protocol for the synthesis of functionalized pyridines containing quaternary carbon centers through a metal-free catalytic intramolecular acylcyanation approach has been developed. Broad scope, versatility, and efficiency of the process was demonstrated.
Macromolecules44Mullen, KFALSEFALSEFALSEFALSE
6474
10.1021/acs.orglett.0c01600
Activator-Promoted Aryl Halide-Dependent Chemoselective Buchwald-Hartwig and Suzuki-Miyaura Type Cross-Coupling Reactions
A practical and greener method of the cross-coupling of vinylethylene carbonates (VECs) with arylboronic acids has been described. The coupling reaction was catalyzed by in situ generated palladium nanopartides (PdNPs) without any ligands and additional stabilizers in water under ambient conditions to provide useful 4-hydroxylprenylarenes and their derivatives in good to high yields. (C) 2016 Elsevier Ltd. All rights reserved.
Org. Lett.44
Uozumi, Y; Yamada, YMA
FALSEFALSEFALSEFALSE
6475
10.1021/acs.orglett.0c01424
Nickel-Catalyzed Homo- and Cross-Coupling of Allyl Alcohols via Allyl Boronates
Air-stable, thermally robust, and well-defined cationic Ni(II) PNP pincer complexes based on the 2,4-diaminotriazine scaffold are described. These complexes are active catalysts for the Suzuki-Miyaura cross-coupling of a wide range of aryl, heteroaryl (including benzoxazole, thiazole, pyridine, pyrimidine, thiazole), primary and secondary alkyl halides, and pseudohalides with different organoboronate reagents giving excellent to good isolated yields. Neutral deprotonated complexes seem to play a key role in the catalytic process.
Org. Lett.44Liu, ZHFALSEFALSEFALSEFALSE
6476
10.1039/d0ob00789g
Acylation of oxindoles using methyl/phenyl esters via the mixed Claisen condensation - an access to 3-alkylideneoxindoles
A facile route toward 1,1-diarylethylenes 6 has been developed in good yields via mCPBA-promoted oxidation of beta-hydroxysulfides 2, BF3 center dot OEt2-mediated Friedel-Crafts reaction of the resulting beta-hydroxysulfoxides 3 with oxygenated benzenes 4, followed by Pd/C-mediated [2,3]-sigmatropic rearrangement of sulfoxides 5. The protocol provides a short-term, easy-operational, inexpensive reagent, mild condition and rapidly obtainable transformation. (C) 2016 Elsevier Ltd. All rights reserved.
Org. Biomol. Chem.44Gandhi, TFALSEFALSEFALSEFALSE
6477
10.1002/cctc.202000467
Turning on Catalysis: Construction of Triphenylphosphine Moieties into Porous Frameworks
Uncatalyzed nucleophilic reaction of 3-formylchromones with tertiary push pull enamines in refluxing acetonitrile gave polyfunctionalized benzophenone derivatives as a result of a [3-1-3] annulation in moderate to good yields. (C) 2016 Elsevier Ltd. All rights reserved.
ChemCatChem44Xiao, FSFALSEFALSEFALSEFALSE
6478
10.1002/ejoc.201901661
Direct Amination of Isohexides via Borrowing Hydrogen Methodology: Regio- and Stereoselective Issues
Eur. J. Org. Chem.44
Jacolot, M; Popowycz, F
FALSEFALSEFALSEFALSE
6479
10.1002/adsc.201901268
Borinic Acid-Catalyzed Regioselective Ring-Opening of 3,4-and 2,3-Epoxy Alcohols with Halides
Adv. Synth. Catal.44Taylor, MSFALSEFALSEFALSEFALSE
6480
10.1039/c9sc04079j
Facile triflic acid-catalyzed alpha-1,2-cis-thio glycosylations: scope and application to the synthesis of S-linked oligosaccharides, glycolipids, sublancin glycopeptides, and T-N/T-F antigens
Chem. Sci.44
Stockdill, JL; Nguyen, HM
FALSEFALSEFALSEFALSE
6481
10.1021/acs.joc.9b02323
Mn-Enabled Radical-Based Alkyl-Alkyl Cross-Coupling Reaction from 4-Alkyl-1,4-dihydropyridines
J. Org. Chem.44
Zeng, RS; Zhao, YS
FALSEFALSEFALSEFALSE
6482
10.1002/adsc.201900962
Tandem Transformation of Aldoximes to N-Methylated Amides Using Methanol
Adv. Synth. Catal.44Kundu, SFALSEFALSEFALSEFALSE
6483
10.14102/j.cnki.0254-5861.2011-2331
A New Palladium Complex Containing the Mixture of Carbene and Phosphine Ligands: Synthesis, Crystal Structure and Spectral FT-IR, NMR and UV-Vis Researches
Chin. J. Struct. Chem.
44Aktas, AFALSEFALSEFALSEFALSE
6484
10.1055/s-0039-1689973
Copper(II) Acetate Mediated Synthesis of 3-Sulfonyl-2-aryl-2H-chromenes
Synthesis44Chang, MYFALSEFALSEFALSEFALSE
6485
10.1021/acs.orglett.9b02473
Regioselective Single-Electron Tsuji-Trost Reaction of Allylic Alcohols: A Photoredox/Nickel Dual Catalytic Approach
Org. Lett.44Molander, GATRUETRUEFALSEFALSE
6486
10.1021/acs.orglett.9b01593
Pd-Catalyzed Denitrative Intramolecular C-H Arylation
Org. Lett.44Yamaguchi, JFALSEFALSEFALSEFALSE
6487
10.1021/acs.orglett.9b00946
Highly E-Selective, Stereoconvergent Nickel-Catalyzed Suzuki-Miyaura Cross-Coupling of Alkenyl Ethers
Org. Lett.44Marek, IFALSEFALSEFALSEFALSE
6488
10.1038/s41467-019-09249-z
Axial shielding of Pd(II) complexes enables perfect stereoretention in Suzuki-Miyaura cross-coupling of Csp(3) boronic acids
Nat. Commun.44Burke, MDFALSEFALSEFALSEFALSE
6489
10.1039/c8sc05170d
Transition-metal-free alpha-arylation of oxindoles via visible-light-promoted electron transfer
Chem. Sci.44Xia, CFFALSEFALSEFALSEFALSE
6490
10.1039/c9ob00111e
Total synthesis of levetiracetam
Org. Biomol. Chem.44Stecko, SFALSEFALSEFALSEFALSE
6491
10.1039/c8ob02708k
Copper-catalyzed arene amination in pure aqueous ammonia
Org. Biomol. Chem.44Takita, RFALSEFALSEFALSEFALSE
6492
10.3390/molecules23112810
Ultrasound-Assisted Metal-Mediated Method for the Formation of Tetrahydro-3,3 '-Disubstituted Biscoumarins
Molecules44Nikolova, RDFALSEFALSEFALSEFALSE
6493
10.1039/c8ob01533c
Regioselective addition of phosphites to acyl cyclopropanes and following rearrangements: a facile access to enol phosphates
Org. Biomol. Chem.44Lu, DF; Gong, YFFALSEFALSEFALSEFALSE
6494
10.1002/anie.201806237
Copper-Catalyzed Ring-Opening Silylation of Benzofurans with Disilane
Angew. Chem.-Int. Edit.
44Yorimitsu, HFALSEFALSEFALSEFALSE
6495
10.1021/acs.joc.8b00819
Direct Amidation of Carboxylic Acids through an Active alpha-Acyl Enol Ester Intermediate
J. Org. Chem.44Feng, HD; Liu, XHFALSEFALSEFALSEFALSE
6496
10.1039/c8cc03823f
Dual-catalytic decarbonylation of fatty acid methyl esters to form olefins
Chem. Commun.44Tolman, WBFALSEFALSEFALSEFALSE
6497
10.1039/c8cy00129d
Direct cross-coupling between atkenes and tetrahydrofuran with a platinum-loaded titanium oxide photocatalyst
Catal. Sci. Technol.44Yoshida, HFALSEFALSEFALSEFALSE
6498
10.1002/chem.201800744
Asymmetric Synthesis of Diarylmethyl Sulfones by Palladium-Catalyzed Enantioselective Benzylic Substitution: A Remarkable Effect of Water
Chem.-Eur. J.44
Hirano, K; Miura, M
FALSEFALSEFALSEFALSE
6499
10.1016/j.jechem.2017.06.003
One-step synthesis of carbon-supported copper nanoparticles from biomass for N-arylation of pyrazole
J. Energy Chem.44Ma, DFALSEFALSEFALSEFALSE
6500
10.1002/ajoc.201700681
Nickel and Copper-Catalyzed Carbonylation Reaction of Organoboranes
Asian J. Org. Chem.44Iranpoor, NFALSEFALSEFALSEFALSE
6501
10.1016/j.cclet.2017.08.004
Monodentate phosphorus-coordinated palladium(II) complexes as new catalyst for Mizoroki-Heck reaction of aryl halides with electron-deficient olefins
Chin. Chem. Lett.44Jia, XFFALSEFALSEFALSEFALSE
6502
10.1007/s11814-017-0281-0
Enhancement in photocatalytic degradation of methylene blue by LaFeO3-GO integrated photocatalyst-adsorbents under visible light irradiation
Korean J. Chem. Eng.
44Aziz, FFALSEFALSEFALSEFALSE
6503
10.1055/s-0036-1588548
Palladium-Catalysed Cross-Coupling of Benzylammonium Salts with Boronic Acids under Mild Conditions
Synthesis44Phipps, RJFALSEFALSEFALSEFALSE
6504
10.1039/c7nj02488f
Nickel-catalyzed reductive defunctionalization of esters and amides to aromatic hydrocarbons
New J. Chem.44Mondal, MFALSEFALSEFALSEFALSE
6505
10.1002/anie.201708800
Catalytic Reduction of Alkyl and Aryl Bromides Using Propan-2-ol
Angew. Chem.-Int. Edit.
44Grubbs, RHFALSEFALSEFALSEFALSE
6506
10.1039/c6sc00702c
Nickel-catalyzed enantioselective arylation of pyridine
Chem. Sci.44Doyle, AGFALSEFALSEFALSEFALSE
6507
10.1039/c6ra07130a
Nickel-catalyzed alpha-benzylation of sulfones with esters via C-O activation
RSC Adv.44
Chen, TQ; Han, LB
FALSEFALSEFALSEFALSE
6508
10.1016/j.tet.2015.07.046
Selective introduction of a trifluoroacetyl group onto 4-vinylpyridines through magnesium-promoted reduction
Tetrahedron44Maekawa, HFALSEFALSEFALSEFALSE
6509
10.1021/acs.orglett.5b02194
Cyclohexenylboration of Aldehydes and Ketones with the Borabicyclo[3.3.2]decanes (BBDs)
Org. Lett.44Soderquist, JAFALSEFALSEFALSEFALSE
6510
10.1007/s11426-015-5466-y
Carbon-hydrogen activation in China
Sci. China-Chem.44Shi, ZJFALSEFALSEFALSEFALSE
6511
10.1002/ejoc.201500522
Pd-Catalyzed Allylic Alkynylation of Allylic Acetates with Terminal Alkynes
Eur. J. Org. Chem.44Fan, BMFALSEFALSEFALSEFALSE
6512
10.1016/j.jcat.2014.10.013
Palladium nanocrystals stabilized by cucurbit[6]uril as efficient heterogeneous catalyst for direct C-H functionalization of polyfluoroarenes
J. Catal.44Cao, RFALSEFALSEFALSEFALSE
6513
10.1039/c5cc04085j
Iridium-catalyzed allyl-allyl cross-coupling of allylic carbonates with (E)-1,3-diarylpropenes
Chem. Commun.44Zhang, WBFALSEFALSEFALSEFALSE
6514
10.1021/ol5017367
Efficient Synthesis of Polysubstituted Olefins Using Stable Palladium Nanocatalyst: Applications in Synthesis of Tamoxifen and Isocombretastatin A4
Org. Lett.44Sekar, GFALSEFALSEFALSEFALSE
6515
10.1248/cpb.c14-00086
Design, Synthesis and Photochemical Reactivation of Caged Prodrugs of 8-Hydroxyquinoline-Based Enzyme Inhibitors
Chem. Pharm. Bull.44Aoki, STRUEFALSEFALSEFALSE
6516
10.1039/c4ra00120f
An expedient route to heterocycles through alpha-arylation of ketones and arylamides by microwave induced thermal S(RN)1 reactions
RSC Adv.44Penenory, ABFALSEFALSEFALSEFALSE
6517
10.1039/c4cc05376a
Cu-Catalyzed Suzuki-Miyaura reactions of primary and secondary benzyl halides with arylboronates
Chem. Commun.44Fu, YFALSEFALSEFALSEFALSE
6518
10.1016/j.comptc.2013.11.012
The theoretical assessment and prediction of C-Br bond dissociation enthalpies
Comput. Theor. Chem.
44Zheng, WRFALSEFALSEFALSEFALSE
6519
10.1021/ol402685g
Alternate Mode of Palladium-Catalyzed Alkynyliminium Ion Cyclizations Affording Stereodefined N-Alkyl-3-alkylidenepyrrolidines
Org. Lett.44Tsukamoto, HFALSEFALSEFALSEFALSE
6520
10.1002/pola.26573
Microwave-assisted suzuki coupling reaction for rapid synthesis of conjugated polymerpoly(9,9-dihexylfluorene)s as an example
J. Polym. Sci. Pol. Chem.
44Ma, YGFALSEFALSEFALSEFALSE
6521
10.1021/ja312087x
Nickel-Catalyzed Cross-Couplings of Benzylic Pivalates with Arylboroxines: Stereospecific Formation of Diarylalkanes and Triarylmethanes
J. Am. Chem. Soc.44Watson, MPFALSEFALSEFALSEFALSE
6522
10.1021/ol303546p
Synthesis of Quinolones by Nickel-Catalyzed Cycloaddition via Elimination of Nitrile
Org. Lett.44Kurahashi, TFALSEFALSEFALSEFALSE
6523
10.1039/c3ra42434k
Carbon nanofibers supported molybdenum carbide catalysts for hydrodeoxygenation of vegetable oils
RSC Adv.44Lou, HFALSEFALSEFALSEFALSE
6524
10.1021/jo301642v
Scope of the Two-Step, One-Pot Palladium-Catalyzed Borylation/Suzuki Cross-Coupling Reaction Utilizing Bis-Boronic Acid
J. Org. Chem.44Molander, GAFALSEFALSEFALSEFALSE
6525
10.1021/ol301713j
Palladium-Catalyzed Nitromethylation of Aryl Halides: An Orthogonal Formylation Equivalent
Org. Lett.44Kozlowski, MCFALSEFALSEFALSEFALSE
6526
10.1016/j.tet.2012.05.021
An efficient synthesis of enol phosphates via organic base-promoted addition of phosphites to 4-oxo-enoates
Tetrahedron44Lu, LQFALSEFALSEFALSEFALSE
6527
10.1055/s-0031-1291127
Bidentate Lewis Acid Catalyzed Inverse-Electron-Demand Diels-Alder Reaction for the Selective Functionalization of Aldehydes
Synthesis44Wegner, HAFALSETRUEFALSEFALSE
6528
10.1055/s-0031-1290504
A Concise Synthesis of 3-Arylated Di- and Tetrahydro-2H-2-benzazepin-1-ones; A New Synthetic Approach to the Homoprotoberberine Framework
Synthesis44Couture, AFALSEFALSEFALSEFALSE
6529
10.1021/ol3001552
Ni- and Pd-Catalyzed Synthesis of Substituted and Functionalized Allylic Boronates
Org. Lett.44Morken, JPFALSEFALSEFALSEFALSE
6530
10.1021/jo2009164
Stereoselective Palladium-Catalyzed alpha-Arylation of 3-Aryl-1-Indanones: An Asymmetric Synthesis of (+)-Pauciflorol F
J. Org. Chem.44Heo, JNFALSEFALSEFALSEFALSE
6531
10.1002/adsc.201000710
Highly Efficient Suzuki-Miyaura Coupling of Aryl Tosylates and Mesylates Catalyzed by Stable, Cost-Effective [1,3-Bis(diphenylphosphino)propane]nickel(II) Chloride [Ni(dppp)Cl-2] with only 1 mol% Loading
Adv. Synth. Catal.44Han, FSFALSEFALSEFALSEFALSE
6532
10.1002/anie.201103599
Rearrangement of 2-Aryloxybenzaldehydes to 2-Hydroxybenzophenones by Rhodium-Catalyzed Cleavage of Aryloxy C-O Bonds
Angew. Chem.-Int. Edit.
44Li, CJFALSEFALSEFALSEFALSE
6533
10.1021/ol100493v
Combined Directed ortho Metalation-Halogen Dance (HD) Synthetic Strategies. HD-Anionic ortho Fries Rearrangement and Double HD Sequences
Org. Lett.44Snieckus, VFALSEFALSEFALSEFALSE
6534
10.1016/j.jorganchem.2010.02.007
Carbon-nitrogen bond activation of amines by rhodium(III) porphyrin complexes
J. Organomet. Chem.
44Chan, KSFALSEFALSEFALSEFALSE
6535
10.1055/s-0029-1219365
New Regiospecific Catalytic Approaches to 4,5-Dihydroisoxazoles and 2,5-Dihydroisoxazoles from O-Propargylic Hydroxylamines
Synlett44Knight, DWFALSEFALSEFALSEFALSE
6536
10.1016/j.jorganchem.2009.09.044
Sulfonyl transfer mechanism in C-S coupling of phenylmagnesium bromide with phenyl arenesulfonates
J. Organomet. Chem.
44Erdik, EFALSEFALSEFALSEFALSE
6537
10.1055/s-0029-1219165
Directed ortho- and meta-Magnesiation or Zincation of Polyfunctional Aryl Nonaflates
Synlett44Knochel, PFALSEFALSEFALSEFALSE
6538
10.1021/jo902235h
N-Heterocyclic Carbene-Catalyzed Monoacylation of 1,4-Naphthoquinones with Aldehydes
J. Org. Chem.44Csaky, AGFALSEFALSEFALSEFALSE
6539
10.1016/j.tetlet.2009.05.064
Pd-CNT-catalyzed ligandless and additive-free heterogeneous Suzuki-Miyaura cross-coupling of arylbromides
Tetrahedron Lett.44Wang, BFALSEFALSEFALSEFALSE
6540
10.1021/jo070528n
Easy access to new heterocyclic systems: 1,4-oxazine and substituted 1,4-oxazines
J. Org. Chem.44Gillaizeau, IFALSEFALSEFALSEFALSE
6541
10.1021/jo062385v
Directed Ortho metalation-cross coupling strategies. N-cumyl arylsulfonamides. Facile deprotection and expedient route to 7- and 4,7-substituted saccharins
J. Org. Chem.44Snieckus, VFALSEFALSEFALSEFALSE
6542
10.1055/s-2007-965958
TBAB-promoted ligand-free copper-catalyzed cross-coupling reactions of aryl halides with arylboronic acids
Synthesis44Li, JHFALSEFALSEFALSEFALSE
6543
10.1016/j.tetlet.2007.01.175
Nickel(II)-aryl complexes as catalysts for the Suzuki cross-coupling reaction of chloroarenes and arylboronic acids
Tetrahedron Lett.44Yang, LMFALSEFALSEFALSEFALSE
6544
10.1002/anie.200603631
Direct ortho iodination of beta- and gamma-aryl alkylamine derivatives
Angew. Chem.-Int. Edit.
44Barluenga, JFALSEFALSEFALSEFALSE
6545
10.1021/ol062344l
Cobalt-catalyzed aryl-sulfur bond formation
Org. Lett.44Wong, YCFALSEFALSEFALSEFALSE
6546
10.1021/jo0607360
Synthesis and reactivity of imide-derived bisvinyl phosphates. Reactivity of 2,6-disubstituted 1,4-dihydropyridines
J. Org. Chem.44Gillaizeau, IFALSEFALSEFALSEFALSE
6547
10.1021/jo048300c
Nickel-catalyzed cross-coupling of neopentyl arenesulfonates with methyl and primary alkylmagnesium bromides
J. Org. Chem.44Park, KFALSEFALSEFALSEFALSE
6548
10.1021/jo001614p
Asymmetric hydrosilylation of styrenes catalyzed by palladium-MOP complexes: Ligand modification and mechanistic studies
J. Org. Chem.44Hayashi, TFALSEFALSEFALSEFALSE
6549
10.1016/S0920-5861(00)00404-1
Axially chiral monophosphine ligands (MOPs) and their use for palladium-catalyzed asymmetric hydrosilylation of olefins
Catal. Today44Hayashi, TFALSEFALSEFALSEFALSE
6550
10.1021/ja993071a
Synthesis, crystal structure, magnetic, and electron paramagnetic resonance properties of a spiroconjugated biradical. Evidence for spiroconjugation exchange pathway
J. Am. Chem. Soc.44Kahn, OFALSEFALSEFALSEFALSE
6551
10.1002/(SICI)1099-0488(19980930)36:13<2449::AID-POLB19>3.0.CO;2-3
doi.org/10.1002/(SICI)1099-0488(19980930)36:13<2449::AID-POLB19>3.0.CO;2-3
Chain conformation of rod-like polymers in the melt: Small-angle neutron scattering of poly(benzoyl paraphenylene)
J. Polym. Sci. Pt. B-Polym. Phys.
44Vaia, RAFALSEFALSEFALSEFALSE
6552
10.1038/32623
Total synthesis of brevetoxin A
Nature44Nicolaou, KCFALSEFALSEFALSEFALSE
6553
10.1021/om970842f
Nitrile-group transfer from solvents to aryl halides. Novel carbon-carbon bond formation and cleavage mediated by palladium and zinc species
Organometallics44Cheng, CHFALSEFALSEFALSEFALSE
6554
10.1039/a607663g
Chelation-assisted nucleophilic aromatic substitution of 2-sulfonyl-substituted 1-methoxynaphthalenes by Grignard-reagents: Factors determining the activating ability of the 2-sulfonyl substituents
J. Chem. Soc.-Perkin Trans. 1
44FALSEFALSEFALSEFALSE
6555
10.1016/0040-4039(96)01291-9
A new approach to (+)-brefeldin A via a nickel-catalyzed coupling reaction of cyclopentenyl acetate and lithium 2-furylborate
Tetrahedron Lett.44Kobayashi, YFALSEFALSEFALSEFALSE
6556
10.1021/jo00119a022
HIGHLY SELECTIVE AND PRACTICAL ALKYNE-ALKYNE CROSS-COUPLING USING CP(2)ZRBU(2) AND ETHYLENE
J. Org. Chem.44FALSEFALSEFALSEFALSE
6557
10.1021/jo00258a047
TRANSITION-METAL PROMOTED REACTIONS .25. REGIOSELECTIVE SILYLOLEFINATION OF ALLYLIC DITHIOACETALS - STEREOSELECTIVE SYNTHESIS OF 1-(TRIMETHYLSILYL)BUTADIENES
J. Org. Chem.44FALSEFALSEFALSEFALSE
6558
10.1246/bcsj.57.480
REGIOSELECTIVE HOMOMERIZATION AND CODIMERIZATION OF 1-ALKYNES LEADING TO 2,4-DISUBSTITUTED 1-BUTEN-3-YNES BY CATALYSIS OF A (ETA-5-C5ME5)2TICL2/RMGX SYSTEM
Bull. Chem. Soc. Jpn.
44FALSEFALSEFALSEFALSE
6559
10.1021/acs.orglett.1c04000
Ligand-Enabled C-H Olefination and Lactonization of Benzoic Acids and Phenylacetic Acids via Palladium Catalyst
Org. Lett.44Ji, YFFALSEFALSEFALSEFALSE
6560
10.1002/anie.202110391
Chemoselective and Diastereoselective Synthesis of C-Aryl Nucleoside Analogues by Nickel-Catalyzed Cross-Coupling of Furanosyl Acetates with Aryl Iodides
Angew. Chem.-Int. Edit.
44Li, CFALSEFALSEFALSEFALSE
6561
10.3390/molecules26216703
Non-C-2-Symmetric Bis-Benzimidazolium Salt Applied in the Synthesis of Sterically Hindered Biaryls
Molecules44Lee, DSFALSEFALSEFALSEFALSE
6562
10.1055/a-1677-4881
An Oxidant- and Catalyst-Free Synthesis of Dibenzo[a,c]carbazoles via UV Light Irradiation of 2,3-Diphenyl-1H-indoles
Synthesis44Zhang, ZTFALSEFALSEFALSEFALSE
6563
10.1080/00958972.2021.1955251
Synthesis and characterization of Mo(0) and W(0) complexes of bis(azol-1-yl)methane based bisphosphines
J. Coord. Chem.44Balakrishna, MSFALSEFALSEFALSEFALSE
6564
10.1039/d1qo00930c
An alternative mode to activate alcohols: application to the synthesis of N-heteroarene derivatives
Org. Chem. Front.44Taillefer, MFALSEFALSEFALSEFALSE
6565
10.1021/acs.orglett.1c01649
Nickel-Catalyzed Diastereoselective Reductive Cross-Coupling of Disubstituted Cycloalkyl Iodides with Aryl Iodides
Org. Lett.44Shen, ZLFALSEFALSEFALSEFALSE
6566
10.1021/acs.joc.1c00532
Iodide-Mediated [3+2]-Cycloaddition Reaction with N-Tosylaziridines and alpha,beta-Unsaturated Ketones
J. Org. Chem.44Hosokawa, SFALSEFALSEFALSEFALSE
6567
10.1021/acs.orglett.1c00855
Hexafluoroisopropyl Sulfamate: A Useful Reagent for the Synthesis of Sulfamates and Sulfamides
Org. Lett.44
Johnson, JW; Magolan, J
FALSEFALSEFALSEFALSE
6568
10.1016/j.tetlet.2021.152916
Nickel-catalyzed hydroalkylation of 1,3-dienes with malonates using a homoallyl carbonate as the 1,3-diene and hydride source
Tetrahedron Lett.44
Tsuji, H; Kawatsura, M
FALSEFALSEFALSEFALSE
6569
10.1002/adsc.201700672
Bisphosphine-Ligated Nickel Pre-catalysts in C(sp(2))-N Cross-Couplings of Aryl Chlorides: A Comparison of Nickel(I) and Nickel(II)
Adv. Synth. Catal.44
Johnson, ER; Stradiotto, M
FALSEFALSEFALSEFALSE
6570
10.1246/cl.170533
pi-Allyl Donicity Switch in Catalytic Asymmetric Allylation: Usability of a Robust and Feasible Allyl Methyl Ether
Chem. Lett.44Kitamura, MFALSEFALSEFALSEFALSE
6571
10.1021/jacs.7b06288
Enabling the Cross-Coupling of Tertiary Organoboron Nucleophiles through Radical-Mediated Alkyl Transfer
J. Am. Chem. Soc.44Molander, GAFALSEFALSEFALSEFALSE
6572
10.1021/acs.orglett.7b01513
Synthesis of (-)-6,7-Dideoxysqualestatin H5 by Carbonyl Ylide Cycloaddition-Rearrangement and Cross-electrophile Coupling
Org. Lett.44Hodgson, DMFALSEFALSEFALSEFALSE
6573
10.1038/ncomms14878
Direct amidation of esters with nitroarenes
Nat. Commun.44Hu, XLFALSEFALSEFALSEFALSE
6574
10.1016/j.jorganchem.2017.01.009
Cp2TiCl2-catalyzed cycloboration of alpha-olefins with PhBCl2 in the synthesis of 2-alkyl(aryl,benzyl)-1-phenylboriranes
J. Organomet. Chem.
44Khafizova, LOFALSEFALSEFALSEFALSE
6575
10.1002/slct.201601809
Cu(II)-Et-S@MCM-41: A Green and Cost-Effective Catalytic System for S-arylation of Aryl Halides Using Thiourea and Benzyl Bromide
ChemistrySelect44Hajipour, ARFALSEFALSEFALSEFALSE
6576
10.1016/j.bioorg.2016.09.006
Coumarin sulfonates: As potential leads for ROS inhibition
Bioorganic Chem.44Khan, KMFALSEFALSEFALSEFALSE
6577
10.1016/j.poly.2016.05.037
Nickel(II) Schiff base complexes: Synthesis, characterization and catalytic activity in Kumada-Corriu cross-coupling reactions
Polyhedron44Kuchtanin, VFALSEFALSEFALSEFALSE
6578
10.1021/acs.orglett.6b02235
Phosphine-Triggered Selectivity Switch in Silver-Catalyzed o-Alkynylbenzohydroxamic Acid Cycloisomerizations
Org. Lett.44Belmont, PFALSEFALSEFALSEFALSE
6579
10.1002/anie.201602075
Palladium-Catalyzed Asymmetric Benzylic Alkylation of Active Methylene Compounds with alpha-Naphthylbenzyl Carbonates and Pivalates
Angew. Chem.-Int. Edit.
44
Hirano, K; Miura, M
FALSEFALSEFALSEFALSE
6580
10.1021/acs.orglett.6b00757
Type 1 Ring-Opening Reactions of Cyclopropanated 7-Azabenzonorbornadienes with Organocuprates
Org. Lett.44Tam, WFALSEFALSEFALSEFALSE
6581
10.1039/d0sc06586b
Ruthenium catalyzed beta-selective alkylation of vinylpyridines with aldehydes/ketones via N2H4 mediated deoxygenative couplings
The influence of ancillary ligand and nickel oxidation state in the nickel-catalyzed C(sp(2))-N cross-coupling of aryl chlorides is examined by use of experimental and DFT methods for the first time, focusing on (L) NiCl and (L) Ni(o-tolyl) Cl pre-catalysts (PAd-DalPhos, L1; dppf, L2). Whereas Ni(II) pre-catalysts generally out-performed Ni(I) species in our study, the viability and in some cases superiority of Ni(I) pre-catalysts in challenging aminations is established. Computational analyses support the viability of Ni(0)/Ni(II) cycles featuring rate-limiting CN reductive elimination, as well as parallel Ni(I)/Ni(III) mechanisms involving rate-limiting C-Cl oxidative addition.
Chem. Sci.43Lv, LYFALSEFALSEFALSEFALSE
6582
10.1055/a-1374-9384
Visible-Light-Mediated Z-Stereoselective Monoalkylation of beta,beta-Dichlorostyrenes by Photoredox/Nickel Dual Catalysis
A highly enantioselective arylation of unactivated racemic secondary allylic alcohols with aniline derivatives has been develdped. The transformation was enabled by an iridium-chiral cyclic phosphoramidite complex in the presence of boron trifluotide djeihyl etherate the promoter, and the reactivity and enantioselectiyity of the substrates were tuned by the variation of our newly-developed chiral cyclic phosphoramidite ligands together with temperature and solvents. The method shows advantages including use of the readily available starting materials, an operationally convenient protocol, full regioselectivity and excellent enaritioseleativity, and tolerance of many functional groups with water as the only byproduct.
Synlett43
Ollivier, C; Fensterbank, L
TRUEFALSEFALSEFALSE
6583
10.1021/acs.joc.0c02663
Photocatalytic Reductive C-O Bond Cleavage of Alkyl Aryl Ethers by Using Carbazole Catalysts with Cesium Carbonate
We report herein the highly enantioselective synthesis of 2-substituted tetrahydroquinolines through borrowing hydrogen, a process recognized for its environmentally benign and atom-economical nature. The use of an achiral iridacycle complex in combination with a chiral phosphoric acid as catalysts was the key to the development of this highly efficient and enantioselective transformation.
J. Org. Chem.43Matsubara, RTRUEFALSEFALSEFALSE
6584
10.1021/acs.joc.0c02350
Coupling of Alternating Current to Transition-Metal Catalysis: Examples of Nickel-Catalyzed Cross-Coupling
Under the conditions of nickel(0) catalysis, enantiomerically enriched vinyl dioxanones engage boroxines or B-2(pin)(2) in stereospecific cross-coupling to form diverse tetrasubstituted cyclopropanes bearing all-carbon quaternary stereocenters. The collective data corroborate a mechanism involving nickel(0)-mediated benzylic oxidative addition with inversion of stereochemistry followed by reversible olefin insertion to form a (cyclopropylcarbinyl)nickel complex, which upon reductive elimination releases the cyclopropane.
J. Org. Chem.43Semenov, SNFALSEFALSEFALSEFALSE
6585
10.3390/molecules26010188
Transamidation of Amides and Amidation of Esters by Selective N-C(O)/O-C(O) Cleavage Mediated by Air- and Moisture-Stable Half-Sandwich Nickel(II)-NHC Complexes
We have developed a copper-catalyzed enantioselective intermolecular aminoarylation of alkenes using a novel N-fluoro-N-alkylsulfonamide as the amine reagent, which could react with the Cu(I) catalyst to release a related amino radical. After addition to styrene, the generated benzylic radical could couple with a chiral L*(CuAr)-Ar-II complex to achieve enantioselective arylation. Various optical 2,2-diarylethylamines were efficiently synthesized from simple styrenes with high enantioselectivity, and these products can serve as valuable synthons toward bioactive molecules' synthesis.
Molecules43Szostak, MFALSEFALSEFALSEFALSE
6586
10.1039/d0cc05306f
Photoinduced umpolung addition of carbonyl compounds with alpha,beta-unsaturated esters enables the polysubstituted gamma-lactone formation
Bimetallic catalysis represents an alternative paradigm for coupling chemistry that complements the more traditional single-site catalysis approach. In this perspective, recent advances in bimetallic systems for catalytic C-C and C-X coupling reactions are reviewed. Behavior which complements that of established single-site catalysts is highlighted. Two major reaction classes are covered. First, generation of catalytic amounts of organometallic species of e.g. Cu,Au,or Ni capable of transmetallation to a Pd co- catalyst (or other traditional cross-coupling catalyst) has allowed important new C-C coupling technologies to emerge. Second, catalytic transformations involving binuclear bond-breaking and/epresent a frontier area for C-C and C-X coupling processes.
Chem. Commun.43He, YH; Guan, ZTRUEFALSEFALSEFALSE
6587
10.1002/aoc.6032
Nickel-Copper bimetallic mesoporous nanoparticles: As an efficient heterogeneous catalyst for N-alkylation of amines with alcohols
A convergent three-step method for the synthesis of 2-substituted chromans is described. These results have been accomplished via the Heck coupling of readily accessible allylic alcohols and 2-iodophenols, followed by reduction and Mitsunobu cyclization. The utility and generality of this method is demonstrated through the synthesis of a series of 2-aryl-, 2-heteroaryl-and 2-alkylchromans, as well as an azachroman derivative. The asymmetric version of this approach via a Noyori-catalyzed ketone reduction and subsequent cyclization is likewise highlighted.
Appl. Organomet. Chem.
43Kassaee, MZFALSEFALSEFALSEFALSE
6588
10.1021/acs.organomet.0c00573
Palladium-Catalyzed Solvent-Free Preparation of Arylphosphonates ArP(O)(OAr)(2) from (ArO)(3)P via the Michaelis-Arbuzov Rearrangement
Five novel silver(I) complexes and two copper(I) phosphine complexes containing the bis[2-(diphenylphosphino)phenyllether ligand were synthesized and structurally characterized. Treatment of AgX/CuX and the bis[2-(diphenylphosphino)phenyl]ether with N boolean AND N ligands afforded the silver(I) or copper(I) complexes {[Ag-2(P)(2)(dpa)(H2O)(2)](dpa)(ClO4)(2)}(n) (1), {[Ag(POP)(dpp)](ClO4)}(n) (2), [Ag-2(POP)(2)(4,4'bipy)(CH3CN)(2)](CF3SO3)(2)center dot CH3CN (3), {[Ag(POP)(dpe)](CF3SO3)center dot CH3CN}(n) (4), {[Ag-2(POP)(2)(dpe)(H2O)(2)](dpe) (BF4)(2)}(n) (5), [Cu(POP)(bpy)](BF4) (6) and [Cu-2(POP)(2)(4,4'-bipy)](CF3SO3)(2)center dot 4CH(3)CN (7) {POP = bis[2-(diphenylphosphino)phenyllether; dpp = 1,3-bis(4-pyridyl)propane; dpa = 1,2-bis(4-pyridyl)ethane; dpe = 1,2-bis(4-pyridyl)ethene; 4,4'-bipy = 4,4'-bipyridine; bpy = 2,2'-bipyridine}. These complexes are all characterized by IR, elemental analysis, X-ray diffraction, luminescence, P-31 NMR and H-1 NMR spectroscopy. Complex 5 has an irregular (6,3) network structure connected through hydrogen bonds between the C-H groups of aromatic rings and anions; complexes 1 and 2 are of 2D topological architectures which are linked by hydrogen bonds; complex 4 is of a 1D infinite zigzag chain structure formed by the bridging ligand dpe; complexes 3 and 7 are of dinuclear structures and complex 6 is of mononuclear structure. The choice of solvent and the type and coordination modes of the bipyridine derivatives are of importance in defining the structural and topological features of the resulting networks. In addition, the complexes 1-7 exhibit interesting luminescence in the solid state at room temperature. At the same time, we also studied the terahertz spectrum which provided some new informations of these complexes. (C) 2016 Elsevier Ltd. All rights reserved.
Organometallics43Han, LBFALSEFALSEFALSEFALSE
6589
10.1039/d0sc03217d
Nickel-catalyzed migratory alkyl-alkyl cross-coupling reaction
Wittig reactions between benzaldehyde derivatives and a nonstabilized phosphonium ylide bearing a phosphastibatriptycene skeleton, regarded as a tridentate aryl ligand, gave (E)-alkenes with high selectivity in the presence of both lithium and sodium salts. As previously reported, reactions between a triphenylphosphonium ylide and benzaldehyde derivatives under the same conditions afforded mainly (Z)-alkenes. Variable-temperature (VT) P-31{H-1} NMR spectra showed two signals, assigned to cis-and trans-1,2-oxaphosphetanes, which were observed at different temperatures (-80 degrees C and -40 degrees C, respectively) in the Wittig reaction between benzaldehyde and the nonstabilized phosphonium ylide bearing the phosphastibatriptycene skeleton, in the presence of both lithium and sodium salts, and showed the existence of equilibrium between these products at -40 degrees C. On the other hand, this equilibrium was not clearly observed in the reaction between the triphenylphosphonium ylide and benzaldehyde, for which only one signal was detected. The observed intermediates were confirmed to be 1,2-oxaphosphetanes by deprotonation of the isolated beta-hydroxyalkylphosphonium salts bearing a phosphastibatriptycene skeleton and a triphenylphosphine moiety, respectively. Crossover reactions were conducted in the deprotonations of beta-hydroxyalkylphosphonium salts with TMS2NNa in the presence of p-chlorobenzaldehyde, resulting in the observation of signals corresponding to 1,2-oxaphosphetanes containing phenyl and p-chlorophenyl groups at the 4-positions, indicating the exchange process between benzaldehyde and p-chlorobenzaldehyde at -40 degrees C for the phosphastibatriptycene system and at 0 degrees C for triphenyl derivatives. These results clearly indicated that stereochemical drift occurred at those temperatures, even in reactions using nonstabilized phosphonium ylides. The stereochemical drift in the phosphastibatriptycene system occurred at a lower temperature than in the case of the triphenyl derivative, thus explaining the (E)-selective Wittig reactions between the benzaldehyde derivatives and the nonstabilized phosphastibatriptycene-based phosphonium ylide in the presence of lithium and sodium salts.
Chem. Sci.43Yin, GYFALSEFALSEFALSEFALSE
6590
10.1021/jacs.0c05901
Mechanistic Analysis of Metallaphotoredox C-N Coupling: Photocatalysis Initiates and Perpetuates Ni(I)/Ni(III) Coupling Activity
Cross-coupling of various O-based electrophiles with aryl bromides was developed through Ni-catalyzed C-O activation in the presence of magnesium. Beside carboxylates, carbamates, and ethers, phenols exhibited excellent reactivity under modified conditions. This chemistry was featured as a simple and environmentally benign process with low catalyst loading and easy manipulations. The method exhibited broad substrate scopes.
J. Am. Chem. Soc.43MacMillan, DWCTRUEFALSEFALSEFALSE
6591
10.1016/j.inoche.2020.107993
Synthesis and characterization of Pd based on [2,2 '-bipyridin]-4-amine functionalized nano cellulose as a novel and recyclable nano catalyst for Suzuki reaction
An efficient one-pot method for the synthesis of organic disulfides from aryl and alkyl halides and potassium sulfide has been described. K2S acts as an inexpensive and readily available sulfur source. A variety of symmetric diaryl and dialkyl disulfides was prepared in good to excellent yields using NiCl2 center dot 6H(2)O and acetylacetone as the catalytic system.
Inorg. Chem. Commun.
43Sun, YQFALSEFALSEFALSEFALSE
6592
10.1038/s41586-020-2399-1
Desymmetrization of difluoromethylene groups by C-F bond activation
A Ru-catalyzed direct olefination of electron deficient alkenes with allyl acetate via C-H bond activation is disclosed. By using N,N-disubstituted aminocarbonyl as the directing group, this external oxidant-free protocol resulted in high reaction efficiency and good stereo- and regioselectivities, which opens a novel synthetic passway for access to (Z,E)-butadiene skeletons.
Nature43Hartwig, JFFALSEFALSEFALSEFALSE
6593
10.1039/d0gc00763c
A practical and concise homogeneous nickel catalyst for efficient solvent-free synthesis of gamma-valerolactone
Several new amino-type secondary phosphine oxide (SPO) pre-ligands (3a-3h) that contain P-N bonds were synthesized and characterized. SPOs 3a-3h can tautomerize to phosphinous acids (PA, 3a-3h) as genuine ligands. The formation of SPOs 3a-3h occurred first through nucleophilic attack on the imine carbon atom, then by the addition of RPCl2 (R = Ph, Cy, tBu, or iPr), and work-up under acidic conditions. The P-N bond in the newly prepared SPOs is evident from the crystal structures of SPOs 3d and 3h. Reactions of SPOs 3f, 3g, or 3h with Pd(COD)Cl-2 (COD = cyclooctadiene) yielded palladium complexes 6f, 6g, or 6h. In these crystal structures, PAs 3f, 3g, and 3h act as didentate ligands through P and N donors. Intriguingly, the reaction of SPO 3f with Pd(COD)Cl-2 also gave rise to palladium complexes 7fa, 7fb, and 8f. The crystal structures of 7fa and 7fb show that the palladium atom is chelated by PA 3f and coordinated by a phosphine-like ligand fragmented from SPO 3f through C-N bond dissociation. Finally, the syntheses of carbazole derivatives were pursued in Catellani reactions with SPOs 3g and 3h as pre-ligands. A mechanism is proposed to account for the catalytic reaction (see the Supporting Information). The optimized conditions for Suzuki reactions using selected SPO ligands are also reported.
Green Chem.43Deng, J; Fu, YFALSEFALSEFALSEFALSE
6594
10.3390/catal10040372
Suzuki-Miyaura Cross-Coupling of Amides Using Well-Defined, Air- and Moisture-Stable Nickel/NHC (NHC = N-Heterocyclic Carbene) Complexes
Copper(I)/ligand-catalyzed one pot synthesis of highly substituted 2,3-difunctionalized-4-chlorofurans has been reported. The reaction proceeds via a Cu(I)-catalyzed regioselective 5-endo-trig radical cyclization of 2,2,2-trichlorethyl vinyl ethers followed by the base-promoted dehydrochlorination. The success of the kinetically disfavored 5-endo cyclization was attributed to the formation of captodatively stabilized radical intermediate in the cyclization step and relatively high reaction temperature. Synthetic application of this protocol was also demonstrated in the preparation of alkyl and aryl substituted 4-chlorofuranonapthoquinones.
Catalysts43Szostak, MFALSEFALSEFALSEFALSE
6595
10.1016/j.jcat.2020.01.021
Replacement of Pd nanoparticles: Hydrogenation promoted by frustrated Lewis acid-base pairs in carbon quantum dots
Organic catalysts have found wide applications in organic synthesis. Many organic reactions, which originally do not occur under normal conditions or are difficult to operate normally, have been successfully conducted under mild conditions in the presence of catalysts. In recent years, 2,4,6-trichloro-1,3,5-triazine (TCT, cyanuric chloride) has been used as organic catalyst in many organic synthesis, because it is stable, nonvolatile, inexpensive, commercially available, and easy to handle. On account of these properties it has been used as a green catalyst and sometimes is a catalyst of choice in organic reactions. [GRAPHICS]
J. Catal.43Lin, W; Li, ZHFALSEFALSEFALSEFALSE
6596
10.1021/acscatal.9b05049
Reductive Cleavage of Azoarene as a Key Step in Nickel-Catalyzed Amidation of Esters with Nitroarenes
ACS Catal.43Harvey, JNFALSEFALSEFALSEFALSE
6597
10.1039/c9sc03737c
Light-enabled metal-free pinacol coupling by hydrazine
Chem. Sci.43
Khaliullin, RZ; Li, CJ
FALSEFALSEFALSEFALSE
6598
10.1021/acs.jpca.9b07043
Computational Insight into the Mechanism of Ruthenium(II)Catalyzed alpha-Alkylation of Arylmethyl Nitriles Using Alcohols
J. Phys. Chem. A43Zhang, XFALSEFALSEFALSEFALSE
6599
10.1021/acscatal.9b02779
Direct Synthesis of Nitriles from Carboxylic Acids Using Indium-Catalyzed Transnitrilation: Mechanistic and Kinetic Study
ACS Catal.43
Vanoye, L; Favre-Reguillon, A
FALSEFALSEFALSEFALSE
6600
10.1002/ejoc.201901291
Solvent-Free N-Alkylation of Amides with Alcohols Catalyzed by Nickel on Silica-Alumina
Eur. J. Org. Chem.43
Duguet, N; Metay, E
FALSEFALSEFALSEFALSE
6601
10.1016/j.tetlet.2019.151105
Synthesis of isoindolinones: Intramolecular [4+2] cycloaddition/retro [4+2] of pyridone propiolamides
Tetrahedron Lett.43Wilson, JEFALSEFALSEFALSEFALSE
6602
10.1021/acs.joc.9b02105
Cobalt-Catalyzed Cross-Coupling Reactions of Aryl Triflates and Lithium Arylborates
J. Org. Chem.43Duong, HAFALSEFALSEFALSEFALSE
6603
10.1021/jacs.9b08504
Nonsymmetrical Bis-Azine Biaryls from Chloroazines: A Strategy Using Phosphorus Ligand-Coupling
J. Am. Chem. Soc.43McNally, AFALSEFALSEFALSEFALSE
6604
10.1039/c9cc04726c
Photo-nickel dual catalytic benzoylation of aryl bromides
Chem. Commun.43Konig, BTRUEFALSEFALSEFALSE
6605
10.1021/acs.organomet.9b00543
Bis(dialkylphosphino)ferrocene-Ligated Nickel(II) Precatalysts for Suzuki-Miyaura Reactions of Aryl Carbonates
Organometallics43Hazari, NFALSEFALSEFALSEFALSE
6606
10.1002/ejoc.201900057
Amination of 2-Pyridinesulfonic and 8-Quinolinesulfonic Acids with Magnesium Amides
Eur. J. Org. Chem.43Knochel, PFALSEFALSEFALSEFALSE
6607
10.1007/s11696-019-00734-9
Synthesis of 1,2-propanediamine via reductive amination of isopropanolamine over Raney Ni under the promotion of K2CO3
Chem. Pap.43Yang, JM; Lu, JFALSEFALSEFALSEFALSE
6608
10.1016/j.poly.2019.01.021
Ni(II), Pd(II) and Pt(II) complexes with SacNac tridentate ligand
Polyhedron43Lopez, JAFALSEFALSEFALSEFALSE
6609
10.1002/cctc.201801841
Oxovanadium(V)-Catalyzed Direct Amination of Allyl Alcohols
ChemCatChem43Moriuchi, TFALSEFALSEFALSEFALSE
6610
10.1002/slct.201804039
Magnetically Recyclable Nano Nickel Ferrite Catalyzed One-pot Chalcogenation of Bioactive Heterocycles Under Aerobic Condition
ChemistrySelect43Das, ARFALSEFALSEFALSEFALSE
6611
10.1016/j.poly.2018.11.044
Flexible, N-sulfonyl-substituted aliphatic amine ligands in palladium-catalyzed Suzuki-Miyaura C-C coupling: Influence of substituents bulkiness and co-ligand size
Polyhedron43
Plass, W; Eseola, AO
FALSEFALSEFALSEFALSE
6612
10.1016/j.chemphys.2018.09.018
Copper (II) Schiff base-graphene oxide composite as an efficient catalyst for Suzuki-Miyaura reaction
Chem. Phys.43Bhat, BRFALSEFALSEFALSEFALSE
6613
10.1039/c8sc04698k
Visual kinetic analysis
Chem. Sci.43Bures, JFALSEFALSEFALSEFALSE
6614
10.3390/molecules24020294
Direct Synthesis of Phosphonates and -Amino-phosphonates from 1,3-Benzoxazines
Molecules43
Linzaga-Elizalde, I
FALSEFALSEFALSEFALSE
6615
10.1039/c7qo01163f
Asymmetric ring-opening reactions of azabenzonorbornadienes through transfer hydrogenation using secondary amines as hydrogen sources: tuning of absolute configuration by acids
Org. Chem. Front.43
Zhou, YY; Fan, BM
FALSEFALSEFALSEFALSE
6616
10.1039/c8cc03541e
Stille cross- coupling of secondary and tertiary a-( trifluoromethyl)- benzyl chlorides with allylstannanes
Chem. Commun.43Shibata, NFALSEFALSEFALSEFALSE
6617
10.1016/j.tetlet.2018.01.077
Base metal-catalyzed alcohol C-C couplings under hydrogen transfer conditions
Tetrahedron Lett.43Liu, FHFALSEFALSEFALSEFALSE
6618
10.1246/cl.171130
Machine Learning Approach for Prediction of Reaction Yield with Simulated Catalyst Parameters
Chem. Lett.43Yada, A; Sato, KFALSEFALSEFALSEFALSE
6619
10.1021/acs.joc.7b02740
Transition-Metal-Free Oxidative Aminooxyarylation of Alkenes: Annulations toward Aminooxylated Oxindoles
J. Org. Chem.43Zhang, MZFALSEFALSEFALSEFALSE
6620
10.1002/aoc.4076
A new air and moisture stable robust bio-polymer based palladium catalyst for highly efficient synthesis of biaryl compounds
Appl. Organomet. Chem.
43Baran, NFALSEFALSEFALSEFALSE
6621
10.1021/jacs.7b10855
Preparation of Quaternary Centers via Nickel-Catalyzed Suzuki-Miyaura Cross-Coupling of Tertiary Sulfones
J. Am. Chem. Soc.43Crudden, CMFALSEFALSEFALSEFALSE
6622
10.1039/c8ra07841f
Substrate switchable Suzuki-Miyaura coupling for benzyl ester vs. benzyl halide
RSC Adv.43Nishiwaki, NFALSEFALSEFALSEFALSE
6623
10.3762/bjoc.13.228
Homologated amino acids with three vicinal fluorines positioned along the backbone: development of a stereoselective synthesis
Beilstein J. Org. Chem.
43Hunter, LFALSEFALSEFALSEFALSE
6624
10.1021/acscatal.7b02795
Nickel/Photoredox-Catalyzed Amidation via Alkylsilicates and Isocyanates
ACS Catal.43Molander, GATRUEFALSEFALSEFALSE
6625
10.1039/c6ob00073h
Direct synthesis of anilines and nitrosobenzenes from phenols
Org. Biomol. Chem.43de Alaniz, JRFALSEFALSEFALSEFALSE
6626
10.1021/jacs.5b07895
An Alternative Reaction Course in O-Glycosidation with O-Glycosyl Trichloroacetimidates as Glycosyl Donors and Lewis Acidic Metal Salts as Catalyst: Acid-Base Catalysis with Gold Chloride-Glycosyl Acceptor Adducts
J. Am. Chem. Soc.43Schmidt, RRFALSEFALSEFALSEFALSE
6627
10.1021/jacs.5b04892
Oxidation of Ni(II) to Ni(IV) with Aryl Electrophiles Enables Ni-Mediated Aryl-CF3 Coupling
J. Am. Chem. Soc.43Sanford, MSFALSETRUEFALSEFALSE
6628
10.1038/ncomms8508
Decarbonylative organoboron cross-coupling of esters by nickel catalysis
Nat. Commun.43Musaev, DGFALSEFALSEFALSEFALSE
6629
10.1002/anie.201500404
Nickel-Catalyzed Amination of Aryl Chlorides with Ammonia or Ammonium Salts
Angew. Chem.-Int. Edit.
43Hartwig, JFFALSEFALSEFALSEFALSE
6630
10.1039/c5ra09631f
Site and stereoselectivity in sulfa-Michael addition to equivocally activated conjugated dienes
RSC Adv.43Kowalczyk, RFALSEFALSEFALSEFALSE
6631
10.1039/c4cc09337b
Iron catalysed cross-couplings of azetidines - application to the formal synthesis of a pharmacologically active molecule
Chem. Commun.43Rueping, MFALSEFALSEFALSEFALSE
6632
10.1021/jo501925s
4,4 ',4 ''-Trimethy1-2,2 ':6 ',2 ''-terpyridine by Oxidative Coupling of 4-Pico line
J. Org. Chem.43Weix, DJFALSEFALSEFALSEFALSE
6633
10.1021/ol501707z
Nickel-Catalyzed C-H Coupling with Allyl Phosphates: A Site-Selective Synthetic Route to Linear Allylarenes
Org. Lett.43Zeng, XMFALSEFALSEFALSEFALSE
6634
10.1021/ja5026485
Enantiospecific Intramolecular Heck Reactions of Secondary Benzylic Ethers
J. Am. Chem. Soc.43Jarvo, ERFALSEFALSEFALSEFALSE
6635
10.1016/j.tetlet.2014.02.046
Catalyzation of 1,4-additions of arylboronic acids to alpha,beta-unsaturated substrates using nickel(I) complexes
Tetrahedron Lett.43Wei, YPFALSEFALSEFALSEFALSE
6636
10.1515/pac-2014-5033
Pd- and Ni-catalyzed C-H arylations using C-O electrophiles
Pure Appl. Chem.43Kalyani, DFALSEFALSEFALSEFALSE
6637
10.1039/c3cc47360k
Metal-free ring-opening of epoxides with potassium trifluoroborates
Chem. Commun.43Csaky, AGFALSEFALSEFALSEFALSE
6638
10.1021/ja409748m
Design, Generation, and Synthetic Application of Borylzincate: Borylation of Aryl Halides and Borylzincation of Benzynes/Terminal Alkyne
J. Am. Chem. Soc.43Takita, RFALSEFALSEFALSEFALSE
6639
10.1246/cl.130508
Cobalt-catalyzed Branched-selective Addition of Aromatic Ketimines to Styrenes under Room-temperature Conditions
Chem. Lett.43Yoshikai, NFALSEFALSEFALSEFALSE
6640
10.1021/ja4076716
Directed Nickel-Catalyzed Negishi Cross Coupling of Alkyl Aziridines
J. Am. Chem. Soc.43Doyle, AGFALSEFALSEFALSEFALSE
6641
10.1021/jo400432q
Determination of Absolute Configuration of Secondary Alcohols Using Thin-Layer Chromatography
J. Org. Chem.43Rychnovsky, SDFALSEFALSEFALSEFALSE
6642
10.1002/adsc.201300026
A Copper-Catalyzed Aerobic Cascade Dehydrogenative Dehalogenative Reaction
Adv. Synth. Catal.43Xu, PFALSEFALSEFALSEFALSE
6643
10.1016/j.tetlet.2012.11.106
S(N)2 substitution reaction of 2-C-acetoxymethyl glycals catalyzed by iodine: a novel synthesis of 2-C-N-arylamidomethyl glycals
Tetrahedron Lett.43Reddy, BVSFALSEFALSEFALSEFALSE
6644
10.1002/anie.201208606
Carboxy-Directed Asymmetric Hydrogenation of 1,1-Diarylethenes and 1,1-Dialkylethenes
Angew. Chem.-Int. Edit.
43Zhou, QLFALSEFALSEFALSEFALSE
6645
10.1007/s11426-012-4711-x
Theoretical study on formation of thioesters via O-to-S acyl transfer
Sci. China-Chem.43Guo, QXFALSEFALSEFALSEFALSE
6646
10.1039/c2cc17744g
Triply ferrocene-bridged boroxine cyclophane
Chem. Commun.43Miljanic, OSFALSEFALSEFALSEFALSE
6647
10.1039/c2cc15972d
An efficient palladium-benzimidazolyl phosphine complex for the Suzuki-Miyaura coupling of aryl mesylates: facile ligand synthesis and metal complex characterization
Chem. Commun.43So, CMFALSEFALSEFALSEFALSE
6648
10.1016/j.tetlet.2011.10.050
Synthesis of isotopomers of N-(tert-butoxycarbonyl)-4-cyano-L-phenylalanine methyl ester: choice of cyanation solvent
Tetrahedron Lett.43Brewer, SHFALSEFALSEFALSEFALSE
6649
10.1039/c1cc11087j
On water sp(3)-sp(2) cross-couplings between benzylic and alkenyl halides
Chem. Commun.43Krasovskaya, VFALSEFALSEFALSEFALSE
6650
10.1021/jo100877j
Palladium-Catalyzed C-F Activation of Polyfluoronitrobenzene Derivatives in Suzuki-Miyaura Coupling Reactions
J. Org. Chem.43Sandford, GFALSEFALSEFALSEFALSE
6651
10.1055/s-0030-1258080
Synthesis of 2-Substituted Pyrimidines via Cross-Coupling Reaction of Pyrimidin-2-yl Sulfonates with Nucleophiles in Polyethylene Glycol 400
Synlett43Wang, XCFALSEFALSEFALSEFALSE
6652
10.1002/anie.201004543
Nickel-Catalyzed Cyclization of Difluoro-Substituted 1,6-Enynes with Organozinc Reagents through the Stereoselective Activation of C-F Bonds: Synthesis of Bicyclo[3.2.0]heptene Derivatives
Angew. Chem.-Int. Edit.
43Chatani, NFALSEFALSEFALSEFALSE
6653
10.3390/molecules14062032
The Synthesis of Some Perhydrobenzimidazolinium Salts and Their Application in Pd-Carbene Catalyzed Heck and Suzuki Reactions
Molecules43Yigit, MFALSEFALSEFALSEFALSE
6654
10.1021/om800004j
Anagostic interactions and catalytic activities of sterically bulky benzannulated N-heterocyclic carbene complexes of nickel(II)
Organometallics43Huynh, HVFALSEFALSEFALSEFALSE
6655
10.1021/jo800155a
New insight into Ni(II)-catalyzed cyclization reactions of propargylic compounds with soft nucleophiles: Novel indenes formation
J. Org. Chem.43Liang, YMFALSEFALSEFALSEFALSE
6656
10.1021/jo7022558
Nickel-catalyzed amination of aryl tosylates
J. Org. Chem.43Yang, LMFALSEFALSEFALSEFALSE
6657
10.1055/s-2007-983845
Catalytic activities of a bis(carbene)-derived nickel(II)-pincer complex in Kumada-Tamao-Corriu and Suzuki-Miyaura coupling reactions for the synthesis of biaryl compounds
Synthesis43Inamoto, KFALSEFALSEFALSEFALSE
6658
10.1016/j.tetlet.2007.04.017
A simple and efficient FeCl3-catalyzed direct alkylation of active methylene compounds with benzylic and allylic alcohols under mild conditions
Tetrahedron Lett.43Jana, UFALSEFALSEFALSEFALSE
6659
10.1021/jo0623742
CuI-catalyzed Suzuki-Miyaura and Sonogashira cross-coupling reactions using DABCO as ligand
J. Org. Chem.43Li, JHFALSEFALSEFALSEFALSE
6660
10.1016/j.tetlet.2006.10.156
Facile access to 4-(1-alkynyl)-2(5H)-furanones by Sonogashira coupling of terminal acetylenes with beta-tetronic acid bromide: efficient synthesis of cleviolide
Tetrahedron Lett.43Boukouvalas, JFALSEFALSEFALSEFALSE
6661
10.1039/b614015g
Ruthenium-catalysed linear-selective allylic alkylation of allyl acetates
Chem. Commun.43Kawatsura, MFALSEFALSEFALSEFALSE
6662
10.1055/s-2006-926305
Palladium on activated carbon - A recyclable catalyst for Suzuki-Miyaura cross-coupling of aryl chlorides in water
Synthesis43Lysen, MFALSEFALSEFALSEFALSE
6663
10.1002/anie.200600100
Regio- and stereoselective rhodium-catalyzed allylic alkylations of chelated enolates
Angew. Chem.-Int. Edit.
43Kazmaier, UFALSEFALSEFALSEFALSE
6664
10.1021/ol0522485
Rhodium-catalyzed reaction of aryl and alkenylboronic acids with 2,4-dienoate esters: Conjugate addition and Heck reaction products
Org. Lett.43Csaky, AGFALSEFALSEFALSEFALSE
6665
10.1055/s-2004-837298
Efficient protocol for the phosphine-free Suzuki-Miyaura reaction catalyzed by palladium on carbon at room temperature
Synthesis43Zhang, GLFALSEFALSEFALSEFALSE
6666
10.1016/j.polymer.2004.05.051
Palladium-catalyzed selective dehalogenative homocoupling polymerization of AB(2)-type dihaloaryl sulfonate monomers
Polymer43Bae, JYFALSEFALSEFALSEFALSE
6667
10.1016/S0040-4020(03)00761-0
Synthesis and metallation of 2-(pyridyl)benzoic acids and ethyl 2-(pyridyl)benzoates: a new route to azafluorenones
Tetrahedron43Mongin, FFALSEFALSEFALSEFALSE
6668
10.1021/ol005956t
Efficient cross-coupling reactions of aryl chlorides and bromides with phenyl- or vinyltrimethoxysilane mediated by a palladium/imidazolium chloride system
Org. Lett.43Nolan, SPFALSEFALSEFALSEFALSE
6669
10.1006/jcat.1999.2616
Direct synthesis of dimethylbiphenyls by toluene coupling in the presence of palladium triflate and triflic acid
J. Catal.43White, MGFALSEFALSEFALSEFALSE
6670
10.1021/ma9900129
Poly(p-phenylene)s with mesogenic side groups: A potential class of N-II side chain liquid crystalline polymers?
Macromolecules43Percec, VFALSEFALSEFALSEFALSE
6671
10.1016/S0022-328X(98)01058-4
Catalytic asymmetric reactions via pi-allylpalladium complexes coordinated with chiral monophosphine ligands
J. Organomet. Chem.
43Hayashi, TFALSEFALSEFALSEFALSE
6672
10.1021/jo980704f
Oxidative biaryl coupling reaction of phenol ether derivatives using a hypervalent iodine(III) reagent
J. Org. Chem.43Kita, YFALSEFALSEFALSEFALSE
6673
10.1016/S0020-1693(97)05770-8
Enantioselective catalysis XVI: regio- and enantioselectivity in nickel-catalysed cross-coupling reactions of allylic substrates with Grignard reagents
Inorg. Chim. Acta43Nagel, UFALSEFALSEFALSEFALSE
6674
10.1021/jo962307f
Formation of scalemic aziridines via the nucleophilic opening of aziridines
J. Org. Chem.43Bergmeier, SCFALSEFALSEFALSEFALSE
6675
10.5059/yukigoseikyokaishi.49.919
PALLADIUM AND RHODIUM CATALYZED CARBONYLATION - CARBONYLATION OF ALLYLIC COMPOUNDS AND CROSS DOUBLE CARBONYLATION OF AMINES AND ALCOHOLS
J. Synth. Org. Chem. Jpn.
43MURAHASHI, SFALSEFALSEFALSEFALSE
6676
10.1021/om00162a014
PREPARATION AND REDUCTIVE ELIMINATION OF (ETA-3-ALLYL)(ARYL)NICKEL(II) COMPLEXES - UNUSUALLY FACILE ETA-3-ALLYL-ARYL COUPLING ON NICKEL HAVING AN 18-ELECTRON CONFIGURATION
Organometallics43KUROSAWA, HFALSEFALSEFALSEFALSE
6677
10.1016/j.chempr.2022.01.005
Palladium-catalyzed stereospecific C-P toward diverse
Chem43Shi, ZZFALSEFALSEFALSEFALSE
6678
10.1021/acs.orglett.1c03541
Unlocking Amides through Selective C-N Bond Cleavage: Allyl Bromide-Mediated Divergent Synthesis of Nitrogen-Containing Functional Groups
Org. Lett.43Lin, WYFALSEFALSEFALSEFALSE
6679
10.1002/anie.202113836
Synthesis and Optical Resolution of Configurationally Stable Zwitterionic Pentacoordinate Silicon Derivatives
Angew. Chem.-Int. Edit.
43
Fensterbank, L; Lemiere, G
FALSEFALSEFALSEFALSE
6680
10.1055/s-0040-1719856
Hydrohalogenation of Unactivated Alkenes Using a Methanesulfonic Acid/Halide Salt Combination
Synthesis43Paquin, JFFALSEFALSEFALSEFALSE
6681
10.1039/d1py01141c
Poly(para-phenylene) ionomer membranes: effect of methyl and trifluoromethyl substituents
Polym. Chem.43Miyatake, KFALSEFALSEFALSEFALSE
6682
10.1039/d1cc05006k
Haloarene-guided cascade arylation of cyclic vinylogous esters under palladium catalysis
Chem. Commun.43Wu, YKFALSEFALSEFALSEFALSE
6683
10.1002/asia.202100776
Cu2O-Catalyzed Conversion of Benzyl Alcohols Into Aromatic Nitriles via the Complete Cleavage of the C equivalent to N Triple Bond in the Cyanide Anion
Chem.-Asian J.43
Ren, YL; Tian, XZ; Zheng, XF
FALSEFALSEFALSEFALSE
6684
10.1021/jacs.1c05274
Enantiomerically Enriched alpha-Borylzinc Reagents by Nickel-Catalyzed Carbozincation of Vinylboronic Esters
J. Am. Chem. Soc.43Morken, JPFALSEFALSEFALSEFALSE
6685
10.1002/eem2.12205
Electronic Coupling of Single Atom and FePS3 Boosts Water Electrolysis
Energy Environ. Mater.
43Xiao, XHFALSETRUEFALSEFALSE
6686
10.1038/s41598-021-90478-y
An advancement in the synthesis of nano Pd@magnetic amine-Functionalized UiO-66-NH2 catalyst for cyanation and O-arylation reactions
Sci Rep43Moghaddam, FMFALSEFALSEFALSEFALSE
6687
10.1021/acsomega.0c06358
Exploring the Effect of Cyclization of Histamine H-1 Receptor Antagonists on Ligand Binding Kinetics
ACS Omega43de Esch, IJPFALSEFALSEFALSEFALSE
6688
10.1039/d1qo00264c
Nickel-catalyzed reductive benzylation of tertiary alkyl halides with benzyl chlorides and chloroformates
Org. Chem. Front.43
Sun, DL; Gong, HG
FALSEFALSEFALSEFALSE
6689
10.1002/ajoc.202100031
Palladium-Phenylpyrazolylphosphine-Catalyzed Cross-Coupling of Alkenyl Pivalates
Asian J. Org. Chem.43So, CMFALSEFALSEFALSEFALSE
6690
10.1021/acs.orglett.7b02076
Nickel Catalyzed Regio-, Diastereo-, and Enantioselective Cross Coupling of 3,4-Epoxyalcohol with Aryl Iodides
Org. Lett.43
Banerjee, A; Yamamoto, H
FALSEFALSEFALSEFALSE
6691
10.1039/c7qo00068e
Chemoselective acyl C-O bond activation in esters for Suzuki-Miyaura coupling
Org. Chem. Front.43Mondal, MFALSEFALSEFALSEFALSE
6692
10.1002/slct.201601789
Phosphate-Mediated Enyne Synthesis from Allenols
ChemistrySelect43
Sajiki, H; Sawama, Y
FALSEFALSEFALSEFALSE
6693
10.1021/jacs.6b01533
Decarboxylative Cross-Electrophile Coupling of N-Hydroxyphthalimide Esters with Aryl Iodides
J. Am. Chem. Soc.43Weix, DJFALSETRUEFALSEFALSE
6694
10.1021/acs.joc.5b02853
Reaction of Glyconitriles with Organometallic Reagents: Access to Acyl beta-C-Glycosides
J. Org. Chem.43Guillarme, SFALSEFALSEFALSEFALSE
6695
10.1002/anie.201507494
Nickel-Catalyzed Allylic Alkylation with Diarylmethane Pronucleophiles: Reaction Development and Mechanistic Insights
Angew. Chem.-Int. Edit.
43Walsh, PJFALSEFALSEFALSEFALSE
6696
10.1039/d0sc05452f
Preparation of alpha-amino acids via Ni-catalyzed reductive vinylation and arylation of alpha-pivaloyloxy glycine
We report non-decarbonylative Mizoroki-Heck reactions of amide derivatives. The transformation relies on the use of nickel catalysis and proceeds using sterically hindered tri- and tetrasubstituted olefins to give products containing quaternary centers. The resulting polycyclic or spirocyclic products can be obtained in good yields. Moreover, a diastereoselective variant of this method gives access to an adduct bearing vicinal, highly substituted sp3 stereocenters. These results demonstrate that amide derivatives can be used as building blocks for the assembly of complex scaffolds.
Chem. Sci.42Gong, HGFALSEFALSEFALSEFALSE
6697
10.1021/acscatal.0c03857
Sulfonamide Directivity Enables Ni-Catalyzed 1,2-Diarylation of Diverse Alkenyl Amines
A copper(I)-catalyzed enantioselective addition of enynes to ketones was developed. The method allows facile construction of enantiomerically enriched tertiary alcohols using skipped enynes as stable hydrocarbon pronucleophiles. The combination of a soft copper(I)-conjugated Bronsted base catalyst with a chiral diphosphine ligand, (S,S)-Ph-BPE, enabled chemoselective deprotonation of the skipped enynes in the presence of ketones bearing intrinsically more acidic a-protons. The catalytically generated chiral allylcopper species enantio-, diastereo-, regio-, and chemoselectively reacted with ketones, thereby demonstrating excellent substrate generality with functional group tolerance. The skipped enyne moieties of the pronucleophiles were exclusively converted to cis-conjugated enynes, which will eventually allow for further versatile transformations.
ACS Catal.42Engle, KMFALSEFALSEFALSEFALSE
6698
10.1016/j.ceramint.2020.05.133
Fabrication of porous Cu supported Ni-P/CeO2 composite coatings for enhanced hydrogen evolution reaction in alkaline solution
A new and efficient nickel-catalyzed decarbonylative borylation reaction of carboxylic acid esters with bis(pinacolato)-diboron has been developed. This transformation allows access to structurally diverse aryl as well as alkenyl and alkyl boronate esters with high reactivity, broad substrate scope, and excellent functional-group tolerance. Further experiments show that this protocol can be carried out on a gram scale and applied to orthogonal synthetic strategies.
Ceram. Int.42Liu, SLFALSEFALSEFALSEFALSE
6699
10.1002/chem.202000721
One-Pot Substitution of Aliphatic Alcohols Mediated by Sulfuryl Fluoride
Using nickel and photoredox catalysis, the direct functionalization of C(sp(3))-H bonds of N-aryl amines by acyl electrophiles is described. The method affords a diverse range of -amino ketones at room temperature and is amenable to late-stage coupling of complex and biologically relevant groups. C(sp(3))-H activation occurs by photoredox-mediated oxidation to generate -amino radicals which are intercepted by nickel in catalytic C(sp(3))-C coupling. The merger of these two modes of catalysis leverages nickel's unique properties in alkyl cross-coupling while avoiding limitations commonly associated with transition-metal-mediated C(sp(3))-H activation, including requirements for chelating directing groups and high reaction temperatures.
Chem.-Eur. J.42Sammis, PGMFALSEFALSEFALSEFALSE
6700
10.1002/anie.202000124
Ni(COD)(DQ): An Air-Stable 18-Electron Nickel(0)-Olefin Precatalyst
Catalyzed by supported palladium nanoparticles, a decarbonylative amidation reaction between various aryl esters and formamides by C-O bond activation has been developed for the synthesis of amides. The catalyst can be reused and shows high activity after five cycles. The XPS analysis of the catalyst before and after the reaction suggested that the reaction might be performed via a Pd-0/Pd-II/Pd-IV catalytic cycle that began with Pd-0. The hot filtration test strongly suggests that the present reaction would proceed in a heterogeneous manner.
Angew. Chem.-Int. Edit.
42Engle, KMFALSETRUEFALSEFALSE
6701
10.1002/adsc.201901139
Harnessing the Intrinsic Reactivity of 2-Cyano-Substituted Heteroarenes to Achieve Programmable Double Alkylation
The first example of a resorcin[6]arene cavitand in which sulfate bridges are introduced between the OH groups is here reported. In addition to their structural role, sulfate bridges behave as functional supramolecular interacting groups thus favoring the complexation of suitable organic ammonium guests.
Adv. Synth. Catal.42Zhu, HYFALSEFALSEFALSEFALSE
6702
10.1002/adma.201906015
Organic Small Molecule Activates Transition Metal Foam for Efficient Oxygen Evolution Reaction
Adv. Mater.42Huang, WQFALSEFALSEFALSEFALSE
6703
10.1039/c9ra10758d
A one pot protocol to convert nitro-arenes into N-aryl amides
RSC Adv.42Benaglia, MFALSEFALSEFALSEFALSE
6704
10.1016/j.tet.2019.130759
Increasing the antioxidant capability via the synergistic effect of coupling diphenylamine with sterically hindered phenol
Tetrahedron42Hayes, WFALSEFALSEFALSEFALSE
6705
10.1021/acs.orglett.9b01355
Cyclization of Bisphosphines to Phosphacycles via the Cleavage of Two Carbon-Phosphorus Bonds by Nickel Catalysis
Org. Lett.42Tobisu, MFALSEFALSEFALSEFALSE
6706
10.1021/acs.inorgchem.8b03489
C-O and C-N Functionalization of Cationic, NCN-Type Pincer Complexes of Trivalent Nickel: Mechanism, Selectivity, and Kinetic Isotope Effect
Inorg. Chem.42Zargarian, DFALSEFALSEFALSEFALSE
6707
10.1039/c8ob03048k
Enantioselective synthesis of chiral heterocyclic biaryls via asymmetric Suzuki-Miyaura cross-coupling of 3-bromopyridine derivatives
Org. Biomol. Chem.42Qiu, LQFALSEFALSEFALSEFALSE
6708
10.1039/c8cc09701a
Unravelling nucleophilic aromatic substitution pathways with bimetallic nucleophiles
Chem. Commun.42Crimmin, MRFALSEFALSEFALSEFALSE
6709
10.1002/cctc.201800898
Pd-Ni BMNPs Encapsulated in UiO-66 as an Efficient Catalyst for the Activation of Inert C-O Bonds
ChemCatChem42Cai, CFALSEFALSEFALSEFALSE
6710
10.1021/acs.joc.8b01547
Tuning Regioselectivity of Wacker Oxidation in One Catalytic System: Small Change Makes Big Step
J. Org. Chem.42Kang, YBFALSEFALSEFALSEFALSE
6711
10.1021/acscatal.8b01572
Radical-Organometallic Hybrid Reaction System Enabling Couplings between Tertiary-Alkyl Groups and 1-Alkenyl Groups
ACS Catal.42Nishikata, TFALSEFALSEFALSEFALSE
6712
10.1002/anie.201707760
Fast, Efficient and Low E-Factor One-Pot Palladium-Catalyzed Cross-Coupling of (Hetero)Arenes
Angew. Chem.-Int. Edit.
42Feringa, BLFALSEFALSEFALSEFALSE
6713
10.1134/S1070428018070047
Synthesis and Transformations of Aryl-Substituted Alkenes of the Adamantane Series
Russ. J. Organ. Chem.
42Savel'eva, SAFALSEFALSEFALSEFALSE
6714
10.1021/acsomega.7b01540
Direct/Reversible Amidation of Troponyl Alkylglycinates via Cationic Troponyl Lactones and Mechanistic Insights
ACS Omega42Sharma, NKFALSEFALSEFALSEFALSE
6715
10.1021/acscatal.7b03079
Nickel-Catalyzed Suzuki Cross Couplings with Unprotected Allylic Alcohols Enabled by Bidentate N-Heterocyclic Carbene (NHC)/Phosphine Ligands
ACS Catal.42Michaelis, DJFALSEFALSEFALSEFALSE
6716
10.1021/acscatal.7b03388
Ligand-Controlled Nickel-Catalyzed Reductive Relay Cross-Coupling of Alkyl Bromides and Aryl Bromides
ACS Catal.42Yin, GYFALSEFALSEFALSEFALSE
6717
10.1002/aoc.3855
Nickel-catalyzed oxidative esterification of formamides with 1,3-dicarbonyl compounds under mild reaction conditions
Appl. Organomet. Chem.
42Saberi, DFALSEFALSEFALSEFALSE
6718
10.1246/cl.150936
Nickel-catalyzed Cross-coupling of Anisole Derivatives with Trimethylaluminum through the Cleavage of Carbon Oxygen Bonds
Chem. Lett.42Tobisu, MFALSEFALSEFALSEFALSE
6719
10.1016/j.tet.2015.03.066
Nickel promoted switchable hydroheteroarylation of cyclodienes via C-H bond activation of heteroarenes
Tetrahedron42Ong, TGFALSEFALSEFALSEFALSE
6720
10.1002/anie.201501908
Merging Photoredox and Nickel Catalysis: The Direct Synthesis of Ketones by the Decarboxylative Arylation of -Oxo Acids
Angew. Chem.-Int. Edit.
42MacMillan, DWCTRUEFALSEFALSEFALSE
6721
10.1021/jacs.5b02945
Ni-Catalyzed Alkenylation of Ketone Enolates under Mild Conditions: Catalyst Identification and Optimization
J. Am. Chem. Soc.42Helquist, PFALSEFALSEFALSEFALSE
6722
10.1002/adsc.201500058
2H-Chromenes Generated by an Iron(III) Complex-Catalyzed Allylic Cyclization
Adv. Synth. Catal.42Corbu, AFALSEFALSEFALSEFALSE
6723
10.1039/c5qo00039d
A divergent synthesis of 3,10-dialkylpicenes
Org. Chem. Front.42Chen, XCFALSEFALSEFALSEFALSE
6724
10.1039/c5cy00851d
Subtle effects of ligand backbone on the efficiency of iron-diphos catalysed Negishi cross-coupling reactions
Catal. Sci. Technol.42Clifton, JFALSEFALSEFALSEFALSE
6725
10.1039/c4cc08426h
Ni-Catalyzed alpha-arylation of esters and amides with phenol derivatives
Chem. Commun.42Yamaguchi, JFALSEFALSEFALSEFALSE
6726
10.1002/anie.201402576
Catalytic Cleavage of Ether C-O Bonds by Pincer Iridium Complexes
Angew. Chem.-Int. Edit.
42Goldman, ASFALSEFALSEFALSEFALSE
6727
10.1021/jo500905m
Reductive Cross-Coupling of Nonaromatic, Heterocyclic Bromides with Aryl and Heteroaryl Bromides
J. Org. Chem.42Molander, GAFALSEFALSEFALSEFALSE
6728
10.1021/ol5007086
Recyclable Polystyrene-Supported Siloxane-Transfer Agent for Palladium-Catalyzed Cross-Coupling Reactions
Org. Lett.42Smith, ABFALSEFALSEFALSEFALSE
6729
10.1039/c3qo00045a
Access to pyridines via DMAP-catalyzed activation of alpha-chloro acetic ester to react with unsaturated imines
Org. Chem. Front.42Hao, LFALSEFALSEFALSEFALSE
6730
10.1071/CH14171
Probing Mechanisms of Aryl-Aryl Bond Cleavages under Flash Vacuum Pyrolysis Conditions
Aust. J. Chem.42Scott, LTFALSEFALSEFALSEFALSE
6731
10.1080/00397911.2013.862835
SIMPLE PREPARATION PROCESS OF SYN PHENYLPROPANOLAMINES FROM RACEMIC O-TBDPS CYANOHYDRINS
Synth. Commun.42Tang, SFALSEFALSEFALSEFALSE
6732
10.1039/c3qo00066d
Highly selective 4-alkynoic acids synthesis via iron-mediated complete inversion of stereogenic carbon centers
Org. Chem. Front.42Zhang, XBFALSEFALSEFALSEFALSE
6733
10.1039/c3ob41328d
Metal-free borylative ring-opening of vinyl epoxides and aziridines
Org. Biomol. Chem.42
Pubill-Ulldemolins, C
FALSEFALSEFALSEFALSE
6734
10.1021/cs400572q
Rhenium-Catalyzed Acceptorless Dehydrogenative Coupling via Dual Activation of Alcohols and Carbonyl Compounds
ACS Catal.42Zhu, CJFALSEFALSEFALSEFALSE
6735
10.1021/es401183v
Complete Hydrodehalogenation of Polyfluorinated and Other Polyhalogenated Benzenes under Mild Catalytic Conditions
Environ. Sci. Technol.
42McNeill, KFALSEFALSEFALSEFALSE
6736
10.1021/ol400289v
Asymmetric Synthesis of 1-Heteroaryl-1-arylalkyl Tertiary Alcohols and 1-Pyridyl-1-arylethanes by Lithiation-Borylation Methodology
Org. Lett.42Aggarwal, VKFALSEFALSEFALSEFALSE
6737
10.1016/j.tet.2012.12.062
The study of catalyst free and copper catalyzed reactions of cyanochromenes and sodium azide
Tetrahedron42Yao, CFFALSEFALSEFALSEFALSE
6738
10.1021/ol303366u
Nickel-Mediated Inter- and Intramolecular C-S Coupling of Thiols and Thioacetates with Aryl Iodides at Room Temperature
Org. Lett.42Peng, YFALSEFALSEFALSEFALSE
6739
10.1039/c3ra44195d
A quick and flexible synthetic approach to enureas (alkenyl ureas) via the Pd-catalyzed C-N coupling reaction of alkenyl tosylates and mesylates
RSC Adv.42Chikhalia, KHFALSEFALSEFALSEFALSE
6740
10.1002/ejoc.201200444
An Efficient Suzuki-Miyaura Coupling of Aryl Sulfamates and Boronic Acids Catalyzed by NiCl2(dppp)
Eur. J. Org. Chem.42Han, FSFALSEFALSEFALSEFALSE
6741
10.1002/ejoc.201101842
Ti/Ni-Based Multimetallic System for the Efficient Allylation of Carbonyl Compounds
Eur. J. Org. Chem.42Miguel, DFALSEFALSEFALSEFALSE
6742
10.1021/ol2033306
Ligand-Free Ni-Catalyzed Reductive Cleavage of Inert Carbon-Sulfur Bonds
Org. Lett.42Martin, RFALSEFALSEFALSEFALSE
6743
10.1039/c1sc00697e
Catalytic enantioselective electrocyclic cascades
Chem. Sci.42Smith, MDFALSEFALSEFALSEFALSE
6744
10.1039/c2cc32676k
One-pot thioetherification of aryl halides with thiourea and benzyl bromide in water catalyzed by Cu-grafted furfural imine-functionalized mesoporous SBA-15
Chem. Commun.42Bhaumik, AFALSEFALSEFALSEFALSE
6745
10.1021/ol2024357
Iron-Catalyzed Oxidative Monoarylation of Primary Amines with Organozinc Reagents
Org. Lett.42Nakamura, EFALSEFALSEFALSEFALSE
6746
10.1246/bcsj.20110139
Stabilization of Excited State Using Through-Space Interaction between Independent pi-Systems Mediated by a peri-Substituted Hydroxy Group in 1-Arylnaphthalenes: Unexpected Blue Emission of 1,3,5-Tris(peri-hydroxynaphthyl)benzene
Bull. Chem. Soc. Jpn.
42Yasuda, MFALSEFALSEFALSEFALSE
6747
10.1002/adsc.201100141
A Mild Palladium-Catalyzed Suzuki Coupling Reaction of Quinoline Carboxylates with Boronic Acids
Adv. Synth. Catal.42Li, WJFALSEFALSEFALSEFALSE
6748
10.1016/j.molcata.2011.04.001
Reductive dehalogenation of aryl halides over palladium catalysts deposited on SBA-15 type molecular sieve modified with amine donor groups
J. Mol. Catal. A-Chem.
42Stepnicka, PFALSEFALSEFALSEFALSE
6749
10.1021/jo1024464
Rapid Nickel-Catalyzed Suzuki-Miyaura Cross-Couplings of Aryl Carbamates and Sulfamates Utilizing Microwave Heating
J. Org. Chem.42Kappe, COFALSEFALSEFALSEFALSE
6750
10.3762/bjoc.6.70
Suzuki-Miyaura cross-coupling reaction of 1-aryltriazenes with arylboronic acids catalyzed by a recyclable polymer-supported N-heterocyclic carbene-palladium complex catalyst
Beilstein J. Org. Chem.
42Luo, MMFALSEFALSEFALSEFALSE
6751
10.1021/ol100599c
Nickel-Catalyzed Arylative Ring-Opening of 3-Methylenecycloalkane-1,1-dicarboxylates
Org. Lett.42Yorimitsu, HFALSEFALSEFALSEFALSE
6752
10.1002/anie.200907287
Nickel-Catalyzed Amination of Aryl Pivalates by the Cleavage of Aryl C-O Bonds
Angew. Chem.-Int. Edit.
42Tobisu, MFALSEFALSEFALSEFALSE
6753
10.1002/chem.201000420
Aryl Phosphoramides: Useful Electrophiles for Suzuki-Miyaura Coupling Catalyzed by a NiCl2/dppp System (dppp=1,3-Bis(diphenylphosphino)propane)
Chem.-Eur. J.42Han, FSFALSETRUEFALSEFALSE
6754
10.1021/ja907281f
Cross-Coupling of Alkenyl/Aryl Carboxylates with Grignard Reagent via Fe-Catalyzed C-O Bond Activation
J. Am. Chem. Soc.42Shi, ZJFALSEFALSEFALSEFALSE
6755
10.1021/ol900009a
Nano Indium Oxide as a Recyclable Catalyst for C-S Cross-Coupling of Thiols with Aryl Halides under Ligand Free conditions
Org. Lett.42Rao, KRFALSEFALSEFALSEFALSE
6756
10.1021/ja804672m
Palladium-catalyzed Hiyama cross-couplings of aryl arenesulfonates with arylsilanes
J. Am. Chem. Soc.42Wu, JFALSEFALSEFALSEFALSE
6757
10.1055/s-2008-1067193
Nickel-catalyzed cross-coupling reactions of alkyl aryl sulfides and alkenyl alkyl sulfides with alkyl Grignard reagents using (Z)-3,3-dimethyl-1,2-bis(diphenylphosphino)but-1-ene as ligand
Synthesis42Kanemura, SFALSEFALSEFALSEFALSE
6758
10.1002/anie.200704162
Cyclic triolborates: Air- and water-stable ate complexes of organoboronic acids
Angew. Chem.-Int. Edit.
42Miyaura, NFALSEFALSEFALSEFALSE
6759
10.1021/ja0713375
Design of axially chiral dicarboxylic acid for asymmetric Mannich reaction of arylaldehyde N-Boc imines and diazo compounds
J. Am. Chem. Soc.42Maruoka, KFALSEFALSEFALSEFALSE
6760
10.1002/jccs.200600130
In situ generated palladium nanoparticles for catalytic dehalogenation of aryl halides and deboronation of arylboronic acids
J. Chin. Chem. Soc.42Liu, STFALSEFALSEFALSEFALSE
6761
10.1002/anie.200600442
Heck coupling with nonactivated alkenyl tosylates and phosphates: Examples of effective 1,2-migrations of the alkenyl palladium(II) intermediates
Angew. Chem.-Int. Edit.
42Norrby, POFALSEFALSEFALSEFALSE
6762
10.1016/j.tetlet.2005.10.018
A vicarious synthesis of unsymmetrical meta- and para-terphenyls from 2H-pyran-2-ones
Tetrahedron Lett.42Goel, AFALSEFALSEFALSEFALSE
6763
10.1055/s-2004-832818
Nickel-catalyzed cross-coupling reactions of 4-mesylcoumarins with aryl halides: Facile synthesis of 4-substituted coumarins
Synlett42Lin, GQFALSEFALSEFALSEFALSE
6764
10.1021/ol048563t
A new halopropargylation of alkynes promoted by boron trihalides. Highly stereo- and regioselective syntheses of substituted (Z)-1-halo-1,4-enyne derivatives
Org. Lett.42Kabalka, GWFALSEFALSEFALSEFALSE
6765
10.1081/SCC-200026232
Microwave irradiated solventless Sonogashira reaction on nickel(0) powder doped KF/Al2O3
Synth. Commun.42Wang, LFALSEFALSEFALSEFALSE
6766
10.1021/ma021615e
Synthesis of fluorinated and hydrocarbon ester functionalized poly(p-phenylenes) and their solubility in supercritical fluids
Macromolecules42Wright, MEFALSEFALSEFALSEFALSE
6767
10.1016/S0040-4020(98)00849-7
Catalytic alternative of the Ullmann reaction
Tetrahedron42Lemaire, MFALSEFALSEFALSEFALSE
6768
10.1021/ja00140a015
PRACTICAL CATALYST FOR CYCLIC METATHESIS - SYNTHESIS OF FUNCTIONAL AND/OR ENANTIOPURE CYCLOALKENES
J. Am. Chem. Soc.42NUGENT, WAFALSEFALSEFALSEFALSE
6769
10.1016/0022-328X(89)87299-7
TRANSITION-METAL CATALYZED ASYMMETRIC CROSS COUPLING REACTIONS - NEW LIGANDS AND THE EFFECTS OF ADDED SALTS - CRYSTAL-STRUCTURES OF [PH2PCH2CH((CH2)3SME)NME2].PDCL2 AND [PH2PCH2CH((CH2)2SME)NME2].PDCL2
J. Organomet. Chem.
42FALSEFALSEFALSEFALSE
6770
10.1039/d1cc04996h
Ni-Catalyzed enantioselective reductive arylcyanation/cyclization of N-(2-iodo-aryl) acrylamide
Chem. Commun.42Dong, KWFALSEFALSEFALSEFALSE
6771
10.1039/d1qo01530c
Diastereoselective construction of structurally diverse 2,3-dihydroquinolin-4-one scaffolds via redox neutral cascade [1,7]-hydride transfer/cyclization
Org. Chem. Front.42
Li, SS; Wang, L; Dong, FY
FALSEFALSEFALSEFALSE
6772
10.1021/acs.cgd.1c00885
Mechanochromic Luminescence of Four Zn(II)/Cd(II) Complexes Based on Same Schiff-base Ligand with Different Coordination Modes
Cryst. Growth Des.42Zheng, XJFALSEFALSEFALSEFALSE
6773
10.1021/acs.joc.1c00931
Hydrosilane-Mediated Electrochemical Reduction of Amides
J. Org. Chem.42Chiba, KFALSETRUEFALSEFALSE
6774
10.1021/acs.orglett.1c02601
Alkenylation and Arylation of Peptides via Ni-Catalyzed Reductive Coupling of alpha-C-Tosyl Peptides with Csp(2) Triflates/Halides
Org. Lett.42Qian, Q; Sun, DLFALSEFALSEFALSEFALSE
6775
10.1021/acs.orglett.1c02532
Regioselective Silylations of Propargyl and Allyl Pivalates through Ca-Promoted Reductive C(sp(3))-O Bond Cleavage
Org. Lett.42Maekawa, HFALSEFALSEFALSEFALSE
6776
10.1021/acs.orglett.1c02270
Ni-Catalyzed Reductive Arylcyanation of Alkenes
Org. Lett.42Kong, WQFALSEFALSEFALSEFALSE
6777
10.1002/chem.202101273
Nickel-Catalyzed Thiolation of Aryl Nitriles
Chem.-Eur. J.42Morandi, BFALSEFALSEFALSEFALSE
6778
10.6023/cjoc202101049
Synthesis and Antifungal Activity of 3-Aryl-7-methyl-7-hydroxy-2-octen-6-olide
Chin. J. Org. Chem.42Wang, MAFALSEFALSEFALSEFALSE
6779
10.1016/j.tetlet.2021.153099
Copper-mediated ortho C-H primary amination of anilines
Tetrahedron Lett.42Xu, H; Dai, HXFALSEFALSEFALSEFALSE
6780
10.1038/s41586-021-03448-9
Skeletal editing through direct nitrogen deletion of secondary amines
Nature42Levin, MDFALSEFALSEFALSEFALSE
6781
10.1021/acsmedchemlett.0c00673
Synthesis of C6-Substituted Purine Nucleoside Analogues via Late-Stage Photoredox/Nickel Dual Catalytic Cross-Coupling
ACS Med. Chem. Lett.
42El Marrouni, ATRUEFALSEFALSEFALSE
6782
10.1039/c7sc01170a
Cu/Mn bimetallic catalysis enables carbonylative Suzuki-Miyaura coupling with unactivated alkyl electrophiles
Chem. Sci.42Mankad, NPFALSEFALSEFALSEFALSE
6783
10.1021/jacs.7b04312
Nickel-Catalyzed C-Alkylation of Nitroalkanes with Unactivated Alkyl Iodides
J. Am. Chem. Soc.42Watson, DAFALSEFALSEFALSEFALSE
6784
10.1021/acs.orglett.7b01022
Palladium-Catalyzed Asymmetric Benzylic Substitution of Secondary Benzyl Carbonates with Nitrogen and Oxygen Nucleophiles
Org. Lett.42
Hirano, K; Miura, M
FALSEFALSEFALSEFALSE
6785
10.1002/chem.201602926
SuFEx Click: New Materials from SOxF and Silyl Ethers
Chem.-Eur. J.42Locklin, JFALSEFALSEFALSEFALSE
6786
10.1021/acs.orglett.6b02300
Palladium/Lewis Acid Co-catalyzed Divergent Asymmetric Ring-Opening Reactions of Azabenzonorbornadienes with Alcohols
Org. Lett.42Fan, BMFALSEFALSEFALSEFALSE
6787
10.1055/s-0035-1562488
Cobalt-Catalyzed Oxidative Homocoupling of Arylzinc Species
Synthesis42Gosmini, CFALSEFALSEFALSEFALSE
6788
10.1002/anie.201606218
Highly Active and Selective Manganese C=O Bond Hydrogenation Catalysts: The Importance of the Multidentate Ligand, the Ancillary Ligands, and the Oxidation State
Angew. Chem.-Int. Edit.
42Kempe, RFALSEFALSEFALSEFALSE
6789
10.1016/j.tetlet.2016.07.093
Desymmetrization of acid anhydride with asymmetric esterification catalyzed by chiral phosphoric acid
Tetrahedron Lett.42
Yamada, K; Takasu, K
FALSEFALSEFALSEFALSE
6790
10.1021/jacs.6b03253
Nickel-Catalyzed Alkylative Cross-Coupling of Anisoles with Grignard Reagents via C-O Bond Activation
J. Am. Chem. Soc.42Tobisu, MFALSEFALSEFALSEFALSE
6791
10.1021/acs.joc.6b00050
A One-Pot/Single-Analysis Approach to Substrate Scope Investigations Using Comprehensive Two-Dimensional Gas Chromatography (GCxGC)
J. Org. Chem.42O'Neil, GWFALSEFALSEFALSEFALSE
6792
10.1002/anie.201600305
Hydride Reduction by a Sodium Hydride-Iodide Composite
Angew. Chem.-Int. Edit.
42Hirao, H; Chiba, SFALSEFALSEFALSEFALSE
6793
10.1055/s-0035-1560397
Copper-Catalyzed Negishi Coupling of Diarylzinc Reagents with Aryl Iodides
Synthesis42Giri, RFALSEFALSEFALSEFALSE
6794
10.1002/anie.201509341
An Improved System for the Aqueous Lipshutz-Negishi Cross-Coupling of Alkyl Halides with Aryl Electrophiles
Angew. Chem.-Int. Edit.
42Buchwald, SLFALSETRUEFALSEFALSE
6795
10.1039/c6cc00024j
Metal catalyst-free substitution of allylic and propargylic phosphates with diarylmethyl anions
Chem. Commun.42Kobayashi, YFALSEFALSEFALSEFALSE
6796
10.1021/acs.orglett.0c04310
Modular and Divergent Syntheses of Protoberberine and Protonitidine Alkaloids
Heterobiaryls are important pharmacophores that are challenging to prepare by traditional cross-coupling methods. An alternative approach is presented where pyridines and diazines are converted into heteroaryl phosphonium salts and coupled with aryl boronic acids. Nickel catalysts are unique for selective heteroaryl transfer, and the reaction has a broad substrate scope that includes complex pharmaceuticals. Phosphonium ions also display orthogonal reactivity in cross-couplings compared to halides, enabling chemoselective palladium-and nickel-catalyzed coupling sequences.
Org. Lett.41Jiang, XFFALSEFALSEFALSEFALSE
6797
10.1055/s-0040-1706662
Nickel-Catalyzed Intramolecular Nucleophilic Addition of Aryl Halides to Aryl Ketones for the Synthesis of Benzofuran Derivatives
The development of new methods for the direct functionalization of unactivated C-H bonds is ushering in a paradigm shift in the field of retrosynthetic analysis. In particular, the catalytic enantioselective functionalization of C-H bonds represents a highly atom- and step-economic approach toward the generation of structural complexity. However, as a result of their ubiquity and low reactivity, controlling both the chemo- and stereoselectivity of such processes constitutes a significant challenge. Herein we comprehensively review all asymmetric transition-metal-catalyzed methodologies that are believed to proceed via an inner-sphere-type mechanism, with an emphasis on the nature of stereochemistry generation. Our analysis serves to document the considerable and rapid progress within in the field, while also highlighting limitations of current methods.
Synthesis41Deng, CLFALSEFALSEFALSEFALSE
6798
10.1021/acs.joc.0c02690
Overcoming Kinetic and Thermodynamic Challenges of Classic Cope Rearrangements
Carboxylate groups are ubiquitous in bioactive molecules. The syntheses of carboxylates from petroleum feedstock require a series of oxidation reactions. CO2 represents a cheap and sustainable, preoxidized C1 source. Herein, we describe a simple, selective, and mild procedure for the construction of (hetero)cyclic alpha,beta-unsaturated carboxylic acids from 1,6- and 1,7-enyes and CO2. Terminal 1,7-enynes and sterically hindered alkenes experience a change in regioselectivity and form unconjugated carboxylic acids. Mechanistic studies of the reductive cyclization suggest a hydride insertion pathway, explaining the change in regioselectivity caused by steric effects and distinguishing this work from previous reactions involving CO2.
J. Org. Chem.41Grenning, AJFALSEFALSEFALSEFALSE
6799
10.1021/acscatal.0c04713
Nickel-Catalyzed Vinylidene Insertions into O-H Bonds
A Ni-catalyzed reductive cross-coupling reaction between two electrophiles, amides and aryl iodides, has been developed. This work is the first example using amide as an electrophile to couple with another electrophile, instead of using highly basic and pyrophoric nucleophiles. Furthermore, the Ni catalyst chemoselectively inserting the C-N bond of amide triggered the reductive cross-coupling reaction, which solves the problem that the Ni catalyst preferentially inserts the more reactive C-I bond to form a self-coupling product.
ACS Catal.41Uyeda, CFALSEFALSEFALSEFALSE
6800
10.1039/d0cc05003b
Iron-catalysed enantioconvergent Suzuki-Miyaura cross-coupling to afford enantioenriched 1,1-diarylalkanes
Herein, we report a mild and simple method for the highly selective C(sp(2))-H amination reaction of arenes through visible-light-mediated photoredox catalysis with various amines, including imidazole, triazole, and tetrazole. This procedure has broad application for a range of aromatic compounds and heterocycles.
Chem. Commun.41Tyrol, CCFALSEFALSEFALSEFALSE
6801
10.1039/d0ra09110c
A bifunctional amino acid to study protein-protein interactions
The combination of a transition-metal catalyst and organocatalyst was designed to achieve a highly enantioselective system for the allylic dearomatization reaction of naphthols with racemic secondary allylic alcohols. The desired beta-naphthalenones, bearing an all-carbon quaternary center, were obtained in good yields with high chemo- and enantioselectivities. The cooperative catalytic system, involving a chiral iridium complex and phosphoric acid, provided measurable improvements in yields, and chemo-and enantioselectivities relative to single-catalyst systems. Control experiments indicated that the chiral iridium complex functions as a key species in the control of the absolute configuration, thus enabling the formation of both beta-naphthalenone enantiomers by simply employing opposite enantiomeric ligands.
RSC Adv.41Li, XDFALSEFALSEFALSEFALSE
6802
10.1021/acs.orglett.0c03138
Combined Cyanoborylation, C-H Activation Strategy for Styrene Functionalization
Transformation of aromatic thioesters into aryl-boronic esters was achieved efficiently using a rhodium catalyst. The broad functional-group tolerance and mild conditions of the method have allowed for the two-step decarboxylative borylation of a wide range of aromatic carboxylic acids, including commercially available drugs.
Org. Lett.41Montgomery, JFALSEFALSEFALSEFALSE
6803
10.1002/slct.202002787
Nickel-Catalyzed Carbon-Sulfur Bond Formation through Couplings of Aryl Iodides and Aryl Ethanethioates
Direct homologation of aromatic amides with internal alkynes has been accomplished via a nickel-catalyzed sequential C-H activation reaction. The use of a rigid chelating group and a strong aprotic polar solvent successfully divert the classical [4 + 2] annulation to the [2 + 2 + 2] homologation pathway. This transformation is promoted by a simple nickel catalyst without the need of stoichiometric metal oxidants. Mechanistic studies support an unusual substrate-assisted ligand exchange process. NMR and X-ray data suggest a [5,5] Ni-bridged metallacycle as the catalyst resting state. Substrate assisted directing group swap plays an important role for the subsequent meta-C-H insertion. In contrast, [4 + 2] annulation can be accomplished using a bulky, electron-rich phosphine ligand, which favors rapid reductive C-N elimination.
ChemistrySelect41Mao, P; Mai, WPFALSEFALSEFALSEFALSE
6804
10.1039/d0ob01226b
Palladium-catalysed regio- and stereoselective arylative substitution of gamma,delta-epoxy-alpha,beta-unsaturated esters and amides by sodium tetraaryl borates
Palladium-catalyzed Suzuki-Miyaura cross-coupling of primary benzamides enabled by a merger of site selective N,N-di-Boc-activation and cooperative catalysis via N-C bond cleavage for the synthesis of biaryl ketones is reported. We present the synergistic combination of Lewis base and palladium catalysis as a concept to activate inert amide N-C bonds. The mild reaction conditions provide a direct route to structurally diverse ketones. The reaction tolerates a wide range of electrophilic functional groups. Considering the fundamental importance of primary amides as pharmaceutical and synthetic intermediates, the strategy has a potential for developing a diverse array of valuable amide N-C bond functionalization reactions by the synergistic merger of Lewis base and organometallic catalysis.
Org. Biomol. Chem.41Artok, LFALSEFALSEFALSEFALSE
6805
10.1039/d0cc02881a
Conversion of racemic alcohols to optically pure amine precursors enabled by catalyst dynamic kinetic resolution: experiment and computation
An unprecedented rhodium-catalyzed selective cleavage of double alkyl-oxygen bonds of bis/tris(o-alkyloxyphenyl)phosphine has been realized, in which P atom functions as a. directing group and simple aryl acids are the methyl group acceptor to provide methyl esters and a quaternary phosphonium salt. The preliminary mechanism was investigated via an O-18 labeling experiment and stoichiometric reaction between a Rh-A crystal and an aromatic acid.
Chem. Commun.41Azofra, LMFALSEFALSEFALSEFALSE
6806
10.1016/j.jorganchem.2020.121354
Novel and efficient polymer supported copper catalyst for heck reaction
A silver-catalyzed cycloisomerization reaction of a series of o-alkynylbenzohydroxamic acids is reported. Several 5-exo-dig and 6-endo-dig modes of cydization were observed with the nitrogen or oxygen atoms of the amide group acting as nucleophiles. The selectivity was strongly dependent on the silver salt used and on the presence of triphenylphosphine as an additive. Indeed, while the use of Ag2O at room temperature allowed the isolation of isobenzofuran-1-one oximes (7 compounds, 48-92% yield), [Ag(Im)](n) with the concomitant addition of 2 equiv of PPh3 led to a switch in selectivity and to a family of isoindolin-1-ones (10 compounds, 59-87%).
J. Organomet. Chem.
41Anas, SFALSEFALSEFALSEFALSE
6807
10.1039/d0ob00811g
Sulfur-mediated synthesis of unsymmetrically substituted N-aryl oxalamides by the cascade thioamidation/cyclocondensation and hydrolysis reaction
A nickel-catalyzed reductive carboxylation technique for the synthesis of cyclopropanecarboxylic acids has been developed. This user-friendly and mild transformation operates at atmospheric pressure of carbon dioxide and utilizes either organic halides or alkene precursors, thus representing the first example of catalytic reductive carboxylation of secondary counterparts lacking adjacent pi-components.
Org. Biomol. Chem.41Volkova, YAFALSEFALSEFALSEFALSE
6808
10.1002/ajoc.202000145
Magnetically recoverable Ni@CuI hybrid nanocatalysts affording spiropyrroline heterocycles from ketoximes and alkenes
Homoleptic and heteroleptic Ni(II) complexes represented as NiL21 and (NiLLL3)-L-1-L-2 (where, L-1 = N-ethyl-N-phenyldithiocarbamato anion, L-2 = isothiocyanato anion, and L-3 = triphenylphosphine) were synthesized. The complexes have been characterized by elemental, IR, NMR, and single-crystal X-ray analysis. The thermal decomposition behaviour of the complexes were studied using thermogravimetric analysis (TGA). The optimized geometry and the electronic analysis of the type of bonding within the complex structures were performed using methods based on the density functional theory and atom in molecule (AIM) analysis method. X-ray structural analysis of both complexes confirms distorted square planar geometry about the Ni atom. The TGA indicates that the complexes belong to the class of volatile dithiocarbamates which yield the corresponding metal sulphide without any intermediate products. Structural parameters from crystallographic and DFT studies have been compared and found to correlate with each other. The small discrepancies in geometric parameters are attributable to H-bonding and packing interactions within the lattice which are not modelled during computational study. AIM analysis suggests that in (NiLLL3)-L-1-L-2, the Ni center dot center dot center dot L interactions are more covalent in nature whereas in NiL21 complex, they are more ionic in character.
Asian J. Org. Chem.41Rawat, DSFALSEFALSEFALSEFALSE
6809
10.1021/jacs.0c02805
Nickel/Photoredox-Catalyzed Methylation of (Hetero)aryl Chlorides Using Trimethyl Orthoformate as a Methyl Radical Source
This review describes new methods for the synthesis of chiral monophosphine ligands with menthyl phenylphosphinate as a chiral auxiliary through asymmetric Suzuki-Miyaura cross-coupling reactions and asymmetric C-H functionalization. The chiral menthyl phenylphosphinate as a chiral auxiliary is easy to prepare and the menthyl group can easily be transformed into other functional groups, with the chiral center synchronously remaining. These methodologies provide highly efficient and practical strategies for the synthesis of novel axially chiral biaryl monophosphine oxides and their corresponding phosphines. Meanwhile, these reactions are easy to handle and exhibit wide scope for substrates with excellent diastereomeric ratios.
J. Am. Chem. Soc.41Doyle, AGTRUEFALSEFALSEFALSE
6810
10.1038/s42004-020-0292-3
Nickel-catalyzed enantioselective reductive carbo-acylation of alkenes
Palladium-catalysed C(sp(2))-N cross-coupling (that is, Buchwald-Hartwig amination) is employed widely in synthetic chemistry, including in the pharmaceutical industry, for the synthesis of (hetero) aniline derivatives. However, the cost and relative scarcity of palladium provides motivation for the development of alternative, more Earth-abundant catalysts for such transformations. Here we disclose an operationally simple and air-stable ligand/nickel(II) pre-catalyst that accommodates the broadest combination of C(sp(2))-N coupling partners reported to date for any single nickel catalyst, without the need for a precious-metal co-catalyst. Key to the unprecedented performance of this pre-catalyst is the application of the new, sterically demanding yet electron-poor bisphosphine PAd-DalPhos. Featured are the first reports of nickel-catalysed room temperature reactions involving challenging primary alkylamine and ammonia reaction partners employing an unprecedented scope of electrophiles, including transformations involving sought-after (hetero) aryl mesylates for which no capable catalyst system is known.
Comm. Chem.41Wang, CFALSEFALSEFALSEFALSE
6811
10.1021/acs.joc.0c00094
Insights into Substrate Self-Assisted Activation of Allylic Alcohols Guiding to Mild Allylic Substitution of Tautomerizable Heteroarenes
The catalytic C-O bond activation of aryl ethers attracts substantial interest as it is significant for the lignin degradation process. A nickel complex with N-heterocyclic carbene (Ni-SIPr) has been shown to selectively catalyze C-O bond hydrogenolysis of aryl methyl ether to obtain arene and alcohol as the only products. Here, the reaction mechanism of Ni-SIPr catalyzed C-O bond hydrogenolysis of methyl phenyl ether (PhOMe) was studied using density functional theory. In the presence of H-2, the catalytic cycle involves the following: (i) aromatic C-O bond oxidative addition of Ni(SIPr)(eta(2)-PhOMe) to form Ni(SIPr)-(OMe)(Ph), (ii) beta-H transfer from the methoxy to phenyl group in Ni(SIPr)(OMe)(Ph) via sigma-complex-assisted metathesis (sigma-CAM), which eliminates benzene and forms Ni(SIPr)(eta(2)-CH2O), (iii) H-2 binding to form Ni(SIPr)(H-2)(eta(2)-CH2O) prior to H-transfer from H-2 to the formaldehyde carbon via sigma-CAM to generate Ni(SIPr)(H)(OMe), and (iv) reductive elimination to form methanol and the binding of methyl phenyl ether to regenerate Ni(SIPr)(eta(2)-PhOMe). The tert-butoxide base could play a role to assist with the formation of Ni(SIPr)(eta(2)-PhOMe), the catalytically active species, and could bind to Ni(SIPr)(H)(OMe) before reductive elimination. A similar mechanism was found for the C-O bond hydrogenolysis of 2-methoxynaphthalene. Our study showed that the C-O bond oxidative addition is the rate-determining step and that the aromatic C-O bond cleavage to form Ni(SIPr)(OMe)(Ph) is more favorable than the aliphatic C-O bond cleavage to form Ni(SIPr)(OPh)(Me), consistent with the arene and alcohol products obtained from the experiment. Notably, the beta-H transfer from the methoxy to phenyl group on Ni-SIPr is not a stepwise beta-H elimination as generally perceived, but rather a concerted process that occurs via sigma-CAM. This leads to benzene elimination before H-2 binding, in accordance with the results of the isotope labeling experiment of C-O bond hydrogenolysis of 2-methoxynaphthalene. In the absence of H-2, Ni(SIPr)(eta(2)-CH2O) tends to undergo C-H bond activation and alpha-H elimination to release H-2 and generate a nickel carbonyl complex, the catalytically inactive species. This was reflected by experimental results which demonstrated low conversion of 2-methoxynaphthalene in the absence of H-2. Thus, H-2 is crucial to the catalytic reaction through its role in suppressing the formation of the inactive nickel carbonyl species. Insights into the mechanisms of Ni-SIPr catalyzed conversion of methyl phenyl ether should benefit the development of catalysts for C-O bond activation.
J. Org. Chem.41Ma, XTFALSEFALSEFALSEFALSE
6812
10.1021/jacs.9b13531
Nickel-Catalyzed Decarbonylative Amination of Carboxylic Acid Esters
The direct coupling of sp(3) C-OH bond of N -heterocyclic aminols with sp(2) C-H bond of electron rich arenes have been achieved via iron catalyzed dehydrative cross coupling strategy. This novel protocol provides an efficient and straight forward route to access biologically important C4-aryl-3,4dihydroquinazoline derivatives through the reaction of C4-hydroxy-3,4-dihydroquinazolineiaminol with phenol and aniline derivatives under mild reaction conditions. (C) 2015 Elsevier Ltd. All rights reserved.
J. Am. Chem. Soc.41Sanford, MSFALSEFALSEFALSEFALSE
6813
10.1016/j.mcat.2020.110845
A theoretical study of the influence of gold nanoplatelets sites in C-C coupling reaction
A chiral thiourea catalyzed asymmetric 1,6-conjugate addition of para-quinone methides with dicyanoolefins has been developed. The reaction provided an efficient approach to the synthesis of chiral diarylmethine skeletons in good yields (up to 99% yield) with high diastereo- and enantioselectivity (>20:1 dr and up to 99.5:0.5 er), also on a gram scale. The preliminary mechanistic study showed that the remote stereocontrol was achieved through intermolecular hydrogen-bond interaction between the chiral thiourea catalyst and the para-quinone methides directly for the first time.
Mol. Catal.41Man, ICFALSEFALSEFALSEFALSE
6814
10.1016/j.poly.2020.114380
A bis(arylphosphinito)amide pincer ligand that binds nickel forming six-membered metallacycles
Hindered tertiary neopentyl glycol boronic esters can be prepared by using in situ lithiation-borylation of enantiopure secondary benzylic carbamates at -20 degrees C with full chirality transfer.
Polyhedron41Miller, AJMFALSEFALSEFALSEFALSE
6815
10.1039/c9ra08930f
Synthesis of Ag nanoparticles/ordered mesoporous carbon as a highly efficient catalyst for the electroreduction of benzyl bromide
RSC Adv.41Wang, H; Lu, JXFALSEFALSEFALSEFALSE
6816
10.1021/acs.orglett.9b02946
Synthesis of Allylsilanes via Nickel-Catalyzed Cross-Coupling of Silicon Nucleophiles with Allyl Alcohols
Org. Lett.41Wang, ZXFALSEFALSEFALSEFALSE
6817
10.1055/s-0039-1690158
beta-Selective One-Pot Synthesis of Acyl-C-Glycosides via Corey-Seebach Umpolung Reaction
Synlett41
Schutzenmeister, N
FALSEFALSEFALSEFALSE
6818
10.6023/A19060201
Application of Propargylic Radicals in Organic Synthesis
Acta Chim. Sin.41Lu, LQ; Xiao, WJFALSEFALSEFALSEFALSE
6819
10.1021/acs.joc.9b01293
Nickel-Catalyzed Decarboxylative Generation and Asymmetric Allylation of 2-Azaallyl Anions
J. Org. Chem.41Chruma, JJFALSEFALSEFALSEFALSE
6820
10.1021/acs.jpca.9b04284
Mechanism and Origin of Enantioselectivity in Nickel-Catalyzed Alkyl-Alkyl Suzuki Coupling Reaction
J. Phys. Chem. A41Sunoj, RBFALSEFALSEFALSEFALSE
6821
10.1021/acs.orglett.9b01925
Ruthenium-Catalyzed Synthesis of N-Methylated Amides using Methanol
Org. Lett.41Kundu, SFALSEFALSEFALSEFALSE
6822
10.1039/c9ob01173k
Controllable synthesis of 3-chloro- and 3,3-dichloro-2-oxindoles via hypervalent iodine-mediated chlorooxidation
Org. Biomol. Chem.41Yu, CMFALSEFALSEFALSEFALSE
6823
10.1002/app.48200
RhCl(TPPTS)(3) supported on iota-carrageenan as recyclable catalysts for Suzuki cross-coupling
J. Appl. Polym. Sci.41Levy-Ontman, OFALSEFALSEFALSEFALSE
6824
10.1039/c9sc00783k
Nickel-catalyzed C-N bond activation: activated primary amines as alkylating reagents in reductive cross-coupling
Chem. Sci.41Rueping, MFALSEFALSEFALSEFALSE
6825
10.1021/acs.orglett.8b03476
Cross-Coupling of Chloro(hetero)arenes with Thiolates Employing a Ni(0)-Precatalyst
Org. Lett.41Fleischer, IFALSEFALSEFALSEFALSE
6826
10.1021/acs.orglett.8b02450
Iridium-Catalyzed Isomerization of N-Sulfonyl Aziridines to Allyl Amines
Org. Lett.41
Verdaguer, X; Riera, A
FALSEFALSEFALSEFALSE
6827
10.2533/chimia.2018.601
A Perspective in Catalysis: Development of Efficient Methods in the Age of Sustainability
Chimia41Cornella, JFALSEFALSEFALSEFALSE
6828
10.1055/s-0037-1610023
Regio- and Stereoselective Nickel-Catalyzed Coupling of Boronic Acids with Allenoates
Synthesis41Bandini, MFALSEFALSEFALSEFALSE
6829
10.1021/acs.orglett.8b01646
Switchable Selectivity in the Pd-Catalyzed Alkylative Cross-Coupling of Esters
Org. Lett.41Newman, SGFALSEFALSEFALSEFALSE
6830
10.1021/acs.energyfuels.8b01032
Lignin Valorization: A Novel in Situ Catalytic Hydrogenolysis Method in Alkaline Aqueous Solution
Energy Fuels41Li, XBFALSEFALSEFALSEFALSE
6831
10.1002/chem.201801887
Nickel-Catalyzed Coupling of Arylzinc Halides with Thioesters
Chem.-Eur. J.41Fleischer, IFALSEFALSEFALSEFALSE
6832
10.1021/acs.joc.8b00604
Ruthenium-Catalyzed Ring-Opening Addition of Anilides to 7-Azabenzonorbornadienes: A Diastereoselective Route to Hydronaphthylamines
J. Org. Chem.41Zhang, YHFALSEFALSEFALSEFALSE
6833
10.1002/chem.201801099
Facile Synthesis of Single alpha-tert-Alkylated Acetaldehydes by Hydroxyalkylation of Enamides in Aqueous Solution
Chem.-Eur. J.41Nishikata, TFALSEFALSEFALSEFALSE
6834
10.1039/c7qo01064h
Cobalt-catalyzed asymmetric reactions of heterobicyclic alkenes with in situ generated organozinc halides
Org. Chem. Front.41
Chen, JC; Fan, BM
FALSEFALSEFALSEFALSE
6835
10.1055/s-0036-1591523
(DPEPhos)Ni(mesityl)Br: An Air-Stable Pre-Catalyst for Challenging Suzuki-Miyaura Cross-Couplings Leading to Unsymmetrical Biheteroaryls
Synlett41Stradiotto, MFALSEFALSEFALSEFALSE
6836
10.1021/acscatal.7b04105
Mechanistic Study of the Nickel-Catalyzed alpha,beta-Coupling of Saturated Ketones
ACS Catal.41Wiest, OFALSEFALSEFALSEFALSE
6837
10.1039/c8ra03754j
Highly efficient and recyclable water-soluble fullerene-supported PdCl2 nanocatalyst in Suzuki-Miyaura cross-coupling reaction
RSC Adv.41Huo, P; Liu, WYFALSEFALSEFALSEFALSE
6838
10.1039/c7ta08389k
Gram-scale synthesis of aligned C3N4-polypyrrole heterojunction aerogels with tunable band structures as efficient visible and near infrared light-driven metal-free photocatalysts
J. Mater. Chem. A41Wang, BDFALSEFALSEFALSEFALSE
6839
10.1021/acs.orglett.7b02399
Transition-Metal-Free Hydrogenation of Aryl Halides: From Alcohol to Aldehyde
Org. Lett.41Kang, YBFALSEFALSEFALSEFALSE
6840
10.1039/c6sc01086e
Re-orienting coupling of organocuprates with propargyl electrophiles from S(N)2 ' to S(N)2 with stereocontrol
Chem. Sci.41Trost, BMFALSEFALSEFALSEFALSE
6841
10.1021/jacs.5b10270
Stereospecific Rhodium-Catalyzed Allylic Substitution with Alkenyl Cyanohydrin Pronucleophiles: Construction of Acyclic Quaternary Substituted alpha,beta-Unsaturated Ketones
J. Am. Chem. Soc.41Evans, PAFALSEFALSEFALSEFALSE
6842
10.1055/s-0035-1560531
Nickel-Catalyzed Regioselective Reductive Cross-Coupling of Aryl Halides with Polysubstituted Allyl Halides in the Presence of Imidazolium Salts
Synlett41Ren, HJFALSEFALSEFALSEFALSE
6843
10.1021/acs.orglett.5b01466
Privilege Ynone Synthesis via Palladium-Catalyzed Alkynylation of Super-Active Esters
Org. Lett.41Zhang, WQFALSEFALSEFALSEFALSE
6844
10.1039/c5dt01040c
Investigations on the catalytic carboxylation of olefins with CO2 towards alpha,beta-unsaturated carboxylic acid salts: characterization of intermediates and ligands as well as substrate effects
Dalton Trans.41Schaub, TFALSEFALSEFALSEFALSE
6845
10.1039/c5ob01849h
Efficient methods for enol phosphate synthesis using carbon-centred magnesium bases
Org. Biomol. Chem.41Kerr, WJFALSEFALSEFALSEFALSE
6846
10.1039/c5ob01016k
Nickel-catalyzed Suzuki-Miyaura type cross-coupling reactions of (2,2-difluorovinyl)benzene derivatives with arylboronic acids
Org. Biomol. Chem.41Wu, JJFALSEFALSEFALSEFALSE
6847
10.1016/j.tet.2014.06.037
Sonogashira cross-coupling of 3-bromo-1,2-diones: an access to 3-alkynyl-1,2-diones
Tetrahedron41Lopp, MFALSEFALSEFALSEFALSE
6848
10.1002/ejoc.201402129
2,4-and 2,5-Disubstituted Arylthiazoles: Rapid Synthesis by C-H Coupling and Biological Evaluation
Eur. J. Org. Chem.41Yamaguchi, JFALSEFALSEFALSEFALSE
6849
10.1021/om5001327
Nickel Hydroxo Complexes as Intermediates in Nickel-Catalyzed Suzuki-Miyaura Cross-Coupling
Organometallics41Monfette, SFALSEFALSEFALSEFALSE
6850
10.1039/c4qo00012a
Cp2TiCl-catalyzed highly stereoselective intramolecular epoxide allylation using allyl carbonates
Org. Chem. Front.41Millan, IRMAFALSEFALSEFALSEFALSE
6851
10.1039/c4cc00297k
Palladium-catalyzed intermolecular Heck reaction of alkyl halides
Chem. Commun.41Zhou, JRFALSEFALSEFALSEFALSE
6852
10.1002/ejoc.201300934
p-Nitrophenyl Ethylthioester in Enantioselective Organocatalytic Michael Additions: Different Behaviour of beta-Aryl and beta-Alkyl Enals
Eur. J. Org. Chem.41Cid, MBFALSEFALSEFALSEFALSE
6853
10.1016/j.tetlet.2013.08.032
Substituent effects on the amination of racemic allyl carbonates using commercially available chiral rhodium catalysts
Tetrahedron Lett.41Blankespoor, RLFALSEFALSEFALSEFALSE
6854
10.1055/s-0033-1339334
Negishi Cross-Coupling Reaction as a Route to Isocombretastatins
Synlett41Fedorov, AYFALSEFALSEFALSEFALSE
6855
10.1016/j.comptc.2013.04.015
A DFT study on Pd-catalyzed Suzuki cross-coupling polycondensation of aryl bromide monomers
Comput. Theor. Chem.
41Li, ZFALSEFALSEFALSEFALSE
6856
10.1021/jo302307y
Cyanide Anion as a Leaving Group in Nucleophilic Aromatic Substitution: Synthesis of Quaternary Centers at Azine Heterocycles
J. Org. Chem.41Huestis, MPFALSEFALSEFALSEFALSE
6857
10.1016/j.tet.2012.10.080
Facile synthesis of 3-arylpyridine derivatives by palladacycle-catalyzed Stille cross-coupling reaction
Tetrahedron41Leng, YTFALSEFALSEFALSEFALSE
6858
10.1039/c3sc00052d
Carbon-carbon bond construction using boronic acids and aryl methyl sulfides: orthogonal reactivity in Suzuki-type couplings
Chem. Sci.41Weller, ASFALSEFALSEFALSEFALSE
6859
10.1055/s-0031-1289698
N-Heterocyclic Carbene-Palladium(II)-1-Methylimidazole Complex Catalyzed alpha-Arylation of Ketones with Aryl Chlorides
Synthesis41Shao, LXFALSEFALSEFALSEFALSE
6860
10.1021/ol2028702
Enantioselective Boronate Additions to N-Acyl Quinoliniums Catalyzed by Tartaric Acid
Org. Lett.41Schaus, SEFALSEFALSEFALSEFALSE
6861
10.1021/ja209235d
Nickel-Catalyzed Heck-Type Reactions of Benzyl Chlorides and Simple Olefins
J. Am. Chem. Soc.41Jamison, TFFALSEFALSEFALSEFALSE
6862
10.1016/j.carres.2011.08.015
Study of the stereoselectivity of 2-azido-2-deoxygalactosyl donors: relationship to the steric factors of glycosyl acceptors
Carbohydr. Res.41Li, ZTFALSEFALSEFALSEFALSE
6863
10.1021/ja206047h
Enantioselective alpha-Arylation of N-Acyloxazolidinones with Copper(II)-bisoxazoline Catalysts and Diaryliodonium Salts
J. Am. Chem. Soc.41Gaunt, MJFALSEFALSEFALSEFALSE
6864
10.1021/ic2007342
Synthesis and Reactivity of a Transition Metal Complex Containing Exclusively TEMPO Ligands: Ni(eta(2)-TEMPO)(2)
Inorg. Chem.41Captain, BFALSEFALSEFALSEFALSE
6865
10.1002/chem.201100205
Towards the Limit of Atropochiral Stability: H-MIOP, an N-Heterocyclic Carbene Precursor and Cationic Analogue of the H-MOP Ligand
Chem.-Eur. J.41Canac, YFALSEFALSEFALSEFALSE
6866
10.1055/s-0030-1259723
Efficient Aqueous-Phase Heck Reaction Catalyzed by a Robust Hydrophilic Pyridine-Bridged Bisbenzimidazolylidene-Palladium Pincer Complex
Synlett41Tu, TFALSEFALSEFALSEFALSE
6867
10.1021/ol102825t
Tin Mediated Allylation Reactions of Enol Ethers in Water
Org. Lett.41Lin, MHFALSEFALSEFALSEFALSE
6868
10.1002/anie.201101147
Synthesis of Atropisomerically Defined, Highly Substituted Biaryl Scaffolds through Catalytic Enantioselective Bromination and Regioselective Cross-Coupling
Angew. Chem.-Int. Edit.
41Miller, SJFALSEFALSEFALSEFALSE
6869
10.1088/1674-0068/23/06/669-674
Predicting Rate Constants for Nucleophilic Reactions of Amines with Diarylcarbenium Ions Using an ONIOM Method
Chin. J. Chem. Phys.
41Fu, YFALSEFALSEFALSEFALSE
6870
10.1021/ol101136a
Catalytic and Regioselective Ring Expansion of Arylcyclobutanones with Trimethylsilyldiazomethane. Ligand-Dependent Entry to beta-Ketosilane or Enolsilane Adducts
Org. Lett.41Kingsbury, JSFALSEFALSEFALSEFALSE
6871
10.1002/ejoc.201000147
Ni-II-(sigma-Aryl) Complex Catalyzed Suzuki Reaction of Aryl Tosylates with Arylboronic Acids
Eur. J. Org. Chem.41Yang, LMFALSEFALSEFALSEFALSE
6872
10.1002/chem.200902132
Structure-Reactivity Relationships in Negishi Cross-Coupling Reactions
Chem.-Eur. J.41Mayr, HFALSEFALSEFALSEFALSE
6873
10.1016/j.poly.2009.05.080
Synthesis and structure of indenylnickel(II) chlorides bearing free N-heterocyclic carbene ligands and their catalysis for styrene polymerization
Polyhedron41Sun, HMFALSEFALSEFALSEFALSE
6874
10.1021/jo802460z
Palladium-Catalyzed Markovnikov Terminal Arylalkynes Hydrostannation: Application to the Synthesis of 1,1-Diarylethylenes
J. Org. Chem.41Alami, MFALSEFALSEFALSEFALSE
6875
10.1016/j.jorganchem.2008.11.003
Pincer-type bis(carbene)-derived complexes of nickel(II): Synthesis, structure, and catalytic activity
J. Organomet. Chem.
41Doi, TFALSEFALSEFALSEFALSE
6876
10.1055/s-2008-1067095
Sterically demanding, zwitterionic trialkylphosphonium sulfonates as air-stable ligand precursors for efficient palladium-catalyzed cross-couplings of aryl bromides and chlorides
Synthesis41
Shaughnessy, KH
FALSEFALSEFALSEFALSE
6877
10.1002/anie.200705558
Palladium-catalyzed intermolecular ene-yne coupling: Development of an atom-efficient Mizoroki-Heck-type reaction
Angew. Chem.-Int. Edit.
41Skrydstrup, TFALSEFALSEFALSEFALSE
6878
10.1002/anie.200801447
Nickel-catalyzed cross-coupling of aryl methyl ethers with aryl boronic esters
Angew. Chem.-Int. Edit.
41Tobisu, MFALSEFALSEFALSEFALSE
6879
10.1021/ol701927g
Efficient cross-coupling of aryl chlorides with arylzinc reagents catalyzed by amido pincer complexes of nickel
Org. Lett.41Wang, ZXFALSEFALSEFALSEFALSE
6880
10.1016/j.tetlet.2006.01.145
Ferrocenylmethylphosphines as ligands for room temperature Ni(0)-catalyzed Suzuki-Miyaura cross-coupling reactions of aryl arenesulfonates and aryl chlorides
Tetrahedron Lett.41Hu, QSFALSEFALSEFALSEFALSE
6881
10.1080/00397910600773692
Expeditious approach to coumarins via Pechmann reaction catalyzed by molecular iodine or AgOTf
Synth. Commun.41Wu, JFALSEFALSEFALSEFALSE
6882
10.1021/jo051283m
Nickel-catalyzed enantioselective three-component coupling of bis-1,3-dienes, aldehydes, and dimethylzinc
J. Org. Chem.41Mori, MFALSEFALSEFALSEFALSE
6883
10.1021/jo049454v
Synthesis and deprotonation of 2-(halophenyl)pyridines and 1-(halophenyl)isoquinolines
J. Org. Chem.41Mongin, FFALSEFALSEFALSEFALSE
6884
10.1016/j.tetlet.2004.05.144
Iminophosphine-palladium(O) complexes as highly active catalysts in the Suzuki reaction. Synthesis of undecaaryl substituted corroles
Tetrahedron Lett.41Scrivanti, AFALSEFALSEFALSEFALSE
6885
10.1016/S0957-4166(03)00088-0
Diphosphine mono-sulfides: readily available chiral monophosphines
Tetrahedron-Asymmetry
41Willis, MCFALSEFALSEFALSEFALSE
6886
10.1021/jo0257952
The Baylis-Hillman reaction: One-pot facile synthesis of 2,4-functionalized 1,4-pentadienes
J. Org. Chem.41Basavaiah, DFALSEFALSEFALSEFALSE
6887
10.1021/jm000290u
Correlation of anti-HIV activity with anion spacing in a series of cosalane analogues with extended polycarboxylate pharmacophores
J. Med. Chem.41Cushman, MFALSEFALSEFALSEFALSE
6888
10.1021/ar990080f
Chiral monodentate phosphine ligand MOP for transition metal-catalyzed asymmetric reactions
Accounts Chem. Res.
41Hayashi, TFALSEFALSEFALSEFALSE
6889
10.1016/S0040-4020(99)00456-1
Selective functionalization of 1,2-dihydronaphthalenols leads to a concise, stereoselective synthesis of sertraline.
Tetrahedron41Lautens, MFALSEFALSEFALSEFALSE
6890
10.1246/bcsj.70.1943
The palladium-catalyzed cross-coupling reaction of organosilicon compounds with allylic carbonates or diene monoxides
Bull. Chem. Soc. Jpn.
41FALSEFALSEFALSEFALSE
6891
10.1021/jo00070a022
NICKEL-MEDIATED CROSS-COUPLING OF UNACTIVATED NEOPENTYL IODIDES WITH ORGANOZINCS
J. Org. Chem.41FALSEFALSEFALSEFALSE
6892
10.1021/om00128a003
SELECTIVE CLEAVAGE OF C-O AND OR SI-O BONDS IN TRIMETHYLSILYL ETHERS PROMOTED BY COBALT(I), RHODIUM(I), AND RUTHENIUM(II) HYDRIDE COMPLEXES
Organometallics41KOMIYA, SFALSEFALSEFALSEFALSE
6893
10.1039/d1ra09052f
Iridium/graphene nanostructured catalyst for the N-alkylation of amines to synthesize nitrogen-containing derivatives and heterocyclic compounds in a green process
RSC Adv.41Chen, TRFALSEFALSEFALSEFALSE
6894
10.1021/acs.orglett.1c03776
Palladium-Catalyzed Three-Component Regioselective Dehydrogenative Coupling of Indoles, 2-Methylbut-2-ene, and Carboxylic Acids
Org. Lett.41Wang, YQFALSEFALSEFALSEFALSE
6895
10.1039/d1qo01406d
gem-Difluorovinylation of alkynyl bromoarenes via dual nickel-/palladium-catalyzed cross-electrophile coupling
Org. Chem. Front.41
Zhang, XM; Lian, Z
FALSEFALSEFALSEFALSE
6896
10.1039/d1cc05408b
Alumination of aryl methyl ethers: switching between sp(2) and sp(3) C-O bond functionalisation with Pd-catalysis
Chem. Commun.41Crimmin, MRFALSEFALSEFALSEFALSE
6897
10.1039/d1qo01284c
Nickel-catalyzed cascade carbonylative synthesis of N-benzoyl indoles from 2-nitroalkynes and aryl iodides
Org. Chem. Front.41Ying, JFALSEFALSEFALSEFALSE
6898
10.1021/acs.orglett.1c02096
A Ball-Milling-Enabled Cross-Electrophile Coupling
Org. Lett.41Browne, DLFALSETRUEFALSEFALSE
6899
10.1021/acscatal.1c02146
General Chemoselective Suzuki-Miyaura Coupling of Polyhalogenated Aryl Triflates Enabled by an Alkyl-Heteroaryl-Based Phosphine Ligand
ACS Catal.41So, CMFALSEFALSEFALSEFALSE
6900
10.1246/cl.210015
Alkylation of Heteroaryl Chlorides through Homolytic Aromatic Substitution by Alkyl Radicals Derived from Alkyl Formates
Chem. Lett.41Shirakawa, EFALSEFALSEFALSEFALSE
6901
10.1039/d1sc01349a
Strain-release 2-azaallyl anion addition/borylation of [1.1.1]propellane: synthesis and functionalization of benzylamine bicyclo[1.1.1]pentyl boronates
Chem. Sci.41Walsh, PJFALSEFALSEFALSEFALSE
6902
10.1039/d1qo00358e
Facile synthesis of 4-acetoxyindoles via PhI(OAc)(2)-mediated dearomatization of 2-alkynylanilines
Org. Chem. Front.41He, QQ; Fan, RHFALSEFALSEFALSEFALSE
6903
10.1021/acs.orglett.7b01858
Thiophene-Alkyne-Based CMPs as Highly Selective Regulators for Oxidative Heck Reaction
Org. Lett.41Zhan, ZPFALSEFALSEFALSEFALSE
6904
10.1038/s41570-017-0065
Stereospecific and stereoconvergent cross-couplings between alkyl electrophiles
Nat. Rev. Chem.41Jarvo, ERFALSEFALSEFALSEFALSE
6905
10.1021/acs.orglett.7b01054
Enantioselective Nickel-Catalyzed Mizoroki Heck Cyclizations To Generate Quaternary Stereocenters
Org. Lett.41Desrosiers, JNFALSEFALSEFALSEFALSE
6906
10.6023/cjoc201703042
Nickel-Catalyzed Reductive Methylation of Alkyl Acid with Methyl p-Tosylate
Chin. J. Org. Chem.41Wang, HYFALSEFALSEFALSEFALSE
6907
10.1039/c6nj03876j
Copper porphyrin catalyzed esterification of C(sp(3))-H via a cross-dehydrogenative coupling reaction
New J. Chem.41Liu, HYFALSEFALSEFALSEFALSE
6908
10.1246/cl.161001
Palladium-catalyzed Decarbonylative Alkynylation of Aromatic Esters
Chem. Lett.41Yamaguchi, JFALSEFALSEFALSEFALSE
6909
10.1021/acs.organomet.6b00830
Selective Cross-Coupling of (Hetero)aryl Halides with Ammonia To Produce Primary Arylamines using Pd-NHC Complexes
Organometallics41Organ, MGFALSEFALSEFALSEFALSE
6910
10.1021/jacs.6b04789
Photochemical Nickel-Catalyzed C-H Arylation: Synthetic Scope and Mechanistic Investigations
J. Am. Chem. Soc.41Molander, GATRUEFALSEFALSEFALSE
6911
10.1021/acs.orglett.6b02026
Sterically Controlled Cu-Catalyzed or Transition-Metal-Free Cross-Coupling of gem-Difluoroalkenes with Tertiary, Secondary, and Primary Alkyl Grignard Reagents
Org. Lett.41Cao, SFALSEFALSEFALSEFALSE
6912
10.1021/acs.orglett.6b01642
Copper-Catalyzed Direct Propargylation of Polyfluoroarenes with Secondary Propargyl Phosphates
Org. Lett.41Zhang, XGFALSEFALSEFALSEFALSE
6913
10.2174/1570178613666160812102130
Synthesis of 2-(Substituted-silyl)thiophene-3-carboxylates via a Facile [3+2] Cycloaddition Reaction Catalyzed by Potassium tert-Butoxide
Lett. Org. Chem.41Cheng, YN; Li, HLFALSEFALSEFALSEFALSE
6914
10.7536/PC150906
Ring Openings of tert-Cyclobutanols: New Strategy towards the Synthesis of gamma-Substituted Ketones via C-C Bond Cleavage
Prog. Chem.41Chen, ZFALSEFALSEFALSEFALSE
6915
10.1021/acs.joc.0c02388
Selective Synthesis of beta-Ketonitriles via Catalytic Carbopalladation of Dinitriles
A Pd/(R)-BINAP-catalyzed asymmetric benzylic substitution of secondary benzyl carbonates with amides and amines proceeds to form the corresponding optically active benzylamines in good yields with a high enantiomeric ratio. The reaction occurs in a dynamic kinetic asymmetric transformation (DYKAT) manner. Additionally, the asymmetric Pd catalysis can also be applicable to phenol nucleophiles, thus delivering chiral ethers with acceptable yields and enantioselectivity.
J. Org. Chem.40Li, RHFALSEFALSEFALSEFALSE
6916
10.1021/acs.inorgchem.0c02831
Ranking Ligands by Their Ability to Ease (C6F5)(2)(NiL)-L-II -> (NiL)-L-0 + (C6F5)(2) Coupling versus Hydrolysis: Outstanding Activity of PEWO Ligands
We demonstrated a convenient new procedure of the Ullmann homocoupling reaction for the synthesis of symmetrical biaryls via homocoupling of aryl iodides over a recyclable gold catalyst comprising Au nanoparticles supported on functional magnetic mesoporous silica (alpha-Fe2O3)-MCM-41-HS-Au. The catalyst was easily separated by an external magnet, and the recovered catalyst was reused in six successive reaction cycles without any significant loss of activity. So, using this catalyst is affordable. Also, the reaction time is much shorter than a few previously reported work. [GRAPHICS] .
Inorg. Chem.40Espinet, PFALSEFALSEFALSEFALSE
6917
10.1039/d0cc06787c
Continuous flow synthesis of arylhydrazines via nickel/photoredox coupling of tert-butyl carbazate with aryl halides
Eco-compatible activation methods in Suzuki-Miyaura cross-coupling reactions offer challenging opportunities for the design of clean and efficient synthetic processes. The main enabling technologies described in the literature are microwaves, ultrasound, grinding (mechanochemistry) and light. These methods can be performed in water or other green solvents with phase-transfer catalysis or even in solventless conditions. In this review, the authors will summarize the progress in this field mainly from 2010 up to the present day.
Chem. Commun.40
Williams, JD; Kappe, CO
FALSEFALSEFALSEFALSE
6918
10.1055/s-0040-1706602
Vitamin B-12-Catalyzed Dicarbofunctionalization of Bromoalkenes Under Visible Light Irradiation
Using reaction of 2-chloroethyl phenyl sulfide with 3-aminopropyl functionalized mesoporous MCM-41, applicable substrate was prepared for fixing Cu2+ NPs. The Cu(II)-Et-S@MCM-41 was characterized by FT-IR, CHNS, XRD, FE-SEM, TEM, EDX, ICP-AES, BET and TG analysis. This novel heterogeneous nanocatalyst showed high catalytic performance and reusability for S-arylation of aryl bromides and chlorides using thiourea, benzyl bromide and K2CO3 at 100 degrees C in aqueous medium.
Synthesis40Gryko, DFALSEFALSEFALSEFALSE
6919
10.1021/acs.organomet.0c00584
Ligand Effects on Decarbonylation of Palladium-Acyl Complexes
The discovery of an ultrafast cross-coupling of alkyland aryllithium reagents with a range of aryl bromides is presented. The essential role of molecular oxygen to form the active palladium catalyst was established; palladium nanoparticles that are highly active in cross-coupling reactions with reaction times ranging from 5 s to 5 min are thus generated in situ. High selectivities were observed for a range of heterocycles and functional groups as well as for an expanded scope of organolithium reagents. The applicability of this method was showcased by the synthesis of the [C-11]-labeled PET tracer celecoxib.
Organometallics40Tolman, WBFALSEFALSEFALSEFALSE
6920
10.1039/d0cc06468h
Nickel-catalyzed C-alkylation of thioamide, amides and esters by primary alcohols through a hydrogen autotransfer strategy
Stereoconvergent catalysis is an important subset of asymmetric synthesis that encompasses stereoablative transformations, dynamic kinetic resolutions, and dynamic kinetic asymmetric transformations. Initially, only enzymes were known to catalyze dynamic kinetic processes, but recently various synthetic catalysts have been developed. This Review summarizes major advances in nonenzymatic, transition-metal-promoted dynamic asymmetric transformations reported between 2005 and 2015.
Chem. Commun.40Yang, P; Tang, BFALSEFALSEFALSEFALSE
6921
10.1016/j.tet.2020.131571
Transition metal free alpha-C-alkylation of ketones using secondary alcohols
The decomposition of ethyl acetate catalyzed by Ni(I) has been investigated in the gas phase both experimentally and computationally. This approach allows us to determine what is the bare effect of the metal center in the catalytic process, without the intervention of environmental factors such as solvent, ligands, counterions, etc. This reaction is found to exhibit three competitive channels affording different products: ketene or ethanol, two units of acetaldehyde, and acetic acid or ethylene. Interestingly, each of these channels involves a characteristic hydrogen shift as the key step on the catalytic process: an inner-sphere H shift, an outer-sphere shift, and a peculiar orbital-like motion that merits careful characterization.
Tetrahedron40Morrill, LCFALSEFALSEFALSEFALSE
6922
10.1021/acs.joc.0c02266
Synthesis of Biaryls via Decarbonylative Nickel-Catalyzed Suzuki-Miyaura Cross-Coupling of Aryl Anhydrides
A highly general and selective Co-catalyzed biaryl coupling through C-F cleavage under phosphine or NHC-free conditions was described. A broad range of aryl fluorides including unactivated fluorides as well as those with sensitive functionalities could couple with various Ti(OEt)(4)-mediated aryl Grignard reagents with high selectivity under the catalysis of CoCl2/DMPU. Importantly, selective C-F bond activation couplings between two types of fluorines (difluorinated aromatics and on two different coupling partners) and in the presence of C-Cl or C-Br bonds could also be achieved.
J. Org. Chem.40Zhu, YMFALSEFALSEFALSEFALSE
6923
10.1039/d0dt02063j
Study and modular synthesis of unsymmetrical bis(phosphino)pyrrole ligands
A novel Cu(0)-Cu(I)-mediated C-aryl-C-aryl Ullmann coupling has been successfully developed. The use of Cu(I) salts allowed the reactions to proceed under relatively mild conditions (65 degrees C in DMSO for 15-72 h). The developed method was compatible with a relatively wide range of functional groups simultaneously present on the aromatic ring of different electronic nature. The aryl halides with an electron-withdrawing group ortho to the halide or an electron-donating group meta or para to the halide furnished the corresponding products in good to excellent yields (up to 98%). (C) 2016 Elsevier Ltd. All rights reserved.
Dalton Trans.40Johnson, MWFALSEFALSEFALSEFALSE
6924
10.1002/slct.202000814
Scandium(III) Trifluoromethanesulfonate Catalyzed Reactions of 9-Aryl-9-fluorenols with 1,1-Diarylethylenes
Rhodium-catalyzed transformation of alkyl aryl sulfides into arylboronic acid pinacol esters via C-S bond cleavage is reported. In combination with transition-metal-catalyzed sitlfanyli group-guided regioselective C-H borylation reactions of alkylthioarenes, this method allows the synthesis of a diverse range of multisubstituted atenes.
ChemistrySelect40Wang, LMFALSEFALSEFALSEFALSE
6925
10.1039/d0nj00032a
Metal-free iodine-promoted direct synthesis of unsymmetrical triarylmethanes
A novel Ni-0-catalyzed carboxylation of aryl tosylates with carbon dioxide has been achieved under moderate temperatures and atmospheric pressure. In this procedure, the active Ni-0 species is generated in situ by simply mixing the Ni-0 precatalyst [NiBr2(bipy)] with an excess of manganese metal. This approach requires neither a glove-box nor the tedious preparation of sophisticated intermediate organometallic derivatives. This mild, convenient, and user-friendly process is successfully applied to the valorization of carbon dioxide and the synthesis of versatile reactants with broad tolerance of substituents.
New J. Chem.40Xu, DZFALSEFALSEFALSEFALSE
6926
10.1021/acscatal.0c00291
Ester Transfer Reaction of Aromatic Esters with Haloarenes and Arenols by a Nickel Catalyst
A method for Pd-catalyzed, aminoquinoline-directed arylation of vinylic C-H bonds with aryl iodides has been developed. This reaction represents a rare example of Pd-catalyzed vinylic C-H functionalization of unsubstituted acrylamide, allowing for the highly regio-and stereoselective preparation of Z-olefins. High tolerance to functional groups is observed with good yields and excellent selectivity. It offers a complementary synthetic method to traditional pathways for Z-olefins.
ACS Catal.40Yamaguchi, JFALSEFALSEFALSEFALSE
6927
10.3390/molecules25051040
Solvent-Free Iron(III) Chloride-Catalyzed Direct Amidation of Esters
The carbonylative Suzuki-Miyaura reaction between aryl tosylates/triflates with arylboronic acid is herein reported, using base-free conditions and a balloon pressure of carbon monoxide. Under these conditions, unsymmetrical biaryl ketones were obtained in modest to excellent yields. This method was adapted to the synthesis of oxybenzone and ketoprofen in good yields under mild conditions.
Molecules40Moshapo, PTFALSEFALSEFALSEFALSE
6928
10.1126/science.aaz3855
Catalyst-controlled doubly enantioconvergent coupling of racemic alkyl nucleophiles and electrophiles
Science40Fu, GCFALSEFALSEFALSEFALSE
6929
10.1021/jacs.9b12706
Aryl-Nickel-Catalyzed Benzylic Dehydrogenation of Electron-Deficient Heteroarenes
J. Am. Chem. Soc.40Newhouse, TRFALSETRUEFALSEFALSE
6930
10.1021/acs.orglett.9b04320
Reductive sp(3)-sp(2) Coupling Reactions Enable Late-Stage Modification of Pharmaceuticals
Org. Lett.40
Mennie, KM; Levi, SM
FALSEFALSEFALSEFALSE
6931
10.1021/acs.orglett.9b03871
Direct Use of Carboxylic Acids in the Photocatalytic Hydroacylation of Styrenes To Generate Dialkyl Ketones
Org. Lett.40Doyle, AGTRUEFALSEFALSEFALSE
6932
10.1021/acs.joc.9b02352
Introduction of Aryl Fluorosulfates into the Realm of Catellani Reaction Substrates
J. Org. Chem.40
De Borggraeve, WM
FALSEFALSEFALSEFALSE
6933
10.1002/asia.201900908
Nickel-Catalyzed Chemoselective Acetalization of Aldehydes With Alcohols under Neutral Conditions
Chem.-Asian J.40Balaraman, EFALSEFALSEFALSEFALSE
6934
10.21577/0103-5053.20190067
Palladium Nanoparticles Supported on beta-Cyclodextrin Functionalized Poly(amidoamine)s and Their Application in Suzuki-Miyaura Cross-Coupling Reactions
J. Braz. Chem. Soc.40Deng, WFALSEFALSEFALSEFALSE
6935
10.1002/anie.201901814
Seven-Step Continuous Flow Synthesis of Linezolid Without Intermediate Purification
Angew. Chem.-Int. Edit.
40Jamison, TFFALSEFALSEFALSEFALSE
6936
10.1002/anie.201900995
beta-Selective C-Glycosylation and its Application in the Synthesis of ScleropentasideA
Angew. Chem.-Int. Edit.
40
Schutzenmeister, N
FALSEFALSEFALSEFALSE
6937
10.1007/s10562-019-02652-7
Fe-PNP Pincer Complex Immobilized on Graphene Oxide as a Catalyst for Suzuki-Miyaura Coupling Reactions
Catal. Lett.40Bhat, BRFALSEFALSEFALSEFALSE
6938
10.1002/slct.201900153
First Example of the Use of Biosourced Alkyl Levulinates as Solvents for Synthetic Chemistry: Application to the Heterogeneously Catalyzed Heck Coupling
ChemistrySelect40Fache, FFALSEFALSEFALSEFALSE
6939
10.1039/c8cc09913h
A solid-supported arylboronic acid catalyst for direct amidation
Chem. Commun.40
Baxendale, IR; Whiting, A
FALSEFALSEFALSEFALSE
6940
10.1021/acsomega.9b00163
FeCl2-Mediated Rearrangement of Allylic Alcohols
ACS Omega40DeBoef, BFALSEFALSEFALSEFALSE
6941
10.1016/j.molstruc.2018.09.064
PEPPSI-type 2-methyl-2-propenyl-functionalized N-heterocyclic carbene-palladium complexes: Synthesis, structural characterization and catalytic activity on Suzuki-Miyaura reaction
J. Mol. Struct.40Sahin, NFALSEFALSEFALSEFALSE
6942
10.2174/1385272823666190423125226
Recent Developments in the de Novo Synthesis of Heterocycles by First-Row Transition-Metal-Catalyzed Acceptorless Dehydrogenation
Curr. Org. Chem.40
Arun, V; De Sarkar, S
FALSEFALSEFALSEFALSE
6943
10.1039/c8cc06370b
Nickel- catalysed alkylation of C( sp3)- H bonds with alcohols: direct access to functionalised N- heteroaromatics
Chem. Commun.40Banerjee, DFALSEFALSEFALSEFALSE
6944
10.1021/acs.orglett.8b02188
Direct Substitution of Secondary and Tertiary Alcohols To Generate Sulfones under Catalyst- and Additive-Free Conditions
Org. Lett.40Xie, PZ; Loh, TPFALSEFALSEFALSEFALSE
6945
10.1055/s-0036-1591997
From Propargylic Fluorinations to [1,3]-Rearrangements: Anion and Ligand Effects in Cu-Acetylide Chemistry
Synlett40Cordier, CJFALSEFALSEFALSEFALSE
6946
10.1021/acscatal.8b02026
Expanding the Color Space in the Two-Color Heterogeneous Photocatalysis of Ullmann C-C Coupling Reactions
ACS Catal.40
Lanterna, AE; Scaiano, JC
TRUEFALSEFALSEFALSE
6947
10.1016/j.jallcom.2018.03.356
In-situ hydrodeoxygenation of a mixture of oxygenated compounds with hydrogen donor over ZrNi/Ir-ZSM-5+Pd/C
J. Alloy. Compd.40
Wang, L; Li, SZ; Wang, HW
FALSEFALSEFALSEFALSE
6948
10.1039/c7sc05216b
Nickel-catalyzed enantioselective allylic alkylation of lactones and lactams with unactivated allylic alcohols
Chem. Sci.40Stoltz, BMFALSEFALSEFALSEFALSE
6949
10.1021/acs.orglett.7b03049
Nickel-Catalyzed Hydrogenolysis and Conjugate Addition of 2-(Hydroxymethyl)pyridines via Organozinc Intermediates
Org. Lett.40Jarvo, ERFALSEFALSEFALSEFALSE
6950
10.1055/s-0036-1590863
DFT Studies Provide Mechanistic Insight into Nickel-Catalyzed Cross-Coupling Involving Organoaluminum-Mediated C-O Bond Cleavage
Synlett40
Wang, C; Uchiyama, M
FALSEFALSEFALSEFALSE
6951
10.1002/anie.201709180
Direct Synthesis of Amides by Dehydrogenative Coupling of Amines with either Alcohols or Esters: Manganese Pincer Complex as Catalyst
Angew. Chem.-Int. Edit.
40Milstein, DFALSEFALSEFALSEFALSE
6952
10.1007/s11426-017-9025-1
Ni-mediated C-N activation of amides and derived catalytic transformations
Sci. China-Chem.40Hong, XFALSEFALSEFALSEFALSE
6953
10.1002/ejoc.201701005
The Manganese-Catalyzed Cross-Coupling Reaction and the Influence of Trace Metals
Eur. J. Org. Chem.40Madsen, RFALSEFALSEFALSEFALSE
6954
10.1002/ejoc.201501170
Practical Synthesis of Phenanthridinones by Palladium-Catalyzed One-Pot C-C and C-N Coupling Reaction: Extending the Substrate Scope to o-Chlorobenzamides
Eur. J. Org. Chem.40Fu, HY; Chen, HFALSEFALSEFALSEFALSE
6955
10.1055/s-0035-1560640
Synthesis, Properties, and Enantiomerization Behavior of Axially Chiral Phenolic Derivatives of 8-(Naphth-1-yl)quinoline and Comparison to 7,7-Dihydroxy-8,8-biquinolyl and 1,1-Bi-2-naphthol
Synthesis40Blakemore, PRFALSEFALSEFALSEFALSE
6956
10.1055/s-0034-1380450
A New Benzannulation Reaction of Azoaromatics
Synlett40Quayle, PFALSEFALSEFALSEFALSE
6957
10.6023/cjoc201506029
Acenaphthoimidazole N-Heterocyclic Carbene Palladium Complexes Catalyzed Cyanation Reactions in Aqueous Accelerated by Microwave Irradiation
Chin. J. Org. Chem.40Jiang, XJFALSEFALSEFALSEFALSE
6958
10.1002/anie.201503936
Dialkyl Ether Formation by Nickel-Catalyzed Cross-Coupling of Acetals and Aryl Iodides
Angew. Chem.-Int. Edit.
40Doyle, AGFALSEFALSEFALSEFALSE
6959
10.1002/ps.3894
Design, synthesis and herbicidal activity of novel quinazoline-2,4-diones as 4-hydroxyphenylpyruvate dioxygenase inhibitors
Pest Manag. Sci.40Yang, WCFALSEFALSEFALSEFALSE
6960
10.1002/qua.24922
Quantum topological resolution of catalyst proficiency
Int. J. Quantum Chem.
40Jenkins, SFALSEFALSEFALSEFALSE
6961
10.1002/aoc.3312
Oxidative homocoupling of arylboronic acids catalyzed by a 4-aminoantipyrine-Pd(II)complex
Appl. Organomet. Chem.
40
Contreras-Celedon, CA
FALSEFALSEFALSEFALSE
6962
10.1021/acs.oprd.5b00123
Effective Laboratory-Scale Preparation of Axitinib by Two Cul-Catalyzed Coupling Reactions
Org. Process Res. Dev.
40Sun, BWFALSEFALSEFALSEFALSE
6963
10.1016/j.tetlet.2015.02.121
Selective synthesis of either enantiomer of an anti-breast cancer agent via a common enantioenriched intermediate
Tetrahedron Lett.40Jarvo, ERFALSEFALSEFALSEFALSE
6964
10.1002/asia.201500308
Highly Chemoselective and Versatile Method for Direct Conversion of Carboxylic Acids to Ketones Utilizing Zinc Ate Complexes
Chem.-Asian J.40Hirano, KFALSEFALSEFALSEFALSE
6965
10.1002/ajoc.201500048
Addition-Elimination of Aryldimethylaluminum Reagents to Vinylarenes Promoted by the Addition of a Ketone
Asian J. Org. Chem.40Mori, AFALSEFALSEFALSEFALSE
6966
10.1002/ejic.201500148
Modulating Sonogashira Cross-Coupling Reactivity in Four-Coordinate Nickel Complexes by Using Geometric Control
Eur. J. Inorg. Chem.40Merten, CFALSEFALSEFALSEFALSE
6967
10.1016/j.tetlet.2014.11.120
An efficient and recyclable chitosan supported copper(II) heterogeneous catalyst for C-N cross coupling between aryl halides and aliphatic diamines
Tetrahedron Lett.40Pramanik, AFALSEFALSEFALSEFALSE
6968
10.1039/c5cc00430f
Acylative Suzuki coupling of amides: acyl-nitrogen activation via synergy of independently modifiable activating groups
Chem. Commun.40Zou, GFALSEFALSEFALSEFALSE
6969
10.1016/j.jorganchem.2014.09.032
The reactivity of N,C,N-intramolecularly coordinated antimony(III) and bismuth(III) oxides with the sterically encumbered organoboronic acid 2,6-i-Pr2C6H3B(OH)(2)
J. Organomet. Chem.
40Dostal, LFALSEFALSEFALSEFALSE
6970
10.1002/chem.201402487
An Easy Route to (Hetero) arylboronic Acids
Chem.-Eur. J.40Blanchet, JFALSEFALSEFALSEFALSE
6971
10.1021/cs401164z
Palladium-Catalyzed Stine-Type Coupling of N-Acyl Iminium Ions with Distannanes: A Multicomponent Synthesis of alpha-Amidostannanes
ACS Catal.40Arndtsen, BAFALSEFALSEFALSEFALSE
6972
10.1002/anie.201303994
Nickel-Catalyzed Enantioselective Arylation of Pyridinium Ions: Harnessing an Iminium Ion Activation Mode
Angew. Chem.-Int. Edit.
40Doyle, AGFALSEFALSEFALSEFALSE
6973
10.1002/ejoc.201300347
Subtle Steric Effects in Nickel-Catalysed Kumada-Tamao-Corriu Cross-Coupling Using Resorcinarenyl-Imidazolium Salts
Eur. J. Org. Chem.40Semeril, DFALSEFALSEFALSEFALSE
6974
10.3390/molecules18021602
An Efficient Microwave-Assisted Suzuki Reaction using a New Pyridine-Pyrazole/Pd(II) Species as Catalyst in Aqueous Media
Molecules40Shen, LQFALSEFALSEFALSEFALSE
6975
10.1016/j.tet.2012.10.044
Active-alkali metal promoted reductive desulfurization of dibenzothiophene and its hindered analogues
Tetrahedron40Pittalis, MFALSEFALSEFALSEFALSE
6976
10.1021/op3002992
A Practical Synthesis of a PI3K Inhibitor under Noncryogenic Conditions via Functionalization of a Lithium Triarylmagnesiate Intermediate
Org. Process Res. Dev.
40Tian, QPFALSEFALSEFALSEFALSE
6977
10.1021/ol301221p
Suzuki-Miyaura Cross-Coupling Reactions of Potassium Boc-Protected Aminomethyltrifluoroborate with Aryl and Hetaryl Mesylates
Org. Lett.40Molander, GAFALSEFALSEFALSEFALSE
6978
10.1039/c2cc32176a
Application of the lithiation-borylation reaction to the rapid and enantioselective synthesis of the bisabolane family of sesquiterpenes
Chem. Commun.40Aggarwal, VKFALSEFALSEFALSEFALSE
6979
10.1039/c2ob25581b
Theoretical study on the mechanism of Ag-catalyzed synthesis of 3-alkylideneoxindoles from N-aryl-alpha-diazoamides: a Lewis acid or Ag-carbene pathway?
Org. Biomol. Chem.40Li, ZFALSEFALSEFALSEFALSE
6980
10.1055/s-0031-1289871
Construction of Enantioenriched Tertiary Stereogenic Centers by Nickel- and Palladium-Catalyzed Cross-Coupling Reactions of Alkyl Electrophiles
Synlett40Jarvo, ERFALSETRUEFALSEFALSE
6981
10.1021/jo201263r
Stereochemistry of Transmetalation of Alkylboranes in Nickel-Catalyzed Alkyl-Alkyl Cross-Coupling Reactions
J. Org. Chem.40Jarvo, ERFALSEFALSEFALSEFALSE
6982
10.1021/ol201457y
Palladium-/Copper-Catalyzed Regioselective Amination and Chloroamination of Indoles
Org. Lett.40Liu, XYFALSEFALSEFALSEFALSE
6983
10.1021/ol2012007
Ruthenium-Catalyzed Conversion of sp(3) C-O Bonds in Ethers to C-C Bonds Using Triarylboroxines
Org. Lett.40Kochi, TFALSEFALSEFALSEFALSE
6984
10.1021/ol200617f
Nickel-Catalyzed Reductive Cross-Coupling of Unactivated Alkyl Halides
Org. Lett.40Gong, HGFALSEFALSEFALSEFALSE
6985
10.1016/j.poly.2011.01.020
Ru(III) complexes containing 3,5-pyrazole dicarboxylic acid and triphenylphosphine/triphenylarsine: Synthesis, characterization and catalytic activity
Polyhedron40Natarajan, KFALSEFALSEFALSEFALSE
6986
10.1021/ol100666v
alpha-Arylation of 3-Aryloxindoles
Org. Lett.40Sammakia, TFALSEFALSEFALSEFALSE
6987
10.1039/c0cc01980a
Practical iron-catalyzed dehalogenation of aryl halides
Chem. Commun.40
Jacobi von Wangelin, A
FALSEFALSEFALSEFALSE
6988
10.1016/j.tetlet.2008.04.116
Suzuki-Miyaura cross-coupling of alpha-phosphoryloxy enol ethers with arylboronic acids
Tetrahedron Lett.40Pongdee, RFALSEFALSEFALSEFALSE
6989
10.1021/ja0730718
Iridium-catalyzed, asymmetric amination of allylic alcohols activated by Lewis acids
J. Am. Chem. Soc.40Hartwig, JFFALSEFALSEFALSEFALSE
6990
10.1002/anie.200701365
A concise synthesis of enantioenriched fluorinated carbocycles
Angew. Chem.-Int. Edit.
40Gouverneur, VFALSEFALSEFALSEFALSE
6991
10.1021/jo060945k
Synthesis of bulky and electron-rich MOP-type ligands and their applications in palladium-catalyzed C-N bond formation
J. Org. Chem.40Zhang, ZGFALSEFALSEFALSEFALSE
6992
10.1002/anie.200602143
Taming a functional group: Creating air-stable, chiral primary phosphanes
Angew. Chem.-Int. Edit.
40Higham, LJFALSEFALSEFALSEFALSE
6993
10.1246/cl.2005.796
Efficient route to 4-substituted-2(5H)-furanones, 2(1H)-quinolones, and pyrones by nickel-catalyzed cross-coupling of arenesulfonates with organozinc reagents
Chem. Lett.40Wu, JFALSEFALSEFALSEFALSE
6994
10.1021/ar030239v
Molybdenum-catalyzed asymmetric allylic alkylations
Accounts Chem. Res.
40Belda, OFALSEFALSEFALSEFALSE
6995
10.1016/j.tetasy.2003.08.044
Halide ion effects in the rhodium-catalyzed allylic substitution reaction using copper(I) alkoxides and enolates
Tetrahedron: Asymmetry
40Evans, PAFALSEFALSEFALSEFALSE
6996
10.1002/adsc.200303036
Suzuki-Miyaura cross-coupling with quasi-heterogeneous palladium
Adv. Synth. Catal.40Conlon, DAFALSEFALSEFALSEFALSE
6997
10.1351/pac200375040421
Synthesis of coumarins by ring-closing metathesis
Pure Appl. Chem.40Grubbs, RHFALSEFALSEFALSEFALSE
6998
10.1021/jo020438c
Asymmetric cyclization of omega-formyl-1,3-dienes catalyzed by a zerovalent nickel complex in the presence of silanes
J. Org. Chem.40Mori, MFALSEFALSEFALSEFALSE
6999
10.1021/jo0102157
Synthesis of 4-substituted coumarins via the palladium-catalyzed cross-couplings of 4-tosylcoumarins with terminal acetylenes and organozinc reagents
J. Org. Chem.40Yang, ZFALSEFALSEFALSEFALSE
7000
10.1016/S0040-4020(99)01107-2
Palladium-catalyzed asymmetric reduction of racemic allylic esters with formic acid: Effects of phosphine ligands on isomerization of pi-allylpalladium intermediates and enantioselectivity
Tetrahedron40Hayashi, TFALSEFALSEFALSEFALSE
7001
10.1039/a908076g
Nickel(0)-catalyzed asymmetric cross-coupling reactions of allylic compounds with arylboronic acids
J. Chem. Soc.-Perkin Trans. 1
40Uemura, SFALSEFALSEFALSEFALSE
7002
10.1016/S0040-4020(99)00756-5
Synthetic approaches to condensed aromatic analogues from etoposide, synthesis of A-ring pyridazine picroetoposide
Tetrahedron40Monneret, CFALSEFALSEFALSEFALSE
7003
10.1016/S0040-4020(01)81672-0
DEHYDROGENATION OF ALCOHOLS WITH ALLYL CARBONATES CATALYZED BY PALLADIUM OR RUTHENIUM COMPLEXES
Tetrahedron40FALSEFALSEFALSEFALSE
7004
10.1021/om00126a012
STEREOCHEMISTRY OF SOME LIGAND SUBSTITUTION AND INSERTION REACTIONS IN PSEUDOTETRAHEDRAL RUTHENIUM(II) COMPLEXES
Organometallics40FALSEFALSEFALSEFALSE
7005
10.1016/0022-328X(83)80215-0
PHOSPHINE-NICKEL(II), PHOSPHINE-COBALT(II), PHOSPHINE-PALLADIUM(0) AND PHOSPHINE-PALLADIUM(II) COMPLEXES AS CATALYSTS IN CROSS-COUPLING REACTIONS OF ARYL-GRIGNARD AND ALKYL-GRIGNARD REAGENTS WITH ORGANIC TELLURIDES
J. Organomet. Chem.
40UEMURA, SFALSEFALSEFALSEFALSE
7006
10.1021/acs.orglett.2c00217
Ni-Catalyzed Asymmetric Reductive Alkenylation of alpha-Chlorosulfones with Vinyl Bromides
Org. Lett.40Sun, DLFALSEFALSEFALSEFALSE
7007
10.1021/acs.orglett.1c03963
Dynamic Kinetic Resolution in Gold-Catalyzed (4+2)-Annulations between Alkynyl Benzaldehydes and Allenamides to Yield Enantioenriched All-Carbon Diarylalkylmethane Derivatives
Org. Lett.40Liu, RSFALSEFALSEFALSEFALSE
7008
10.1039/d1nj04796e
Dibenzo[d,d']benzo[2,1-b:3,4-b']difurans with extended pi-conjugated chains: synthetic approaches and properties
New J. Chem.40Hirano, MFALSEFALSEFALSEFALSE
7009
10.1080/10426507.2021.2012178
Designing biaryl phosphacyclic ligands: their characterization and evaluation in palladium-catalyzed Suzuki-Miyaura reactions of aryl bromides and chlorides
Phosphorus Sulfur Silicon Relat. Elem.
40Lamola, JLFALSEFALSEFALSEFALSE
7010
10.1021/acs.joc.1c00204
Esterification of Carboxylic Acids with Aryl Halides via the Merger of Paired Electrolysis and Nickel Catalysisy
J. Org. Chem.40Mei, TSFALSETRUEFALSEFALSE
7011
10.1021/acs.orglett.1c02852
Organocatalytic Asymmetric Arylation of p-Quinone Phosphonates: A Green Access to Biaryl Monophosphorus Ligands
Org. Lett.40Zhang, JCFALSEFALSEFALSEFALSE
7012
10.1055/a-1626-5749
Synthesis of Nitrile-Functionalized Polydentate N-Heterocycles as Building Blocks for Covalent Triazine Frameworks
Synthesis40Stevens, CVFALSEFALSEFALSEFALSE
7013
10.1021/acs.orglett.1c02616
Stereospecific Nickel-Catalyzed Reductive Cross-Coupling of Alkyl Tosylate and Allyl Alcohol Electrophiles
Org. Lett.40Alexanian, EJFALSETRUEFALSEFALSE
7014
10.1021/acs.orglett.1c01879
Nickel-Catalyzed Arylation of C(sp(3))-O Bonds in Allylic Alkyl Ethers with Organoboron Compounds
Org. Lett.40Shi, DYFALSEFALSEFALSEFALSE
7015
10.1039/d1nj02508b
Facile one-pot synthesis of ketones from primary alcohols under mild conditions
New J. Chem.40Kim, HKFALSEFALSEFALSEFALSE
7016
10.1016/j.poly.2021.115289
Effect of the ancillary ligand in N-heterocyclic carbene iridium(III) catalyzed N-alkylation of amines with alcohols
Polyhedron40Huang, MFALSEFALSEFALSEFALSE
7017
10.1055/a-1467-2494
Late-Stage Derivatization of Buflavine by Nickel-Catalyzed Direct Substitution of a Methoxy Group via C-O Bond Activation
Synthesis40Tobisu, MFALSEFALSEFALSEFALSE
7018
10.1021/acs.orglett.7b00494
Pd-Catalyzed Acyl C-O Bond Activation for Selective Ring-Opening of alpha-Methylene-beta-lactones with Amines
Org. Lett.40Howell, ARFALSEFALSEFALSEFALSE
7019
10.1055/s-0035-1562788
Ultrasound-Promoted Synthesis of 4-Pyrimidinols and Their Tosyl Derivatives
Synthesis40Dominguez, MFALSEFALSEFALSEFALSE
7020
10.1002/ejoc.201600356
Regioselective Synthesis of 2,4-Substituted Pyrido[1,2:1,5]pyrazolo[3,4-d]pyrimidines through Sequential Pd-Catalyzed Arylation and SNAr Reactions
Eur. J. Org. Chem.40Routier, SFALSEFALSEFALSEFALSE
7021
10.1016/j.tet.2016.03.074
The Diels-Alder reactivity of 2-vinylindenes: synthesis of functionalized tetrahydrofluorenes
Tetrahedron40Sarpong, RFALSEFALSEFALSEFALSE
7022
10.1002/bkcs.10777
Unprecedented Oxidative Addition of Highly Active Manganese into the Oxygen-Sulfur Bond of Coumarin and Pyrone 4-Tosylates
Bull. Korean Chem. Soc.
40Kim, SHFALSEFALSEFALSEFALSE
7023
10.1007/s10853-016-9800-3
Functionalization of boron nitride nanosheets (BNNSs) by organic polymers: formation of substituted polythiophene-BNNS structures
J. Mater. Sci.40Spencer, JTFALSEFALSEFALSEFALSE
7024
10.1055/s-0035-1561563
Selective Preparation of Xanthones from 2-Bromofluorobenzenes and Salicylaldehydes via Palladium-Catalyzed Acylation-SNAr Approach
Synlett40Wu, XFFALSEFALSEFALSEFALSE
7025
10.1021/jacs.6b01877
Tandem C(sp(2))-OMe Activation/C(sp(2))-C(sp(2)) Coupling in Early Transition-Metal Complexes: Aromatic C-O Activation beyond Late Transition Metals
J. Am. Chem. Soc.40
Carpentier, JF; Kirillov, E
FALSEFALSEFALSEFALSE
7026
10.1021/acs.orglett.5b03471
Organocatalyzed Asymmetric 1,6-Conjugate Addition of para-Quinone Methides with Dicyanoolefins
Org. Lett.40Lin, AJ; Yao, HQFALSEFALSEFALSEFALSE
7027
10.1039/c6cc00536e
Full chirality transfer in the synthesis of hindered tertiary boronic esters under in situ lithiation-borylation conditions
Chem. Commun.40Aggarwal, VKFALSEFALSEFALSEFALSE
7028
10.1039/d0ob01964j
Acceptorless dehydrogenative condensation: synthesis of indoles and quinolines from diols and anilines
An efficient and mild method for acyl-C-sp3 bond formation based on the direct conversion of carboxylic acids has been established. This protocol is enabled by the synergistic, Ir-photoredox/nickel catalytic cross-coupling of in situ activated carboxylic acids and alkyltrifluoroborates. This versatile method is amenable to the cross-coupling of structurally diverse carbokylic acids with various potassium alkyltrifluoroborates, affording the corresponding ketones with high yields. In this operationally simple cross-coupling protocol, aliphatic ketones are obtained in one step from bench stable, readily available carboxylic acids.
Org. Biomol. Chem.39
Ballesteros-Garrido, R
FALSEFALSEFALSEFALSE
7029
10.1002/bkcs.12212
Pd-Catalyzed Negishi Cross-Coupling of Vinyl Bromides with Diborylmethylzinc Chloride
A practical, versatile, and efficient method for the palladium-catalyzed direct heteroarylation of acetanilides was developed. In this method, a wide range of acetanilides bearing electron-donating and electron-withdrawing groups are well tolerated, and the desired 2-arylbenzothiazoles are generated in good to high yields through a cross-dehydrogenative coupling process.
Bull. Korean Chem. Soc.
39Cho, SHFALSEFALSEFALSEFALSE
7030
10.2174/1570193X17999200723160453
Recent Advances in the Cross-Coupling of Arylaluminums with Electro-phile Reagents
An asymmetric dual-metal relay catalysis strategy that combines Rh/chiral sulfur-olefin-catalyzed enantioselective 1,2-addition with a Pd-catalyzed intramolecular C-O coupling has been developed. The method allows rapid and efficient synthesis of quaternary carbon-containing gem-diaryl benzofuran-3(2H)-ones in good yields in a highly enantioselective manner (up to 99% ee) through a simple one-pot cascade reaction.
Mini-Rev. Org. Chem.
39Li, QHFALSETRUEFALSEFALSE
7031
10.1246/cl.200750
Palladium-catalyzed Decarbonylative Cyanation of Acyl Fluorides and Chlorides
Trifluoromethanesulfonic acid catalyzed C-O bond cleavage leading to the preparation of functional esters in the presence of N-methylpyrrolidin-2-one (NMP) was accomplished. Various substrates were well tolerated, and a gram-scale experiment was successfully realized. DFT calculations indicated that NMP plays a decisive role in accelerating nucleophilic attack of the functional acid to generate the functional esters in chlorobenzene.
Chem. Lett.39Tobisu, MFALSEFALSEFALSEFALSE
7032
10.1002/cjoc.202000319
Nickel-Catalyzed Cross-Coupling of Aryl Pivalates with Cyclobutanols Involving C-O and C-C Bond Cleavage
We present herein an unprecedented, efficient and enantioselective synthesis of triarylmethanes and 1,1-diarylalkanes through N-heterocyclic carbene-catalyzed acylative desymmetrization of bisphenols. This method utilizes readily available substrates, reagents and a simple procedure to deliver the valuable products in excellent enantiopurity. DFT calculations reveal that the selectivity is governed by the C-C bond cleavage step of the tetrahedral intermediate leading to the ester product. A transition state model featuring a combination of intramolecular hydrogen bond and steric effect is developed to explain the enantioselectivity.
Chin. J. Chem.39Liu, YHFALSEFALSEFALSEFALSE
7033
10.1002/anie.202006489
Unilaterally Fluorinated Acenes: Synthesis and Solid-State Properties
The synthesis of alkyl esters from readily available alkyl halides and chloroformates was achieved for the first time using a mild Ni-catalyzed reductive coupling protocol. Unactivated primary and secondary alkyl iodides as well as glycosyl, benzyl, and aminomethyl halides were successfully employed to yield products in moderate to excellent yields with high functional group tolerance.
Angew. Chem.-Int. Edit.
39Koert, UFALSEFALSEFALSEFALSE
7034
10.1039/d0qo00544d
Optimizing chemical reaction conditions using deep learning: a case study for the Suzuki-Miyaura cross-coupling reaction
First-row transition metal catalysis offers a cheaper, more environmentally sustainable alternative to second- and third-row transition metal catalysts. Nickel has shown great promise as a tool for the borylation of unsaturated compounds to yield boronic esters, but Markovnikov-selective hydroborations of simple styrenes have not been well-explored. Herein, we report the synthesis of benzyl boronic esters via nickel-catalyzed hydroboration of styrenes using a heteroleptic N-heterocyclic carbene (NHC)-phosphine nickel complex, IMes(Cy3P)NiCl2. The IMes(Cy3P)NiCl2 complex displays a broad substrate scope and maintains the integrity of yield and regioselectivity when challenged with substrates bearing increased steric hindrance. The heteroleptic complexes also tolerate both electron-withdrawing and-donating groups, in contrast to traditional bis-phosphine and Ni(0) complexes.
Org. Chem. Front.39
Jiang, HL; Zheng, MY
FALSEFALSEFALSEFALSE
7035
10.1039/d0qo00402b
The protecting group enabled para-selective C-H benzylation of anilides via iron(ii) catalysis: a convenient approach for the synthesis of triarylmethanes
The origin of the regio- and stereocontrol in the Rd-catalyzed gamma-arylation of alpha,beta-unsaturated aldehydes was theoretically investigated. The reaction proceeds via isomerization of different Pd intermediates followed by reductive elimination. Up to 10 Pd isomers were identified and are in equilibrium controlled by an unprecedented swinging palladium mechanism. The subsequent reductive elimination step showed that the formation of the favored gamma-arylated product Was achieved by-a bending of the aryl moiety.. Computational studies also shed light on the mechanism of the arylation reaction and are in good agreement with the experimental observations where only the gamma-arylated product was detected. All geometries were optimized by density functional theory using the B3LYP-functional with standard double-zeta basis set (LANL2DZ). and effective-core potential's for the palladium center and the 6-311G(d,p) basis sets for other atoms. The addition of dispersion forces and solvent corrections were found to play an important role in the description of the system.
Org. Chem. Front.39Shi, DQ; Zhao, YSFALSEFALSEFALSEFALSE
7036
10.1039/d0ra04629a
Continuous flow synthesis of aryl aldehydes by Pd-catalyzed formylation of phenol-derived aryl fluorosulfonates using syngas
Developing more efficient catalysts remains one of the primary targets of organometallic chemists. To accelerate reaching this goal, effective molecular descriptors and visualization tools can represent a remarkable aid. Here, we present a Web application for analyzing the catalytic pocket of metal complexes using topographic steric maps as a general and unbiased descriptor that is suitable for every class of catalysts. To show the broad applicability of our approach, we first compared the steric map of a series of transition metal complexes presenting popular mono-, di-, and tetracoordinated ligands and three classic zirconocenes. This comparative analysis highlighted similarities and differences between totally unrelated ligands. Then, we focused on a recently developed Fe(II) catalyst that is active in the asymmetric transfer hydrogenation of ketones and imines. Finally, we expand the scope of these tools to rationalize the inversion of enantioselectivity in enzymatic catalysis, achieved by point mutation of three amino acids of mononuclear p-hydroxymandelate synthase.
RSC Adv.39
Hone, CA; Kappe, CO
FALSEFALSEFALSEFALSE
7037
10.1002/cjoc.202000084
Poly(o-xylylene)s via Cobalt-Catalyzed Reductive Polymerization
The synthesis of beta-arylated alkylamides via alkyl C-H bond arylation has been realized by means of direct one-pot reactions of acyl chlorides, aryl iodides and 8-aminoquinoline. Depending on the structure of the starting materials, both single and double beta-arylated alkylamides could be accessed.
Chin. J. Chem.39Zhao, YCFALSEFALSEFALSEFALSE
7038
10.1039/d0cc01593h
Iron-catalysed alkylation of 2-methyl and 4-methyl azaarenes with alcohols via C-H bond activation
Mechanistic insight into the construction of quaternary silicon chiral centers by rhodium-catalyzed synthesis of spiro-9-silabifluorenes through dehydrogenative silylation is reported. The C-2-symmetric bisphosphine ligand, BINAP, was effective in controlling enantioselectivity, and axially chiral spiro-9-silabifluorenes were obtained in excellent yields with high enantiomeric excess. Monitoring of the reaction revealed the presence of a monohydrosilane intermediate as a mixture of two constitutional isomers. The reaction proceeded through two consecutive dehydrogenative silylations, and the absolute configuration was determined in the first silylative cyclization. Competitive reactions with electron-rich and electron-deficient dihydrosilanes indicated that the rate of silylative cyclization increased with decreasing electron density on the silicon atom of the starting dihydrosilane. Further investigation disclosed a rare interconversion between the two constitutional isomers of the monohydrosilane intermediate with retention of the absolute configuration.
Chem. Commun.39Banerjee, DFALSEFALSEFALSEFALSE
7039
10.1021/acs.biomac.0c00507
Renewable Molecules & Materials: Anselme Payen Award Symposium in Honor of Ann-Christine Albertsson
Biomacromolecules
39FALSEFALSEFALSEFALSE
7040
10.1021/acs.orglett.0c00333
Enantioselective Synthesis of Tertiary alpha,alpha-Diaryl Carbonyl Compounds Using Chiral N,N '-Dioxides under Umpolung Conditions
The reactions of 2-pyridinecarboxaldehyde-phenylhydrazonatolithium C(5)H(4)Npy-CHvN(i)-NaLi(Ph) (abbreviated as LiL) with a 1/2 equivalent of anhydrous metal (Zn, Sn, Fe and Co) chlorides or NiCl2(DME) (DME = 1, 2-dimethoxyethane) produced the corresponding mononuclear metal(II) complexes (1-4 and 7), in which each ligand acts as a bidentate ligand and the coordination geometries around the metals are shown to be tetrahedral within the complexes 1, 3, 4 and 7, respectively, and a tetragonal pyramid in the complex 2. The reaction of LiL successively with sodium tert-butoxide and anhydrous ZrCl4 afforded the unanticipated bizirconium complex 5, in which each monoanionic ligand behaves as a tridentate bridge. Whereas treatment of LiL with NiCl2 and then CH2Cl2 led to an interesting methylene-bridged bis(2-pyridyl-phenylhydrazone) compound 6 in moderate yield; a comparative experiment showed that when the LiL reacted with CH2Cl2, the coupling compound 6 was also obtained but in very low yield. A plausible mechanism of compound 6 formation was also proposed and supported by the density functional theory (DFT) calculations. All the synthesized compounds 1-7 were characterized by single-crystal X-ray diffraction.
Org. Lett.39Shin, SFALSEFALSEFALSEFALSE
7041
10.1039/c9gc03608c
Visible light-promoted copper catalyzed regioselective acetamidation of terminal alkynes by arylamines
Green Chem.39Hwang, KCFALSEFALSEFALSEFALSE
7042
10.1055/s-0039-1690045
Nickel versus Palladium in Cross-Coupling Catalysis: On the Role of Substrate Coordination to Zerovalent Metal Complexes
Synthesis39Nelson, DJFALSEFALSEFALSEFALSE
7043
10.1021/acs.orglett.9b03760
Boron-Templated Dimerization of Allylic Alcohols To Form Protected 1,3-Diols via Acid Catalysis
Org. Lett.39Michaelis, DJFALSEFALSEFALSEFALSE
7044
10.1021/acs.orglett.9b03503
Palladium-Catalyzed Hydrocarbonylative Cyclization Enabled by Formal Insertion of Aromatic C=N Bonds into Pd-Acyl Bonds
Org. Lett.39Huang, HMFALSEFALSEFALSEFALSE
7045
10.1002/ejoc.201901037
Acyl and Benzyl-C-beta-D-Glucosides: Synthesis and Biostudies for Glucose-Uptake-Promoting Activity in C2C12 Mytotubes
Eur. J. Org. Chem.39Aidhen, ISFALSEFALSEFALSEFALSE
7046
10.1080/00397911.2019.1647438
Nickel-catalyzed synthesis of 9-monoalkylated fluorenes from 9-fluorenone hydrazone and alcohols
Synth. Commun.39
Fan, XH; Yang, LM
FALSEFALSEFALSEFALSE
7047
10.1007/s12039-019-1638-1
Ni(II)/Al(0) mediated benzylic Csp3-Csp3 coupling in aqueous media
J. Chem. Sci.39Roy, SFALSEFALSEFALSEFALSE
7048
10.1002/ejoc.201900602
alpha-Methylation of Ketones with Methanol Catalyzed by Ni/SiO2-Al2O3
Eur. J. Org. Chem.39
Duguet, N; Metay, E
FALSEFALSEFALSEFALSE
7049
10.1002/hlca.201900059
Nickel-Catalyzed Cascade Annulation for the Rapid Synthesis of Carbocyclic Nitriles
Helv. Chim. Acta39Morandi, BFALSEFALSEFALSEFALSE
7050
10.1021/jacs.8b13709
Nickel-Catalyzed Addition of Aryl Bromides to Aldehydes To Form Hindered Secondary Alcohols
J. Am. Chem. Soc.39Weix, DJFALSEFALSEFALSEFALSE
7051
10.1002/chir.23036
Organocatalytic alkylation of carbohydrate-containing aldehydes with dihydroquinoline N,O-acetals: Absolute configuration of 1,2-dihydroquinolines
Chirality39Pineschi, MFALSEFALSEFALSEFALSE
7052
10.1080/02678292.2018.1468504
New synthetic strategies and disconnections in the synthesis of liquid crystals enabled by photoredox cross-coupling reactions
Liq. Cryst.39Mandle, RJFALSEFALSEFALSEFALSE
7053
10.1021/acs.organomet.8b00605
Probing the Influence of PAd-DalPhos Ancillary Ligand Structure on Nickel-Catalyzed Ammonia Cross-Coupling
Organometallics39
Johnson, ER; Stradiotto, M
FALSEFALSEFALSEFALSE
7054
10.1055/s-0037-1610158
Modular Dihydrobenzoazaphosphole Ligands for Suzuki-Miyaura Cross-Coupling
Synthesis39
Zhang, YD; Senanayake, CH
FALSEFALSEFALSEFALSE
7055
10.1038/s41467-018-06830-w
Defluorosilylation of fluoroarenes and fluoroalkanes
Nat. Commun.39Shibata, NFALSEFALSEFALSEFALSE
7056
10.1021/acs.orglett.8b01886
Palladium/N-Heterocyclic Carbene (NHC)-Catalyzed Asymmetric [3+2] Cycloaddition Reaction of Vinyl Epoxides with Allenic Amides
Org. Lett.39
Ding, CH; Hou, XL
FALSEFALSEFALSEFALSE
7057
10.3390/molecules23071715
Convenient Method of Synthesizing Aryloxyalkyl Esters from Phenolic Esters Using Halogenated Alcohols
Molecules39Feng, F; Qu, WFALSEFALSEFALSEFALSE
7058
10.1021/acs.orglett.8b01323
Palladium-Catalyzed Benzylic Phosphorylation of Diarylmethyl Carbonates
Org. Lett.39
Hirano, K; Miura, M
FALSEFALSEFALSEFALSE
7059
10.1002/macp.201700564
Poly[3,4-dihydroxybenzhydrazide]: A Polydopamine Analogue?
Macromol. Chem. Phys.
39Liebscher, JFALSEFALSEFALSEFALSE
7060
10.1016/j.tet.2018.02.053
Synthetic studies on a series of functionalized pyrylium salts, 4-chloro- and 4-bromophosphinines
Tetrahedron39Nagahora, NFALSEFALSEFALSEFALSE
7061
10.1016/j.tetlet.2017.12.073
An efficient stereoselective synthesis of aminocyclohexenes from 7-azanorbornenes via LiAlH4 mediated tandem double bond migration-ring opening sequence
Tetrahedron Lett.39
Wu, WT; Zhang, Y
FALSEFALSEFALSEFALSE
7062
10.1515/hc-2015-0137
A stereolibrary of conformationally restricted amino acids based on pyrrolidinyl/piperidinyloxazole motifs
Heterocycl. Commun.
39Grygorenko, OOFALSEFALSEFALSEFALSE
7063
10.1021/acs.orglett.5b02410
Palladium-Catalyzed Stereospecific Decarboxylative Benzylation of Alkynes
Org. Lett.39Tunge, JAFALSEFALSEFALSEFALSE
7064
10.1021/acs.joc.5b00135
Engaging Nonaromatic, Heterocyclic Tosylates in Reductive Cross-Coupling with Aryl and Heteroaryl Bromides
J. Org. Chem.39Molander, GAFALSEFALSEFALSEFALSE
7065
10.1016/j.ejmech.2014.12.020
Synthesis of functionalized 3-, 5-, 6-and 8-aminoquinolines via intermediate (3-pyrrolin-1-yl)- and (2-oxopyrrolidin-1-yl)quinolines and evaluation of their antiplasmodial and antifungal activity
Eur. J. Med. Chem.39D'hooghe, MFALSEFALSEFALSEFALSE
7066
10.1039/c5ob01096a
A Sn atom-economical approach toward arylstannanes: Ni-catalysed stannylation of aryl halides using Bu3SnOMe
Org. Biomol. Chem.39Komeyama, KFALSEFALSEFALSEFALSE
7067
10.1039/c4cc08012b
Controlled synthesis of high molecular weight poly(3-hexylthiophene)s via Kumada catalyst transfer polycondensation with Ni(IPr)(acac)(2) as the catalyst
Chem. Commun.39Geng, YHFALSEFALSEFALSEFALSE
7068
10.1080/00397911.2014.945187
Direct Synthesis of Allylic Thioethers Under Greener Conditions: A Solvent- and Catalyst-Free Approach
Synth. Commun.39Braga, ALFALSEFALSEFALSEFALSE
7069
10.1021/ol502953w
General and Facile Method for exo-Methlyene Synthesis via Regioselective C-C Double-Bond Formation Using a Copper-Amine Catalyst System
Org. Lett.39Nishikata, TFALSEFALSEFALSEFALSE
7070
10.3762/bjoc.10.189
One-pot stereoselective synthesis of alpha,beta-differentiated diamino esters via the sequence of aminochlorination, aziridination and intermolecular S(N)2 reaction
Beilstein J. Org. Chem.
39Han, JLFALSEFALSEFALSEFALSE
7071
10.1002/cjoc.201400174
Platinum-Catalyzed Asymmetric Ring-opening Reaction of Oxabenzonorbornadiene with Terminal Alkynes
Chin. J. Chem.39Long, YHFALSEFALSEFALSEFALSE
7072
10.1016/j.tet.2013.10.017
Copper-catalyzed coupling of aryl iodides and tert-butyl beta-keto esters: efficient access to alpha-aryl ketones and alpha-arylacetic acid tert-butyl esters
Tetrahedron39Jiang, YWFALSEFALSEFALSEFALSE
7073
10.1002/chem.201304715
Mixed-Ligand Catalysts: A Powerful Tool in Transition-Metal-Catalyzed Cross-Coupling Reactions
Chem.-Eur. J.39Peng, LFALSEFALSEFALSEFALSE
7074
10.1021/ol403104s
Asymmetric Conjugate Addition to alpha-Substituted Enones/Enolate Trapping
Org. Lett.39Alexakis, AFALSEFALSEFALSEFALSE
7075
10.1039/c4ra04834b
Reduced graphene oxide supported Ni nanoparticles: a high performance reusable heterogeneous catalyst for Kumada-Corriu cross-coupling reactions
RSC Adv.39Basu, BFALSEFALSEFALSEFALSE
7076
10.1080/00397911.2014.924141
NICKEL-CATALYZED REDUCTIVE ALKYLATION OF HALOGENATED PYRIDINES WITH SECONDARY ALKYL BROMIDES
Synth. Commun.39Liu, HYFALSEFALSEFALSEFALSE
7077
10.1016/j.tet.2013.08.067
Practical synthesis of C1-8 fragment of autolytimycin via a chelation-controlled diastereoselective addition of diisopropenylzinc to alpha-methoxy aldehyde
Tetrahedron39Shen, YHFALSEFALSEFALSEFALSE
7078
10.1021/ol402666p
Enantioselective Synthesis of Axially Chiral Multifunctionalized Biaryls via Asymmetric Suzuki-Miyaura Coupling
Org. Lett.39Qiu, LQFALSEFALSEFALSEFALSE
7079
10.1002/adsc.201300452
Enantioselective Palladium-Catalyzed Ring-Opening Reaction of Azabenzonorbornadienes with Methyl 2-Iodobenzoate: An Efficient Access to cis-Dihydrobenzo[c]phenanthridinones
Adv. Synth. Catal.39Xu, XHFALSEFALSEFALSEFALSE
7080
10.1007/s40242-013-3057-z
Stereoselective palladium-catalyzed cross-coupling of (2-amido-1-phenylpropyl)zinc compounds with aryl bromides
Chem. Res. Chin. Univ.
39Tang, SFALSEFALSEFALSEFALSE
7081
10.1021/jm301516q
Discovery of 5-Benzyl-3-phenyl-4,5-dihydroisoxazoles and 5-Benzyl-3-phenyl-1,4,2-dioxazoles as Potent Firefly Luciferase Inhibitors
J. Med. Chem.39Pulkkinen, JTFALSEFALSEFALSEFALSE
7082
10.1039/c3cc42292e
Straightforward and highly diastereoselective synthesis of 2,2-di-substituted perhydrofuro[2,3-b]pyran (and furan) derivatives promoted by BiCl3
Chem. Commun.39Li, YXFALSEFALSEFALSEFALSE
7083
10.1039/c3ra40413g
Pd-catalyzed chemoselective threefold cross-coupling of triarylbismuths with benzylic bromides
RSC Adv.39Rao, MLNFALSEFALSEFALSEFALSE
7084
10.1039/c3cc43915a
Nickel-catalyzed alkyne annulation by anilines: versatile indole synthesis by C-H/N-H functionalization
Chem. Commun.39Ackermann, LFALSEFALSEFALSEFALSE
7085
10.1002/cjoc.201200711
Cu2O-Mediated Room Temperature Cyanation of Aryl Boronic Acids/Esters and TMSCN
Chin. J. Chem.39Han, FSFALSEFALSEFALSEFALSE
7086
10.1002/pola.26340
Porphyrin-diindenothieno[2,3-b]thiophene alternating copolymerua blue-light harvester in ternary-blend polymer solar cells
J. Polym. Sci. Pol. Chem.
39Hsu, CSFALSEFALSEFALSEFALSE
7087
10.1021/ja306602g
Rhodium-Catalyzed Allylic Substitution with an Acyl Anion Equivalent: Stereospecific Construction of Acyclic Quaternary Carbon Stereogenic Centers
J. Am. Chem. Soc.39Evans, PAFALSEFALSEFALSEFALSE
7088
10.1021/ol302166n
Palladium-Catalyzed Intramolecular C-H Arylation of Arenes Using Tosylates and Mesylates as Electrophiles
Org. Lett.39Kalyani, DFALSETRUEFALSEFALSE
7089
10.1055/s-0031-1290455
Ni(cod)(2)/PCy3-Catalyzed Cross-Coupling Reactions of Dihaloarenes with Arylboronic Acids
Synlett39Hu, QSFALSEFALSEFALSEFALSE
7090
10.1055/s-0031-1290972
Regioselective Synthesis of Trialkylpyrazines via Nickel-Catalyzed Negishi Cross-Coupling of Pyrazine Triflate
Synthesis39Lee, KIFALSEFALSEFALSEFALSE
7091
10.1055/s-0031-1290765
The Use of Tertiary Alkylmagnesium Nucleophiles in Ni-Catalyzed Cross-Coupling Reactions
Synlett39Biscoe, MRFALSEFALSEFALSEFALSE
7092
10.1016/j.comptc.2012.02.014
Origin of regioselectivity of Ni-catalyzed N-butenyl-substituted imidazolium salt annulation reaction: A theoretical study
Comput. Theor. Chem.
39Qi, CZFALSEFALSEFALSEFALSE
7093
10.1021/ol300217x
Synthesis of Functionalized Dialkyl Ketones from Carboxylic Acid Derivatives and Alkyl Halides
Org. Lett.39Weix, DJFALSEFALSEFALSEFALSE
7094
10.1055/s-0031-1289650
Highly Efficient and Enantioselective alpha-Arylation of Cycloalkanones by Scandium-Catalyzed Diazoalkane-Carbonyl Homologation
Synthesis39Kingsbury, JSFALSEFALSEFALSEFALSE
7095
10.1016/j.tet.2011.09.013
Hydroxylated terphenylphosphine ligands for palladium-catalyzed ortho-selective cross-coupling of dibromophenols, dibromoanilines, and their congeners with Grignard reagents
Tetrahedron39Manabe, KFALSEFALSEFALSEFALSE
7096
10.1039/c0cc02173c
Nickel-catalysed cross-coupling reaction of aryl(trialkyl)silanes with aryl chlorides and tosylates
Chem. Commun.39Nakao, YFALSEFALSEFALSEFALSE
7097
10.1016/j.tetasy.2010.05.025
Axially chiral phosphine-oxazoline ligands in the silver(I)-catalyzed asymmetric Mannich reaction of fluorinated aldimines with trimethylsiloxyfuran
Tetrahedron-Asymmetry
39Shi, MFALSEFALSEFALSEFALSE
7098
10.1021/jm9010803
Phosphinic Tripeptides as Dual Angiotensin-Converting Enzyme C-Domain and Endothelin-Converting Enzyme-1 Inhibitors
J. Med. Chem.39Dive, VFALSEFALSEFALSEFALSE
7099
10.1021/jp908260j
Functionalized Mesostructured Silicas As Supports for Palladium Catalysts: Effect of Pore Structure and Collapse on Catalytic Activity in the Suzuki-Miyaura Reaction
J. Phys. Chem. C39Crudden, CMFALSEFALSEFALSEFALSE
7100
10.1039/c0cc01335h
Ni(I) and Ni(II) ring-expanded N-heterocyclic carbene complexes: C-H activation, indole elimination and catalytic hydrodehalogenation
Chem. Commun.39Whittlesey, MKFALSEFALSEFALSEFALSE
7101
10.1021/ol901975u
Heteroaromatic Sulfonates and Phosphates as Electrophiles in Iron-Catalyzed Cross-Couplings
Org. Lett.39Skrydstrup, TFALSETRUEFALSEFALSE
7102
10.1002/ejic.200801149
Formation of Homoleptic Tetracarbene versus cis-Chelating Dicarbene Complexes of Nickel(II) and Applications in Kumada-Corriu Couplings
Eur. J. Inorg. Chem.39Huynh, HVFALSEFALSEFALSEFALSE
7103
10.1016/j.synthmet.2008.07.015
A new pi-conjugated star-shaped polymer comprising of full fluorene units: An efficient blue emitter without reduction of color purity undergoing an annealing
Synth. Met.39Fang, QFALSEFALSEFALSEFALSE
7104
10.1021/ma801243x
Organolithium-Activated Nickel (OLAN) Catalysis: A New Synthetic Route for Polyarylates
Macromolecules39Carter, KRFALSEFALSEFALSEFALSE
7105
10.1002/adsc.200800414
Rhodiuni/N-Heterocyclic Carbene-Catalyzed Cross-Couplings of Aryl Arenesulfonates with Arylboronic Acids
Adv. Synth. Catal.39Zhang, LFALSEFALSEFALSEFALSE
7106
10.1055/s-2008-1067182
Ortho-selective cross-coupling of fluorobenzenes with Grignard reagents: Acceleration by electron-donating ortho-directing groups
Synthesis39Manabe, KFALSEFALSEFALSEFALSE
7107
10.1039/b813605j
Enantioselective synthesis of the dimeric pyranonaphthoquinone core of the cardinalins using a late-stage homocoupling strategy
Org. Biomol. Chem.39Brimble, MAFALSEFALSEFALSEFALSE
7108
10.1021/cc070030z
AgOTf-catalyzed three-component reactions of 2-alkynylbenzaldehydes, amines, and diethylphosphite. An efficient route to 2,3-disubstituted-1,2-dihydroisoquinolin-1-ylphosphonates
J. Comb. Chem.39Wu, JFALSEFALSEFALSEFALSE
7109
10.1021/ol051615+
Efficient cross-coupling of functionalized arylzinc halides catalyzed by a nickel chloride-diethyl phosphite system
Org. Lett.39Gavryushin, AFALSEFALSEFALSEFALSE
7110
10.1021/ma049572k
Design and synthesis of new polymeric materials for organic nonvolatile electrical bistable storage devices: Poly(biphenylmethylene)s
Macromolecules39Carter, KRFALSEFALSEFALSEFALSE
7111
10.1002/anie.200461444
Metal-free cross-coupling reactions of aryl sulfonates and phosphates through photoheterolysis of aryl-oxygen bonds
Angew. Chem.-Int. Edit.
39Fagnoni, MFALSEFALSEFALSEFALSE
7112
10.1039/b411111g
A simple solid phase diversity linker strategy using enol phosphonates
Org. Biomol. Chem.39Steel, PGFALSEFALSEFALSEFALSE
7113
10.1021/ol027256p
Microwave promoted Pd-catalyzed cyanation of aryl triflates: A fast and versatile access to 3-cyano-3-desoxy-10-ketomorphinans
Org. Lett.39Neumeyer, JLFALSEFALSEFALSEFALSE
7114
10.1135/cccc20030917
Synthesis of helicene scaffolds via [2+2+2] cycloisomerization of aromatic triynes
Collect. Czech. Chem. Commun.
39Stara, IGFALSEFALSEFALSEFALSE
7115
10.1021/jo010786z
Regioselective palladium-catalyzed alkylation of allylic halides with benzylic Grignard reagents. Two-step synthesis of abietane terpenes and tetracyclic polyprenoid compounds
J. Org. Chem.39Demuth, MFALSEFALSEFALSEFALSE
7116
10.1021/jo980200h
Palladium-catalyzed reaction of N-allylbenzotriazoles with amines: A novel method for the preparation of allylamines
J. Org. Chem.39Katritzky, ARFALSEFALSEFALSEFALSE
7117
10.1016/S0020-1693(97)06085-4
Palladium(II) and platinum(II) complexes containing new phosphinoxy chiral P,N-ligands
Inorg. Chim. Acta39Faraone, FFALSEFALSEFALSEFALSE
7118
10.1039/a608384f
Copper(I)-catalysed homocoupling of organosilicon compounds: Synthesis of biaryls, dienes and diynes
J. Chem. Soc.-Perkin Trans. 1
39Kang, SKFALSEFALSEFALSEFALSE
7119
10.1016/S0022-328X(96)06712-5
Synthesis of (R)-2-diphenylphosphino-2'-diphenylphosphinomethyl,-1,1'-binaphthyl and its use for asymmetric hydrogenation of alpha-alkylstyrenes
J. Organomet. Chem.
39FALSEFALSEFALSEFALSE
7120
10.1021/ja00016a037
A PRACTICAL REVERSED-POLARITY ALTERNATIVE TO ORGANOCUPRATE CONJUGATE ADDITION CHEMISTRY - HALOCARBON COUPLING REACTIONS OF ENAL-DERIVED AND ENONE-DERIVED ALLYLNICKEL REAGENTS
J. Am. Chem. Soc.39FALSEFALSEFALSEFALSE
7121
10.1021/jo00244a060
NICKEL-CATALYZED SILYLOLEFINATION OF DITHIOACETALS - A STEREOSELECTIVE WAY TO VINYLSILANES
J. Org. Chem.39FALSEFALSEFALSEFALSE
7122
10.1021/om00146a015
PREPARATION OF NOVEL PLATINUM AND PALLADIUM COMPLEXES BY REACTION OF 1,1'-METALLOCENEDICHALCOGENOLS WITH TETRAKIS(TRIPHENYLPHOSPHINE)PALLADIUM(0) OR TETRAKIS(TRIPHENYLPHOSPHINE)PLATINUM(0) - THE IMPORTANT ROLE OF THE COORDINATING ABILITY OF THE METAL ATOM OF THE METALLOCENE IN PRODUCT FORMATIONH
Organometallics39AKABORI, SFALSEFALSEFALSEFALSE
7123
10.1016/S0040-4020(01)90587-3
NEW SYNTHETIC METHODS FOR ALPHA, BETA-UNSATURATED KETONES, ALDEHYDES, ESTERS AND LACTONES BY THE PALLADIUM-CATALYZED REACTIONS OF SILYL ENOL ETHERS, KETENE SILYL ACETALS, AND ENOL ACETATES WITH ALLYL CARBONATES
Tetrahedron39FALSEFALSEFALSEFALSE
7124
10.1039/d2ob00041e
A concise synthesis of herbertenolide
Org. Biomol. Chem.39Xie, WQFALSEFALSEFALSEFALSE
7125
10.1021/acs.orglett.1c04268
Photoredox/Nickel Dual Catalysis Enables the Synthesis of Alkyl Cyclopropanes via C(sp(3))-C(sp(3)) Cross Electrophile Coupling of Unactivated Alkyl Electrophiles
Org. Lett.39Maji, BTRUETRUEFALSEFALSE
7126
10.1021/acs.orglett.1c04321
Ir-Catalyzed Remote Functionalization by the Combination of Deconjugative Chain-Walking and C-H Activation Using a Transient Directing Group
Org. Lett.39Shibata, TFALSEFALSEFALSEFALSE
7127
10.1021/acs.jpcc.1c09050
Ester-Carbene and Its Dimerization with Exclusive Cis-Selectivity on a Silver Surface
J. Phys. Chem. C39
Ong, CW; Chiang, CM
FALSEFALSEFALSEFALSE
7128
10.1007/s11244-021-01554-6
A Palladium Complex Dispersed in Ionic Liquid as an Efficient Catalytic Combination for the Synthesis of Benzazoles
Top. Catal.39Ramakrishna, DFALSEFALSEFALSEFALSE
7129
10.1021/acs.orglett.1c04123
Regio- and Stereoselective Synthesis of Enol Carboxylate, Phosphate, and Sulfonate Esters via Iodo(III)functionalization of Alkynes
Org. Lett.39Yoshikai, NFALSEFALSEFALSEFALSE
7130
10.1002/aoc.6493
Nickel-catalyzed alpha-alkylation of ketones with benzyl alcohols
Appl. Organomet. Chem.
39Liu, NFALSEFALSEFALSEFALSE
7131
10.1021/acs.orglett.1c02285
Nickel-Catalyzed Cyanation of Aryl Thioethers
Org. Lett.39Morandi, BFALSEFALSEFALSEFALSE
7132
10.1021/acs.orglett.1c01447
Ni-Catalyzed 1,2-Diarylation of Alkenyl Ketones: A Comparative Study of Carbonyl-Directed Reaction Systems
Org. Lett.39Engle, KMFALSEFALSEFALSEFALSE
7133
10.1039/d1nj01762d
A magnetic palladium nickel carbon nanocomposite as a heterogeneous catalyst for the synthesis of distyrylbenzene and biphenyl derivatives
New J. Chem.39Niknam, KFALSEFALSEFALSEFALSE
7134
10.1021/acscatal.1c00531
Linear Regression Model Development for Analysis of Asymmetric Copper-Bisoxazoline Catalysis
ACS Catal.39Sigman, MSFALSEFALSEFALSEFALSE
7135
10.1021/acs.orglett.1c00280
Synthesis of 4-Alkylindoles from 2-Alkynylanilines via Dearomatization- and Aromatization-Triggered Alkyl Migration
Org. Lett.39He, QQ; Fan, RHFALSEFALSEFALSEFALSE
7136
10.1021/acs.organomet.7b00463
Synthesis and Characterization of Bidentate NHC-C-Aryl Nickel(II) Complexes: Isocyanide Insertion To Form NHC-eta(2)-iminoacyl Complexes
Organometallics39Fout, ARFALSEFALSEFALSEFALSE
7137
10.1055/s-0036-1590819
Nickel-Catalyzed Cross-Coupling of Ammonia or Primary Alkylamines with (Hetero)aryl Sulfamates, Carbamates, or Pivalates
Synlett39Stradiotto, MFALSEFALSEFALSEFALSE
7138
10.1016/j.tet.2017.05.090
Stereoselective formal synthesis of (-)-fumagillol
Tetrahedron39Raghavan, SFALSEFALSEFALSEFALSE
7139
10.1021/acs.orglett.7b00732
General and Mild Nickel-Catalyzed Cyanation of Aryl/Heteroaryl Chlorides with Zn(CN)(2): Key Roles of DMAP
Org. Lett.39Liu, YHFALSEFALSEFALSEFALSE
7140
10.1248/cpb.c16-00568
Concise, Protecting-Group-Free Synthesis of (+)-Nemonapride via Eu(OTf)(3)-Catalyzed Aminolysis of 3,4-Epoxy Alcohol
Chem. Pharm. Bull.39Iwabuchi, YFALSEFALSEFALSEFALSE
7141
10.1246/cl.160783
Dibenzofuran-based C-2-Symmetric Chiral Diamines: Their Synthesis and Chiral Recognition Properties
Chem. Lett.39Ito, S; Asami, MFALSEFALSEFALSEFALSE
7142
10.1021/acs.joc.6b00800
Phenol Derivatives as Coupling Partners with Alkylsilicates in Photoredox/Nickel Dual Catalysis
J. Org. Chem.39Molander, GATRUEFALSEFALSEFALSE
7143
10.1021/acs.organomet.6b00485
ZnCl2 Capture Promotes Ethylene Polymerization by a Salicylaldiminato Ni Complex Bearing a Pendent 2,2 '-Bipyridine Group
Organometallics39Tonks, IAFALSEFALSEFALSEFALSE
7144
10.1016/j.tetlet.2016.06.042
An N-heterocyclic carbene-based nickel catalyst for the Kumada-Tamao-Corriu coupling of aryl bromides and tertiary alkyl Grignard reagents
Tetrahedron Lett.39
Ando, S; Ishizuka, T
FALSEFALSEFALSEFALSE
7145
10.1021/acs.orglett.6b00744
Arylative Desulfonation of Diarylmethyl Phenyl Sulfone with Arenes Catalyzed by Scandium Triflate
Org. Lett.39
Nambo, M; Crudden, CM
FALSEFALSEFALSEFALSE
7146
10.1021/acs.joc.6b00616
Stereoselective Formal Synthesis of (+)- and (-)-Cyclophellitol and (-)-Conduritol-B and Synthesis of (-)-Conduramine-B Derivative Using a Sulfinyl Moiety for C-O Bond Formation and alpha-Chloro Sulfide for C-C Bond Formation
J. Org. Chem.39Raghavan, SFALSEFALSEFALSEFALSE
7147
10.1002/pi.5086
Nickel-catalysed Kumada polycondensation of di-functionalized Grignard reagent with aryl fluoride
Polym. Int.39Wang, JYFALSEFALSEFALSEFALSE
7148
10.1021/acs.joc.6b00317
Synthesis of beta-Substituted Cyclic Enones via Phosphonium Salt-Activated, Palladium-Catalyzed Cross-Coupling of Cyclic 1,3-Diones
J. Org. Chem.39Yang, SMFALSEFALSEFALSEFALSE
7149
10.1002/anie.201511486
Nickel-Catalyzed Activation of Acyl C-O Bonds of Methyl Esters
Angew. Chem.-Int. Edit.
39
Houk, KN; Garg, NK
FALSEFALSEFALSEFALSE
7150
10.1039/c6nj01434h
CuFe2O4 magnetic nanoparticle catalyzed odorless synthesis of sulfides using phenylboronic acid and aryl halides in the presence of S-8
New J. Chem.39Rostami, AFALSEFALSEFALSEFALSE
7151
10.6023/cjoc202008012
Study on the Copper-Catalyzed Selective Allylation of Aryl (or Alkyl) Halides
An iodine promoted phosphonation of benzoxazoles and benzothiazoles with trialkyl phosphites was described. This reaction undergoes three steps: an addition procedure, followed by a radical oxidation, and an elimination reaction, provides an efficient method to access 2-phosphated products with a broad scope of substrates.
Chin. J. Org. Chem.38
He, HH; Zhang, XH
FALSEFALSEFALSEFALSE
7152
10.1080/10406638.2021.1881130
A Facile Synthesis and Antitumor Activity of Novel 2-Aryl-2,3-dihydro-1H-pyrrolo[3,4-b]quinoxalin-1-ones
Silver nitrate-catalyzed cascade decarboxylation and oxidative cyclization of alpha-oxocarboxylic acids, alkenes, and aldehydes is demonstrated for the first time. With ammonium persulfate as the oxidant, the cascade reactions afford dihydroflavonoid derivatives as products in moderate to good yields, exhibiting a broad substrate tolerance. Control experiments indicated that the mechanism includes a radical pathway with aldehydes as the carbon radical acceptors.
Polycycl. Aromat. Compd.
38Li, YFALSEFALSEFALSEFALSE
7153
10.1002/chem.202004455
Highly Regioselective 5-endo-tet Cyclization of 3,4-Epoxy Amines into 3-Hydroxypyrrolidines Catalyzed by La(OTf)(3)
Nickel-catalyzed cross-coupling of allyl alcohols with aryl- and alkenylzinc chlorides through C-O bond cleavage was performed. Reaction of (E)-3-phenylprop-2-en-1-ol and 1-aryl-prop-2-en-1-ols with aryl- or alkenylzinc chlorides gave linear cross-coupling products. Reaction of 1-phenyl- or 1-methyl-substituted (E)-3-phenylprop-2-en-1-ol with aryl- or alkenylzinc chlorides resulted in 3-aryl/alkenyl-substituted (E)-(prop-1-ene-1,3-diyl)dibenzenes or 3-aryl/alkenyl-substituted (E)-(but-1-enyl)benzene. Reaction of allyl alcohol with p-Me2NC6H4ZnCl resulted in a mixture of normal coupling product 4-allyl-N,N-dimethylaniline and its isomerized product N,N-dimethyl-4-(prop-1-en-1-yl)aniline.
Chem.-Eur. J.38Iwabuchi, YFALSEFALSEFALSEFALSE
7154
10.1055/s-0040-1707216
Nickel-Catalyzed Asymmetric Cross-Electrophile Coupling Reactions
A series of pyridine-type ligands containing C C bonds were designed and synthesized for selective oxidative Heck reaction. These ligands were utilized as functional units and integrated into the skeleton of conjugated microporous polymers. 6,6'-diiodo-2,2'-bipyridine and 1,3,5-triethynylbenzene were polycondensed via Sonogashira cross-coupling strategy to afford CMP-1 material. The resultant CMP-1 was used as a heterogeneous catalytic ligand for the Pd-II-catalyzed oxidative Heck reaction with high linear selectivity. The linear selectivity of CMP-1 is about 30 times higher than that of bipyridine-based monomer ligand. This work opens a new front of using CMP as an intriguing platform for developing highly efficient catalysts in controlling the regioselectivity in organic reactions.
Synlett38Wang, CFALSETRUEFALSEFALSE
7155
10.1039/d0cc05912a
Pyridine mediated transition-metal-free direct alkylation of anilines using alcohols via borrowing hydrogen conditions
The palladium-catalysed aqueous -arylation of ketones was developed and tested for a large variety of reaction partners. These mild conditions enabled the coupling of aryl/alkyl-ketones with N-protected halotryptophans, heterocyclic haloarenes, and challenging base-sensitive compounds. The synthetic potential of this new methodology for the diversification of complex bioactive molecules was exemplified by derivatising prochlorperazine. The methodology is mild, aqueous and flexible, representing a means of functionalizing a wide range of halo-aromatics and therefore has the potential to be extended to complex molecule diversification.
Chem. Commun.38
Bhat, VT; Namitharan, K
FALSEFALSEFALSEFALSE
7156
10.1021/acs.organomet.0c00060
Oxidative Addition of Aryl Halides to a Triphosphine Ni(0) Center to Form Pentacoordinate Ni(II) Aryl Species
This review describes methods for the direct catalytic dehydrative substitution of alcohols in the absence of stoichiometric activating agents, excluding methods that involve transfer hydrogenation. Although some earlier literature is discussed, this review mainly covers literature published from 2010 through August 2015.
Organometallics38Harvey, JNFALSEFALSEFALSEFALSE
7157
10.1055/s-0039-1691525
Construction of C-C Bond via C-N and C-O Cleavage
A palladium-catalyzed one-pot procedure for the synthesis of aryl ketones has, been developed. Triazine esters when coupled with aryl boronic acids provided aryl ketones in moderate to excellent yields (up to 95%) in the presence of 1 mol % Pd(PPh3)(2)Cl-2 for 30 min.
Synlett38Shu, XZFALSEFALSEFALSEFALSE
7158
10.1021/acs.orglett.0c00983
Palladium-Catalyzed Mizoroki-Heck Reaction of Nitroarenes and Styrene Derivatives
A novel, highly versatile and efficient method has been developed for the Barbier-Grignard-type arylation of ketones and an unexpected cross-coupling of phenolic ketones was observed using unactivated bromides and magnesium in tetra-hydrofuran/toluene at 96 degrees C promoted by multicatalysts of cupric bromide (15 mol%), bismuth chloride (5 mol%) and silver bromide (10 mol%). The substituent and electronic effects on the reaction have been discussed. High yields of arylation and cross-coupling have been attained under mild conditions. A novel reasonable mechanism involving a quinone intermediate is proposed. The high chemical selectivity in the cross-coupling to the hydroxy group of phenolic ketones should help ketones find new applications.
Org. Lett.38Yamaguchi, JFALSEFALSEFALSEFALSE
7159
10.1016/j.tetlet.2020.151660
NFSI/KF mediated mild and chemoselective interconversion of aryl TBDMS ethers to their benzene sulfonate
The chemistry of nickel N-heterocyclic carbene species has blossomed at the beginning of this century with a particularly rapid acceleration in the last 5 years, as indicated by the fact that more than 65% of the discussed research articles in this comprehensive review date from the period 2010-2015. The rapid evolution of this chemistry has led to an increasing number of applications in the field of catalytic C-heteroatom bond formation, reduction, and oxidation where the heteroatom is nitrogen, sulfur, oxygen, or boron. Thus, in addition to the development of aryl aminations, aryl thiolations, alkyne hydrothiolations, and transfer hydrogenations, which are the most ancient reactions of this type known for these systems, the last five years have seen the appearance of a number of novel interesting Ni(NHC)-catalyzed transformations such as the dehydrogenative cross coupling of aldehydes and amines or alcohols, the hydroamination of alkenes, the hydroimination of alkynes, a one-step indoline synthesis, (cross-) Tishchenko reactions, the borylation of unsaturated C-C bonds and arenes, the borylative cleavage of C-N bonds, the hydrosilylation of C-O and C-N multiple bonds, the reductive cleavage of aromatic C-O bonds, and the anaerobic oxidation of alcohols. This rapid expansion calls for a review of the state of the art at this time with a special emphasis on mechanistic data to allow new insights into catalyst improvement.
Tetrahedron Lett.38Thore, SNFALSEFALSEFALSEFALSE
7160
10.1002/anie.202001211
Synthesis of Polybenzoacenes: Annulative Dimerization of Phenylene Triflate by Twofold C-H Activation
We have developed a stereospecific, nickel-catalyzed cross-coupling of secondary benzylic ammonium salts and diboronate esters to deliver highly enantioenriched benzylic boronates. This reaction utilizes amine-derived electrophiles, which are readily available in high enantiopurity, and simple, inexpensive nickel catalysts. This reaction has broad scope, enabling synthesis of a variety of secondary benzylic boronates in good yields and excellent ee's.
Angew. Chem.-Int. Edit.
38
Murakami, K; Itami, K
FALSEFALSEFALSEFALSE
7161
10.1007/s10904-019-01288-9
Synthesis of Unsymmetrical Bis(phosphine) Oxides and Their Phosphines via Secondary Phosphine Oxide Precursors
J. Inorg. Organomet. Polym. Mater.
38Tyler, DRFALSEFALSEFALSEFALSE
7162
10.1007/s11030-019-10001-4
Pd(NHC)(cinnamyl)Cl-catalyzed Suzuki cross-coupling reaction of aryl sulfonates with arylboronic acids
Mol. Divers.38Wang, QWFALSEFALSEFALSEFALSE
7163
10.1021/acs.orglett.9b02797
Diastereoselective Nickel-Catalyzed Carboiodination Generating Six-Membered Nitrogen-Based Heterocycles
Org. Lett.38Lautens, MFALSEFALSEFALSEFALSE
7164
10.1002/anie.201905174
Enantioselective Palladium-Catalyzed Cross-Coupling of alpha-Bromo Carboxamides and Aryl Boronic Acids
Angew. Chem.-Int. Edit.
38Tang, WJFALSEFALSEFALSEFALSE
7165
10.1002/chem.201901406
Selective C-C Coupling of Vinyl Epoxides with Diborylmethide Lithium Salts
Chem.-Eur. J.38Fernandez, EFALSEFALSEFALSEFALSE
7166
10.1039/c9ob00561g
Ni vs. Pd in Suzuki-Miyaura sp(2)-sp(2) cross-coupling: a head-to-head study in a comparable precatalyst/ligand system
Org. Biomol. Chem.38Watson, AJBFALSEFALSEFALSEFALSE
7167
10.1021/acs.orglett.9b00394
Stereospecific Iron-Catalyzed Carbon(sp(2))-Carbon(sp(3)) Cross-Coupling with Alkyllithium and Alkenyl Iodides
Org. Lett.38
Peng, XS; Wong, HNC
FALSEFALSEFALSEFALSE
7168
10.1002/ejoc.201900267
Pd-Catalyzed Decarboxylative Asymmetric Protonation (DAP) Using Chiral PHOX Ligands vs. Chiral Ligand-Free Conditions Employing (1R,2S)(-)-Ephedrine - A Comparison Study
Eur. J. Org. Chem.38Guiry, PJFALSEFALSEFALSEFALSE
7169
10.1038/s41929-019-0250-6
Organosodium compounds for catalytic cross-coupling
Nat. Catal.38
Asako, S; Takai, K
FALSEFALSEFALSEFALSE
7170
10.1055/s-0037-1611720
Site-Selective Synthesis of 3,17-Diaryl-1,3,5,16-estratetraenes
Synlett38Langer, PFALSEFALSEFALSEFALSE
7171
10.1016/j.bmcl.2018.12.011
Ganocapenoids A-D: Four new aromatic meroterpenoids from Ganoderma capense
Bioorg. Med. Chem. Lett.
38Cheng, YXFALSEFALSEFALSEFALSE
7172
10.1016/j.jorganchem.2018.09.026
N-heterocyclic carbene palladium(II)-catalyzed Suzuki-Miyaura cross coupling of N-acylsuccinimides by C-N cleavage
J. Organomet. Chem.
38Wang, T; Liu, LTFALSEFALSEFALSEFALSE
7173
10.1039/c8cc07200k
Nucleophilic ring opening of trans-2,3-disubstituted epoxides to -amino alcohols with catalyst-controlled regioselectivity
Chem. Commun.38Coates, GWFALSEFALSEFALSEFALSE
7174
10.1016/j.comptc.2018.09.011
Iron-catalyzed olefin synthesis by direct coupling of alkenes with alcohols: A DFT investigation
Comput. Theor. Chem.
38Liu, HLFALSEFALSEFALSEFALSE
7175
10.1002/anie.201805961
Metal-Free Synthesis of Pharmaceutically Important Biaryls by Photosplicing
Angew. Chem.-Int. Edit.
38Hertweck, CTRUEFALSEFALSEFALSE
7176
10.1002/adsc.201800468
Cobalt-Catalyzed Formation of Functionalized Diarylmethanes from Benzylmesylates and Aryl Halides
Adv. Synth. Catal.38
Auffrant, A; Gosmini, C
FALSEFALSEFALSEFALSE
7177
10.1021/jacs.8b06605
Functional Group Transposition: A Palladium-Catalyzed Metathesis of Ar-X sigma-Bonds and Acid Chloride Synthesis
J. Am. Chem. Soc.38Arndtsen, BAFALSEFALSEFALSEFALSE
7178
10.1021/acscatal.8b02029
Palladium-Catalyzed Intermolecular Heck-Type Reaction of Epoxides
ACS Catal.38Zhou, JSFALSEFALSEFALSEFALSE
7179
10.1039/c8cc04127j
Orthogonal reactivity of Ni(i)/Pd(0) dual catalysts for Ullmann C-C cross-coupling: theoretical insight
Chem. Commun.38Guan, W; Su, ZMFALSEFALSEFALSEFALSE
7180
10.1016/j.tetlet.2018.05.032
Palladium catalyzed Heck-arylation/cyclization cascade: An environmentally benign and efficient synthesis of 4-arylcoumarins in water
Tetrahedron Lett.38Chen, JMFALSEFALSEFALSEFALSE
7181
10.1002/anie.201800701
Synthesis of Reversed C-Acyl Glycosides through Ni/Photoredox Dual Catalysis
Angew. Chem.-Int. Edit.
38Molander, GATRUEFALSEFALSEFALSE
7182
10.1021/acs.orglett.8b00847
Direct Silyl-Heck Reaction of Chlorosilanes
Org. Lett.38
Shimada, S; Nakajima, Y
FALSEFALSEFALSEFALSE
7183
10.1002/ajoc.201800037
Pd-Catalyzed One-Pot Dehydroxylative Coupling of Phenols and Amines under a Carbon Monoxide Atmosphere: A Chemical-Specific Discrimination for Arylcarboxylic Amide Synthesis
Asian J. Org. Chem.38Qin, HLFALSEFALSEFALSEFALSE
7184
10.1039/c7sc03950f
Amide synthesis via nickel-catalysed reductive aminocarbonylation of aryl halides with nitroarenes
Chem. Sci.38Hu, XLFALSEFALSEFALSEFALSE
7185
10.1016/j.molstruc.2017.07.066
Supramolecular structures of V(III) complexes supported by PNP pincer ligands
J. Mol. Struct.38
Alves, LG; Martins, AM
FALSEFALSEFALSEFALSE
7186
10.1055/s-0034-1381034
An Efficient Method for the Synthesis of 2-Methylallyl Alkenes by Cross-Coupling Reactions
Synthesis38Tabele, CFALSEFALSEFALSEFALSE
7187
10.1016/j.tet.2015.08.022
Nickel-catalyzed cross-coupling of sterically hindered 1-bromomethyl-o-carborane with alkyl and aryl Grignard reagents
Tetrahedron38Lu, JFALSEFALSEFALSEFALSE
7188
10.1016/j.tet.2015.02.011
Dual reactivity of secondary phosphines and their chalcogenides towards 1-(vinyloxy)alkylferrocenes: the switch between alpha- and beta-addition
Tetrahedron38Trofimov, BAFALSEFALSEFALSEFALSE
7189
10.1021/ol503061c
Air-Stable Nickel Precatalysts for Fast and Quantitative Cross-Coupling of Aryl Sulfamates with Aryl Neopentylglycolboronates at Room Temperature
Org. Lett.38Percec, VFALSEFALSEFALSEFALSE
7190
10.1021/ie501081q
Magnetic Silica-Supported Palladium Catalyst: Synthesis of Allyl Aryl Ethers in Water
Ind. Eng. Chem. Res.
38Varma, RSFALSEFALSEFALSEFALSE
7191
10.1016/j.jscs.2014.02.002
An efficient synthesis of new thiazolidin-4-one fused s-triazines as potential antimicrobial and anticancer agents
J. Saudi Chem. Soc.
38Kumari, PFALSEFALSEFALSEFALSE
7192
10.1016/j.cclet.2014.04.019
Nickel-catalyzed cross-coupling reaction of alkynyl bromides with Grignard reagents
Chin. Chem. Lett.38Li, QHFALSEFALSEFALSEFALSE
7193
10.1021/ol5019135
Branch-Selective Allylic C-H Carboxylation of Terminal Alkenes by Pd/sox Catalyst
Org. Lett.38Liu, GSFALSEFALSEFALSEFALSE
7194
10.1002/adsc.201400076
Palladium-Catalyzed Oxidative Heck-Type Allylation of beta,beta-Disubstituted Enones with Allyl Carbonates
Adv. Synth. Catal.38Yu, ZKFALSEFALSEFALSEFALSE
7195
10.1021/ja5031744
Palau'chlor: A Practical and Reactive Chlorinating Reagent
J. Am. Chem. Soc.38Baran, PSFALSEFALSEFALSEFALSE
7196
10.1246/cl.131205
Theoretical Study on Alkoxydiphosphine Ligand for Bimetallic Cooperation in Nickel-catalyzed Monosubstitution of C-F Bond
Chem. Lett.38Ilies, LFALSEFALSEFALSEFALSE
7197
10.1021/cs500208n
Enantioselective Synthesis of Axially Chiral Biaryl Monophosphine Oxides via Direct Asymmetric Suzuki Coupling and DFT Investigations of the Enantioselectivity
ACS Catal.38Ke, ZFFALSEFALSEFALSEFALSE
7198
10.1002/ajoc.201300031
Aryl[2-(hydroxypro-2-yl)cyclohyxyl]dimethylsilane: A Robust Aryl(trialkyl)silane Reagent for Nickel-catalyzed Cross-coupling Reactions with Aryl Tosylates
Asian J. Org. Chem.38Nakao, YFALSEFALSEFALSEFALSE
7199
10.1016/j.tet.2012.11.003
Novel robust benzimidazolylidene palladium complexes: synthesis, structure, and catalytic applications in amination of chloroarenes
Tetrahedron38Tu, TFALSEFALSEFALSEFALSE
7200
10.1021/ol3029059
Palladium Catalyzed One-Pot Sequential Suzuki Cross-Coupling-Direct C-H Functionalization of Imidazo[1,2-a]pyrazines
Org. Lett.38Gembus, VFALSEFALSEFALSEFALSE
7201
10.1021/ol3028913
Water Control over the Chemoselectivity of a Ti/Ni Multimetallic System: Heck- or Reductive-Type Cyclization Reactions of Alkyl Iodides
Org. Lett.38
de Cienfuegos, LA
FALSEFALSEFALSEFALSE
7202
10.1002/ejoc.201200951
Palladium-Catalyzed Mono-alpha-arylation of Carbonyl-Containing Compounds with Aryl Halides using DalPhos Ligands
Eur. J. Org. Chem.38Stradiotto, MFALSEFALSEFALSEFALSE
7203
10.1002/ajoc.201200013
Indium(III)-Promoted Organocatalytic Enantioselective alpha-Alkylation of Aldehydes with Benzylic and Benzhydrylic Alcohols
Asian J. Org. Chem.38Cozzi, PGFALSEFALSEFALSEFALSE
7204
10.1021/ja304068t
Nickel-Catalyzed Coupling Reactions of Alkyl Electrophiles, Including Unactivated Tertiary Halides, To Generate Carbon-Boron Bonds
J. Am. Chem. Soc.38Fu, GCFALSETRUEFALSEFALSE
7205
10.1021/ja301588z
Palladium-Catalyzed Cycloaddition of Alkynyl Aryl Ethers with Internal Alkynes via Selective Ortho C-H Activation
J. Am. Chem. Soc.38Minami, YFALSEFALSEFALSEFALSE
7206
10.1021/ol300364s
Nickel-Catalyzed Cross-Coupling of Chromene Acetals and Boronic Acids
Org. Lett.38Doyle, AGFALSEFALSEFALSEFALSE
7207
10.1002/anie.201207428
Highly Reactive, Single-Component Nickel Catalyst Precursor for Suzuki-Miyuara Cross-Coupling of Heteroaryl Boronic Acids with Heteroaryl Halides
Angew. Chem.-Int. Edit.
38Hartwig, JFFALSEFALSEFALSEFALSE
7208
10.1039/c1cc16582h
Regioselective C-H bond functionalizations of acridines using organozinc reagents
Chem. Commun.38Tobisu, MFALSEFALSEFALSEFALSE
7209
10.1039/c2cc17468e
An expedient Pd/DBU mediated cyanation of aryl/heteroaryl bromides with K-4[Fe(CN)(6)]
Chem. Commun.38Liu, HFALSEFALSEFALSEFALSE
7210
10.1007/s11172-011-0239-z
Electrochemical investigation of complexation of polymer ligands containing 2,2'-biquinolyl fragments with Ni-II ions in solution
Russ. Chem. Bull.38Magdesieva, TVFALSETRUEFALSEFALSE
7211
10.3762/bjoc.7.95
Synthesis of novel 5-alkyl/aryl/heteroaryl substituted diethyl 3,4-dihydro-2H-pyrrole-4,4-dicarboxylates by aziridine ring expansion of 2-[(aziridin-1-yl)-1-alkyl/aryl/heteroaryl-methylene]malonic acid diethyl esters
Beilstein J. Org. Chem.
38More, SSFALSEFALSEFALSEFALSE
7212
10.1002/chem.201100361
Palladium-Catalyzed Borylation of Aryl Mesylates and Tosylates and Their Applications in One-Pot Sequential Suzuki-Miyaura Biaryl Synthesis
Chem.-Eur. J.38Kwong, FYFALSEFALSEFALSEFALSE
7213
10.1055/s-0030-1259728
Palladium-Catalyzed Monoarylation of Aryl Amine with Aryl Tosylates
Synlett38Xie, XMFALSEFALSEFALSEFALSE
7214
10.1039/c1dt10928f
Nickel complexes of a bis(benzimidazolin-2-ylidene)pyridine pincer ligand with four- and five-coordinate geometries
Dalton Trans.38Brown, DHFALSEFALSEFALSEFALSE
7215
10.1002/anie.201100705
Differentiating C-Br and C-Cl Bond Activation by Using Solvent Polarity: Applications to Orthogonal Alkyl-Alkyl Negishi Reactions
Angew. Chem.-Int. Edit.
38Organ, MGFALSEFALSEFALSEFALSE
7216
10.1021/jo101027h
Direct B-Alkyl Suzuki-Miyaura Cross-Coupling of 2-Halopurines. Practical Synthesis of ST1535, a Potent Adenosine A(2A) Receptor Antagonist
J. Org. Chem.38Piersanti, GFALSEFALSEFALSEFALSE
7217
10.1021/ol100001b
Rh(I)-Catalyzed Decarboxylative Transformations of Arenecarboxylic Acids: Ligand- and Reagent-Controlled Selectivity toward Hydrodecarboxylation or Heck-Mizoroki Products
Org. Lett.38Zhao, PJFALSEFALSEFALSEFALSE
7218
10.1016/j.tetlet.2009.11.025
Gold-catalyzed C-S bond formation from thiols
Tetrahedron Lett.38van de Weghe, PFALSEFALSEFALSEFALSE
7219
10.1002/chem.200903390
Cavity-Shaped Ligands: Calix[4]arene-Based Monophosphanes for Fast Suzuki-Miyaura Cross-Coupling
Chem.-Eur. J.38Semeril, DFALSEFALSEFALSEFALSE
7220
10.1002/chem.200902785
Construction of Polysubstituted Olefins through Ni-Catalyzed Direct Activation of Alkenyl C-O of Substituted Alkenyl Acetates
Chem.-Eur. J.38Shi, ZJFALSEFALSEFALSEFALSE
7221
10.1055/s-0029-1216832
Kumada Cross-Coupling of Aryl Grignard Reagents with Aryl Halides Catalyzed by an Immobilized Nickel Catalyst
Synthesis38Wang, LFALSEFALSEFALSEFALSE
7222
10.1039/b805648j
Nickel-catalysed Negishi cross-coupling reactions: scope and mechanisms
Chem. Soc. Rev.38Phapale, VBFALSEFALSEFALSEFALSE
7223
10.1021/jo8015852
Palladium- and Nickel-Catalyzed Cross-Couplings of Unsaturated Halides Bearing Relatively Acidic Protons with Organozinc Reagents
J. Org. Chem.38Knochel, PFALSEFALSEFALSEFALSE
7224
10.1016/j.molcata.2008.01.001
Microwave accelerated Suzuki coupling of chloro-aryl phosphine-oxides: A method for introducing diversity into phosphine ligands
J. Mol. Catal. A-Chem.
38Clarke, MLFALSEFALSEFALSEFALSE
7225
10.1002/adsc.200700155
Chiral thiourea-phosphine organocatalysts in the asymmetric Aza-Morita-Baylis-Hillman reaction
Adv. Synth. Catal.38Shi, MFALSEFALSEFALSEFALSE
7226
10.1016/j.tet.2007.03.028
(p-sulfomethyl)phenylalanine as a mimic of O-sulfatyl-tyrosine in synthetic partial sequences of P-selectin glycoprotein ligand 1 (PSGL-1)
Tetrahedron38Kunz, HFALSEFALSEFALSEFALSE
7227
10.1107/S1600536806003643
Di-mu-bromo-2 kappa Br-2 : 2 'kappa Br-2-bis[bis(mu-acetyl-acetonato-1 kappa O : 2 kappa O ')bromo-2 kappa Br-bis(tetra-hydrofuran-1 kappa O) cadmium(II) nickel(II)]
Acta Crystallogr. Sect. E.-Crystallogr. Commun.
38Imhof, WFALSEFALSEFALSEFALSE
7228
10.1055/s-2005-921920
Diethyl chlorophosphate
Synlett38Dorn, VBFALSEFALSEFALSEFALSE
7229
10.1039/b401077a
A new precatalyst for the Suzuki reaction - a pyridyl-bridged dinuclear palladium complex as a source of mono-ligated palladium(0)
New J. Chem.38Beeby, AFALSEFALSEFALSEFALSE
7230
10.1021/om034046n
Transfer hydrogenation of imines catalyzed by a nickel(0)/NHC complex
Organometallics38Schneider, RFALSEFALSEFALSEFALSE
7231
10.1039/b207002m
Exhaustive hydrodechlorination of chlorinated aromatic environmental pollutants to alicyclic compounds
Green Chem.38Avnir, DFALSEFALSEFALSEFALSE
7232
10.1016/S0040-4039(02)02212-8
Room temperature dehalogenation of chloroarenes by polymethylhydrosiloxane (PMHS) under palladium catalysis
Tetrahedron Lett.38Rahaim, RJFALSEFALSEFALSEFALSE
7233
10.1016/S0040-4039(02)00718-9
Palladium-catalyzed cross-coupling reactions of 4-tosylcoumarin and arylboronic acids: synthesis of 4-arylcoumarin compounds
Tetrahedron Lett.38Fathi, RFALSEFALSEFALSEFALSE
7234
10.1135/cccc20021223
Covalent analogues of DNA base-pairs and triplets IV. Synthesis of trisubstituted benzenes bearing purine and/or pyrimidine rings by cyclotrimerization of 6-ethynylpurines and/or 5-ethynyl-1,3-dimethyluracil
Collect. Czech. Chem. Commun.
38Hocek, MFALSEFALSEFALSEFALSE
7235
10.1039/b104340b
Optimisation of the allylsilane approach to C-10 deoxo carba analogues of dihydroartemisinin: synthesis and in vitro antimalarial activity of new, metabolically stable C-10 analogues
J. Chem. Soc.-Perkin Trans. 1
38O'Neill, PMFALSEFALSEFALSEFALSE
7236
10.1021/ja003168t
A ruthenium-catalyzed pyrrolidine and piperidine synthesis
J. Am. Chem. Soc.38Trost, BMFALSEFALSEFALSEFALSE
7237
10.1021/ol000038g
Modular construction of dendritic carbosilanes. Organization of dendrimer connectivity around bifunctional precursors that are adapted for sequential convergent and divergent propagative steps
Org. Lett.38Stobart, SRFALSEFALSEFALSEFALSE
7238
10.1039/b001333l
Heteroaromatic ethers of phenols in nickel-catalysed ipso-replacement reactions with magnesium, zinc and tin organometallic compounds
J. Chem. Soc.-Perkin Trans. 1
38Brigas, AFFALSEFALSEFALSEFALSE
7239
10.1016/S0040-4020(99)00425-1
Synthesis of bicyclic proline analogs using a formal [3+2] intramolecular aziridine-allylsilane cycloaddition reaction
Tetrahedron38Bergmeier, SCFALSEFALSEFALSEFALSE
7240
10.1016/S0040-4039(98)02670-7
Synthesis of carbohelicenes and derivatives by carbenoid couplings
Tetrahedron Lett.38Gingras, MFALSEFALSEFALSEFALSE
7241
10.1016/S0957-4166(98)00136-0
Synthesis and application of novel chiral phosphino-oxazoline ligands with 1,1 '-binaphthyl skeleton
Tetrahedron: Asymmetry
38Hayashi, TFALSEFALSEFALSEFALSE
7242
10.1021/jo971636k
Palladium-catalyzed cross-coupling reactions with aryl nonaflates: A practical alternative to aryl triflates
J. Org. Chem.38Knochel, PFALSEFALSEFALSEFALSE
7243
10.1016/0040-4039(95)00286-3
PALLADIUM(II)-MEDIATED OXIDATION OF ALCOHOLS USING 1,2-DICHLOROETHANE AS PD(0) REOXIDANT
Tetrahedron Lett.38FALSEFALSEFALSEFALSE
7244
10.1139/v95-057
MULTISUBSTITUTED PHTHALONITRILES, NAPHTHALENEDICARBONITRILES, AND PHENANTHRENETETRACARBONITRILES AS PRECURSORS FOR PHTHALOCYANINE SYNTHESES
Can. J. Chem.-Rev. Can. Chim.
38LEZNOFF, CCFALSEFALSEFALSEFALSE
7245
10.1021/jo00002a028
TRIPLY CONVERGENT, STEREOSPECIFIC ALKENE FORMATION VIA PETERSON OLEFINATION
J. Org. Chem.38BARRETT, AGMFALSEFALSEFALSEFALSE
7246
10.1246/bcsj.64.1118
NUCLEOPHILIC DISPLACEMENT CATALYZED BY TRANSITION-METAL .9. [PD2(DBA)3].CHCL3-DPPF CATALYZED CYANATION OF ARYL HALIDES AND ARYL TRIFLATES
Bull. Chem. Soc. Jpn.
38TAKAGI, KFALSEFALSEFALSEFALSE
7247
10.1039/dt9900002407
SELECTIVE C-O BOND-CLEAVAGE OF ALLYLIC ESTERS USING [MOH4(PH2PCH2CH2PPH2)2] UNDER LIGHT IRRADIATION TO GIVE HYDRIDOCARboxYLATOMOLYBDENUM(II) COMPLEXES
J. Chem. Soc.-Dalton Trans.
38ITO, TFALSEFALSEFALSEFALSE
7248
10.1016/S0040-4039(00)97053-9
STEREOSPECIFIC FUNCTIONALIZATION OF (R)-(-)-1,1'-BI-2-NAPHTHOL TRIFLATE
Tetrahedron Lett.38FALSEFALSEFALSEFALSE
7249
10.1021/ja00203a066
CHEMOSELECTIVE SYNTHESIS OF ALLYLTRIMETHYLSILANES BY CROSS-COUPLING OF VINYL TRIFLATES WITH TRIS((TRIMETHYLSILY)METHYL)ALUMINUM CATALYZED BY PALLADIUM(0)
J. Am. Chem. Soc.38SAULNIER, MGFALSEFALSEFALSEFALSE
7250
10.1021/jo00378a033
NEW ORGANOCUPRATE-INDUCED REDUCTION OF THE ENOL PHOSPHATE MOIETY IN 1-[(DIETHOXYPHOSPHINYL)OXY]-F-1-ALKENE-1-PHOSPHONATES - AN EFFICIENT SYNTHESIS OF (Z)-1-HYDRYL-F-1-ALKENE-1-PHOSPHONATES
J. Org. Chem.38ISHIHARA, TFALSEFALSEFALSEFALSE
7251
10.1039/d2qo00043a
Molecular editing in natural product synthesis
Org. Chem. Front.38Xu, CFFALSEFALSEFALSEFALSE
7252
10.1080/07328303.2021.2015366
Additive-controlled synthesis of 1-and 2-dexoysugars from thioglycosides
J. Carbohydr. Chem.
38Xiong, DCFALSEFALSEFALSEFALSE
7253
10.1039/d1ob01765a
Copper-catalyzed synthesis of 1-(2-benzofuryl)-N-heteroarenes from o-hydroxy-gem-(dibromovinyl)benzenes and N-heteroarenes
Org. Biomol. Chem.38Rao, MLNFALSEFALSEFALSEFALSE
7254
10.1002/chem.202102130
Facile Conversion of Molecularly Complex (Hetero)aryl Carboxylic Acids into Alkynes for Accelerated SAR Exploration
Chem.-Eur. J.38
Lutter, FH; Jouffroy, M
FALSEFALSEFALSEFALSE
7255
10.6023/cjoc202104056
Direct Assembly of Polysubstituted Benzenes via Base-Catalyzed Benzannulation Reaction of alpha-Cyano-beta-methylalkenyl-(hetero)aryl Ketones
Chin. J. Org. Chem.38Du, GFFALSEFALSEFALSEFALSE
7256
10.1021/acs.orglett.1c02223
Nickel-Catalyzed Asymmetric Reductive Dicarbamoylation of Alkenes
Org. Lett.38Wang, CFALSEFALSEFALSEFALSE
7257
10.1021/acs.organomet.1c00369
Structural and Reactivity Comparisons of JosiPhos CyPF-Cy and a Simplified Variant (CyPBn-Cy) in Nickel-Catalyzed C(sp(2))-N Cross-Couplings
Organometallics38Stradiotto, MFALSEFALSEFALSEFALSE
7258
10.1007/s11172-021-3213-4
The influence of the phosphine ligand nature on palladium catalysts in the norbornadiene allylation with allyl formate
Russ. Chem. Bull.38Flid, VRFALSEFALSEFALSEFALSE
7259
10.1039/d1ob00791b
Nickel-catalyzed reductive 1,3-diene formation from the cross-coupling of vinyl bromides
Org. Biomol. Chem.38Wu, DFALSEFALSEFALSEFALSE
7260
10.1021/acs.joc.1c00452
Copper-Catalyzed Lactamization of (E)-2-(2-Bromophenyl)-3-arylacrylamides for the Synthesis of (E)-3-Arylideneindolin-2-ones
J. Org. Chem.38Zou, YFALSEFALSEFALSEFALSE
7261
10.1039/d0sc06868c
Lewis acid mediated, mild C-H aminoalkylation of azoles via three component coupling
Chem. Sci.38Emmert, MHFALSEFALSEFALSEFALSE
7262
10.1055/s-0036-1588437
Pd/C-Catalyzed Homocoupling Reaction for the Synthesis of Symmetrical Biaryl Diamides
Synlett38
Shen, GD; Yang, BC
FALSEFALSEFALSEFALSE
7263
10.1002/anie.201704948
Phosphonium Salts as Pseudohalides: Regioselective Nickel-Catalyzed Cross-Coupling of Complex Pyridines and Diazines
Angew. Chem.-Int. Edit.
38McNally, AFALSEFALSEFALSEFALSE
7264
10.1016/j.crci.2017.01.006
Intramolecular vinylation of carbanions using N-acyl benzomorpholines as masked vinylureas and vinylcarbamates
C. R. Chim.38Clayden, JFALSEFALSEFALSEFALSE
7265
10.1055/s-0036-1588328
Synthesis of -Substituted Diphenylphosphinocarboxylic Acids and Their Palladium Complexes
Synlett38
Fernandez-Ibanez, A
FALSEFALSEFALSEFALSE
7266
10.1002/anie.201608535
Terminal-Selective Functionalization of Alkyl Chains by Regioconvergent Cross-Coupling
Angew. Chem.-Int. Edit.
38Baudoin, OFALSEFALSEFALSEFALSE
7267
10.1016/j.tet.2016.08.041
Synthesis of N,O-acetals by net amide C-N bond insertion of aldehydes into N-acyl phthalimides and N-acyl azoles
Tetrahedron38Willoughby, PHFALSEFALSEFALSEFALSE
7268
10.1007/s00706-016-1673-2
Symmetrical disulfide synthesis via nickel-catalysis using potassium sulfide as sulfur source
Mon. Chem.38
Soleiman-Beigi, M
FALSEFALSEFALSEFALSE
7269
10.1016/j.tet.2016.07.082
Oxidative rearrangement strategy for synthesis of 2,4,5-trisubstituted oxazoles utilizing hypervalent iodine reagent
Tetrahedron38
Zhang, XH; Xiong, Y
FALSEFALSEFALSEFALSE
7270
10.1016/j.tet.2016.03.005
Synthesis of polyfunctionalized benzophenones via the reaction of 3-formylchromones with tertiary push-pull enamines
Tetrahedron38Sosnovskikh, VYFALSEFALSEFALSEFALSE
7271
10.3987/COM-21-14540
EFFICIENT SYNTHESIS OF CYCLOTRIPHOSPHAZENE TRIPODAL TRIDENTATE LIGAND VIA THE COPPER(I)-TEMPLATE METHOD
The first example of the synthesis of m-alkylphenols via a ruthenium-catalyzed C-Ar-H bond functionalization of phenol derivatives with sec/tert-alkyl bromides is reported. Mechanistic studies indicated that the m-C-Ar-H bond alkylation may involve a radical process and that a six-membered ruthenacycle complex was the active catalyst. Moreover, this approach can provide an expedited strategy for the atom-/step-economical synthesis of many noteworthy pharmaceuticals and other functional molecules.
Heterocycles37Kajiyama, KFALSEFALSEFALSEFALSE
7272
10.1021/acs.organomet.0c00515
Heteroleptic Ni(II) Complexes Bearing a Bulky Yet Flexible IBiOx-6 Ligand: Improved Selectivity in Cross-Electrophile Coupling of Benzyl Chlorides with Aryl Chlorides/Fluorides
A rapid development of a new methodology for decarboxylative N-arylation of carboxylic acids and the preparation of 5-substituted 1H-tetrazoles catalysed by peptide nanofibres decorated with Cu and Ni nanoparticles is presented. Compared with conventional aryl halides, benzoic acids are extremely interesting and environmentally friendly options for the synthesis of secondary aryl amines.
Organometallics37Sun, HMFALSETRUEFALSEFALSE
7273
10.1021/acs.jafc.0c04131
Synthesis and Biological Testing of Ester Pheromone Analogues for Two Fruitworm Moths (Carposinidae)
Hydrocarbons are still the most important precursors of functionalized organic molecules, which has stirred interest in the discovery of new C-H bond functionalization methods. We describe herein a new step-economical approach that enables C-C bonds to be constructed at the terminal position of linear alkanes. First, we show that secondary alkyl bromides can undergo in situ conversion into alkyl zinc bromides and regioconvergent Negishi coupling with aryl or alkenyl triflates. The use of a suitable phosphine ligand favoring Pd migration enabled the selective formation of the linear cross-coupling product. Subsequently, mixtures of secondary alkyl bromides were prepared from linear alkanes by standard bromination, and regioconvergent cross-coupling then provided access to the corresponding linear arylation product in only two steps.
J. Agric. Food Chem.
37Twidle, AMFALSEFALSEFALSEFALSE
7274
10.1021/acs.orglett.0c02320
Cu-Catalyzed Direct Amination of Cyclic Amides via C-OH Bond Activation Using DMF
This work investigated the decomposition of anisole (methoxyl-based lignin model compound) in a fluidized bed reactor over no catalysts and a series of HZSM-5 zeolite catalysts with different Si/Al atomic ratios. Transmethylation reaction was identified as the initial step of the thermal decomposition of anisole, leading to the prominent production of phenolic compounds. Methyl phenols were identified as the main products, with the yield of o-cresol being higher than that of p-cresol at the temperatures below 600 degrees C. The transmethylation reaction over HZSM-5 zeolite catalyst was found to occur at temperatures 150 degrees C lower than those for non-catalytic reaction, with the yield of the phenolic compounds being promoted by 2.5 times. Production of the main phenolic compounds during the catalytic decomposition of anisole was enhanced to different extents depending on the Si/Al ratio. The highest selectivity of 79 wt.% was achieved over the zeolite catalyst with a Si/Al ratio of 80. The Bronsted acid sites of the catalyst played a significant role in both the preferential formation of phenolic compounds and preservation of the methyl group. (C) 2016 Elsevier B.V. All rights reserved.
Org. Lett.37Lin, J; Jin, YFALSEFALSEFALSEFALSE
7275
10.1021/acs.orglett.0c01676
Fast Amide Couplings in Water: Extraction, Column Chromatography, and Crystallization Not Required
Bulky amido ligands are precious in s-block chemistry, since they can implant complementary strong basic and weak nucleophilic properties within compounds. Recent work has shown the pivotal importance of the base structure with enhancement of basicity and extraordinary regioselectivities possible for cyclic alkali metal magnesiates containing mixed n-butyl/amido ligand sets. This work advances alkali metal and alkali metal magnesiate chemistry of the bulky arylsilyl amido ligand [N(SiMe3)(Dipp)](-) (Dipp= 2,6-iPr(2)-C6H3). Infinite chain structures of the parent sodium and potassium amides are disclosed, adding to the few known crystallographically characterised unsolvated s-block metal amides. Solvation by N, N, N', N '', N ''-pentamethyldiethylenetriamine (PMDETA) or N, N, N', N'-tetramethylethylenediamine (TMEDA) gives molecular variants of the lithium and sodium amides; whereas for potassium, PMDETA gives a molecular structure, TMEDA affords a novel, hemi-solvated infinite chain. Crystal structures of the first magnesiate examples of this amide in [MMg{N(SiMe3)(Dipp)}(2)(mu-nBu)](infinity) (M= Na or K) are also revealed, though these breakdown to their homometallic components in donor solvents as revealed through NMR and DOSY studies.
Org. Lett.37Handa, SFALSEFALSEFALSEFALSE
7276
10.1039/d0ob00880j
Practical direct synthesis of N-aryl-substituted azacycles from N-alkyl protected arylamines using TiCl4 and DBU
The C-H thiolation of aniline derivatives was accomplished with a versatile nickel(II) catalyst under ligand-free conditions. The robust nature of the nickel catalysis system was reflected by the C-H thiolation with a good functional group tolerance and an ample scope, employing anilines possessing removable directing groups. The widely applicable nickel catalyst also allowed for aniline C-H selenylations, while mechanistic studies provided strong support that the rate-determining step is the C-H activation.
Org. Biomol. Chem.37Kim, HKFALSEFALSEFALSEFALSE
7277
10.1002/anie.202006293
CuPd Nanoparticles as a Robust Catalyst for Electrochemical Allylic Alkylation
This contribution describes a copper-catalyzed, C(sp(3))-C(sp(3)) cross-coupling reaction of cyclic sulfate esters, a distinct class of electrophilic derivatives of polyols, with alkyl Grignard reagents to afford functionalized alcohol products in good yields. The method is operationally simple and highlights the potential of cyclic sulfate esters as highly reactive substrates in catalytic, chemoselective polyol transformations.
Angew. Chem.-Int. Edit.
37
Yu, C; Williard, P; Sun, SH
FALSETRUEFALSEFALSE
7278
10.1007/s11172-020-2858-8
Alkyl perchlorates in the Ritter-type reaction. Synthesis ofN-alkylamides
A novel 9,10-dihydro-9,10-ethanoanthracene-11,12-diimine/Pd(OAc)(2) system has been demonstrated to form a highly efficient catalyst for the Suzuki-Miyaura cross-coupling of various aryl bromides and activated aryl chlorides with arylboronic acids in high yields at room temperature in ethanol/aqueous media under ambient atmosphere.
Russ. Chem. Bull.37Averina, EBFALSEFALSEFALSEFALSE
7279
10.1002/chem.202000215
Identification of the Active Catalyst for Nickel-Catalyzed Stereospecific Kumada Coupling Reactions of Ethers
Chem.-Eur. J.37
Borovik, AS; Jarvo, ER
FALSEFALSEFALSEFALSE
7280
10.1039/c9cc08727c
Nickel-catalyzed reductive amidation of aryl-triazine ethers
Chem. Commun.37
Heravi, MM; Panahi, F
FALSEFALSEFALSEFALSE
7281
10.3390/catal10020230
Facile Fabrication of Glycosylpyridyl-Triazole@Nickel Nanoparticles as Recyclable Nanocatalyst for Acylation of Amines in Water
Catalysts37Jin, JZ; Shen, CFALSEFALSEFALSEFALSE
7282
10.1021/acs.orglett.9b03899
Engaging Alkenes and Alkynes in Deaminative Alkyl-Alkyl and Alkyl-Vinyl Cross-Couplings of Alkylpyridinium Salts
Org. Lett.37Watson, MPFALSEFALSEFALSEFALSE
7283
10.1002/ejic.201900972
Bulky 1,1 '-Ferrocenyl Ligands Featuring Diazaphospholene or Dioxaphosphepine Donor Fragments: Catalytic Screening in Nickel-Catalyzed C-N Cross-Coupling
Eur. J. Inorg. Chem.37Stradiotto, MFALSEFALSEFALSEFALSE
7284
10.3762/bjoc.15.176
Vicinal difunctionalization of alkenes by four-component radical cascade reaction of xanthogenates, alkenes, CO, and sulfonyl oxime ethers
Beilstein J. Org. Chem.
37Ryu, IFALSEFALSEFALSEFALSE
7285
10.1021/acs.organomet.9b00027
Mechanistic Studies on the Nickel-Catalyzed Cyclopropanation with Lithiomethyltrimethylammonium Triflate
Organometallics37Chen, PFALSEFALSEFALSEFALSE
7286
10.1016/j.jcat.2019.04.001
High-index facets of Pt-Fe nanowires induce steric effect on selective hydrogenation of acetophenone
J. Catal.37Zeng, JFALSEFALSEFALSEFALSE
7287
10.1021/jacs.9b00788
Enantioselective Divergent Synthesis of C19-Oxo Eburnane Alkaloids via Palladium-Catalyzed Asymmetric Allylic Alkylation of an N-Alkyl-alpha,beta-unsaturated Lactam
J. Am. Chem. Soc.37Trost, BMFALSEFALSEFALSEFALSE
7288
10.1002/chem.201806239
Co-I-Catalyzed Barbier Reactions of Aromatic Halides with Aromatic Aldehydes and Imines
Chem.-Eur. J.37
Presset, M; Le Gall, E
FALSEFALSEFALSEFALSE
7289
10.1002/slct.201803530
Lewis-Acid-Catalyzed Direct Nucleophilic Substitution Reaction of Alcohols for the Functionalization of Aromatic Amines
ChemistrySelect37Maurya, SKFALSEFALSEFALSEFALSE
7290
10.1055/s-0037-1611342
Synthesis of Naphthoic Acids as Potential Anticancer Agents
Synlett37Deck, LMFALSEFALSEFALSEFALSE
7291
10.1021/jacs.8b09909
Diastereoselective and Enantioselective Conjunctive Cross-Coupling Enabled by Boron Ligand Design
J. Am. Chem. Soc.37Morken, JPFALSEFALSEFALSEFALSE
7292
10.1002/anie.201808024
Decarboxylative C(sp(3))-O Cross-Coupling
Angew. Chem.-Int. Edit.
37Hu, XLFALSEFALSEFALSEFALSE
7293
10.1038/s41557-018-0078-8
Metathesis-active ligands enable a catalytic functional group metathesis between aroyl chlorides and aryl iodides
Nat. Chem.37Morandi, BFALSEFALSEFALSEFALSE
7294
10.1016/j.tet.2018.04.067
Bronsted acid-mediated annulations of pyrroles featuring N-tethered alpha,beta-unsaturated ketones and esters: Total syntheses of (+/-)-tashiromine and (+/-)-indolizidine 209I
Tetrahedron37
Bissember, AC; Smith, JA
FALSEFALSEFALSEFALSE
7295
10.1016/j.tetlet.2018.05.003
Highly efficient synthesis of aryl ketones by PEPPSI-palladium catalyzed acylative Suzuki coupling of amides with diarylborinic acids
Tetrahedron Lett.37Zou, GFALSEFALSEFALSEFALSE
7296
10.1016/j.ica.2017.12.032
First row metal complexes of the hindered tridentate ligand 2,6-bis-(3 ',5 '-diphenylpyrazolyl)pyridine
Inorg. Chim. Acta37Garner, CMFALSEFALSEFALSEFALSE
7297
10.1002/ejoc.201701478
Nickel-Catalyzed Synthesis of Diaryl Sulfones from Aryl Halides and Sodium Sulfinates
Eur. J. Org. Chem.37Manolikakes, GFALSEFALSEFALSEFALSE
7298
10.1007/s11705-017-1669-4
Pd-Ni nanoparticles supported on titanium oxide as effective catalysts for Suzuki-Miyaura coupling reactions
Front. Chem. Sci. Eng.
37
Zhang, ZG; Ren, QL
FALSEFALSEFALSEFALSE
7299
10.1021/acsomega.7b01450
Selective Synthesis of (Benzyl) biphenyls by Successive Suzuki-Miyaura Coupling of Phenylboronic Acids with 4-Bromobenzyl Acetate under Air Atmosphere
ACS Omega37Ohsumi, MFALSEFALSEFALSEFALSE
7300
10.1021/acs.oprd.7b00241
Optimization of Manganese Coupling Reaction for Kilogram-Scale Preparation of Two Aryl-1,3-dione Building Blocks
Org. Process Res. Dev.
37Smejkal, TFALSEFALSEFALSEFALSE
7301
10.1021/acs.orglett.5b03151
Nickel-Catalyzed Formal Homocoupling of Methoxyarenes for the Synthesis of Symmetrical Biaryls via C-O Bond Cleavage
Org. Lett.37Tobisu, MFALSEFALSEFALSEFALSE
7302
10.1039/c4gc02047b
The copper-nicotinamide complex: sustainable applications in coupling and cycloaddition reactions
Green Chem.37Baig, RBNFALSEFALSEFALSEFALSE
7303
10.1039/c5qo00001g
Metal catalyzed cross-coupling of aryl and benzyl methyl sulfides: nickel catalyzed C-aryl-C-sp3 and C-sp3-C-sp3 bond formations
Org. Chem. Front.37Leiendecker, MFALSEFALSEFALSEFALSE
7304
10.1039/c4cc09321f
Cu-Catalyzed cross-coupling reactions of epoxides with organoboron compounds
Chem. Commun.37Fu, YFALSEFALSEFALSEFALSE
7305
10.1016/j.tetlet.2014.11.020
Diaminophosphine oxides as preligands for Ni-catalyzed Suzuki cross-coupling reactions of aryl chlorides with arylboronic acids
Tetrahedron Lett.37Lei, XYFALSEFALSEFALSEFALSE
7306
10.1016/j.tetlet.2014.06.114
A green bromination method for the synthesis of benzylic dibromides
Tetrahedron Lett.37Levine, MFALSEFALSEFALSEFALSE
7307
10.1016/j.tetlet.2014.01.148
Regioselective Suzuki-Miyaura cross-coupling reactions of the bis(triflate) of 4,7-dihydroxycoumarin
Tetrahedron Lett.37Langer, PFALSEFALSEFALSEFALSE
7308
10.1055/s-0033-1339114
Differentiated Di- and Polyboron Compounds: Synthesis and Application in Successive Suzuki-Miyaura Coupling
Synlett37Li, PFFALSEFALSEFALSEFALSE
7309
10.1021/ja504625m
Redox-Triggered C-C Coupling of Alcohols and Vinyl Epoxides: Diastereo- and Enantioselective Formation of All-Carbon Quaternary Centers via tert-(Hydroxy)-Prenylation
J. Am. Chem. Soc.37Krische, MJFALSEFALSEFALSEFALSE
7310
10.1021/ja412159g
Synthesis of Enantiomerically Enriched Triarylmethanes by Enantiospecific Suzuki-Miyaura Cross-Coupling Reactions
J. Am. Chem. Soc.37Crudden, CMFALSEFALSEFALSEFALSE
7311
10.1021/ol5004737
Type 1 Ring-Opening Reactions of Cyclopropanated 7-Oxabenzonorbornadienes with Organocuprates
Org. Lett.37Tam, WFALSEFALSEFALSEFALSE
7312
10.1055/s-0033-1340665
Iron-Catalyzed Oxidative Arylmethylation of Activated Alkenes Using a Peroxide as the Methyl Source
Synlett37Song, RJFALSEFALSEFALSEFALSE
7313
10.1016/j.tet.2013.11.056
A silver(I)-catalyzed reaction of 2-alkynylbenzaldoxime with arylsulfonyl chloride
Tetrahedron37Wu, JFALSEFALSEFALSEFALSE
7314
10.1039/c3ra46288a
Nickel-catalyzed N-arylation of benzophenone hydrazone with bromoarenes
RSC Adv.37Yang, LMFALSEFALSEFALSEFALSE
7315
10.1039/c4qo00027g
A general method for asymmetric arylation and vinylation of silyl ketene acetals
Org. Chem. Front.37Yang, JFFALSEFALSEFALSEFALSE
7316
10.1002/jhet.1090
Suzuki-Miyaura Cross-Coupling Reaction of Naphthyl Triflate with Indole Boronic Acids Catalyzed by a Recyclable Polymer-Supported N-Heterocyclic Carbene-Palladium Complex Catalyst: Synthesis of Naphthalene-Linked Bis-Heterocycles
J. Heterocycl. Chem.
37Reddy, PAFALSEFALSEFALSEFALSE
7317
10.1021/jo4005537
Nickel-Catalyzed Suzuki-Miyaura Coupling of Heteroaryl Ethers with Arylboronic Acids
J. Org. Chem.37Jin, ZFALSEFALSEFALSEFALSE
7318
10.1021/ol400922j
The Design, Synthesis and Validation of Recoverable and Readily Reusable Siloxane Transfer Agents for Pd-Catalyzed Cross-Coupling Reactions
Org. Lett.37Smith, ABFALSEFALSEFALSEFALSE
7319
10.1016/j.molcata.2012.07.007
Cross coupling reactions of multiple C-Cl bonds of polychlorinated solvents with Grignard reagent using a pincer nickel complex
J. Mol. Catal. A-Chem.
37Ghosh, AFALSEFALSEFALSEFALSE
7320
10.6023/cjoc201206029
Pd/C-Catalyzed Highly Efficient and Green Suzuki Cross-Coupling Reaction
Chin. J. Org. Chem.37Chu, WYFALSEFALSEFALSEFALSE
7321
10.1016/j.tetlet.2012.01.051
Catalytic C-H arylation of unactivated heteroaromatics with aryl halides by cobalt porphyrin
Tetrahedron Lett.37Chan, KSFALSEFALSEFALSEFALSE
7322
10.1039/c2cc18150a
A facile route to flavone and neoflavone backbones via a regioselective palladium catalyzed oxidative Heck reaction
Chem. Commun.37Jafarpour, FFALSEFALSEFALSEFALSE
7323
10.1039/c2gc35714c
KOH-mediated transition metal-free synthesis of imines from alcohols and amines
Green Chem.37Xu, JFALSEFALSEFALSEFALSE
7324
10.1246/cl.2011.907
Phosphane-free Suzuki-Miyaura Coupling of Aryl Imidazolesulfonates with Arylboronic Acids and Potassium Aryltrifluoroborates under Aqueous Conditions
Chem. Lett.37Alonso, DAFALSEFALSEFALSEFALSE
7325
10.1002/anie.201006411
Tetrasubstituted Olefins through the Stereoselective Catalytic Intermolecular Conjugate Addition of Simple Alkenes to alpha,beta-Unsaturated Carbonyl Compounds
Angew. Chem.-Int. Edit.
37Yi, CSFALSEFALSEFALSEFALSE
7326
10.1021/ja107703n
Reductions of Challenging Organic Substrates by a Nickel Complex of a Noninnocent Crown Carbene Ligand
J. Am. Chem. Soc.37Spicer, MDFALSEFALSEFALSEFALSE
7327
10.1016/j.tetlet.2010.02.015
Transition metal-free activation of allylic acetates toward regioselective S-allylation of thiols
Tetrahedron Lett.37Ranu, BCFALSEFALSEFALSEFALSE
7328
10.1002/ejoc.200901080
Use of the Diels-Alder Cycloaddition of Tetracyclone and Internal Aryl Acetylenes for the Synthesis of Functionalized Atropisomeric Biaryls
Eur. J. Org. Chem.37Hapke, MFALSEFALSEFALSEFALSE
7329
10.1016/j.tetlet.2009.09.046
Expeditious synthesis of 1,1-diarylethylenes related to isocombretastatin A-4 (isoCA-4) via palladium-catalyzed arylation of N-tosylhydrazones with aryl triflates
Tetrahedron Lett.37Alami, MFALSEFALSEFALSEFALSE
7330
10.1016/j.tet.2009.02.040
Synthesis of 6,7-dihydro-5H-dibenzo[c,e]azepines and biaryls by palladium-catalyzed Ullmann reaction
Tetrahedron37Li, JHFALSEFALSEFALSEFALSE
7331
10.1021/ol062314i
First synthesis of biquinolizinium salts: Novel example of a chiral azonia dication
Org. Lett.37Cuadro, AMFALSEFALSEFALSEFALSE
7332
10.1016/j.poly.2006.05.035
Synthesis, characterization, crystal and molecular structure of diphenyloxophosphinoethylenediamines
Polyhedron37Akba, OFALSEFALSEFALSEFALSE
7333
10.1021/jo052283p
Symmetrical bisquinolones via metal-catalyzed cross-coupling and homocoupling reactions
J. Org. Chem.37Kappe, COFALSEFALSEFALSEFALSE
7334
10.1016/S0957-4166(02)00094-0
Enhanced catalytic activity in asymmetric hydrosilylation of 1,3-dienes with a soluble palladium catalyst
Tetrahedron: Asymmetry
37Hayashi, TFALSEFALSEFALSEFALSE
7335
10.1021/om010608w
Solid state structures and phosphine exchange reactions of (1-Me-indenyl)(PR3)Ni-Cl
Organometallics37Zargarian, DFALSEFALSEFALSEFALSE
7336
10.1021/ja993427i
Palladium-catalyzed enantioselective alkylative ring opening
J. Am. Chem. Soc.37Lautens, MFALSEFALSEFALSEFALSE
7337
10.1039/b002547j
Nickel(0)-catalysed asymmetric cross-coupling reactions of allylic compounds with Grignard reagents using optically active oxazolinylferrocenylphosphines as ligands
J. Chem. Soc.-Perkin Trans. 1
37Uemura, SFALSEFALSEFALSEFALSE
7338
10.1021/ja991704f
First ruthenium-catalyzed allylation of thiols enables the general synthesis of allylic sulfides
J. Am. Chem. Soc.37Mitsudo, TFALSEFALSEFALSEFALSE
7339
10.1021/jo970439i
Highly efficient palladium-catalyzed boronic acid coupling reactions in water: Scope and limitations
J. Org. Chem.37Badone, DFALSEFALSEFALSEFALSE
7340
10.1016/S0040-4020(01)88230-2
AN EFFICIENT AND STEREOSELECTIVE SYNTHESIS OF INSECT PHEROMONES BY WAY OF NICKEL-CATALYZED GRIGNARD REACTIONS - SYNTHESES OF GOSSYPLURE AND PHEROMONES OF EUDIA-PAVONIA AND DROSOPHILA-MELANOGASTER
Tetrahedron37FALSEFALSEFALSEFALSE
7341
10.1021/ma00032a031
SYNTHESIS OF FUNCTIONAL POLY(PARA-PHENYLENE)S FROM SUBSTITUTED HYDROQUINONES VIA NICKEL-CATALYZED COUPLING OF THEIR BISTRIFLATES
Macromolecules37PERCEC, VFALSEFALSEFALSEFALSE
7342
10.1016/0022-328X(91)80189-Q
ENANTIOSELECTIVE CROSS-COUPLING OF VINYL-ELECTROPHILES, ARYL-ELECTROPHILES AND ALLYL-ELECTROPHILES CATALYZED BY NICKEL-COMPLEXES CONTAINING (R,R)-1,2-CYCLOPENTANEDIYLBIS(DIPHENYLPHOSPHINE) AND RELATED LIGANDS
J. Organomet. Chem.
37CONSIGLIO, GFALSEFALSEFALSEFALSE
7343
10.1039/dt9900001645
PHOTOREACTION OF [MOH4(PH2PCH2CH2PPH2)2] WITH ALLYL CARBONATES TO GIVE HYDRIDOCARBONATOMOLYBDENUM(II) COMPLEXES - X-RAY CRYSTAL-STRUCTURE OF A 7-CO-ORDINATE MOLYBDENUM(II) COMPLEX [MOH(O2COET)(PH2PCH2CH2-PPH2)2]
J. Chem. Soc.-Dalton Trans.
37ITO, TFALSEFALSEFALSEFALSE
7344
10.1021/ja00202a068
TOTAL SYNTHESIS OF NATURAL (-)-ECHINOSPORIN - DETERMINATION OF THE ABSOLUTE-CONFIGURATION
J. Am. Chem. Soc.37SMITH, ABFALSEFALSEFALSEFALSE
7345
10.1021/acs.joc.1c02897
Desulfurative Ni-Catalyzed Reductive Cross-Coupling of Benzyl Mercaptans/Mercaptoacetates with Aryl Halides
J. Org. Chem.37Liao, HHFALSEFALSEFALSEFALSE
7346
10.1021/acs.orglett.1c04018
Nickel-Catalyzed Reductive Cross-Coupling of Aryl Bromides with Vinyl Acetate in Dimethyl Isosorbide as a Sustainable Solvent
Org. Lett.37Lei, CHFALSEFALSEFALSEFALSE
7347
10.1021/acs.orglett.1c03674
Ni-Catalyzed C(sp(3))-O Arylation of alpha-Hydroxy Esters
Org. Lett.37Rousseaux, SALFALSEFALSEFALSEFALSE
7348
10.1039/d1sc04582b
Inhibition of (dppf)nickel-catalysed Suzuki-Miyaura cross-coupling reactions by alpha-halo-N-heterocycles
Chem. Sci.37Nelson, DJFALSEFALSEFALSEFALSE
7349
10.1039/d1cc02930d
Tertiary cyclopropyl carbagermatranes: synthesis and cross-coupling
Chem. Commun.37Xiao, BFALSEFALSEFALSEFALSE
7350
10.1039/d1cc03332h
Selective construction of fused heterocycles by an iridium-catalyzed reductive three-component annulation reaction
Chem. Commun.37Zhang, MFALSEFALSEFALSEFALSE
7351
10.1021/acs.joc.1c00560
Deconjugative alpha-Alkylation of Cyclohexenecarboxaldehydes: An Access to Diverse Terpenoids
J. Org. Chem.37Chahboun, RFALSEFALSEFALSEFALSE
7352
10.1021/acs.orglett.1c00431
Nickel-Catalyzed Reductive Vinylation of Chloro-hexahydropyrroloindoline Derivatives with Vinyl Triflates
Org. Lett.37
Ma, GB; Gong, HG
FALSEFALSEFALSEFALSE
7353
10.1002/anie.201705520
Zirconium/Nickel-Mediated One-Pot Ketone Synthesis
Angew. Chem.-Int. Edit.
37Kishi, YFALSEFALSEFALSEFALSE
7354
10.3762/bjoc.13.146
Development of a method for the synthesis of 2,4,5-trisubstituted oxazoles composed of carboxylic acid, amino acid, and boronic acid
Beilstein J. Org. Chem.
37Kunishima, MFALSEFALSEFALSEFALSE
7355
10.1038/s41598-017-05895-9
Concise and Stereodivergent Synthesis of Carbasugars Reveals Unexpected Structure-Activity Relationship (SAR) of SGLT2 Inhibition
Sci Rep37Shing, TKMFALSEFALSEFALSEFALSE
7356
10.1126/science.aan1568
Snap deconvolution: An informatics approach to high-throughput discovery of catalytic reactions
Science37Hartwig, JFFALSEFALSEFALSEFALSE
7357
10.1021/acs.joc.6b02701
Nucleophilic ipso-Substitution of Aryl Methyl Ethers through Aryl C-OMe Bond Cleavage; Access to Functionalized Bisthiophenes
J. Org. Chem.37Biswas, SFALSEFALSEFALSEFALSE
7358
10.1016/j.tet.2017.01.030
Palladium-mediated synthesis of 1,1,2-triarylethanes. Application to the synthesis of CDP-840
Tetrahedron37Kuei, CHFALSEFALSEFALSEFALSE
7359
10.1016/j.tetlet.2016.12.056
Direct allylation of benzyl alcohols, diarylmethanols, and triarylmethanols mediated by XtalFluor-E
Tetrahedron Lett.37Paquin, JFFALSEFALSEFALSEFALSE
7360
10.1039/c6ra25429b
Efficient access to triarylmethanes through decarboxylation
RSC Adv.37Panda, GFALSEFALSEFALSEFALSE
7361
10.1007/s12274-016-1176-9
Highly efficient PdCu3 nanocatalysts for Suzuki-Miyaura reaction
Nano Res.37Wang, LYFALSEFALSEFALSEFALSE
7362
10.1016/j.jorganchem.2016.07.026
Nickel-catalyzed phosphorylation of aryl triflates with P(O)-H compounds
J. Organomet. Chem.
37Chen, TQFALSEFALSEFALSEFALSE
7363
10.1016/j.tetlet.2016.07.089
Transition-metal-free cross-coupling reaction of benzylic halides with arylboronic acids leading to diarylmethanes
Tetrahedron Lett.37Ueda, MFALSEFALSEFALSEFALSE
7364
10.1021/jacs.6b07172
Redox-Active Esters in Fe-Catalyzed C-C Coupling
J. Am. Chem. Soc.37Baran, PSFALSEFALSEFALSEFALSE
7365
10.1039/c5gc03012a
A supramolecular ensemble of a PBI derivative and Cu2O NPs: potential photocatalysts for the Suzuki and Suzuki type coupling reactions
Green Chem.37Bhalla, VFALSEFALSEFALSEFALSE
7366
10.1002/chem.201505002
Selectivity Effects in Bimetallic Catalysis
Chem.-Eur. J.37Mankad, NPFALSEFALSEFALSEFALSE
7367
10.1246/cl.160057
Highly Efficient Palladium-catalyzed Suzuki-Miyaura Cross-coupling with 9,10-Dihydro-9,10-ethanoanthracene-11,12-diimine Ligands under Mild Aerobic Conditions
Chem. Lett.37Liu, WY; Mei, GQFALSEFALSEFALSEFALSE
7368
10.1039/d1cc00047k
A novel construction of acetamides from rhodium-catalyzed aminocarbonylation of DMC with nitro compounds
Novel Buchwald-Hartwig aminations of aryl fluorosulfonates using a catalytic amount of Pd(PPh3)(4) in the presence of Cs2CO3 are described. From these reactions, a variety of biaryl amines were obtained in moderate to good yields. This system allows for the efficient amination of aromatic groups containing electron-rich as well as electron-poor functional groups. Aryl fluorosulfonates could be applied as alternative cross-coupling partners to aryl halides in palladium-catalyzed aminations.
Chem. Commun.36Qi, XXFALSEFALSEFALSEFALSE
7369
10.1039/d0ob01815e
Dealkoxylation ofN-alkoxyamides without an external reductant driven by Pd/Al cooperative catalysis
Chiral Si-, P-, and S-containing organic compounds with central, planar, and axial chiralities have found a plethora of applications in various fields of chemistry. Despite significant efforts to explore new catalytic methodologies and synthetic applications to access such compounds, there are still only a few examples which are low in number and limited in diversity. The catalytic construction of Si-, P-, and S-stereogenic organoheteroatom compounds is undoubtedly one of the most exciting and challenging aspects in asymmetric catalysis and the application of catalytic asymmetric C-H activation reaction for the construction of chiral organoheteroatom compounds is still in its infancy. In this Review, we highlighted the main progress on the corresponding catalytic asymmetric reactions that apply to the construction of Si-, P-, and S-stereogenic centers and related chiral organoheteroatom compounds in a catalytic C-H activation fashion. (C) 2016 Elsevier B.V. All rights reserved.
Org. Biomol. Chem.36Matsuda, TFALSEFALSEFALSEFALSE
7370
10.1021/acs.oprd.0c00134
Development and Execution of an Ni(II)-Catalyzed Reductive Cross-Coupling of Substituted 2-Chloropyridine and Ethyl 3-Chloropropanoate
Combining high-throughput experimentation with conventional experiments expedited discovery of new first-row nickel catalysts for the dehydrative decarbonylation of the bioderived substrates hydrocinnamic acid and fatty acids to their corresponding alkenes. Conventional experiments using a continuous distillation process (180 degrees C) revealed that catalysts composed of Ni-II or Ni-0 precursors (NiI2, Ni(PPh3)(4)) and simple aryl phosphine ligands were the most active. In the reactions with fatty acids, the nature of the added phosphine influenced the selectivity for a-alkene, which reached a maximum value of 94%. Mechanistic studies of the hydro-cinnamic reaction using Ni(PPh3)(4) as catalyst implicate a facile first turnover to produce styrene at room temperature, but deactivation of the Ni(0) catalyst by CO poisoning occurs subsequently, as evidenced by the formation of Ni(CO)(PPh3)(3), which was isolated and structurally characterized. Styrene dimerization is a major side reaction. Analysis of the reaction mechanism using density functional theory supported catalyst regeneration along with alkene formation as the most energetically demanding reaction steps.
Org. Process Res. Dev.
36Vaidyanathan, RFALSEFALSEFALSEFALSE
7371
10.1002/aoc.5741
Ligand-Facilitated Reductive Coupling of Benzyl Chlorides with Aryl Chlorides Catalyzed by Well-Defined Heteroleptic Ni (II)-NHC Complexes
A nickel-catalyzed facile synthesis of structurally diverse five-membered lactams from aliphatic amides and terminal acetylenes with the assistance of an 8-aminoquinolyl auxiliary has been achieved. A broad range of terminal acetylenes and aliphatic amides proved to be the efficient coupling partners, furnishing the corresponding lactams in moderate to good yields. The transformation is proven to undergo an oxidative alkynylation followed by the intramolecular annulation process. The methodology can be extended to aromatic amides and acrylamides, which provides an efficient and straightforward protocol for the construction of a variety of isoindolinone and pyrrolidinone derivatives.
Appl. Organomet. Chem.
36Sun, HMFALSEFALSEFALSEFALSE
7372
10.1002/aoc.5383
Dichloroimidazolidinedione-activated one-pot Suzuki-Miyaura cross-coupling of phenols
A new heterogeneous palladium(II) catalyst has been developed through a convenient and economic way. The catalyst was synthesized by confining palladium metal with a polystyrenal beta-alanine-imine network and characterized by FT-IR spectroscopy, thermogravimetric analysis, field emission scanning electron microscopy, energy dispersive X-ray, and elemental analysis. Polymeric imine can be prepared easily from chloromethylated polystyrene and beta-alanine. Using this polymer incarcerated palladium(II) catalyst a useful and efficient procedure for stereospecific synthesis of allyl-aryl ethers has been developed. The benzylic, aromatic, and heteroaromatic phenols react with various substituted allyl acetates by this procedure to furnish a library of allyl-aryl and allyl-hetero-aryl ethers in high yields. The catalyst could be recovered easily and reused five times without any considerable loss of its catalytic activity.
Appl. Organomet. Chem.
36Mokhtari, JFALSEFALSEFALSEFALSE
7373
10.1039/c9cc09377j
Reductive amidation of alkyl tosylates with isocyanates by a Ni/Co-dual catalytic system
Chem. Commun.36Komeyama, KFALSEFALSEFALSEFALSE
7374
10.1002/aoc.5543
Synthesis of bioactive magnetic nanoparticles spiro[indoline-3,4 '-[1,3]dithiine]@Ni (NO3)(2) supported on Fe3O4@SiO2@CPS as reusable nanocatalyst for the synthesis of functionalized 3,4-dihydro-2H-pyran
Appl. Organomet. Chem.
36Ghazanfari, DFALSEFALSEFALSEFALSE
7375
10.1021/acs.organomet.9b00197
Highly Enantioselective Hiyama Cross-Coupling via Rh-Catalyzed Allylic Arylation of Racemic Allyl Chlorides
Organometallics36Fletcher, SPFALSEFALSEFALSEFALSE
7376
10.1021/jacs.9b07887
meta C-H Arylation of Electron-Rich Arenes: Reversing the Conventional Site Selectivity
J. Am. Chem. Soc.36Yu, JQFALSETRUEFALSEFALSE
7377
10.1021/acs.jchemed.8b00945
Syntheses of Four-Coordinate Nickel(II)-Phosphine Compounds and a Rapid Suzuki-Miyaura Cross-Coupling Reaction for Short Laboratory Sessions
J. Chem. Educ.36Cooke, JFALSEFALSEFALSEFALSE
7378
10.1002/adsc.201900221
Four Pathways in Radical Alkylation of Isocyanide with Simple Alcohol
Adv. Synth. Catal.36Liu, ZQFALSEFALSEFALSEFALSE
7379
10.1016/j.ejmech.2019.02.002
Chemical synthesis, crystal structure, versatile evaluation of their biological activities and molecular simulations of novel pyrithiobac derivatives
Eur. J. Med. Chem.36Wang, JGFALSEFALSEFALSEFALSE
7380
10.1055/s-0037-1612010
Dehydrative Allylation of Amine with Allyl Alcohol by Titanium Oxide Supported Molybdenum Oxide Catalyst
Synlett36Kon, YFALSEFALSEFALSEFALSE
7381
10.1039/c8cc08930b
Rhodium(III)-catalyzed aromatic C-H cyanation with dimethylmalononitrile as a cyanating agent
Chem. Commun.36Bao, MFALSEFALSEFALSEFALSE
7382
10.1021/acs.orglett.8b03367
Nickel-Catalyzed Cross-Electrophile Coupling between Benzyl Alcohols and Aryl Halides Assisted by Titanium Co-reductant
Org. Lett.36Suga, T; Ukaji, YFALSETRUEFALSEFALSE
7383
10.3390/molecules23112740
Regioselective Synthesis of New 2,4-(Het)aryl-3H-pyrido[1 ',2 ':1,5]pyrazolo[4,3-d]pyrimidines Involving Palladium-Catalyzed Cross-Coupling Reactions
Molecules36Routier, SFALSEFALSEFALSEFALSE
7384
10.1055/s-0037-1611012
Synthesis of 1,3-Azol-2-yl O-Heterocycles by Microwave-Irradiation-Assisted Direct C-H Functionalization
Synlett36Konya, KFALSEFALSEFALSEFALSE
7385
10.1021/acs.orglett.8b02295
Borinic Acid-Catalyzed, Regioselective Ring Opening of 3,4-Epoxy Alcohols
Org. Lett.36Taylor, MSFALSEFALSEFALSEFALSE
7386
10.1002/anie.201803760
Photochemical Generation of Chiral N,B,X-Heterocycles by Heteroaromatic C-X Bond Scission (X=S, O) and Boron Insertion
Angew. Chem.-Int. Edit.
36Wang, SNTRUEFALSEFALSEFALSE
7387
10.1039/c8cc04456b
The influence of NHCs on C-Si and C-C reductive elimination: a computational study of the selectivity of Ni-catalyzed C-H activation of arenes with vinylsilanes
Chem. Commun.36Liu, XJFALSEFALSEFALSEFALSE
7388
10.1002/anie.201802821
Palladium-Catalyzed Asymmetric C(sp(3))-H Allylation of 2-Alkylpyridines
Angew. Chem.-Int. Edit.
36Sawamura, MFALSEFALSEFALSEFALSE
7389
10.1021/jacs.8b03669
Copper-Catalyzed Domino [1,3]/[1,2] Rearrangement for the Efficient Synthesis of Multisubstituted ortho-Anisidines
J. Am. Chem. Soc.36Nakamura, IFALSEFALSEFALSEFALSE
7390
10.1021/jacs.8b01800
Exploiting Ancillary Ligation To Enable Nickel-Catalyzed C-O Cross-Couplings of Aryl Electrophiles with Aliphatic Alcohols
J. Am. Chem. Soc.36Stradiotto, MFALSETRUEFALSEFALSE
7391
10.1002/kin.20966
Investigation on the Mechanism for C-N Coupling of 3-Iodopyridine and Pyrazole Catalyzed by Cu(I)
Int. J. Chem. Kinet.36Li, LCFALSEFALSEFALSEFALSE
7392
10.1134/S1070428015110019
First example of borirane synthesis by alpha-olefins reaction with BCl3 center dot SMe2 Catalyzed with (eta(5)-C5H5)(2)TiCl2
Russ. J. Organ. Chem.
36Khusainova, LIFALSEFALSEFALSEFALSE
7393
10.1002/anie.201504066
A Catalytic SEAr Approach to Dibenzosiloles Functionalized at Both Benzene Cores
Angew. Chem.-Int. Edit.
36Oestreich, MFALSEFALSEFALSEFALSE
7394
10.1021/ol502042r
Efficient Synthesis of ABAB Functionalized Phthalocyanines
Org. Lett.36de la Torre, GFALSEFALSEFALSEFALSE
7395
10.1016/j.ica.2014.02.030
Arylation of non-activated C-Cl bond with Grignard reagents catalyzed by pincer [PCP]-nickel complexes
Inorg. Chim. Acta36Sun, HJFALSEFALSEFALSEFALSE
7396
10.1002/ejoc.201301505
Synthesis of 5-Carbapterocarpens by alpha-Arylation of Tetralones Followed by One-Pot Demethylation/Cyclization with BBr3
Eur. J. Org. Chem.36Domingos, JLOFALSEFALSEFALSEFALSE
7397
10.1039/c4ra08421g
Synthesis of isochromene derivatives using an intramolecular benzylic C(sp(3))-C(sp(2)) bond forming Heck reaction on vinylogous carbonates
RSC Adv.36Gharpure, SJFALSEFALSEFALSEFALSE
7398
10.1039/c4ra02941k
A Ru-catalyzed one-pot synthesis of homopropargylic amines from alkyl azides under photolytic conditions
RSC Adv.36Park, JFALSEFALSEFALSEFALSE
7399
10.1021/ol4023358
Pd(0)-Catalyzed 1,1-Diarylation of Ethylene and Allylic Carbonates
Org. Lett.36Sigman, MSFALSEFALSEFALSEFALSE
7400
10.1055/s-0033-1339653
Amido Pincer Nickel Catalyzed Kumada Cross-Coupling of Aryl, Heteroaryl, and Vinyl Chlorides
Synlett36Wang, ZXFALSEFALSEFALSEFALSE
7401
10.1016/j.tet.2013.07.076
Lewis acid-promoted cascade reaction of primary amine, 2-butynedioate, and propargylic alcohol: a convenient approach to 1,2-dihydropyridines and 1H-pyrrolo[3,4-b]pyridine-5,7(2H,6H)-diones
Tetrahedron36Lu, PFALSEFALSEFALSEFALSE
7402
10.1002/ejoc.201300610
Diarylated Ethanones from Mo(CO)(6)-Mediated and Microwave-Assisted Palladium-Catalysed Carbonylative Negishi Cross-Couplings
Eur. J. Org. Chem.36Larhed, MFALSEFALSEFALSEFALSE
7403
10.1055/s-0032-1316904
Synthesis and Suzuki-Miyaura Reactions of 3,6,8-Tribromoquinoline: A Structural Revision
Synlett36Langer, PFALSEFALSEFALSEFALSE
7404
10.1039/c3cy20826e
Ullmann coupling of aryl iodides catalyzed by gold nanoparticles stabilized on nanocrystalline magnesium oxide
Catal. Sci. Technol.36Layek, KFALSEFALSEFALSEFALSE
7405
10.1039/c3ob26994a
Study of the stereoselectivity of 2-azido-2-deoxyglucosyl donors: protecting group effects
Org. Biomol. Chem.36Li, ZTFALSEFALSEFALSEFALSE
7406
10.1039/c3cc46663a
Suzuki-Miyaura cross-coupling of bulky anthracenyl carboxylates by using pincer nickel N-heterocyclic carbene complexes: an efficient protocol to access fluorescent anthracene derivatives
Chem. Commun.36Tu, TFALSEFALSEFALSEFALSE
7407
10.1021/ja308460z
Catalytic Enantioselective Cross-Couplings of Secondary Alkyl Electrophiles with Secondary Alkylmetal Nucleophiles: Negishi Reactions of Racemic Benzylic Bromides with Achiral Alkylzinc Reagents
J. Am. Chem. Soc.36Fu, GCFALSETRUEFALSEFALSE
7408
10.1021/ol301442z
Carbon-Based Leaving Group in Substitution Reactions: Functionalization of sp(3)-Hybridized Quaternary and Tertiary Benzylic Carbon Centers
Org. Lett.36Fillion, EFALSEFALSEFALSEFALSE
7409
10.1016/j.tetlet.2012.03.108
Chemoselective Suzuki-Miyaura reactions of 4-trifluoromethylsulfonyloxy-6-bromocoumarin
Tetrahedron Lett.36Langer, PFALSEFALSEFALSEFALSE
7410
10.1021/ja303442q
Catalytic Asymmetric Synthesis of Secondary Nitriles via Stereoconvergent Negishi Arylations and Alkenylations of Racemic alpha-Bromonitriles
J. Am. Chem. Soc.36Fu, GCFALSEFALSEFALSEFALSE
7411
10.1002/adsc.201100217
Molybdenum Carbide-Catalyzed Conversion of Renewable Oils into Diesel-like Hydrocarbons
Adv. Synth. Catal.36Lou, HFALSEFALSEFALSEFALSE
7412
10.1016/j.poly.2011.05.009
Synthesis and use of trans-dichlorido-tetrakis-(N-R-imidazole)nickel(II) complexes in Kumada-Tamao-Corriu cross-coupling reactions
Polyhedron36Semeril, DFALSEFALSEFALSEFALSE
7413
10.1002/asia.201100153
Synthesis of Unsymmetrical Arylheteroarylmethanes by Direct On Water Cross-Coupling between Benzylic and Heteroaromatic Halides
Chem.-Asian J.36Lipshutz, BHFALSEFALSEFALSEFALSE
7414
10.1039/c1cc11193k
Arylation of alpha-pivaloxyl ketones with arylboronic reagents via Ni-catalyzed sp(3) C-O activation
Chem. Commun.36Shi, ZJFALSEFALSEFALSEFALSE
7415
10.1002/anie.201007325
Nickel-Catalyzed Amination of Aryl Sulfamates
Angew. Chem.-Int. Edit.
36Garg, NKFALSEFALSEFALSEFALSE
7416
10.1039/c0cc05169a
Nickel-catalyzed reductive cleavage of aryl-oxygen bonds in alkoxy- and pivaloxyarenes using hydrosilanes as a mild reducing agent
Chem. Commun.36Tobisu, MFALSEFALSEFALSEFALSE
7417
10.3906/kim-0906-69
Picolyl substituted N-heterocyclic carbene/palladium catalyzed Heck reactions
Turk. J. Chem.36Yigit, MFALSEFALSEFALSEFALSE
7418
10.1021/ol900362d
Arylation and Vinylation of alpha-Diazocarbonyl Compounds with Boroxines
Org. Lett.36Wang, JBFALSEFALSEFALSEFALSE
7419
10.1021/ol802865c
Preparation of Unsymmetrical Biaryls by Pd(II)-Catalyzed Cross-Coupling of Aryl Iodides
Org. Lett.36Lu, WJFALSEFALSEFALSEFALSE
7420
10.1039/b907722g
Dynamic kinetic asymmetric transformation in copper catalyzed allylic alkylation
Chem. Commun.36Alexakis, AFALSEFALSEFALSEFALSE
7421
10.1351/pac200880050861
Ruthenium catalysts for selective nucleophilic allylic substitution
Pure Appl. Chem.36Bruneau, CFALSEFALSEFALSEFALSE
7422
10.1016/j.tetlet.2008.01.101
Synthesis of hindered biphenyls by sequential non-transition metal-catalyzed reaction/palladium-catalyzed cross-couplings
Tetrahedron Lett.36Hu, QSFALSEFALSEFALSEFALSE
7423
10.1021/ol0527936
Pallladium-catalyzed multistep reactions involving ring closure of 2-iodophenoxyallenes and ring opening of bicyclic alkenes
Org. Lett.36Parthasarathy, KFALSEFALSEFALSEFALSE
7424
10.1039/b513887f
Highly enantioselective Cu-catalysed allylic substitutions with Grignard reagents
Chem. Commun.36Feringa, BLFALSEFALSEFALSEFALSE
7425
10.1021/om0492395
Catalytic Suzuki coupling reactions by amido phosphine complexes of palladium
Organometallics36Liang, LCFALSEFALSEFALSEFALSE
7426
10.1021/ol047670k
Hydrogenation and dehalogenation under aqueous conditions with an amphiphilic-polymer-supported nanopalladium catalyst
Org. Lett.36Nakao, RFALSEFALSEFALSEFALSE
7427
10.1055/s-2004-831317
Synthesis of 3-methoxyolivacine and olivacine by Friedel-Crafts reaction of indole-2,3-dicarboxylic anhydride with 2,4,6-trimethoxypyridine
Synlett36Miki, YFALSEFALSEFALSEFALSE
7428
10.1016/S0040-4039(03)00873-6
A convenient approach to cyclic enol phosphates via ring-closing metathesis
Tetrahedron Lett.36Hanson, PRFALSEFALSEFALSEFALSE
7429
10.1021/ol0343562
High enantioselectivity in rhodium-catalyzed allylic alkylation of 1-substituted 2-propenyl acetates
Org. Lett.36Hayashi, TFALSEFALSEFALSEFALSE
7430
10.1021/ol034141s
Facile asymmetric synthesis of the core nuclei of xanthanolides, guaianolides, and eudesmanolides
Org. Lett.36Reiser, OFALSEFALSEFALSEFALSE
7431
10.1021/ja0295568
A new cine-substitution of alkenyl Sulfones with aryltitanium reagents catalyzed by rhodium: Mechanistic studies and catalytic asymmetric synthesis of allylarenes
J. Am. Chem. Soc.36Hayashi, TFALSEFALSEFALSEFALSE
7432
10.1021/ol005694v
First chelated chiral N-Heterocyclic bis-carbene complexes
Org. Lett.36RajanBabu, TVFALSEFALSEFALSEFALSE
7433
10.1021/jo982438b
Cross-coupling of aryl halides and allyl acetates with arylboron reagents in water using an amphiphilic resin-supported palladium catalyst
J. Org. Chem.36Uozumi, YFALSEFALSEFALSEFALSE
7434
10.1023/A:1019075719151
Catalytic asymmetric hydrosilylation of olefins - catalytic asymmetric synthesis of alcohols with high enantiomeric purity
Catal. Surv. Jpn.36Hayashi, TFALSEFALSEFALSEFALSE
7435
10.1021/jo960677y
Nitrogen assistance in intramolecular nickel-promoted tandem cyclization-quenching processes
J. Org. Chem.36FALSEFALSEFALSEFALSE
7436
10.1016/0022-328X(89)87301-2
REACTIVE INTERMEDIATES IN ASYMMETRIC CROSS-COUPLING CATALYZED BY PALLADIUM P-N CHELATES
J. Organomet. Chem.
36BAKER, KVFALSEFALSEFALSEFALSE
7437
10.1080/07328308908048004
GLYCOSYL IMIDATES .36. SYNTHESIS OF A (4E, 8Z)-SPHINGADIENINE MOIETY CONTAINING CEREBROSIDE FROM TETRAGONIA-TETRAGONOIDES WITH ANTIULCEROGENIC ACTIVITY
J. Carbohydr. Chem.
36FALSEFALSEFALSEFALSE
7438
10.1021/jo00241a017
ULTRASOUND IN ORGANIC-SYNTHESIS .13. SOME FUNDAMENTAL-ASPECTS OF THE SONOCHEMICAL BARBIER REACTION
J. Org. Chem.36FALSEFALSEFALSEFALSE
7439
10.1021/om00153a013
PREPARATION AND CRYSTAL-STRUCTURES OF (1,1'-RUTHENOCENEDITHIOLATO-S,S',RU)(TRIPHENYLPHOSPHINE)-NICKEL(II) AND (1,1'-METALLOCENEDIOXALATO-O,O',FE(OR RU))(TRIPHENYLPHOSPHINE)PALLADIUM(II) - THE METAL (FE OR RU)-METAL (PD OR NI) DATIVE BOND
Organometallics36AKABORI, SFALSEFALSEFALSEFALSE
7440
10.1021/jo00207a043
SYNTHESIS OF ALLENES BY NICKEL-CATALYZED GRIGNARD REACTIONS WITH SILYLPROPARGYL ALCOHOLS
J. Org. Chem.36WENKERT, EFALSEFALSEFALSEFALSE
7441
10.1021/jo00347a049
REGIOSPECIFIC SYNTHESIS OF ARYLFURANS EMPLOYING A NICKEL(II)-PHOSPHINE COMPLEX AS A CATALYST IN THE HOMOLYTIC CROSS-COUPLING OF GRIGNARD-REAGENTS TO HALOFURANS
J. Org. Chem.36PRIDGEN, LNFALSEFALSEFALSEFALSE
7442
10.1039/d2dt00511e
Synthesis, structure, and electrochemical properties of [LNi(R-f)(C4F8)](-) and [LNi(R-f)(3)](-) complexes
Dalton Trans.36Vicic, DAFALSEFALSEFALSEFALSE
7443
10.1016/j.tetlet.2021.153570
Visible light-mediated, high-efficiency oxidation of benzyl to acetophenone catalyzed by fluorescein
Tetrahedron Lett.36Zhu, QFALSEFALSEFALSEFALSE
7444
10.1039/d1cc05691c
Photochemical transformation of chlorobenzenes and white phosphorus into arylphosphines and phosphonium salts
Chem. Commun.36Wolf, RTRUEFALSEFALSEFALSE
7445
10.1021/acs.orglett.1c03455
Chiral Iridium Complexes of Anionic NCP Pincer Ligand for Asymmetric Transfer Hydrogenation of 1,1-Diarylethenes with Ethanol
Org. Lett.36Liu, GX; Huang, ZFALSEFALSEFALSEFALSE
7446
10.1016/j.tetlet.2021.153388
An efficient one-pot synthesis of 2-aminobenzothiazoles from substituted anilines using benzyltrimethylammonium dichloroiodate and ammonium thiocyanate in DMSO:H2O
Tetrahedron Lett.36Peterson, MAFALSEFALSEFALSEFALSE
7447
10.1038/s41586-021-03920-6
Metallaphotoredox-enabled deoxygenative arylation of alcohols
Nature36MacMillan, DWCFALSEFALSEFALSEFALSE
7448
10.1021/acs.inorgchem.1c01038
Alkyl Radical-Free Cu(I) Photocatalytic Cross-Coupling: A Theoretical Study of Anomerically Specific Photocatalyzed Glycosylation of Pyranosyl Bromide
Inorg. Chem.36
Nguyen, HM; Schlegel, HB
TRUEFALSEFALSEFALSE
7449
10.1039/d1qo00925g
The conversion of ether bonds to hydroxyl via a base-promoted rearrangement of cyclic phosphine oxides
Org. Chem. Front.36
Zheng, HX; Zhao, CQ
FALSEFALSEFALSEFALSE
7450
10.1002/zaac.202100151
Facial vs. Meridional Coordination Modes in Re-I Tricarbonyl Complexes with a Carbodiphosphorane-based Tridentate Ligand
Z. Anorg. Allg. Chem.
36
Vogt, M; Langer, R
FALSEFALSEFALSEFALSE
7451
10.1055/a-1524-4912
NiCl2 as a Cheap and Efficient Precatalyst for the Coupling of Aryl Fluorosulfonate and Phosphite/Phosphine Oxide
Synlett36Gu, SM; Cai, HFALSEFALSEFALSEFALSE
7452
10.1021/acs.orglett.1c01309
Dehydrative Allylation of Alkenyl sp(2) C-H Bonds
Org. Lett.36Xie, PZFALSEFALSEFALSEFALSE
7453
10.1039/d1qo00656h
Nickel-catalyzed Suzuki-Miyaura cross-coupling of C-F bonds
Org. Chem. Front.36Chatani, NFALSEFALSEFALSEFALSE
7454
10.3390/catal11050526
Mechanochemical Synthesis of Nickel-Modified Metal-Organic Frameworks for Reduction Reactions
Catalysts36
Luque, R; Rodriguez-Padron, D
FALSEFALSEFALSEFALSE
7455
10.1021/acs.organomet.1c00033
Suzuki-Miyaura Csp(2)-Csp(2) Cross-Couplings Employing Nickel(II) Pincer Precatalysts: Mechanistic Investigations
Organometallics36Bissember, ACFALSEFALSEFALSEFALSE
7456
10.1039/c7cc06106d
Nickel-catalyzed methylation of aryl halides/tosylates with methyl tosylate
Chem. Commun.36Gong, HGFALSEFALSEFALSEFALSE
7457
10.1021/jacs.7b03159
The Suzuki-Miyaura Coupling of Nitroarenes
J. Am. Chem. Soc.36Nakao, YFALSEFALSEFALSEFALSE
7458
10.1021/acs.organomet.7b00373
Exploring the Influence of Phosphine Ligation on the Gold-Catalyzed Hydrohydrazination of Terminal Alkynes at Room Temperature
Organometallics36Stradiotto, MFALSEFALSEFALSEFALSE
7459
10.1016/j.cclet.2016.11.002
Nickel-catalyzed C-N crossing coupling reaction: The synthetic method for N-aryl substituted indenoindole
Chin. Chem. Lett.36Li, XL; Xin, SXFALSEFALSEFALSEFALSE
7460
10.1002/chem.201605712
C-3-Symmetric Boron Lewis Acid with a Cage-Shape for Chiral Molecular Recognition and Asymmetric Catalysis
Chem.-Eur. J.36Yasuda, MFALSEFALSEFALSEFALSE
7461
10.1021/jacs.6b09482
Hydroxy-Directed Amidation of Carboxylic Acid Esters Using a Tantalum Alkoxide Catalyst
J. Am. Chem. Soc.36
Tsuji, H; Yamamoto, H
FALSEFALSEFALSEFALSE
7462
10.1055/s-0035-1562484
Efficient Microwave-Assisted Synthesis of Methyl 4-or 5-Nitro-anthranilate
Synthesis36Besson, TFALSEFALSEFALSEFALSE
7463
10.1021/acscatal.6b00841
Remote Functionalization: Palladium-Catalyzed C5(sp(3))-H Arylation of 1-Boc-3-aminopiperidine through the Use of a Bidentate Directing Group
ACS Catal.36Maes, BUWFALSEFALSEFALSEFALSE
7464
10.1002/anie.201601206
Intra- and Intermolecular Nickel-Catalyzed Reductive Cross-Electrophile Coupling Reactions of Benzylic Esters with Aryl Halides
Angew. Chem.-Int. Edit.
36Jarvo, ERFALSETRUEFALSEFALSE
7465
10.1002/slct.201600207
Highly Efficient and Monodisperse Graphene Oxide Furnished Ru/Pd Nanoparticles for the Dehalogenation of Aryl Halides via Ammonia Borane
ChemistrySelect36Sen, FFALSEFALSEFALSEFALSE
7466
10.3762/bjoc.12.65
Iridium/N-heterocyclic carbene-catalyzed C-H borylation of arenes by diisopropylaminoborane
Beilstein J. Org. Chem.
36Tobisu, MFALSEFALSEFALSEFALSE
7467
10.1039/c6qo00336b
A tetrasulfate-resorcin[6]arene cavitand as the host for organic ammonium guests
Org. Chem. Front.36Gaeta, CFALSEFALSEFALSEFALSE
7468
10.1055/s-0040-1707900
Asymmetric Reductive Dicarbofunctionalization of Alkenes via Nickel Catalysis
A catalytic hydroamidation of alkynes with isocyanates using alkyl bromides as hydride sources has been developed. The method turns parasitic beta-hydride elimination into a strategic advantage, rapidly affording acrylamides with excellent chemo- and regioselectivity.
Synlett35Diao, TNFALSEFALSEFALSEFALSE
7469
10.1002/bkcs.12044
Transient Directing Group-Assisted C-H Bond Functionalization of Aliphatic Amines: Strategies for Efficiency and Site-Selectivity
Controlled synthesis of conjugated polymers with functional side chains is of great importance, affording well-defined optoelectronic materials possessing enhanced stability and tunability as compared to their alkyl-substituted counterparts. Herein, a chain-growth Suzuki polycondensation of an ester-functionalized thiophene is described using commercially available nickel precatalysts. Model compound studies were used to identify suitable catalysts, and these experiments provided guidance for the polymerization of the ester-substituted monomer. This is the first report of nickel-catalyzed Suzuki cross-coupling for catalyst-transfer polycondensation, and to further illustrate the versatility of this method, block and alternating copolymers with 3-hexylthiophene were synthesized. The presented protocol should serve as an entry point into the synthesis of other electron-deficient polymers and donor-acceptor copolymers with controlled molecular weights and low dispersity.
Bull. Korean Chem. Soc.
35Kim, MFALSEFALSEFALSEFALSE
7470
10.1002/ejoc.202000413
Rational Optimization of Lewis-Acid Catalysts for Direct Alcohol Amination, Part 2-Titanium Triflimide as New Active Catalyst
Being an active class of electrophiles, the desulfitative cross-couplings of sulfonyl chlorides has emerged as a hot issue nowadays. Under suitable temperature and transitional metal catalysis, sulfonyl chlorides efficiently cross-coupled with a wide range of nucleophiles which were potential in several important organic synthesis. The transitional metal catalyzed desulfitative coupling reactions of sulfonyl chlorides are briefly reviewed and are compared with their corresponding sulfonylation reaction in order to find the key factors that determine desulfonation and further providing reliable proposal for future researches.
Eur. J. Org. Chem.35
Payard, PA; Pera-Titus, M
FALSEFALSEFALSEFALSE
7471
10.1055/s-0039-1690717
A Simplified Protocol for the Stereospecific Nickel-Catalyzed C-S Vinylation Using NiX2 Salts and Alkyl Phosphites
Synthesis35Lautens, MFALSEFALSEFALSEFALSE
7472
10.1039/c9fd00041k
Direct experimental evaluation of ligand-induced backbonding in nickel metallacyclic complexes
Faraday Discuss.35Kennepohl, PFALSEFALSEFALSEFALSE
7473
10.1246/cl.190488
Alkylation of the Methyl Group of 2-Methylquinolines and Similar Methyl-N-Heteroaromatics with a Ru/In Dual Catalyst
Chem. Lett.35Oe, YFALSEFALSEFALSEFALSE
7474
10.1002/cctc.201901319
Bidentate Ru(II)-NC Complexes as Catalysts for alpha-Alkylation of Unactivated Amides and Esters
ChemCatChem35Chen, DFFALSEFALSEFALSEFALSE
7475
10.1039/c9qo00562e
Synthesis of rigidified shikimic acid derivatives by ring-closing metathesis to imprint inhibitor efficacy against shikimate kinase enzyme
Org. Chem. Front.35
Gonzalez-Bello, C
FALSEFALSEFALSEFALSE
7476
10.1002/anie.201903791
Unprecedented Regioregular Poly(1,4-arylene)s Prepared by Nickel(II)-Catalyzed Cross-Coupling Polymerization of 2,5-Disubstituted Bromo(chloro)arylene
Angew. Chem.-Int. Edit.
35Mori, AFALSEFALSEFALSEFALSE
7477
10.1016/j.tetlet.2019.04.042
Ag2CO3-mediated direct functionalization of alkyl nitriles: Facile synthesis of gamma-ketonitriles through nitrile alkylation of enol acetates
Tetrahedron Lett.35Cheng, PFALSEFALSEFALSEFALSE
7478
10.1016/j.catcom.2018.08.023
Oxygen-promoted Suzuki-Miyaura reaction of aryl fluorosulfates and potassium aryltrifluoroborates: Mild and efficient access to biaryls and terphenyls
Catal. Commun.35Li, XM; Yuan, ZLFALSEFALSEFALSEFALSE
7479
10.1021/acs.organomet.8b00350
Synthesis and Reactivity of Reduced alpha-Diimine Nickel Complexes Relevant to Acrylic Acid Synthesis
Organometallics35Chirik, PJFALSEFALSEFALSEFALSE
7480
10.1021/acs.organomet.8b00199
How To Perform Suzuki-Miyaura Reactions of Nitroarene or Nitrations of Bromoarene Using a Pd-0 Phosphine Complex: Theoretical Insight and Prediction
Organometallics35Sakaki, SFALSEFALSEFALSEFALSE
7481
10.1002/adsc.201800100
Palladium-Catalyzed Decarboxylative Cross-Couplings of 1-Boc-3-iodoazetidine: Regioselective Access to 2-Alkynylazetidines, 3-Alkynylazetidines and 3-Vinylazetidines
Adv. Synth. Catal.35
Zou, DP; Wu, YJ; Wu, YS
FALSEFALSEFALSEFALSE
7482
10.1021/acs.organomet.8b00074
Disproportionation Reactions of an Organometallic Ni(I) Amidate Complex: Scope and Mechanistic Investigations
Organometallics35
Love, JA; Schafer, LL
FALSEFALSEFALSEFALSE
7483
10.7503/cjcu20170652
Theoretical Study on the Formation Mechanism of Catalytic Active Components in Suzuki-Miyaura Cross-Coupling Reaction Catalyzed by Transition Metal Cobalt Complex
Chem. J. Chin. Univ.-Chin.
35Lei, MFALSEFALSEFALSEFALSE
7484
10.1021/acs.orglett.7b03950
Introduction of a Crystalline, Shelf-Stable Reagent for the Synthesis of Sulfur(VI) Fluorides
Org. Lett.35Ende, CWAFALSEFALSEFALSEFALSE
7485
10.1055/s-0036-1591888
Development of a Ratiometric Fluorescent Probe with Two Reactive Sulfoxides for Monitoring the Activity of Methionine Sulfoxide Reductase A
Synthesis35Misek, JFALSEFALSEFALSEFALSE
7486
10.1002/anie.201708748
MoB/g-C3N4 Interface Materials as a Schottky Catalyst to Boost Hydrogen Evolution
Angew. Chem.-Int. Edit.
35Mai, LQFALSEFALSEFALSEFALSE
7487
10.1021/acscatal.7b02859
Nickel-Catalyzed Reductive Transamidation of Secondary Amides with Nitroarenes
ACS Catal.35Hu, XLFALSEFALSEFALSEFALSE
7488
10.1055/s-0034-1381035
Catalyst-Free One-Pot Access to 3-Pyrazolylisoindolinone Derivatives
Synthesis35Song, QBFALSEFALSEFALSEFALSE
7489
10.1007/s13738-015-0682-0
Buchwald-Hartwig amination reaction using supported palladium on phosphine-functionalized magnetic nanoparticles
J. Iran Chem. Soc.35
Khalafi-Nezhad, A
FALSEFALSEFALSEFALSE
7490
10.1002/ejoc.201500856
Lewis-Acid-Catalysed Friedel-Crafts Alkylation of Donor-Acceptor Cyclopropanes with Electron-Rich Benzenes to Generate 1,1-Diarylalkanes
Eur. J. Org. Chem.35Kim, SGFALSETRUEFALSEFALSE
7491
10.1021/jacs.5b05597
Highly Regioselective Indoline Synthesis under Nickel/Photoredox Dual Catalysis
J. Am. Chem. Soc.35Jamison, TFTRUEFALSEFALSEFALSE
7492
10.1007/s11144-015-0839-y
Hydrodeoxygenation of methyl stearate as a model compound over Mo2C supported on mesoporous carbon
React. Kinet. Mech. Catal.
35Li, MSFALSEFALSEFALSEFALSE
7493
10.1021/acs.organomet.5b00215
A Nickel-Based, Tandem Catalytic Approach to Isoindolinones from Imines, Aryl Iodides, and CO
Organometallics35Bengali, AAFALSEFALSEFALSEFALSE
7494
10.1186/s11671-015-0795-5
Templated fabrication of hollow nanospheres with 'windows' of accurate size and tunable number
Nanoscale Res. Lett.
35Hou, YDFALSEFALSEFALSEFALSE
7495
10.1016/j.catcom.2014.08.037
Nickel-catalysed Suzuki-Miyaura cross-coupling reactions of aryl halides with arylboronic acids in ionic liquids
Catal. Commun.35Wang, MFALSEFALSEFALSEFALSE
7496
10.1080/07328303.2014.996290
Stereoselective Synthesis of Quercetin 3-O-Glycosides of 2-Amino-2-Deoxy-d-Glucose Under Phase Transfer Catalytic Conditions
J. Carbohydr. Chem.
35Cao, ZLFALSEFALSEFALSEFALSE
7497
10.3762/bjoc.10.215
P(O)R-2-directed Pd-catalyzed C-H functionalization of biaryl derivatives to synthesize chiral phosphorous ligands
Beilstein J. Org. Chem.
35Yang, SDFALSEFALSEFALSEFALSE
7498
10.1002/asia.201301265
Enantiomerization Pathway and Atropochiral Stability of the BINAP Ligand: A Density Functional Theory Study
Chem.-Asian J.35
Boggio-Pasqua, M
FALSEFALSEFALSEFALSE
7499
10.1039/c3cc49402k
Photoresponsive metallo-hydrogels based on visual discrimination of the positional isomers through selective thixotropic gel collapse
Chem. Commun.35Tu, TTRUEFALSEFALSEFALSE
7500
10.3184/174751914X13857348538466
Highly efficient synthesis of arylnaphthalenes by modified fibre-palladium(II) complex catalysed Suzuki reaction in air
J. Chem. Res35Wu, ZCFALSEFALSEFALSEFALSE
7501
10.1016/j.tetlet.2013.10.111
Imidazolium supported palladium-chloroglycine complex: recyclable catalyst for Suzuki-Miyaura coupling reactions
Tetrahedron Lett.35Karthikeyan, PFALSEFALSEFALSEFALSE
7502
10.1002/chem.201303668
Generation of Stoichiometric Ethylene and Isotopic Derivatives and Application in Transition-Metal-Catalyzed Vinylation and Enyne Metathesis
Chem.-Eur. J.35Gogsig, TMFALSEFALSEFALSEFALSE
7503
10.1002/chem.201302999
Nickel-Catalyzed Arylation, Alkenylation, and Alkynylation of Unprotected Thioglycosides at Room Temperature
Chem.-Eur. J.35Alami, MFALSEFALSEFALSEFALSE
7504
10.1002/adsc.201300091
Calixarene-Derived Mono-Iminophosphoranes: Highly Efficient Ligands for Palladium- and Nickel-Catalysed Cross-Coupling
Adv. Synth. Catal.35Semeril, DFALSEFALSEFALSEFALSE
7505
10.5560/ZNB.2013-2342
N-Heterocyclic Carbene-facilated Condensation of 3-Methylphenylboronic Acid to the Boroxine
Z.Naturforsch.(B)35Yang, ZFALSEFALSEFALSEFALSE
7506
10.3390/molecules18032788
Synthesis of New BINAP-Based Aminophosphines and Their P-31-NMR Spectroscopy
Molecules35Liu, FFALSEFALSEFALSEFALSE
7507
10.1055/s-0032-1318237
Nickel-Catalyzed Reductive Cross-Coupling of Aryl Halides
Synlett35Qian, QFALSEFALSEFALSEFALSE
7508
10.1038/pj.2012.89
Synthesis of pi-conjugated poly(thienylenearylene)s with nickel-catalyzed C-H functionalization polycondensation
Polym. J.35Mori, AFALSEFALSEFALSEFALSE
7509
10.1021/ja306992k
Palladium-Catalyzed C-H Activation Taken to the Limit. Flattening an Aromatic Bowl by Total Arylation
J. Am. Chem. Soc.35Itami, KFALSEFALSEFALSEFALSE
7510
10.1021/ol300891k
Traceless Directing Group for Stereospecific Nickel-Catalyzed Alkyl-Alkyl Cross-Coupling Reactions
Org. Lett.35Jarvo, ERFALSEFALSEFALSEFALSE
7511
10.1016/j.tetlet.2012.05.155
Pd(OAc)(2) catalyzed synthesis of 2-aryl- and 2-heteroaryl-benzoxazoles and benzothiazoles in imidazolium ionic liquids (ILs) without additives and with recycling/reuse of the IL
Tetrahedron Lett.35Laali, KKFALSEFALSEFALSEFALSE
7512
10.1021/ja208461k
Evidence for in Situ Catalyst Modification during the Pd-Catalyzed Conversion of Aryl Triflates to Aryl Fluorides
J. Am. Chem. Soc.35Buchwald, SLFALSEFALSEFALSEFALSE
7513
10.1590/S0103-50532011000900018
Organonickel(II) Complexes with Anionic Tridentate 1,3-Bis(azolylmethyl)phenyl Ligands. Synthesis, Structural Characterization and Catalytic Behavior
J. Braz. Chem. Soc.35Valderrama, MFALSEFALSEFALSEFALSE
7514
10.1016/j.tetlet.2011.05.079
Ionically tagged benzimidazole palladium(II) complex: preparation and catalytic application in cross-coupling reactions
Tetrahedron Lett.35Li, FWFALSEFALSEFALSEFALSE
7515
10.1039/c1cc15753a
PdCl2(dppf)-catalyzed in situ coupling of 2-hydroxypyridines with aryl boronic acids mediated by PyBroP and the one-pot chemo- and regioselective construction of two distinct aryl-aryl bonds
Chem. Commun.35Han, FSFALSEFALSEFALSEFALSE
7516
10.1039/c1cc15503b
A highly efficient precatalyst for amination of aryl chlorides: synthesis, structure and application of a robust acenaphthoimidazolylidene palladium complex
Chem. Commun.35Tu, TFALSEFALSEFALSEFALSE
7517
10.1021/ja909689t
Nickel/Bis(oxazoline)-Catalyzed Asymmetric Kumada Reactions of Alkyl Electrophiles: Cross-Couplings of Racemic alpha-Bromoketones
J. Am. Chem. Soc.35Fu, GCFALSETRUEFALSEFALSE
7518
10.1002/anie.201003191
Expanding the Limits of Organoboron Chemistry: Synthesis of Functionalized Arylboronates
Angew. Chem.-Int. Edit.
35Merino, PFALSEFALSEFALSEFALSE
7519
10.1021/ol901825u
Homogeneous, Anaerobic (N-Heterocyclic Carbene)-Pd or -Ni Catalyzed Oxidation of Secondary Alcohols at Mild Temperatures
Org. Lett.35Navarro, OFALSEFALSEFALSEFALSE
7520
10.1039/b909341a
Ni and Pd mediate asymmetric organoboron synthesis with ester functionality at the beta-position
Org. Biomol. Chem.35Fernandez, EFALSEFALSEFALSEFALSE
7521
10.1002/chem.200801008
Nickel-catalyzed coupling of aryl bromides in the presence of alkyllithium reagents
Chem.-Eur. J.35Carter, KRFALSEFALSEFALSEFALSE
7522
10.3184/030823408X283711
Iodine/aqueous NH4OAc: an improved reaction system for direct oxidative conversion of aldehydes and alcohols into nitriles
J. Chem. Res35Cai, CFALSEFALSEFALSEFALSE
7523
10.1021/ma061319s
Isomeric hexafluoroisopropylidene-linked benzophenone polymers via nickel catalysis
Macromolecules35Sheares, VVFALSEFALSEFALSEFALSE
7524
10.1021/ol063048b
Efficient metal-catalyzed direct benzylation and allylic alkylation of 2,4-pentanediones
Org. Lett.35Rueping, MFALSEFALSEFALSEFALSE
7525
10.1246/cl.2006.1368
Asymmetric cross-coupling of potassium 2-butenyltrifluoroborates with aryl and 1-alkenyl bromides catalyzed by a Pd(OAc)(2)/Josiphos complex
Chem. Lett.35Yamamoto, YFALSEFALSEFALSEFALSE
7526
10.1055/s-2006-926232
The preparation of 2-isoxazolines from O-propargylic hydroxylamines via a tandem rearrangement-cyclisation reaction
Synlett35Lindell, SFALSEFALSEFALSEFALSE
7527
10.1039/b609064h
Direct synthesis of 1,1-diarylalkenes from alkenyl phosphates via nickel(0)-catalysed Suzuki-Miyaura coupling
Chem. Commun.35Skrydstrup, TFALSEFALSEFALSEFALSE
7528
10.1055/s-2005-871571
Nickel- and palladium-catalyzed cross-coupling reaction of polyfluorinated arenes and alkenes with Grignard reagents
Synlett35Saeki, TFALSEFALSEFALSEFALSE
7529
10.1055/s-2004-831247
Enantioselective copper-mediated allylic substitution with Grignard reagents employing a chiral reagent-directing leaving group
Synthesis35Breit, BFALSEFALSEFALSEFALSE
7530
10.1016/j.ccr.2004.03.025
Photo-sensitizing ruthenium complexes for solid state dye solar cells in combination with conducting polymers as hole conductors
Coord. Chem. Rev.35Yanagida, STRUEFALSEFALSEFALSE
7531
10.1021/jo034330o
A new titanium tetrachloride mediated annulation of alpha-aryl-substituted carbonyl compounds with alkynes: A simple and highly efficient method for the regioselective synthesis of polysubstituted naphthalene derivatives
J. Org. Chem.35Kabalka, GWFALSEFALSEFALSEFALSE
7532
10.1021/ol034283m
Copper-catalyzed anti-stereocontrolled ring opening of oxabicyclic alkenes with Grignard reagents
Org. Lett.35Carretero, JCFALSEFALSEFALSEFALSE
7533
10.1002/1521-3773(20010401)40:7<1286::AID-ANIE1286>3.3.CO;2-9
doi.org/10.1002/1521-3773(20010401)40:7<1286::AID-ANIE1286>3.3.CO;2-9
Nickel-catalyzed highly regio- and stereoselective cyclization of oxanorbornenes with alkyl propiolates: A novel method for the synthesis of benzocoumarin derivatives
Angew. Chem.-Int. Edit.
35Cheng, CHFALSEFALSEFALSEFALSE
7534
10.5059/yukigoseikyokaishi.57.845
Coupling reactions using boron ate complexes and application in organic synthesis
J. Synth. Org. Chem. Jpn.
35Kobayashi, YFALSEFALSEFALSEFALSE
7535
10.1021/jo990316t
4-trifloxy-9-SEM-beta-carboline: Preparation and synthetic utility
J. Org. Chem.35Busacca, CAFALSEFALSEFALSEFALSE
7536
10.1016/S0040-4020(98)01154-5
Enantioposition-selective arylation of biaryl ditriflates by palladium-catalyzed asymmetric Grignard cross-coupling
Tetrahedron35Hayashi, TFALSEFALSEFALSEFALSE
7537
10.1021/ja970885n
Stereoselective heteroatom-assisted allylic alkylation of cyclic ethers with Grignard reagents. A convenient route to enantiomerically pure carbocycles
J. Am. Chem. Soc.35FALSEFALSEFALSEFALSE
7538
10.1002/anie.199705181
Asymmetric Heck reactions via neutral intermediates: Enhanced enantioselectivity with halide additives gives mechanistic insights
Angew. Chem.-Int. Edit. Engl.
35Overman, LEFALSEFALSEFALSEFALSE
7539
10.1021/ic00130a006
[Pt-2(dppf)(2)(mu-S)(2)] as a heterometallic ligand. Simple assembly of an electroactive interpolymetallic complex [Pt2Tl(dppf)(2)(mu(3)-S)(2)]X (X=NO3, PF6) (dppf=1,1'-bis(diphenylphosphino)ferrocene)
Inorg. Chem.35Zhou, MSFALSEFALSEFALSEFALSE
7540
10.1021/jo00042a046
A DELTA-KETO ALDEHYDE SYNTHESIS - APPLICATION TO THE PREPARATION OF THE SEX-PHEROMONE OF THE DOUGLAS-FIR TUSSOCK MOTH
J. Org. Chem.35STOWELL, JCFALSEFALSEFALSEFALSE
7541
10.1021/jo00006a016
BENZYNE GENERATION FROM ARYL TRIFLATES
J. Org. Chem.35WICKHAM, PPFALSEFALSEFALSEFALSE
7542
10.1021/jo00390a007
PALLADIUM-CATALYZED DECARboxYLATION ALLYLATION OF ALLYLIC ESTERS OF ALPHA-SUBSTITUTED BETA-KETO CARboxYLIC, MALONIC, CYANOACETIC, AND NITROACETIC ACIDS
J. Org. Chem.35TSUJI, JFALSEFALSEFALSEFALSE
7543
10.1016/S0022-328X(00)82039-2
REACTIVITY OF ORGANOMAGNESIUM WITH ACETYLENIC-COMPOUNDS IN PRESENCE OF NICKEL-COMPLEX (PPH3)2NICL2
J. Organomet. Chem.
35DUBOUDIN, JGFALSEFALSEFALSEFALSE
7544
10.3390/molecules26237148
BN-Embedded Perylenes
Molecules35Fang, XDFALSEFALSEFALSEFALSE
7545
10.1021/acs.orglett.1c01871
Synthesis of 3,3-Dialkyl-Substituted Isoindolinones Enabled by Nickel-Catalyzed Reductive Dicarbofunctionalization of Enamides
Org. Lett.35Chen, YFFALSEFALSEFALSEFALSE
7546
10.1038/s41467-021-23971-7
C(sp(3))-C(sp(3)) bond formation via nickel-catalyzed deoxygenative homo-coupling of aldehydes/ketones mediated by hydrazine
Nat. Commun.35Li, CJFALSEFALSEFALSEFALSE
7547
10.1021/acs.orglett.1c00162
Pyrenedione-Catalyzed alpha-Olefination of Nitriles under Visible-Light Photoredox Conditions
Org. Lett.35Adhikari, DTRUEFALSEFALSEFALSE
7548
10.1021/acs.orglett.7b01598
Electrochemical Nickel Catalysis for Sp(2)-Sp(3) Cross-Electrophile Coupling Reactions of Unactivated Alkyl Halides
Org. Lett.35Hansen, ECFALSETRUEFALSEFALSE
7549
10.1002/ejoc.201700585
Pd-Catalyzed Amination of Functionalized 6-Bromo-pyridinyl-1,2,4-triazine Complexant Scaffolds
Eur. J. Org. Chem.35Carrick, JDFALSEFALSEFALSEFALSE
7550
10.1016/j.ica.2016.10.001
Exploring the coordination chemistry of N-heterocyclic phosphenium/phosphido ligands using nickelocene as a synthon
Inorg. Chim. Acta35Thomas, CMFALSEFALSEFALSEFALSE
7551
10.6023/cjoc201610009
Nickel-Catalyzed Intramolecular Addition of Aryl Bromides to C=O Bonds
Chin. J. Org. Chem.35Jia, YXFALSEFALSEFALSEFALSE
7552
10.1021/acscatal.6b03434
Development of Versatile Sulfone Electrophiles for Suzuki-Miyaura Cross-Coupling Reactions
ACS Catal.35
Nambo, M; Crudden, CM
FALSETRUEFALSEFALSE
7553
10.1007/s10847-016-0673-5
Pillar[5]arene-based N-heterocyclic carbene ligand for Pd-catalysed Suzuki reaction
J. Incl. Phenom. Macrocycl. Chem.
35Wang, JWFALSEFALSEFALSEFALSE
7554
10.1007/s00706-016-1878-4
A triazine-based Ni(II) PNP pincer complex as catalyst for Kumada-Corriu and Negishi cross-coupling reactions
Mon. Chem.35Kirchner, KFALSEFALSEFALSEFALSE
7555
10.1021/acs.organomet.6b00650
A Comparative Reactivity Survey of Some Prominent Bisphosphine Nickel(II) Precatalysts in C-N Cross-Coupling
Organometallics35Stradiotto, MFALSEFALSEFALSEFALSE
7556
10.1016/j.tetlet.2016.06.083
Synthesis of novel pillar[5]arene-based N-heterocyclic carbene ligands for Pd-catalysed Heck reactions
Tetrahedron Lett.35Wang, JWFALSEFALSEFALSEFALSE
7557
10.1021/jacs.6b04818
Silyl Radical Activation of Alkyl Halides in Metallaphotoredox Catalysis: A Unique Pathway for Cross-Electrophile Coupling
J. Am. Chem. Soc.35MacMillan, DWCFALSETRUEFALSEFALSE
7558
10.6023/cjoc201602007
Nickel-Catalyzed Addition and Coupling Reaction of Aryl Triflates to Aldehydes
Chin. J. Org. Chem.35Jia, YXFALSEFALSEFALSEFALSE
7559
10.1126/science.aaf6635
Native functionality in triple catalytic cross-coupling: sp(3) C-H bonds as latent nucleophiles
Science35MacMillan, DWCFALSEFALSEFALSEFALSE
7560
10.1016/j.jorganchem.2016.02.019
A new N-heterocyclic carbene palladium complex immobilized on nano silica: An efficient and recyclable catalyst for Suzuki-Miyaura C-C coupling reaction
J. Organomet. Chem.
35
Moghadam, M; Mirkhani, V
FALSEFALSEFALSEFALSE
7561
10.1002/chem.201600167
Chemoselective Synthesis of Polysubstituted Pyridines from Heteroaryl Fluorosulfates
Chem.-Eur. J.35Zhang, EXFALSEFALSEFALSEFALSE
7562
10.1021/acs.joc.5b02770
On-Water Synthesis of Biaryl Sulfonyl Fluorides
J. Org. Chem.35Arvidsson, PIFALSEFALSEFALSEFALSE
7563
10.1021/jasms.0c00384
Monoacylation of Symmetrical Diamines in Charge Microdroplets
A direct introduction of vinyl ethers into C-H bond of heterocycles is reported. For this purpose, decarboxylative direct C-H cross-coupling of 1,3-diazoles with alpha-carboxyvinyl ethers as coupling partners was achieved under Pd(0)/Cu(I) cooperative catalysis to produce various alpha-heteroarylated vinylethers. This methodology was applied to the innovative production of heteroarylated enolizable ketones and naturally occurring bis-oxa(thia)zoles.
J. Am. Soc. Mass Spectrom.
34Badu-Tawiah, AKFALSEFALSEFALSEFALSE
7564
10.1021/acs.orglett.1c00023
Lewis Acid Activation of Fragment-Coupling Reactions of Tertiary Carbon Radicals Promoted by Visible-Light Irradiation of EDA Complexes
The reaction of C6F5H and H2C CHSiMe3 with catalytic [(i)Pr(2)Im]Ni(eta(2)-H2C CHSiMe3)(2) (1b) exclusively forms the C-H silylation product C6F5SiMe3 with ethylene as a byproduct ([(i)Pr(2)Im] = 1,3-di(isopropyl)imidazole-2-ylidene). Catalytic C-H bond silylation is facile with partially fluorinated aromatic substrates containing two ortho fluorine substituents adjacent to the C-H bond and 1,2,3,4-tetrafluorobenzene. Less fluorinated substrates react slower. Under the same reaction conditions, catalytic [IPr]Ni(eta(2)-H2C=CHSiMe3)(2) (1a) ([IPr] = 1,3-bis [2,6-diisopropylphenyl]-1,3-dihydro-2H-imidazol-2-ylidene) provided only the alkene hydroarylation product C6F5CH2CH2SiMe3. Mechanistic studies reveal that the C-H activation and beta-Si elimination steps are reversible under catalytic conditions with both catalysts la and 1b. With catalytic la, reversible ethylene loss after beta-Si elimination was also observed despite its inability to catalyze C-H silylation; the reductive elimination step to form the silylation product is much slower than reductive elimination to form the alkene hydroarylation product. Reversible ethylene loss was not observed with 1b, which suggests that the rate-limiting step in the reaction is neither C-H activation nor beta-Si elimination but either ethylene loss or reductive elimination of cis-disposed aryl and SiMe3 moieties.
Org. Lett.34Overman, LEFALSEFALSEFALSEFALSE
7565
10.1002/adsc.202001496
Zirconium Oxide-Catalyzed Direct Amidation of Unactivated Esters under Continuous-Flow Conditions
The efficient multi-step, large-scale synthesis, spectroscopic characterization and solid-state molecular structure of a new type of three-fold functionalized, sterically demanding triazine is reported. The aromatic heterocycle 6,6 ',6('')((1,3,5-triazine-2,4,6-triy1)tris(methylene))tris(2,4-di-tert-butylphenol) possesses three 2,4-di-tert-butylphenol synthons bound to the 1,3,5-triazine ring via synthetically challenging methylene linkages in the 2,4,6 positions. The key to success was found in the generation of a highly reactive imidate hydrochloride salt, namely ethyl 2-(3,5-di-tert-butyl-2-methoxyphenyl)acetimidate hydrochloride, that readily undergoes cyclotrimerization. The reported preparation opens new perspectives in the design and synthesis of novel triazine molecules bearing flexible and sterically demanding functionalized groups for various applications. (C) 2017 Elsevier Ltd. All rights reserved.
Adv. Synth. Catal.34
Koumura, N; Sato, K; Kobayashi, S
FALSEFALSEFALSEFALSE
7566
10.1002/ejoc.202001485
Nickel- and Palladium-Catalyzed Cross-Coupling of Aryl Fluorosulfonates and Phosphites: Synthesis of Aryl Phosphonates
The synthesis and/or NMR/X-ray characterization of a new series of (L)AuCl complexes is reported, featuring BippyPhos, AdJohnPhos, silyl ether based ligands including OTips-DalPhos, and PAd-DalPhos. These complexes, along with previously reported analogues featuring cataCXium-A, tBuJohnPhos, and Mor-DalPhos, were screened as precatalysts using LiB(C6F5)425Et(2)O as an activator in the hydrohydrazination of terminal aryl alkynes with hydrazine hydrate under unprecedentedly mild conditions (25 degrees C, 1 mol % Au). The precatalyst (cataCXium-A)AuCl proved to be particularly effective in such transformations, demonstrating useful scope.
Eur. J. Org. Chem.34Ding, CRFALSEFALSEFALSEFALSE
7567
10.1039/d0dt01119c
Oxidative addition of activated aryl-carboxylates to Pd(0): divergent reactivity dependant on temperature and structure
Palladium-catalyzed cross-coupling reactions are indispensable tools in molecular syntheses with numerous applications in academia and for the practitioners in the chemical and pharmaceutical industries. Recent years have witnessed the increasing use of biomass-derived solvents as green reaction media in the palladium-, copper-and nickel-catalyzed cross-coupling technology, the key advances until January 2017 being summarized in this review. In addition, very recent first examples of transition metal-catalyzed C-H activations in biomass-originated solvents, such as gamma-valerolactone and 2-MeTHF, are discussed as well.
Dalton Trans.34Leitch, DCFALSEFALSEFALSEFALSE
7568
10.1039/d0qo01087a
Rh-Catalyzed diastereo- and linear-selective alpha-allylation of chiral cycloenamines
An Ir-catalyzed intermolecular asymmetric dearomatization reaction of beta-naphthols with allyl alcohols or allyl ethers was developed. When an iridium catalyst generated from [Ir(COD)Cl](2) (COD = cyclooctadiene) and a chiral P/olefin ligand is employed, highly functionalized beta-naphthalenone compounds bearing an all-carbon-substituted quaternary chiral center were obtained in up to 92% yield and 98% ee. The direct utilization of allyl alcohols as electrophiles represents an improvement from the viewpoint of atom economy. Allyl ethers were found to undergo asymmetric allylic substitution reaction under Ir catalysis for the first time. The diverse transformations of the dearomatized product to various motifs render this method attractive.
Org. Chem. Front.34Wang, XJFALSEFALSEFALSEFALSE
7569
10.1021/acs.orglett.0c03146
Cu-Catalyzed Dehydrogenative Olefinsulfonation of Alkyl Arenes
The conversion of substituted 1,3-cyclohexane-diones to the alkyl ethers of resorcinol using a Pd/C ethylene system is reported. In these reactions, ethylene works as a hydrogen acceptor. The efficient synthesis of resveratrol was achieved using this protocol as a key step. In addition, the direct formation of substituted resorcinols was carried out by adding K2CO3 into the reaction media.
Org. Lett.34Leng, YT; Wu, JLFALSEFALSEFALSEFALSE
7570
10.2533/chimia.2020.866
Lithium-mediated Ferration of Fluoroarenes
We report the direct allylation of benzyl alcohols, diarylmethanols and triarylmethanols mediated by XtalFluor-E using allyltrimethylsilane. The resulting allylated products are obtained in moderate to high yield. (C) 2016 Elsevier Ltd. All rights reserved.
Chimia34Hevia, EFALSEFALSEFALSEFALSE
7571
10.1021/acs.orglett.0c02566
Halide-Accelerated Acyl Fluoride Formation Using Sulfuryl Fluoride
Conventional organic synthesis has been mainly based upon the reactivities of pi-bonds and polar sigma-bonds. Carbon-carbon single bonds are nonpolar and generally far less reactive. Although they remain intact under most reaction conditions, it is possible to activate and cleave them if suitable organometallic compounds or metal catalysts are applied. Such C-C single bond cleavage reactions are attracting increasing attention in the context of synthetic chemistry because they provide a unique and more straightforward route from readily available substances to targets, while requiring significantly fewer steps. The present Perspective aims to exemplify the potential of metal-catalyzed C-C single bond cleavage for organic synthesis.
Org. Lett.34
Hein, JE; Sammis, GM
FALSEFALSEFALSEFALSE
7572
10.1016/j.tet.2020.131216
A substituted tricyclohexylphosphane with conformational lock
A protocol for the Pd-catalyzed CS(sp(3))-H arylation of readily available 1-Boc-3-(picolinoylamino)piperidine with iodo(hetero)arenes is reported. The substrate can be obtained from a biorenewable feedstock, namely L-arginine. The use of the right N1 protective group is decisive to get arylation. The addition of a catalytic amount of 2,6-dimethylbenzoic acid and performing the reaction at high concentration are important to achieve a high conversion and yield. The procedure gives arylated 1-Boc-3-(picolinoylamino)piperidines in a regiospecific (C5) and stereo-specific (cis) manner. Orthogonal cleavage of the amide over the carbamate group allows one to further selectively derivatize the amino moieties of the piperidine scaffold.
Tetrahedron34
Zhao, JH; Tang, WJ
FALSEFALSEFALSEFALSE
7573
10.1016/j.polymertesting.2020.106354
Reaction mechanism of halogenated rubber crosslinking using a novel environmentally friendly curing system
The copper-mediated direct ortho CH bond arylation of benzamide derivatives with arylboronic acids was achieved by employing an 8-aminoquinoline moiety as the bidentate directing group. Various biaryls were synthesized in good yields with excellent regioselectivity. The reaction shows good functional group compatibility and proceeds in a highly selective manner at the ortho-position of the benzamides. Deuterium-labelling experiments indicated that the ortho CH bond cleavage of benzamide was involved in the rate-determining step of the arylation.
Polym. Test34
Dziemidkiewicz, A
FALSEFALSEFALSEFALSE
7574
10.1021/jacs.0c00359
Evolution of a Strategy for the Enantioselective Synthesis of (-)-Cajanusine
In this frontier article we overview the emergence and scope of NHC-based CCC and CNC pincer systems, i.e. complexes containing mer-tridentate ligands bearing two NHC donor groups, comment on their effectiveness in applications, and highlight areas for future development and exploitation.
J. Am. Chem. Soc.34Brown, MKFALSEFALSEFALSEFALSE
7575
10.1021/acs.organomet.9b00561
Amidation of Aryl Chlorides Using a Microwave-Assisted, Copper-Catalyzed Concurrent Tandem Catalytic Methodology
Organometallics34
Lin, S; MacArthur, AHR
FALSEFALSEFALSEFALSE
7576
10.1021/acs.joc.9b01819
Nickel-Catalyzed Double Dehydrogenative Coupling of Secondary Alcohols and beta-Amino Alcohols To Access Substituted Pyrroles
J. Org. Chem.34Banerjee, DFALSEFALSEFALSEFALSE
7577
10.1016/j.tet.2019.130561
Synthetic access to 3,4-disubstituted pyroglutamates from tetramate derivatives from serine, allo-threonine and cysteine
Tetrahedron34Moloney, MGFALSEFALSEFALSEFALSE
7578
10.1039/c9qo00822e
TfOH-promoted transformation of TMS-ethers of diarylsubstituted CF3-allyl alcohols with arenes into CF3-indanes
Org. Chem. Front.34Vasilyev, AVFALSEFALSEFALSEFALSE
7579
10.1039/c9cc01977d
Computational mapping of redox-switchable metal complexes based on ferrocene derivatives
Chem. Commun.34Diaconescu, PLFALSEFALSEFALSEFALSE
7580
10.1021/acs.orglett.9b01576
Chemoselective Synthesis of 1,1-Disubstituted Vinyl Triflates from Terminal Alkynes Using TfOH in the Presence of TMSN3
Org. Lett.34Tummatorn, JFALSEFALSEFALSEFALSE
7581
10.3390/molecules24122296
Cross-Coupling Reaction of Allylic Ethers with Aryl Grignard Reagents Catalyzed by a Nickel Pincer Complex
Molecules34
Hashimoto, T; Yamaguchi, Y
FALSEFALSEFALSEFALSE
7582
10.1021/acs.joc.8b02785
Synthesis of N-Acyl Sulfamates from Fluorosulfates and Amides
J. Org. Chem.34
De Borggraeve, WM
FALSEFALSEFALSEFALSE
7583
10.1002/ejoc.201801494
Nickel-Catalyzed Directed Hydroarylation of Alkynes with Boronic Acids
Eur. J. Org. Chem.34Jarvo, ERFALSEFALSEFALSEFALSE
7584
10.1021/acs.orglett.8b03567
Stereoselective Preparation of alpha-C-Vinyl/Aryl Glycosides via Nickel-Catalyzed Reductive Coupling of Glycosyl Halides with Vinyl and Aryl Halides
Org. Lett.34Gong, HGFALSEFALSEFALSEFALSE
7585
10.1021/acs.joc.8b00631
Cascading Auto-oxidative Biproline Guanylations Form Optically Active Dispacamide Dimers and Permit an Eight-Step Synthesis of (-)-Ageliferin
J. Org. Chem.34Harran, PGFALSEFALSEFALSEFALSE
7586
10.1039/c8ta00910d
Ultrafine nickel nanocatalyst-engineering of an organic layered double hydroxide towards a super-efficient fire-safe epoxy resin via interfacial catalysis
J. Mater. Chem. A34Wang, DYFALSEFALSEFALSEFALSE
7587
10.1016/j.catcom.2017.09.021
Nickel embedded on triazole-modified magnetic nanoparticles: A novel and sustainable heterogeneous catalyst for Hiyama reaction in fluoride-free condition
Catal. Commun.34Hajipour, ARFALSEFALSEFALSEFALSE
7588
10.1039/c8ra05311a
Copper-catalyzed C-S direct cross-coupling of thiols with 5-arylpenta-2,4-dienoic acid ethyl ester
RSC Adv.34Xu, RSFALSEFALSEFALSEFALSE
7589
10.1021/acs.orglett.7b02867
Asymmetric Synthesis of Functionalized trans-Cyclopropoxy Building Block for Grazoprevir
Org. Lett.34Xu, F; Zhong, YLFALSEFALSEFALSEFALSE
7590
10.1039/c7ob02012k
Copper-catalyzed oxidative cross-coupling of alpha-aminocarbonyl compounds with primary amines toward 2-oxo-acetamidines
Org. Biomol. Chem.34Xiang, JNFALSEFALSEFALSEFALSE
7591
10.1039/c6gc00932h
N-Butylpyrrolidinone as a dipolar aprotic solvent for organic synthesis
Green Chem.34Hunt, AJFALSEFALSEFALSEFALSE
7592
10.1021/jacs.5b06466
Nickel-Catalyzed Asymmetric Reductive Cross-Coupling between Heteroaryl Iodides and alpha-Chloronitriles
J. Am. Chem. Soc.34Reisman, SEFALSEFALSEFALSEFALSE
7593
10.1016/j.tet.2015.03.030
Scalable synthesis of dihydroxyterphenylphosphine ligands
Tetrahedron34Manabe, KFALSEFALSEFALSEFALSE
7594
10.1016/j.tetlet.2014.10.065
O-(Aminosulfonylation) of phenols and an example of slow hydrolytic release
Tetrahedron Lett.34Knapp, SFALSEFALSEFALSEFALSE
7595
10.1016/j.ica.2014.08.012
Ni(II) catalyzed bromination of aryl C-H bonds
Inorg. Chim. Acta34Das, SFALSEFALSEFALSEFALSE
7596
10.1021/ja500706v
Catalytic Enantioselective Cyclization/Cross-Coupling with Alkyl Electrophiles
J. Am. Chem. Soc.34Fu, GCFALSETRUEFALSEFALSE
7597
10.1515/pac-2014-5031
Activation of stable sigma-bonds for organic synthesis
Pure Appl. Chem.34Hiyama, TFALSEFALSEFALSEFALSE
7598
10.1021/jo4023974
Aminolysis of Aryl Ester Using Tertiary Amine as Amino Donor via C-O and C-N Bond Activations
J. Org. Chem.34Bao, YSFALSEFALSEFALSEFALSE
7599
10.1039/c3ob41989d
Nickel-catalyzed cross-coupling of aryltrimethylammonium triflates and amines
Org. Biomol. Chem.34Wang, ZXFALSEFALSEFALSEFALSE
7600
10.1021/ol402887z
Oxonium Ylide Rearrangement of Enzymatically Desymmetrized Glutarates
Org. Lett.34Deska, JFALSEFALSEFALSEFALSE
7601
10.1016/j.jbiotec.2013.06.015
Concurrent obtaining of aromatic (R)-2-hydroxyacids and aromatic 2-ketoacids by asymmetric oxidation with a newly isolated Pseudomonas aeruginosa ZJB1125
J. Biotechnol.34Zheng, YGFALSEFALSEFALSEFALSE
7602
10.1002/ejoc.201300102
Total Synthesis of Neo-Tanshinlactones through a Cascade Benzannulation-Lactonization as the Key Step
Eur. J. Org. Chem.34Mal, DFALSEFALSEFALSEFALSE
7603
10.1002/jhet.1710
Rapid and Convenient Synthesis of N-Arylmorpholines under Microwave Irradiation
J. Heterocycl. Chem.
34Li, HBFALSEFALSEFALSEFALSE
7604
10.3762/bjoc.9.81
Intramolecular carbonickelation of alkenes
Beilstein J. Org. Chem.
34Durandetti, MFALSEFALSEFALSEFALSE
7605
10.1039/c3cc45836a
The crucial role of a Ni(I) intermediate in Ni-catalyzed carboxylation of aryl chloride with CO2: a theoretical study
Chem. Commun.34Sakaki, SFALSEFALSEFALSEFALSE
7606
10.1039/c3dt51196k
A thiocyanato-bridged copper(I) cubane complex and its application in palladium-catalyzed Sonogashira coupling of aryl halides
Dalton Trans.34Trivedi, MFALSEFALSEFALSEFALSE
7607
10.2174/157017812803901854
Hematoxylin as a General and Efficient Ligand for the Cu(I)-catalyzed S-arylation of Thiols with Aryl Halides in DMF-H2O
Lett. Org. Chem.34Wu, XMFALSEFALSEFALSEFALSE
7608
10.1016/j.tetlet.2012.08.015
Ni-catalyzed arylation of bromomagnesium diarylamides with aryl N,N-dimethylsulfamates
Tetrahedron Lett.34Yamakawa, TFALSEFALSEFALSEFALSE
7609
10.1021/ol300908g
K2CO3-Catalyzed Synthesis of Chromones and 4-Quinolones through the Cleavage of Aromatic C-O Bonds
Org. Lett.34Fu, HFALSEFALSEFALSEFALSE
7610
10.1055/s-0031-1289717
Base-Mediated Tandem Reaction of alpha-Aryloxyacetophenones with Phosphonates: Selective Synthesis of Enol Phosphates
Synthesis34Xie, YXFALSEFALSEFALSEFALSE
7611
10.1021/ol203322v
Nickel(0)-Catalyzed Heck Cross-Coupling via Activation of Aryl C-OPiv Bonds
Org. Lett.34Watson, MPFALSEFALSEFALSEFALSE
7612
10.1590/S0100-40422012001100039
OTTO R. GOTTLIEB AND ERNEST WENKERT's CONNECTIONS WITH BRAZIL
Quim. Nova34Pinto, ACFALSEFALSEFALSEFALSE
7613
10.1021/ol202068p
Oxazolidine Synthesis by Complementary Stereospecific and Stereoconvergent Methods
Org. Lett.34Jarvo, ERFALSEFALSEFALSEFALSE
7614
10.1021/ol200059u
A Simple, Nontoxic Iron System for the Allylation of Zinc Enolates
Org. Lett.34Cook, SPFALSEFALSEFALSEFALSE
7615
10.1002/chem.201003731
Cross-Coupling of Aryl/Alkenyl Ethers with Aryl Grignard Reagents through Nickel-Catalyzed C-O Activation
Chem.-Eur. J.34Wang, ZXFALSEFALSEFALSEFALSE
7616
10.1021/ol1029673
Reductive Alkylation of Indoles with Alkynes and Hydrosilanes under Indium Catalysis
Org. Lett.34Tsuchimoto, TFALSEFALSEFALSEFALSE
7617
10.1039/c0cc05805j
High efficiency of cavity-based triaryl-phosphines in nickel-catalysed Kumada-Tamao-Corriu cross-coupling
Chem. Commun.34Semeril, DFALSEFALSEFALSEFALSE
7618
10.3998/ark.5550190.0012.a10
Smiles rearrangement for the synthesis of diarylamines
Arkivoc34Zuo, HFALSEFALSEFALSEFALSE
7619
10.1016/j.tetasy.2010.03.045
Palladium-catalyzed regio- and enantio-selective allylic substitution reaction of monosubstituted allyl substrates with benzyl alcohols
Tetrahedron-Asymmetry
34Hou, XLFALSEFALSEFALSEFALSE
7620
10.1021/ja910808x
Neopentylglycolborylation of Aryl Mesylates and Tosylates Catalyzed by Ni-Based Mixed-Ligand Systems Activated with Zn
J. Am. Chem. Soc.34Percec, VFALSEFALSEFALSEFALSE
7621
10.1021/jo901504n
Isomerization of 7-Oxabenzonorbornadienes into Naphthols Catalyzed by [RuCl2(CO)(3)](2)
J. Org. Chem.34Tam, WFALSEFALSEFALSEFALSE
7622
10.1007/s11172-009-0150-z
New heterocyclic ferrocenes with planar chirality
Russ. Chem. Bull.34Chupakhin, ONFALSEFALSEFALSEFALSE
7623
10.1021/jo802731j
Indium-Catalyzed C-S Cross-Coupling of Aryl Halides with Thiols
J. Org. Chem.34Rao, KRFALSEFALSEFALSEFALSE
7624
10.1039/b821520k
Nanofiber formation via the self-assembly of a chiral regioregular poly(azomethine)
Chem. Commun.34Chujo, YFALSEFALSEFALSEFALSE
7625
10.1021/ja805635c
Trans-Selective Asymmetric Aziridination of Diazoacetamides and N-Boc Imines Catalyzed by Axially Chiral Dicarboxylic Acid
J. Am. Chem. Soc.34Maruoka, KFALSEFALSEFALSEFALSE
7626
10.1002/ejoc.200600026
CuI/DABCO-catalyzed cross-coupling reactions of aryl halides with arylboronic acids
Eur. J. Org. Chem.34Li, JHFALSEFALSEFALSEFALSE
7627
10.1002/anie.200504450
Catalytic arylation reactions by C-H bond activation with aryl tosylates
Angew. Chem.-Int. Edit.
34Ackermann, LFALSEFALSEFALSEFALSE
7628
10.1080/104265090969225
Synthesis and single crystal X-ray structures of N,N '-bis(diphenylphosphinothioyl)piperzine and bis(diphenylphosphinoselenoyl)piperzine
Phosphorus Sulfur Silicon Relat. Elem.
34Balakrishna, MSFALSEFALSEFALSEFALSE
7629
10.1021/ja056327n
Nickel-catalyzed cross-coupling reaction of aryl fluorides and chlorides with Grignard reagents under nickel/magnesium bimetallic cooperation
J. Am. Chem. Soc.34Nakamura, EFALSEFALSEFALSEFALSE
7630
10.1021/jo0513764
Mild and room temperature C-C bond forming reactions of nucleoside C-6 arylsulfonates
J. Org. Chem.34Lakshman, MKFALSEFALSEFALSEFALSE
7631
10.1002/anie.200462280
Easy access to aryl- and heteroaryl-annulated[a]carbazoles by the indium-catalyzed reaction of 2-arylindoles with propargyl ethers
Angew. Chem.-Int. Edit.
34Tsuchimoto, TFALSEFALSEFALSEFALSE
7632
10.1002/ejoc.2004002636
Connective synthesis of spirovetivanes: Total synthesis of (+/-)-agarospirol, (+/-)-hinesol and (+/-)-alpha-vetispirene
Eur. J. Org. Chem.34Marko, IEFALSEFALSEFALSEFALSE
7633
10.1039/b314246a
The Sonogashira coupling reaction catalyzed by ultrafine nickel(0) powder
Chem. Commun.34Wang, LFALSEFALSEFALSEFALSE
7634
10.1039/b408185d
Highly efficient dehalogenation using hydroxyapatite-supported palladium nanocluster catalyst with molecular hydrogen
Green Chem.34Kaneda, KFALSEFALSEFALSEFALSE
7635
10.1002/anie.200351817
Formal synthesis of Leucascandrolide A
Angew. Chem.-Int. Edit.
34Williams, DRFALSEFALSEFALSEFALSE
7636
10.1016/S0040-4039(02)00863-8
Platinum-catalyzed cross-couplings of organoboronic acids with aryl iodides
Tetrahedron Lett.34Oh, CHFALSEFALSEFALSEFALSE
7637
10.1016/S0957-4166(01)00199-9
1,1 '-binaphthylazepine-based ligands for asymmetric catalysis. Part 1: Preparation and characterization of some new aminoalcohols and diamines
Tetrahedron-Asymmetry
34Rosini, CFALSEFALSEFALSEFALSE
7638
10.1021/jo981745e
Stereoselective chelate-controlled addition of Grignard reagents to unsaturated medium-ring heterocycles
J. Org. Chem.34Hoveyda, AHFALSEFALSEFALSEFALSE
7639
10.1016/S0040-4039(98)01882-6
An optimized palladium catalyzed cross-coupling of nonracemic trifluoromethylsulfonyl and fluorosulfonyl enol ethers to arylboronic acids
Tetrahedron Lett.34Pridgen, LNFALSEFALSEFALSEFALSE
7640
10.1021/ja964391m
Nickel-catalyzed amination of aryl chlorides
J. Am. Chem. Soc.34FALSEFALSEFALSEFALSE
7641
10.1080/00304949409458034
AN ALTERNATIVE SYNTHESIS OF ARYL AND HETEROARYL BROMIDES FROM ACTIVATED ARYL HYDROXY COMPOUNDS
Org. Prep. Proced. Int.
34KATRITZKY, ARFALSEFALSEFALSEFALSE
7642
10.1021/om00018a016
ENANTIOSELECTIVE NICKEL-CATALYZED GRIGNARD CROSS-COUPLING OF ALLYL ELECTROPHILES - THE INFLUENCE OF THE ALKYL GROUP OF THE GRIGNARD-REAGENT
Organometallics34FALSEFALSEFALSEFALSE
7643
10.1021/om00056a007
ENANTIOSELECTIVE ALLYLATION OF GRIGNARD-REAGENTS WITH NICKEL DIPHOSPHINE CATALYSTS
Organometallics34CONSIGLIO, GFALSEFALSEFALSEFALSE
7644
10.1016/0040-4039(90)80227-D
PALLADIUM CATALYZED CROSS-COUPLING OF PHENOL TRIFLATES WITH ORGANOSTANNANES - A VERSATILE APPROACH FOR THE SYNTHESIS OF SUBSTITUTED RESORCINOL DIMETHYL ETHERS
Tetrahedron Lett.34FALSEFALSEFALSEFALSE
7645
10.1021/ja00185a051
NICKEL-CATALYZED CROSS-COUPLINGS OF ALKENYL AND ALPHA-METALATED ALKENYL SULFOXIMINES WITH ORGANOMETALLICS - STEREOSELECTIVE SYNTHESIS OF CARBACYCLINS
J. Am. Chem. Soc.34FALSEFALSEFALSEFALSE
7646
10.1021/jacs.1c10042
Three-Component Coupling of Acyl Fluorides, Silyl Enol Ethers, and Alkynes by P(III)/P(V) Catalysis
J. Am. Chem. Soc.34Tobisu, MFALSEFALSEFALSEFALSE
7647
10.1016/j.jorganchem.2021.122073
Recyclable heterogeneous iron supported on imidazolium ionic liquid catalysed palladium and copper-free Heck reaction
J. Organomet. Chem.
34Parasuraman, KFALSEFALSEFALSEFALSE
7648
10.1016/j.jorganchem.2021.122068
New Nickel-Based Catalytic System with Pincer Pyrrole-Functionalized N-Heterocyclic Carbene as Ligand for Suzuki-Miyaura Cross-Coupling Reactions
J. Organomet. Chem.
34Lei, XYFALSEFALSEFALSEFALSE
7649
10.1002/ejoc.202100565
A Highly Congested Dioxapyrenophane from an Attempted Synthesis of the Highly-Strained 1,1,6,6-Tetramethyl[6](2,11)teropyrenophane
Eur. J. Org. Chem.34Bodwell, GJFALSEFALSEFALSEFALSE
7650
10.1016/j.tetlet.2021.153129
Ni-catalyzed cross-electrophile coupling of alpha-hydroxy carbonyl compound-derived oxalates with vinyl triflates
Tetrahedron Lett.34Yao, K; Xue, WCFALSEFALSEFALSEFALSE
7651
10.1055/s-0040-1720474
Copper-Catalyzed Alkynylation of Benzylic C-H Bonds with Alkynylboronic Esters
Synlett34Kramer, SFALSEFALSEFALSEFALSE
7652
10.1016/j.tet.2021.132034
Regioselection in the synthesis of 4-benzyltetral-1-ones and the new 4-arylbenzosuber-1-ones
Tetrahedron34Thompson, PEFALSEFALSEFALSEFALSE
7653
10.1002/chem.201703239
Catalytic Asymmetric Total Synthesis and Stereochemical Revision of Leucinostatin A: A Modulator of Tumor-Stroma Interaction
Chem.-Eur. J.34
Watanabe, T; Shibasaki, M
FALSEFALSEFALSEFALSE
7654
10.1038/NCHEM.2741
Parameterization of phosphine ligands demonstrates enhancement of nickel catalysis via remote steric effects
Nat. Chem.34Doyle, AGFALSEFALSEFALSEFALSE
7655
10.1021/acscatal.7b00757
Uncovering Subtle Ligand Effects of Phosphines Using Gold(I) Catalysis
ACS Catal.34Toste, FDFALSEFALSEFALSEFALSE
7656
10.1039/c6dt04533b
Fundamental organometallic chemistry under bimetallic influence: driving beta-hydride elimination and diverting migratory insertion at Cu and Ni
Dalton Trans.34Mankad, NPFALSEFALSEFALSEFALSE
7657
10.1016/j.cclet.2016.09.006
Efficient N-heterocyclic carbene nickel pincer complexes catalyzed cross coupling of benzylic ammonium salts with boronic acids
Chin. Chem. Lett.34Tu, TFALSEFALSEFALSEFALSE
7658
10.1021/jacs.6b12911
Nucleophilic Deoxyfluorination of Phenols via Aryl Fluorosulfonate Intermediates
J. Am. Chem. Soc.34Sanford, MSFALSEFALSEFALSEFALSE
7659
10.1021/jacs.6b09533
Alcohols as Latent Coupling Fragments for Metallaphotoredox Catalysis: sp(3)-sp(2) Cross-Coupling of Oxalates with Aryl Halides
J. Am. Chem. Soc.34MacMillan, DWCFALSEFALSEFALSEFALSE
7660
10.1021/acs.orglett.6b02094
Catalyst-Free and Regioconvergent Substitution Reactions of Bromothiophenes with a BH3-Substituted Phosphide Anion
Org. Lett.34Imamoto, TFALSEFALSEFALSEFALSE
7661
10.1039/d1cc00203a
On the mechanism of the formation of alkyl-Ni(i) catalysts
Catalytic enantioselective conjunctive cross-coupling between 9-BBN borate complexes and aryl electrophiles can be accomplished with Ni salts in the presence of a chiral diamine ligand. The reactions furnish chiral 9-BBN derivatives in an enantioselective fashion and these are converted to chiral alcohols and amines, or engaged in other stereospecific C-C bond forming reactions.
Chem. Commun.33Cardenas, DJFALSEFALSEFALSEFALSE
7662
10.1021/acs.orglett.0c03836
Nickel-Catalyzed Amination of Aryl Chlorides with Amides
Palladium-catalyzed cross-coupling reaction of 4-trifloxy-quinolin-2(1H)-ones or 4-chlorocoumarins with polyfluoroarenes has been successfully developed. Under mild conditions, the reactions afforded 4-polyfluoroarylquinolin-2(1H)-ones and 4-polyfluoroarylcoumarins, which feature a wide range of bioactive compounds, with good yields.
Org. Lett.33Tu, B; Tu, TFALSEFALSEFALSEFALSE
7663
10.1134/S1023193521020075
Electrochemical Generation of Pyrazolyl-Pyridyl N-Heterocyclic Carbene Complexes of Nickel
A DCP promoted metal-free, regio and stereoselective S-methylation/phenylation of allyl halides using sulfoxides as sulfenylating agent is described. A variety of multifunctional allyl halides underwent S-methylation and S-phenylation by using dimethyl sulfoxide (DMSO) and diphenyl sulfoxide (DPSO) under the reaction conditions employed to provide the resulting thioethers in good to excellent yields. (C) 2017 Elsevier Ltd. All rights reserved.
Russ. J. Electrochem.
33Gafurov, ZNFALSETRUEFALSEFALSE
7664
10.1039/d0cc05271j
Cut and sew: benzofuran-ring-opening enabled cyclopentenone ring formation
This report describes a method for the deoxyfluorination of phenols with sulfuryl fluoride (SO2F2) and tetramethylammonium fluoride (NMe4F) via aryl fluorosulfonate (ArOFs) intermediates. We first demonstrate that the reaction of ArOFs with NMe4F proceeds under mild conditions (often at room temperature) to afford a broad range of electronically diverse and functional group-rich aryl fluoride products. This transformation was then translated to a one-pot conversion of phenols to aryl fluorides using the combination of SO2F2 and NMe4F. Ab initio calculations suggest that carbon fluorine bond formation proceeds via a concerted transition state rather than a discrete Meisenheimer intermediate.
Chem. Commun.33Zhao, JFFALSEFALSEFALSEFALSE
7665
10.1248/cpb.c20-00196
Development of Transition-Metal-Catalysed Cross-Coupling Reactions through Ammonium C-N Bond Cleavage
This review summarizes transformations using copper hydride (Cu-H), boryl copper (Cu-B) or silyl copper (Cu-Si) as active catalyst species. Semihydrogenation, hydroboration, and hydrocarboxylation have been developed using Cu-H as active catalyst species. Preferential reduction of sterically hindered ketones is accompanied by Cu-H species bearing a bowl-shaped phosphine as a crucial ligand. Employing Cu-B species, hydroboration of alkynes and allenes, synthesis of 2-boryl-1,3-butadiene, and borylative allyl-allyl coupling are established. Silacarboxylation of alkynes, regiodivergent silacarboxylation of allenes, and silylative allylation of ketones involve Cu-Si species. The key to these selective transformations is regioselective addition of Cu-H, Cu-B, or Cu-Si species to carbon-carbon multiple bonds of alkynes and allenes to afford the corresponding alkenylcopper or allylcopper intermediates.
Chem. Pharm. Bull.33Wang, CFALSEFALSEFALSEFALSE
7666
10.1039/d0cc02058c
Organocatalytic enantioselective allylic alkylation of alpha-aryl gamma-lactones: an approach to densely functionalized quaternary stereocentres
An enantioselective copper-catalyzed propargylic etherification of both aromatic and aliphatic propargylic esters with phenols has been developed, in which the employment of inorganic base additives, in particular cesium carbonate (Cs2CO3), was found to significantly promote not only the reactivity but also the enantioselectivity of the reaction. By using a structurally hindered chiral ketimine P,N,N-ligand, a wide range of optically active propargylic ethers were prepared in high yields and with excellent enantioselectivities (up to 98% ee).
Chem. Commun.33Riguet, EFALSEFALSEFALSEFALSE
7667
10.1021/acs.joc.0c00549
Nickel-Catalyzed Cross-Electrophile Reductive Couplings of Neopentyl Bromides with Aryl Bromides
In this study, nickel-catalyzed coupling reactions between arylhalides and tert-alkyl Grignard reagents were developed. Our original bicyclic NHC ligands reduced the formation of isomerized products, and we found that NMP as a co-solvent suppressed the reduction process. Under the optimal conditions we developed, the catalyst loading was lowered to 0.5 mol %, and catalyst loading using ortho-substituted aryl bromides was also applicable at the level of 2.0 mol %. (C) 2016 Elsevier Ltd. All rights reserved.
J. Org. Chem.33
Qu, B; Desrosiers, JN
FALSETRUEFALSEFALSE
7668
10.1007/s10562-019-02966-6
Nickel-Catalyzed Esterification of Amides Under Mild Conditions
An interesting nanotube based nickel nanocatalyst was successfully prepared through click reaction of azide-functionalized nanotube with propargyl alcohol followed by immobilization of nickel nanoparticles. The as-prepared nanocatalysts behave as very efficient heterogeneous catalysts in the Suzuki-Miyaura cross coupling reaction in terms of activity and recyclability.
Catal. Lett.33Wang, JWFALSEFALSEFALSEFALSE
7669
10.1002/jhet.3918
A catalytic synthesis of dihydrofuran-3(2H)-imine skeletons from isocyanides, terminal alkynes, and oxiranes
The first effective and simple method for the direct one-pot transformation of 2-, 3-, and 4-aminopyridines, 2,6-diaminopyridines, and 2-aminoquinoline into the corresponding pyridinyl and quinolinyl trifluoromethanesulfonates and tosylates in solvents was developed. The procedure involves diazotization of the heterocyclic amines with sodium nitrite in mixed hexane-DMSO or hexane-DMF solutions in the presence of trifluoromethanesulfonic acid or p-toluenesulfonic acid.
J. Heterocycl. Chem.
33
Samzadeh-Kermani, A
FALSEFALSEFALSEFALSE
7670
10.1016/j.jorganchem.2019.120943
Concise access to aluminum containing [3.3](2,6)pyridinophane and molecular bowl using 2,6-diamidopyridine modules
J. Organomet. Chem.
33Singh, SFALSEFALSEFALSEFALSE
7671
10.1021/acs.orglett.9b02923
Palladium-Catalyzed Carbonylative Coupling of Aryl Iodides with Alkenylaluminum Reagents
Org. Lett.33Wu, XFFALSEFALSEFALSEFALSE
7672
10.1021/acscatal.9b02760
Well-Designed N-Heterocyclic Carbene Ligands for Palladium-Catalyzed Denitrative C-N Coupling of Nitroarenes with Amines
ACS Catal.33Chen, WZFALSEFALSEFALSEFALSE
7673
10.1021/acs.orglett.9b01645
N-Heterocyclic Carbene Ligand-Controlled Regioselectivity for Nickel-Catalyzed Hydroarylation of Vinylarenes with Benzothiazoles
Org. Lett.33Sun, HMFALSEFALSEFALSEFALSE
7674
10.1002/anie.201900095
PAd2-DalPhos Enables the Nickel-Catalyzed C-N Cross-Coupling of Primary Heteroarylamines and (Hetero)aryl Chlorides
Angew. Chem.-Int. Edit.
33Stradiotto, MFALSEFALSEFALSEFALSE
7675
10.1038/s41586-018-0628-7
Base-free nickel-catalysed decarbonylative Suzuki-Miyaura coupling of acid fluorides
Nature33Sanford, MSFALSEFALSEFALSEFALSE
7676
10.1039/c8gc00860d
Towards environmentally friendlier Suzuki-Miyaura reactions with precursors of Pd-NHC (NHC = N-heterocyclic carbene) complexes
Green Chem.33
Nahra, F; Nolan, SP; Cazin, CSJ
FALSEFALSEFALSEFALSE
7677
10.1021/jacs.8b06228
Total Synthesis of Salimabromide: A Tetracyclic Polyketide from a Marine Myxobacterium
J. Am. Chem. Soc.33Magauer, TFALSEFALSEFALSEFALSE
7678
10.1021/acs.orglett.8b01520
Sulfonamide Synthesis via Calcium Triflimide Activation of Sulfonyl Fluorides
Org. Lett.33Ende, CWAFALSEFALSEFALSEFALSE
7679
10.1016/j.jorganchem.2018.04.022
Highly effective and recoverable Pd(II) catalyst immobilized on thermally stable Schiff base polymer containing phenol group: Production, characterization and application in Suzuki coupling reactions
J. Organomet. Chem.
33Baran, NYFALSEFALSEFALSEFALSE
7680
10.1016/j.tetlet.2018.04.076
Synthesis of substituted phenols via 1,1-dichloro-2-nitroethene promoted condensation of carbonyl compounds with DMF
Tetrahedron Lett.33Li, ZFALSEFALSEFALSEFALSE
7681
10.1055/s-0036-1589093
Rhodium-Catalyzed Reductive Cleavage of Aryl Carbamates Using Isopropanol as a Reductant
Synlett33
Chatani, N; Tobisu, M
FALSEFALSEFALSEFALSE
7682
10.1002/asia.201701303
Synthesis, Characterization and Catalytic Application of Pyridine-Bridged N-Heterocyclic Carbene-Ruthenium Complexes in the Hydrogenation of Carbonates
Chem.-Asian J.33Tu, TFALSEFALSEFALSEFALSE
7683
10.3762/bjoc.11.235
Half-sandwich nickel(II) complexes bearing 1,3-di(cycloalkyl)imidazol-2-ylidene ligands
Beilstein J. Org. Chem.
33Nelson, DJFALSEFALSEFALSEFALSE
7684
10.1021/jacs.5b06735
Synthesis of 2-Nickela(II)oxetanes from Nickel(0) and Epoxides: Structure, Reactivity, and a New Mechanism of Formation
J. Am. Chem. Soc.33Love, JAFALSEFALSEFALSEFALSE
7685
10.1002/anie.201505136
Nanonickel-Catalyzed Suzuki-Miyaura Cross-Couplings in Water
Angew. Chem.-Int. Edit.
33Lipshutz, BHFALSEFALSEFALSEFALSE
7686
10.1021/ol503518h
Applications of alpha-Phosphonovinyl Tosylates in the Synthesis of alpha-Arylethenylphosphonates via Suzuki-Miyaura Cross-Coupling Reactions
Org. Lett.33Fang, YWFALSEFALSEFALSEFALSE
7687
10.1039/c5ra01187f
Proline-functionalized chitosan-palladium(II) complex, a novel nanocatalyst for C-C bond formation in water
RSC Adv.33Hajipour, ARFALSEFALSEFALSEFALSE
7688
10.1039/c5ob00515a
A transition-metal-free Heck-type reaction between alkenes and alkyl iodides enabled by light in water
Org. Biomol. Chem.33Li, CJFALSEFALSEFALSEFALSE
7689
10.1016/j.tet.2014.10.061
A practical nickel-catalyzed reductive alkylation of amidophenyl bromides
Tetrahedron33Shen, YHFALSEFALSEFALSEFALSE
7690
10.1055/s-0034-1378581
Type 2 Ring-Opening Reactions of Cyclopropanated 7-Oxabenzonorbornadienes under Acid Catalysis
Synlett33Tam, WFALSEFALSEFALSEFALSE
7691
10.1126/science.1253647
Single-electron transmetalation in organoboron cross-coupling by photoredox/nickel dual catalysis
Science33Molander, GAFALSEFALSEFALSEFALSE
7692
10.1021/ol500902p
Kinetic Diastereomer Differentiation in Au(III)- and Bi(III)-Catalyzed Benzylic Arylation: Concise and Stereocontrolled Synthesis of 2-Amino-1,1-diarylalkanes
Org. Lett.33Hanessian, SFALSEFALSEFALSEFALSE
7693
10.1021/om5001869
Direct Access to Fluorene by Successive C-O/C-H Bond Activations of 2-Phenylbenzyl Ester
Organometallics33Hirano, MFALSEFALSEFALSEFALSE
7694
10.1007/s11426-013-5024-4
Pd-catalyzed cross-coupling of polyfluoroarenes with cyclic vinyl triflates
Sci. China-Chem.33Zhang, XGFALSEFALSEFALSEFALSE
7695
10.1039/c3ob41546e
Palladium-catalyzed reductive homocoupling of N '-tosyl arylhydrazines
Org. Biomol. Chem.33Lu, GFALSEFALSEFALSEFALSE
7696
10.1055/s-0033-1339643
Asymmetric Aziridination of Chalcone Promoted by Binaphthalene-Based Chiral Amines
Synlett33Page, PCBFALSEFALSEFALSEFALSE
7697
10.3184/174751913X13726940260318
Suzuki cross-coupling of aryl halides with phenylboronic acid catalysed by an amidoxime fibres-nickel(0) complex
J. Chem. Res33Tao, TXFALSEFALSEFALSEFALSE
7698
10.1080/00304948.2013.786568
Facile Construction of Biaryls by Homocoupling of Aryl Halides
Org. Prep. Proced. Int.
33Hajipour, ARFALSEFALSEFALSEFALSE
7699
10.1016/j.molstruc.2012.12.014
Effect of molecular conformation on spectroscopic properties of symmetrical Schiff bases derived from 1,4-phenylenediamine
J. Mol. Struct.33Cao, CZFALSEFALSEFALSEFALSE
7700
10.1021/ol303465c
Distinctive Meta-Directing Group Effect for Iridium-Catalyzed 1,1-Diarylalkene Enantioselective Hydrogenation
Org. Lett.33Sigman, MSFALSEFALSEFALSEFALSE
7701
10.1246/cl.2013.45
Polyarylene Synthesis by Cross-Coupling with HOMSi Reagents
Chem. Lett.33Hiyama, TFALSEFALSEFALSEFALSE
7702
10.1055/s-0032-1316825
Efficient Multigram Syntheses of Air-Stable, Chiral Primary Phosphine Ligand Precursors via Palladium-Catalyzed Phosphonylation of Aryltriflates
Synthesis33Higham, LJFALSEFALSEFALSEFALSE
7703
10.1055/s-0032-1317076
Palladium-Catalyzed One-Pot Cross-Coupling of Phenols Using Nonafluorobutanesulfonyl Fluoride
Synlett33Akai, SFALSEFALSEFALSEFALSE
7704
10.1021/ol3013342
Nickel-Catalyzed Reductive Coupling of Aryl Halides with Secondary Alkyl Bromides and Allylic Acetate
Org. Lett.33Gong, HGFALSEFALSEFALSEFALSE
7705
10.1021/ol300471a
Highly Efficient Synthesis of N-Substituted Isoindolinones and Phthalazinones Using Pt Nanowires as Catalysts
Org. Lett.33Cao, XQFALSEFALSEFALSEFALSE
7706
10.1039/c1ob06404e
Resorcin[4]arene-derived mono-, bis-and tetra-imidazolium salts as ligand precursors for Suzuki-Miyaura cross-coupling
Org. Biomol. Chem.33Semeril, DFALSEFALSEFALSEFALSE
7707
10.1039/c1gc16174a
O-Allylation of phenols with allylic acetates in aqueous media using a magnetically separable catalytic system
Green Chem.33Saha, AFALSEFALSEFALSEFALSE
7708
10.1021/ol2023278
Nucleophilic Dearomatization of Chloromethyl Naphthalene Derivatives via eta(3)-Benzylpalladium Intermediates: A New Strategy for Catalytic Dearomatization
Org. Lett.33Bao, MFALSEFALSEFALSEFALSE
7709
10.1021/ja206050b
Enantioselective alpha-Arylation of Carbonyls via Cu(I)-Bisoxazoline Catalysis
J. Am. Chem. Soc.33MacMillan, DWCFALSEFALSEFALSEFALSE
7710
10.1246/cl.2011.913
An Improvement of Nickel Catalyst for Cross-coupling Reaction of Arylboronic Acids with Aryl Carbonates by Using a Ferrocenyl Bisphosphine Ligand
Chem. Lett.33Kuwano, RFALSEFALSEFALSEFALSE
7711
10.1134/S1560090411030031
N-Allyl-bis(diphenylphosphino)amide Nickel Dibromide as a Catalyst of the Polymerization of Methyl Methacrylate
Polym. Sci. Ser. B33Il'ichev, ISFALSEFALSEFALSEFALSE
7712
10.1021/ol200098d
Nickel-Catalyzed Negishi Cross-Coupling Reactions of Secondary Alkylzinc Halides and Aryl Iodides
Org. Lett.33Biscoe, MRFALSEFALSEFALSEFALSE
7713
10.1002/anie.201007598
A Nickel-Catalyzed Benzannulation Approach to Aromatic Boronic Esters
Angew. Chem.-Int. Edit.
33Harrity, JPAFALSEFALSEFALSEFALSE
7714
10.1080/00397911.2010.488310
Zinc-Mediated Tandem-One-Pot Facile Synthesis of 1-(Arylsulfonyl) Aryl/Heteryl Methanes: A Case of C-S Bond Formation
Synth. Commun.33Dubey, PKFALSEFALSEFALSEFALSE
7715
10.1021/ja106943q
Ni-Catalyzed Reduction of Inert C-O Bonds: A New Strategy for Using Aryl Ethers as Easily Removable Directing Groups
J. Am. Chem. Soc.33Martin, RFALSEFALSEFALSEFALSE
7716
10.1021/ja108074t
A Multiligand Based Pd Catalyst for C-N Cross-Coupling Reactions
J. Am. Chem. Soc.33Buchwald, SLFALSEFALSEFALSEFALSE
7717
10.1021/ol100720x
Pd-Catalyzed Cross-Coupling Reactions of Amides and Aryl Mesylates
Org. Lett.33Buchwald, SLFALSEFALSEFALSEFALSE
7718
10.1039/c0dt01083a
A robust hydrophilic pyridine-bridged bis-benzimidazolylidene palladium pincer complex: Synthesis and its catalytic application towards Suzuki-Miyaura couplings in aqueous solvents
Dalton Trans.33Tu, TFALSEFALSEFALSEFALSE
7719
10.1021/ol901676f
Catalytic Asymmetric Alkylation of Substituted Isoflavanones
Org. Lett.33Scheidt, KAFALSEFALSEFALSEFALSE
7720
10.1021/jo900291f
Nucleophilic Addition onto Methyl-4H-1,4-oxazine-3-carboxylate Moiety: Short Access to 1,4-Diazine Privileged Substructures
J. Org. Chem.33Gillaizeau, IFALSEFALSEFALSEFALSE
7721
10.1021/ja8056503
Biaryl Construction via Ni-Catalyzed C-O Activation of Phenolic Carboxylates
J. Am. Chem. Soc.33Shi, ZJFALSEFALSEFALSEFALSE
7722
10.1002/anie.200703874
Ligand-dependent mechanistic dichotomy in iron-catalyzed allylic substitutions: sigma-allyl versus pi-allyl mechanism
Angew. Chem.-Int. Edit.
33Plietker, BFALSEFALSEFALSEFALSE
7723
10.1016/j.tetlet.2007.08.083
Palladium-catalyzed homocoupling of arenediazonium salts: an operationally simple synthesis of symmetrical biaryls
Tetrahedron Lett.33Hanna, JMFALSEFALSEFALSEFALSE
7724
10.1016/j.tetlet.2006.07.008
Efficient copper-catalyzed coupling of aryl iodides and thiobenzoic acid
Tetrahedron Lett.33Sawada, NFALSEFALSEFALSEFALSE
7725
10.1002/adsc.200606002
Synthesis of novel bisphosphine-containing polymers and their applications as bidentate ligands for nickel(0)-catalyzed cross-coupling reactions
Adv. Synth. Catal.33Hu, QSFALSEFALSEFALSEFALSE
7726
10.1021/jo052369i
Triphenylphosphine as a ligand for room-temperature Ni(O)-catalyzed cross-coupling reactions of aryl chlorides with arylboronic acids
J. Org. Chem.33Hu, QSFALSEFALSEFALSEFALSE
7727
10.1016/j.jorganchem.2004.10.037
Transition metal catalyzed cross-coupling of aryl Grignard reagents with aryl fluorides via Pd- or Ni-activation of the C-F bond: an efficient synthesis of unsymmetrical biaryls - application of microwave technology in ligand and catalyst screening
J. Organomet. Chem.
33Dankwardt, JWFALSEFALSEFALSEFALSE
7728
10.1002/anie.200462513
Catalytic dehydrative allylation of alcohols
Angew. Chem.-Int. Edit.
33Kitamura, MFALSEFALSEFALSEFALSE
7729
10.1002/adsc.200390036
Catalytic carbon-fluorine bond activation with monocoordinated nickel-carbene complexes: reduction of fluoroarenes
Adv. Synth. Catal.33Fort, YFALSEFALSEFALSEFALSE
7730
10.1021/ja0286876
Unusual reactivity of molecular oxygen with pi-allylnickel(N-heterocyclic carbene) chloride complexes
J. Am. Chem. Soc.33Sigman, MSFALSEFALSEFALSEFALSE
7731
10.1039/b305043b
Synthesis and deprotonation of 2-(pyridyl)phenols and 2-(pyridyl)anilines
Org. Biomol. Chem.33Mongin, FFALSEFALSEFALSEFALSE
7732
10.1021/jo010609y
Cross [2+2] cycloaddition of bicyclic alkenes with alkynes mediated by cobalt complexes: A facile synthesis of cyclobutene derivatives
J. Org. Chem.33Cheng, CHFALSEFALSEFALSEFALSE
7733
10.1021/jo010691x
Preparation of enantiomerically pure 2 '-substituted 2-diphenylphosphino-1,1 '-binaphthyls by reductive cleavage of the carbon-phosphorus bond in a borane complex of 2-diphenylphosphino-2 '-diphenylphosphinyl-1,1 '-binaphthyl
J. Org. Chem.33Hayashi, TFALSEFALSEFALSEFALSE
7734
10.1039/b107904b
Kinetic resolution of secondary alcohols via chiral Pd(II)-complex-catalysed enantioselective benzoylation using CO and organobismuth(v) compound
Chem. Commun.33Uemura, SFALSEFALSEFALSEFALSE
7735
10.1016/S0277-5387(01)00934-2
Allyl-palladium compounds with fluorinated benzenethiolate ligands. X-ray crystal structure of [(eta(3)-C3H5)Pd(mu-SC6H4F-4)(2)Pd(eta(3)-C3H5)]
Polyhedron33Torrens, HFALSEFALSEFALSEFALSE
7736
10.1021/ja000134c
Rhodium-catalyzed asymmetric alcoholysis and aminolysis of oxabenzonorbornadiene: A new enantioselective carbon-heteroatom bond forming process
J. Am. Chem. Soc.33Lautens, MFALSEFALSEFALSEFALSE
7737
10.1021/jo981130h
Reactivity of organocerium compounds with allyl alcohols
J. Org. Chem.33Dalpozzo, RFALSEFALSEFALSEFALSE
7738
10.1021/jo971771x
Synthesis of 2-substituted dihydropyran 3-O-carbamates via combined metalation-Suzuki-Miyaura cross-coupling reactions
J. Org. Chem.33Snieckus, VFALSEFALSEFALSEFALSE
7739
10.1016/0304-5102(93)85091-7
STEREOCHEMISTRY IN CROSS-COUPLING REACTION OF CROTYL ALCOHOL DERIVATIVES AND ARYLMAGNESIUM BROMIDES ON TRANS-BIS-1S,2S-(DIPHENYLPHOSPHINO)CYCLOPENTANENICKEL AND TRANS-BIS-1R,2R-(DIPHENYLPHOSPHINO)CYCLOPENTANENICKEL DIBROMIDE
33PAVLOV, VAFALSEFALSEFALSEFALSE
7740
10.1021/jo00304a032
A TANDEM DENITRATION DEOXYGENATION OF ALPHA-NITRO KETONES VIA (PARA-TOLYLSULFONYL)HYDRAZONES WITH LITHIUM ALUMINUM-HYDRIDE - A PRACTICAL SYNTHESIS OF (Z)-9-TRICOSENE, THE SEX-PHEROMONE OF THE HOUSEFLY (MUSCA-DOMESTICA)
J. Org. Chem.33BALLINI, RFALSEFALSEFALSEFALSE
7741
10.1016/S0040-4039(00)97858-4
EVALUATION OF A CHIRAL ARYL AUXILIARY DESIGN FOR SULFUR - CONSTRUCTION OF AUXILIARY-MODIFIED REAGENTS AND STEREOSELECTION IN SULFOXIDE FORMATION
Tetrahedron Lett.33SWINDELL, CSFALSEFALSEFALSEFALSE
7742
10.1039/dt9890000161
SYNTHESIS AND STEREOCHEMICAL STUDIES OF ETA-3-ALLYL PALLADIUM(II) COMPLEXES CONTAINING A CHIRAL CHELATING LIGAND
J. Chem. Soc.-Dalton Trans.
33FALSEFALSEFALSEFALSE
7743
10.1016/S0040-4020(01)86177-9
KINETIC RESOLUTION OF EPOXIDES BY CHIRAL ORGANO-ALUMINUM CATALYST SHORT SYNTHESIS OF (-)-C-16 JUVENILE-HORMONE
Tetrahedron33FALSEFALSEFALSEFALSE
7744
10.1021/om00072a023
UNCATALYZED AND LOW-VALENT NICKEL-ASSISTED REACTIONS OF ALPHA,BETA-UNSATURATED ALDEHYDE DIMETHYL ACETALS WITH GRIGNARD-REAGENTS
Organometallics33FALSEFALSEFALSEFALSE
7745
10.1039/d2cc00141a
Pd/Cu bimetallic catalysis to access highly fluorinated biaryls from aryl halides and fluorinated arenes
Chem. Commun.33
Casares, JA; Espinet, P
FALSEFALSEFALSEFALSE
7746
10.1021/acs.orglett.1c03849
Synthesis of 2-Hydroxy-2 '-aroyl-1,1 '-biaryls via Oxidative Ring-Opening of 9H-Fluoren-9-ols
Org. Lett.33Gu, ZHFALSEFALSEFALSEFALSE
7747
10.3762/bjoc.17.167
Direct C(sp(3))-H allylation of 2-alkylpyridines with Morita-Baylis-Hillman carbonates via a tandem nucleophilic substitution/aza-Cope rearrangement
Beilstein J. Org. Chem.
33
Zheng, LY; Xiang, JB
FALSEFALSEFALSEFALSE
7748
10.1055/a-1608-5069
Transition-Metal-Catalyzed Hydroxylation Reaction of Aryl Halide for the Synthesis of Phenols
Synlett33Xue, DFALSEFALSEFALSEFALSE
7749
10.3390/catal11070858
Direct Cross-Coupling of Alcohols with O-Nucleophiles Mediated by N-Iodosuccinimide as a Precatalyst under Mild Reaction Conditions
Catalysts33Ajvazi, NFALSEFALSEFALSEFALSE
7750
10.1177/17475198211026479
Organozinc-mediated direct cross-coupling under microwave irradiation
J. Chem. Res33Li, CJFALSEFALSEFALSEFALSE
7751
10.1002/anie.202102233
Enantio- and Regioconvergent Nickel-Catalyzed C(sp(3))-C(sp(3)) Cross-Coupling of Allylic Electrophiles Steered by a Silyl Group
Angew. Chem.-Int. Edit.
33Oestreich, MFALSETRUEFALSEFALSE
7752
10.1021/acs.orglett.1c01053
Nickel-Catalyzed Ring-Opening C-O Functionalization of peri-Xanthenoxanthenes for 8-Substituted Binaphthol Synthesis
Org. Lett.33Kamei, TFALSEFALSEFALSEFALSE
7753
10.1039/d1dt01206a
Unusual mechanism of paramagnetic nickel-catalysed alpha-alkylation of amides
Dalton Trans.33Zhao, CYFALSEFALSEFALSEFALSE
7754
10.1016/j.jorganchem.2017.02.004
Direct use of CO2 for O-arylcarbamate synthesis via mild Cu(II)-catalyzed aerobic C-H functionalization in pincer-like macrocyclic systems
J. Organomet. Chem.
33
Company, A; Ribas, X
FALSEFALSEFALSEFALSE
7755
10.1021/jacs.7b07983
Cobalt-Catalyzed Carbonylative Cross-Coupling of Alkyl Tosylates and Dienes: Stereospecific Synthesis of Dienones at Low Pressure
J. Am. Chem. Soc.33Alexanian, EJFALSEFALSEFALSEFALSE
7756
10.1021/acs.joc.6b03037
Dehydrogenative Formation of Resorcinol Derivatives Using Pd/C-Ethylene Catalytic System
J. Org. Chem.33Hayashi, MFALSEFALSEFALSEFALSE
7757
10.1248/yakushi.15-00294
Reaction Development on pi- and sigma-Conjugated Bonds and Creation of Innovative Functions
Yakugaku Zasshi-J. Pharm. Soc. Jpn.
33Takita, RFALSEFALSEFALSEFALSE
7758
10.1016/j.carres.2016.03.021
Improvement of the stereoselectivity of the glycosylation reaction with 2-azido-2-deoxy-1-thioglucoside donors
Carbohydr. Res.33Ventura, MRFALSEFALSEFALSEFALSE
7759
10.1021/acs.joc.5b02562
Mild and Site-Selective Allylation of Enol Carbamates with Allylic Carbonates under Rhodium Catalysis
J. Org. Chem.33Kim, ISFALSEFALSEFALSEFALSE
7760
10.1016/j.catcom.2020.106175
CuO-catalyzed conversion of arylacetic acids into aromatic nitriles with K4Fe(CN)(6) as the nitrogen source
Two families of nickel complexes bearing chelating diphenylphosphine-functionalized NHC ligands [Ni-II(ArNHCPPh2)(allyl)]Cl 1a (Ar = Mes); 1b, (Ar = 2,6-iPr(2)-C6H3) and [Ni-0(ArNHCPPh2)(alkene)] 2a (Ar = 2,6-iPr(2)-C6H3, alkene = styrene); 2b (Ar = 2,6-iPr(2-) C6H3, alkene = diethyl fumarate) have been prepared and fully characterized. VT-NMR experiments in solution reveal that the allyl derivatives 1a-b are stereo-chemically nonrigid. The solid-state structure of the Ni-0 derivative 2b is also reported. These complexes display interesting catalytic properties in various cross-coupling reactions. The precatalyst [Ni-0(ArNHCPPh2)(styrene)] 2a was found to be the most active system. The bulkiness of the N-substituent on the imidazole ring and the low oxidation state of the metal center in 2a accounted for its enhanced catalytic performance. This system catalyzed effectively the coupling of (hetero)aryl chlorides with a range of nucleophiles including Grignard reagents, boronic acids, secondary amines and indoles.
Catal. Commun.32Tian, XZ; Ren, YLFALSEFALSEFALSEFALSE
7761
10.1021/acs.joc.0c02157
Rh-Catalyzed Base-Free Decarbonylative Borylation of Twisted Amides
The direct addition of pyridine and diazine units to electron-poor alkenes has been achieved via a redox radical mechanism that is enabled by limiting the effective concentration of the hydrogen-atom source. The described method is tolerant of acidic functional groups and is generally applicable to the union of a wide range of Michael acceptors and 6-membered heterocyclic halides.
J. Org. Chem.32Liu, XJFALSEFALSEFALSEFALSE
7762
10.1016/j.tetlet.2020.152123
Proton-exchanged montmorillonite-mediated reactions of hetero-benzyl acetates: Application to the synthesis of Zafirlukast
Tetrahedron Lett.32
Feng, LL; Li, F; Chen, DY
FALSEFALSEFALSEFALSE
7763
10.1039/d0ob00406e
A one-pot protocol for the fluorosulfonation and Suzuki coupling of phenols and bromophenols, streamlined access to biaryls and terphenyls
Efficient asymmetric Suzuki-Miyaura coupling of ortho-bromo aryl triflates with various arylboronic acids were described, providing a series of chiral biaryl triflates in high yields and up to 91% ee under mild conditions. The aryl triflates could be easily transformed to various chiral biaryl products by further derivatization. A one-pot tandem asymmetric cross-coupling/cross-coupling sequence was also achieved by using a single palladium catalyst, demonstrating the versatility of this method for preparation of chiral biaryl products. (C) 2015 Elsevier Ltd. All rights reserved.
Org. Biomol. Chem.32Li, XM; Yuan, ZLFALSEFALSEFALSEFALSE
7764
10.1021/acs.jmedchem.9b01979
Discovery of Novel Allosteric Inhibitors of Deoxyhypusine Synthase
We report an efficient copper(I) iodide catalyzed cross-coupling of diarylzinc reagents with aryl iodides. The reaction proceeds under ligand-free conditions at low catalyst loading (5 mol%) and tolerates a variety of functional groups.
J. Med. Chem.32Tanaka, YFALSEFALSEFALSEFALSE
7765
10.1055/s-0039-1690010
Leaving Group Ability in Nucleophilic Aromatic Amination by Sodium Hydride-Lithium Iodide Composite
Synthesis32Chiba, SFALSEFALSEFALSEFALSE
7766
10.1002/chem.201904717
A Hydroperoxide-Mediated Decarboxylation of alpha-Ketoacids Enables the Chemoselective Acylation of Amines
Chem.-Eur. J.32Takemoto, YFALSEFALSEFALSEFALSE
7767
10.1016/j.tetlet.2019.150955
In(OTf)(3) catalyzed reductive etherification of 2-aiyloxybenzaldehydes and 2-(arylthio)benzaldehydes
Tetrahedron Lett.32Basak, AKFALSEFALSEFALSEFALSE
7768
10.1002/ijch.201900071
Stereospecific Cross-Coupling Reactions Provide Conformationally-Biased Arylalkanes with Anti-Leukemia Activity
Isr. J. Chem.32Jarvo, ERFALSEFALSEFALSEFALSE
7769
10.1021/acscatal.9b02316
Microballs Containing Ni(0)Pd(0) Nanoparticles for Highly Selective Miceliar Catalysis in Water
ACS Catal.32Handa, SFALSEFALSEFALSEFALSE
7770
10.1002/chir.23085
Enantioselective synthesis of (R)-Cinacalcet via cobalt-catalysed asymmetric Negishi cross-coupling
Chirality32Zhong, JCFALSEFALSEFALSEFALSE
7771
10.1039/c9cc02319d
Nickel-catalysed dehydrogenative coupling of aromatic diamines with alcohols: selective synthesis of substituted benzimidazoles and quinoxalines
Chem. Commun.32Banerjee, DFALSEFALSEFALSEFALSE
7772
10.1002/hlca.201800242
[2.2.2.2](2,7)-1-Bromonaphthalenophane from a Desymmetrized Building Block Bearing Electrophilic and Masked Nucleophilic Functionalities
Helv. Chim. Acta32Tobe, YFALSETRUEFALSEFALSE
7773
10.1021/jacs.8b12801
Zn-Mediated Fragmentation of Tertiary Alkyl Oxalates Enabling Formation of Alkylated and Arylated Quaternary Carbon Centers
J. Am. Chem. Soc.32Gong, HGFALSEFALSEFALSEFALSE
7774
10.1002/jhet.3375
A Facile Synthesis of Novel (Z)-ethyl-3-(5-substituted-1-alkyl/aryl-1H-indol-3-yl)-2-(1H-tetrazol-5-yl)acrylate
J. Heterocycl. Chem.
32Bakkolla, MGFALSEFALSEFALSEFALSE
7775
10.1002/slct.201802120
Palladium-Catalyzed Ligand-Free Suzuki-Miyaura Reaction of Aryl Fluorosulfates and Various Arylboron Compounds
ChemistrySelect32Li, XM; Yuan, ZLFALSEFALSEFALSEFALSE
7776
10.1039/c8qo00632f
Striving to exploit alkyl electrophiles: challenge and choice in transition metal-catalyzed cross-coupling reactions of sulfones
Org. Chem. Front.32Qiu, GYSFALSEFALSEFALSEFALSE
7777
10.1055/s-0037-1610024
Selective Preparation of C-2v-Symmetric Hexaphenylbenzene Derivatives through Sequential Suzuki Coupling
Synlett32
Kojima, T; Hiraoka, S
FALSEFALSEFALSEFALSE
7778
10.1021/acs.joc.8b00882
Synthesis of (+)-Vitepyrroloid A and (+)-Vitepyrroloid B by Late-Stage Ni-Catalyzed C(sp2)-C(sp3) Cross-Electrophile Coupling
J. Org. Chem.32Christmann, MFALSETRUEFALSEFALSE
7779
10.1021/acs.orglett.8b01305
Manganese-Catalyzed Direct Conversion of Ester to Amide with Liberation of H-2
Org. Lett.32Balaraman, EFALSEFALSEFALSEFALSE
7780
10.1021/acs.orglett.8b00313
Nickel-Catalyzed System for the Cross-Coupling of Alkenyl Methyl Ethers with Grignard Reagents under Mild Conditions
Org. Lett.32Cossy, JFALSEFALSEFALSEFALSE
7781
10.1021/jacs.7b13601
Multimetallic Ni- and Pd-Catalyzed Cross-Electrophile Coupling To Form Highly Substituted 1,3-Dienes
J. Am. Chem. Soc.32Weix, DJFALSETRUEFALSEFALSE
7782
10.1039/c7cc07332a
Radical halogenation-mediated latent-active glycosylations of allyl glycosides
Chem. Commun.32Jayaraman, NFALSEFALSEFALSEFALSE
7783
10.1021/acs.organomet.7b00726
Cobalt-Catalyzed Cross-Coupling Reactions of Arylboronic Esters and Aryl Halides
Organometallics32Duong, HAFALSEFALSEFALSEFALSE
7784
10.1039/c6ra02989b
Nickel(II)-2-amino-4-alkoxy-1,3,5-triazapentadienate complexes as catalysts for Heck and Henry reactions
RSC Adv.32
Karabach, YY; Martins, LMDRS; Pombeiro, AJL
FALSEFALSEFALSEFALSE
7785
10.1021/acs.orglett.5b01913
Beyond Directed ortho Metalation: Ruthenium-Catalyzed Amide-Directed C-Ar-OMe Activation/Cross-Coupling Reaction of Naphthamides with Aryl Boronates
Org. Lett.32Snieckus, VFALSEFALSEFALSEFALSE
7786
10.1021/acs.orglett.5b01283
Aminocarbonylation of Aryl Tosylates to Carboxamides
Org. Lett.32Chung, SFALSEFALSEFALSEFALSE
7787
10.1016/j.tetasy.2015.03.008
An oxazaborolidine-based catalytic method for the asymmetric synthesis of chiral allylic alcohols
Tetrahedron-Asymmetry
32Yildiz, TFALSEFALSEFALSEFALSE
7788
10.6023/cjoc201408028
Synthesis of a Carbene Complex and Its Application in Suzuki Reaction
Chin. J. Org. Chem.32Tang, YFALSEFALSEFALSEFALSE
7789
10.1039/c5cc02884a
Unexpected lateral-lithiation-induced alkylative ring opening of tetrahydrofurans in deep eutectic solvents: synthesis of functionalised primary alcohols
Chem. Commun.32Capriati, VFALSEFALSEFALSEFALSE
7790
10.1126/science.1259662
Directed ortho-meta'- and meta-meta'-dimetalations: A template base approach to deprotonation
Science32Mulvey, REFALSEFALSEFALSEFALSE
7791
10.1016/j.tetasy.2014.06.019
Asymmetric Henry reactions catalyzed by copper(II) complexes of chiral 1,2,4-triazine-oxazoline ligands: the impact of substitution in the oxazoline ring on ligand activity
Tetrahedron-Asymmetry
32Wolinska, EFALSEFALSEFALSEFALSE
7792
10.1021/sc5002287
Cyclic Carbonates as Green Alternative Solvents for the Heck Reaction
ACS Sustain. Chem. Eng.
32Hunt, AJFALSEFALSEFALSEFALSE
7793
10.1021/jo402526z
Metal-Free Coupling of Saturated Heterocyclic Sulfonylhydrazones with Boronic Acids
J. Org. Chem.32Allwood, DMFALSEFALSEFALSEFALSE
7794
10.1039/c4cc04743e
Tunable reversible metallo-hydrogels: a new platform for visual discrimination of biothiols
Chem. Commun.32Tu, TFALSEFALSEFALSEFALSE
7795
10.1039/c4cc00959b
From acetone metalation to the catalytic alpha-arylation of acyclic ketones with NHC-nickel(II) complexes
Chem. Commun.32Chetcuti, MJFALSEFALSEFALSEFALSE
7796
10.1039/c4cc05151c
Synthesis of 2-phenylnaphthalenes from styryl-2-methoxybenzenes
Chem. Commun.32Vishwakarma, RAFALSEFALSEFALSEFALSE
7797
10.1039/c4ob01979b
Palladium-catalyzed coupling of N-tosylhydrazones and beta-bromostyrene derivatives: new approach to 2H-chromenes
Org. Biomol. Chem.32Wang, JBFALSEFALSEFALSEFALSE
7798
10.1021/ol4029447
Two-Component, Three-Molecule Reactions between 2,3-Dihydroinden-1-ones and Aryl Chlorides Catalyzed by an N-Heterocyclic Carbene-Palladium(II)-1-Methylimidazole Complex
Org. Lett.32Shao, LXFALSEFALSEFALSEFALSE
7799
10.1080/10426507.2012.704103
Synthesis and Characterization of Homoleptic and Heteroleptic Complexes Involving Dithiocarbamates, Triphenylphosphine, and Nickel(II)
Phosphorus Sulfur Silicon Relat. Elem.
32Thirumaran, SFALSEFALSEFALSEFALSE
7800
10.1002/cmdc.201300114
Synthesis and invitro Evaluation of West Nile Virus Protease Inhibitors Based on the 2-{6-[2-(5-Phenyl-4H-{1,2,4]triazol-3-ylsulfanyl)acetylamino]benzothiazol-2-ylsulfanyl}acetamide Scaffold
ChemMedChem32Samanta, SFALSEFALSEFALSEFALSE
7801
10.6023/cjoc201209008
Base-Free Cu(II)-Catalyzed Coupling Reaction of Arylboronic Acids and Thiols
Chin. J. Org. Chem.32Yang, MHFALSEFALSEFALSEFALSE
7802
10.1039/c2nj40709d
New anellated 4H-1,4,2-diazaphospholes
New J. Chem.32Karaghiosoff, KFALSEFALSEFALSEFALSE
7803
10.1039/c3ra43363c
Nickel catalyzed one pot synthesis of biaryls under air at room temperature
RSC Adv.32Bhat, BRFALSEFALSEFALSEFALSE
7804
10.1002/anie.201208843
Nickel-Catalyzed Decarbonylative C-H Coupling Reactions: A Strategy for Preparing Bis(heteroaryl) Backbones
Angew. Chem.-Int. Edit.
32Martin, RFALSEFALSEFALSEFALSE
7805
10.1039/c2cc38646a
[F-18]Fluorination of an arylboronic ester using [F-18]selectfluor bis(triflate): application to 6-[F-18]fluoro-L-DOPA
Chem. Commun.32Gouverneur, VFALSEFALSEFALSEFALSE
7806
10.1080/00397911.2011.604896
INDIUM-PROMOTED ALLYLATION OF ALKYNES WITH ALLYLIC ALCOHOLS: HIGHLY REGIOSELECTIVE SYNTHESIS OF HALOGEN-SUBSTITUTED 1,4-DIENES
Synth. Commun.32Ma, LFALSEFALSEFALSEFALSE
7807
10.1021/jo301393s
The Galactosamine Residue in Mycobacterial Arabinogalactan Is alpha-Linked
J. Org. Chem.32Lowary, TLFALSEFALSEFALSEFALSE
7808
10.1055/s-0031-1289747
Synthesis of Aryl Triolborates via Nickel-Catalyzed Borylation of Aryl Halides with 5-(tert-Butyldimethylsiloxymethyl)-5-methyl-1,3,2-dioxaborinane
Synthesis32Murata, MFALSEFALSEFALSEFALSE
7809
10.1039/c2cc34454h
Hydrogenolysis-hydrogenation of aryl ethers: selectivity pattern
Chem. Commun.32Samant, BSFALSEFALSEFALSEFALSE
7810
10.1039/c2cc31718d
Ni-catalyzed construction of C-P bonds from electron-deficient phenols via the in situ aryl C-O activation by PyBroP
Chem. Commun.32Han, FSFALSEFALSEFALSEFALSE
7811
10.1021/ol201469r
Cross-Coupling of Mesylated Phenol Derivatives with Potassium Alkoxymethyltrifluoroborates
Org. Lett.32Molander, GAFALSEFALSEFALSEFALSE
7812
10.1016/j.tet.2011.03.066
Probing the electronic demands of transmetalation in the palladium-catalyzed cross-coupling of arylsilanolates
Tetrahedron32Denmark, SEFALSEFALSEFALSEFALSE
7813
10.1021/ja202769t
Nickel-Catalyzed Kumada Cross-Coupling Reactions of Tertiary Alkylmagnesium Halides and Aryl Bromides/Triflates
J. Am. Chem. Soc.32Biscoe, MRFALSEFALSEFALSEFALSE
7814
10.1039/c0ob01208d
Palladium-catalyzed tandem reaction to construct benzo[c]phenanthridine: application to the total synthesis of benzo[c]phenanthridine alkaloids
Org. Biomol. Chem.32Xu, XHFALSEFALSEFALSEFALSE
7815
10.1039/c0cc01950j
Desymmetrizations of meso-tert-norbornenols by rhodium(I)-catalyzed enantioselective retro-allylations
Chem. Commun.32Cramer, NFALSEFALSEFALSEFALSE
7816
10.1016/j.molcata.2009.02.003
Mild liquid-phase Friedel-Crafts acylation of heteroaromatic compounds over zeolite Beta
J. Mol. Catal. A-Chem.
32Brigas, AFFALSEFALSEFALSEFALSE
7817
10.1021/ma802215y
Synthetic Approaches to Regioregular Unsymmetrical Dialkoxy-Substituted Poly(1,4-phenylene ethynylene)s
Macromolecules32Collard, DMFALSEFALSEFALSEFALSE
7818
10.1039/b911286c
Nickel-catalyzed cross-coupling of diarylamines with haloarenes
Org. Biomol. Chem.32Yang, LMFALSEFALSEFALSEFALSE
7819
10.1016/j.tetlet.2008.04.117
Benzylation of arenes through FeCl3-catalyzed Friedel-Crafts reaction via C-O activation of benzyl ether
Tetrahedron Lett.32Zhao, KQFALSEFALSEFALSEFALSE
7820
10.1016/j.tetasy.2007.05.026
Asymmetric hydrogenation of aromatic ketones with new P-chirogenic monophosphine ligands
Tetrahedron-Asymmetry
32Lemaire, MFALSEFALSEFALSEFALSE
7821
10.1002/pola.21974
Synthesis and morphological characterization of poly(epsilon-caprolactone) and poly(2-methyloxazoline) substituted phenyl rings and phenylene oligorners
J. Polym. Sci. Pol. Chem.
32Demirel, ALFALSEFALSEFALSEFALSE
7822
10.1002/ejic.200601051
Low-valent nickel and palladium complexes with 1,1 '-bis(phosphanyl)ferrocenes: Syntheses and structures of acrylic acid and ethylene complexes
Eur. J. Inorg. Chem.32Walther, DFALSEFALSEFALSEFALSE
7823
10.1021/jo061502j
Design, synthesis, and properties of conformationally fixed semiquinone monoradical species
J. Org. Chem.32Sloop, JCFALSEFALSEFALSEFALSE
7824
10.1021/ja063934h
Palladium-catalyzed asymmetric silaboration of allenes
J. Am. Chem. Soc.32Suginome, MFALSEFALSEFALSEFALSE
7825
10.1246/bcsj.79.1248
Inclusion properties of 11b-substituted 2,3,5,6,11,11b-hexahydro-3-oxo-1H-indolizino[8,7-b]indole-5-carboxylic acid esters. New chiral host compounds derived from L-tryptophan
Bull. Chem. Soc. Jpn.
32Irikawa, HFALSEFALSEFALSEFALSE
7826
10.1021/ja058621l
Ruthenium-catalyzed isomerization of oxa/azabicyclic alkenes: an expedient route for the synthesis of 1,2-naphthalene oxides and imines
J. Am. Chem. Soc.32Tam, WFALSEFALSEFALSEFALSE
7827
10.1002/anie.200503274
A highly regioselective salt-free iron-catalyzed allylic alkylation
Angew. Chem.-Int. Edit.
32Plietker, BFALSEFALSEFALSEFALSE
7828
10.1055/s-2005-869856
Microwave irradiation as a high-speed tool for activation of sluggish aryl chlorides in Grignard reactions
Synlett32Nilsson, PFALSEFALSEFALSEFALSE
7829
10.1016/j.poly.2004.12.009
A new diphosphinite derived from cyclohexane-1,4-diol: oxidation reactions, metal complexes, P-O bond cleavage and X-ray,crystal structures of Ph2P(E)O(C6H10)OP(E)Ph-2 (E = S, Se)
Polyhedron32Balakrishna, MSFALSEFALSEFALSEFALSE
7830
10.1021/ja038752r
Room-temperature Ni(0)-catalyzed cross-coupling reactions of aryl arenesulfonates with arylboronic acids
J. Am. Chem. Soc.32Hu, QSFALSEFALSEFALSEFALSE
7831
10.1002/jlcr.745
Synthesis of no-carrier-added [C-11]methanesulfonyl chloride as a new labeling agent for PET radiopharmaceutical development
J. Label. Compd. Radiopharm.
32McCarron, JAFALSEFALSEFALSEFALSE
7832
10.1039/b307705e
Palladium-catalyzed allylic alkenylation of allylic alcohols with n-butyl acrylate
Chem. Commun.32Tsukada, NFALSEFALSEFALSEFALSE
7833
10.1021/om020814j
Synthesis of diruthenium complexes containing chiral thiolate-bridged ligands and their application to catalytic propargylic alkylation of propargylic alcohols with acetone
Organometallics32Uemura, SFALSEFALSEFALSEFALSE
7834
10.1016/S0040-4039(02)01894-4
Oxidative dimerization: Pd(II) catalysis in the presence of oxygen using aqueous media
Tetrahedron Lett.32Jung, KWFALSEFALSEFALSEFALSE
7835
10.5059/yukigoseikyokaishi.60.434
Combinatorial approaches towards organic synthetic catalysts
J. Synth. Org. Chem. Jpn.
32Uozumi, YFALSEFALSEFALSEFALSE
7836
10.1021/ja990432d
Nickel on charcoal (Ni/C): An expedient and inexpensive heterogeneous catalyst for cross-couplings between aryl chlorides and organometallics. I. Functionalized organozinc reagents
J. Am. Chem. Soc.32Lipshutz, BHFALSEFALSEFALSEFALSE
7837
10.1016/S1381-1169(97)00008-3
Asymmetric palladium(0)-catalyzed synthesis of allylic ethers
J. Mol. Catal. A-Chem.
32FALSEFALSEFALSEFALSE
7838
10.1016/S0040-4020(01)87192-1
CHEMISTRY OF 7-LABDEN-3-BETA,15-DIOL (I) - HOMOCHIRAL SYNTHESIS OF FREGENEDADIOL
Tetrahedron32URONES, JGFALSEFALSEFALSEFALSE
7839
10.1139/v83-436
SYNTHESIS OF (+/-)-TRIXAGOL BY AN ELECTROPHILIC CYCLIZATION OF AN ALLYLSILANE
Can. J. Chem.-Rev. Can. Chim.
32FALSEFALSEFALSEFALSE
7840
10.1021/acs.orglett.1c04223
Stereoselective Access to Conjugated and Cross-Conjugated Dienoates by Rh- and Ru-Catalyzed Isomerizations of Vinylcyclopropanes
Org. Lett.32Mazet, CFALSEFALSEFALSEFALSE
7841
10.1007/s10562-021-03799-y
Carbon-Carbon Bond Formation for the Synthesis of 5-Aryl-2-Substituted Furans Catalyzed by K-3[Fe(CN)(6)]
Catal. Lett.32Singh, PPFALSEFALSEFALSEFALSE
7842
10.1055/a-1650-8519
Electrochemical Synthesis of 2-Bromoethyl and 2-Iodoethyl Ketones from Cyclopropanols
Synlett32Hurski, ALFALSETRUEFALSEFALSE
7843
10.1002/adsc.202100641
Nickel-Catalyzed Amination of Aryl Nitriles for Accessing Diarylamines through C-CN Bond Activation
Adv. Synth. Catal.32Jin, LQ; Hu, XQFALSEFALSEFALSEFALSE
7844
10.1055/s-0040-1720446
Role of Benzylic Deprotonation in Nickel-Catalyzed Benzylic Dehydrogenation
Synlett32Newhouse, TRFALSEFALSEFALSEFALSE
7845
10.1055/a-1477-7059
Iridium-Catalyzed Direct C-H Allylation of Ketimines
Synthesis32Nishimura, TFALSEFALSEFALSEFALSE
7846
10.1039/c7qo00097a
Pd-Catalyzed 1,2-diarylation of vinylarenes at ambient temperature
Org. Chem. Front.32Song, QLFALSEFALSEFALSEFALSE
7847
10.1016/j.jscs.2016.10.001
Bromo-catalyzed photo esterification of benzylsilanes with alcohols under aerobic conditions
J. Saudi Chem. Soc.
32Sun, JFALSEFALSEFALSEFALSE
7848
10.1055/s-0036-1588075
A Modular Synthesis of 2-Alkyl- and 2-Arylchromans via a Three-Step Sequence
Synthesis32Orr, RKFALSEFALSEFALSEFALSE
7849
10.1016/j.jorganchem.2016.09.018
Suzuki-Miyaura cross-coupling of phenylboronic acid with aryl halides catalyzed by palladium and nickel species supported on alumina-based oxides
J. Organomet. Chem.
32Gniewek, AFALSEFALSEFALSEFALSE
7850
10.1016/j.tetlet.2016.05.072
Catalytic asymmetric synthesis of CPZEN-45
Tetrahedron Lett.32
Watanabe, T; Shibasaki, M
FALSEFALSEFALSEFALSE
7851
10.1016/j.tet.2016.02.005
PBr3-mediated unexpected reductive deoxygenation of alpha-aryl-pyridinemethanols: synthesis of arylmethylpyridines
Tetrahedron32Seto, SFALSEFALSEFALSEFALSE
7852
10.1039/c6cc05400e
Rhodium-catalyzed transformation of heteroaryl aryl ethers into heteroaryl fluorides
Chem. Commun.32
Arisawa, M; Yamaguchi, M
FALSEFALSEFALSEFALSE
7853
10.1021/acscatal.1c00185
C(sp(3))-H Selective Benzylic Borylation by In Situ Reduced Ultrasmall Ni Species on CeO2
A nickel-catalyzed cross-electrophile coupling of aryl triflates and nonaflates with alkyl iodides using manganese(0) as a reductant is described. The method is applicable to the reductive alkylation of various aryl sulfonates, including o-borylaryl triflate, which enabled efficient construction of diverse alkylated arenes under mild conditions.
ACS Catal.31Yamaguchi, KFALSEFALSEFALSEFALSE
7854
10.1002/slct.202003634
Pd(II)-NNN Pincer Complexes for Catalyzing Transfer Hydrogenation of Ketones
This Feature Article presents and discusses the use of different methods to quantify and explore the steric impact of N-heterocyclic carbene (NHC) ligands. These include (a) the percent buried volume (% V-bur), which provides a convenient single number to measure steric impact and (b) steric maps, which provide a graphical representation of the steric profile of a ligand using colour-coded contour maps. A critical discussion of the scope and limitations of these tools is presented, along with some examples of their use in organometallic chemistry and catalysis. This Article should provide all users of NHCs, from organic, organometallic, and inorganic chemistry backgrounds, with an appreciation of how these tools can be used to quantify and compare their steric properties.
ChemistrySelect31Karvembu, RFALSEFALSEFALSEFALSE
7855
10.1039/d0sc04383d
Enantioselective synthesis of highly oxygenated acyclic quaternary center-containing building blocksviapalladium-catalyzed decarboxylative allylic alkylation of cyclic siloxyketones
Reaction of a condensed flavonoid tannin, namely mimosa tannin extract with a hexamethylene diamine, has been investigated. For that purpose, catechin was also used as a flavonoid model compound and treated in similar conditions. Solid-state cross-polarisation/ magic-angle spinning (CP-MAS) carbon 13 nuclear magnetic resonance (C-13 NMR) and matrix assisted laser desorption ionisation time of flight (MALDI-ToF) mass spectroscopy studies revealed that polycondensation compounds leading to resins were obtained by the reaction of the amines with the phenolic hydroxy groups of the tannin. Simultaneously, a second reaction leading to the formation of ionic bonds between the two groups occurred. These new reactions have been shown to clearly lead to the reaction of several phenolic hydroxyl groups, and flavonoid unit oligomerisation, to form hardened resins.
Chem. Sci.31Stoltz, BMFALSEFALSEFALSEFALSE
7856
10.1016/j.jcat.2020.06.034
Palladium-catalyzed carbonylative transformation of phenols via in-situ triflyl exchangement
In its neutral state, bis(diisopropylphosphino)amine HL reacts in equimolar amounts with the nickel halides NiCl2.6H(2)O, NiBr2, and NiI2 in ethanol solutions to give the air- and moisture-stable P,P-chelated complexes (HL)NiX2 (X = CI, Br, I). Under similar conditions, complexes of the form [(HL)(2)Ni]X-2(X = BF4, NO3, ClO4) were prepared from 2:1 ligand-metal ratios of Ni(BF4)(2).6H(2)O, Ni(NO3)(2).6H(2)O, or Ni (ClO4)(2).6H(2)O. Deprotonation of the ligand with NaNH2 followed by reaction with NiI2 gives L2Ni when performed in Et2O, but leads to the co-crystal L2Ni.2[NCCHC(Me)NH2] when the solvent is acetonitrile. In addition to these Ni2+ compounds, the Ni complex (HL)(2)Ni can be prepared from a toluene solution of Ni(cod)(2). Each complex has been characterized by a combination of IR and multi-nuclear NMR spectroscopies, as well as single-crystal X-ray diffraction. Electrochemical studies of the complexes revealed irreversible decomposition of the (HL)NiX2 (X = Cl, Br, I) series, but electrocatalytic CO2 reduction by the [(HP2Ni]X-2 (X=NO3, ClO4) compounds. (C) 2016 Elsevier B.V. All rights reserved.
J. Catal.31Wu, XFFALSEFALSEFALSEFALSE
7857
10.1021/acsomega.0c00953
Electrochemical Synthesis of Sulfinate Esters: Nickel(II)-Catalyzed Oxidative Esterification of Thiols with Alcohols in an Undivided Cell
The synthesis and characterization of the new air-stable precatalyst (L1)Ni(o-tol)Cl (Cl; where L1 = JosiPhos CyPF-Cy) is reported, along with the results of a comparative reactivity survey involving Cl and analogous PAd-DalPhos- and DPPF-containing precatalysts (C2 and C3, respectively) in representative nickel-catalyzed C(sp(2))-N cross-coupling reactions. Precatalyst C1 was found to be competitive with, and in some cases complementary to, C2 in the monoarylation of ammonia and primary alkylamines with (hetero)aryl chlorides, including in otherwise challenging room temperature transformations. (Pseudo)halide comparison studies involving the cross-coupling of furfurylamine at room temperature revealed that in contrast to C2 precatalyst Cl performs less effectively with aryl bromides. Whereas C3 was found to be ineffective for such transformations, this DPPF-derived precatalyst proved superior to C1 and C2 in reactions involving the secondary dialkylamine test substrate morpholine.
ACS Omega31Kaboudin, BFALSETRUEFALSEFALSE
7858
10.1007/s10562-019-03062-5
C-N Cross-coupling Reactions of Amines with Aryl Halides Using Amide-Based Pincer Nickel(II) Catalyst
One-pot ketone synthesis has been developed with in situ activation of alkyl halides to alkylzinc halides in the presence of thioesters and Pd-catalyst. The new method provides us with a reliable option for a coupling at a late stage in a convergent synthesis of complex molecules, with use of a near 1:1 molar ratio of coupling partners. First, two facile, orthogonal methods have been developed for preparation of alkylzinc halides: (1) direct insertion of zinc dust to 1 degrees- and 2 degrees-alkyl halides in the presence of LiI in DMI and (2) early transition-metal assisted activation of alkyl halides via a single electron transfer (SET) process. CrCl2 has been found as an unprecedented, inevitable mediator for preparation of alkylzinc halides from alkyl halides, where CrCl2 likely functions to trap R, generated via a SET process, and transfer it to Zn(II) to form RZnX. In addition to a commonly used CoPc, a new radical initiator NbCpCl4 has been discovered through the study. Second, with use of the two orthogonal methods, three sets of coupling conditions have been developed to complete one-pot ketone synthesis, with Condition A (Pd(2)dba(3), PR3, Zn, LiI, TESCl, DMI), Condition B (A + CrCl2), and Condition C (B + NbCpCl4 or CoPc) being useful for simple linear and a substituted substrates; simple linear and beta-substituted substrates, and complex substrates; respectively. Condition C is applicable to the broadest range of substrates. Overall, one-pot ketone synthesis gives excellent yields, with good functional group tolerance. controlled formation of alkylzinc halides by a combination of CrCl2 and NbCpCl4 or CoPc is crucial for its application to complex substrates. Interestingly, one-pot ketone synthesis does not suffer from the chemical instability due to the inevitable radical pathway(s), for example a 1,5-H shift. Notably, even with the increase in molecular size, no significant decrease in coupling efficiency has been noticed. to illustrate the synthetic value at a late stage in a complex molecule synthesis, ketone 4sc, containing all the carbons of Eribulin, has been synthesized from 1s and 3c.
Catal. Lett.31Ghosh, AFALSEFALSEFALSEFALSE
7859
10.1007/s11814-020-0541-2
Gas-phase dehydration of glycerol to acrolein over different metal phosphate catalysts
The first Ni-catalyzed Suzuki-Miyaura coupling of amides for the synthesis of widely occurring biaryl compounds through N-C amide bond activation is reported. The reaction tolerates a wide range of electron-withdrawing, electron-neutral, and electron-donating substituents on both coupling partners. The reaction constitutes the first example of the Ni-catalyzed generation of aryl electrophiles from bench-stable amides with potential applications for a broad range of organometallic reactions.
Korean J. Chem. Eng.
31Ma, TLFALSEFALSEFALSEFALSE
7860
10.1021/acs.joc.0c00573
Dehydroxylated C-3 Alkylation of Indole Accompanied by 1,2-Sulfur Migration
Highly monodisperse graphene oxide-supported Ru/Pd nanoparticles (RuPd@GO NPs) have been reproducibly and easily synthesized by microwave assisted method. RuPd@GO NPs was performed for dehalogenation of arylhalides in the presence of ammonia borane in a mild condition as novel, highly efficient and exceptional reusable heterogeneous catalyst. The novel materials were characterized by transmission electron microscopy (TEM), the high resolution electron micrograph (HRTEM), X-ray diffraction (XRD) and X-ray photoelectron spectroscopy (XPS). The results showed that the prepared catalysts are highly crystalline, monodisperse and colloidally stable. The current one-pot catalytic process was described as a new methodology for dehalogenation of arylhalides which can be assessed as a quite simple, eco-friendly and highly efficient as well as exceptional reusable. All products were provided with one of the highest yield and the shortest time in the presence of novel RuPd@GO NPs due to the the synergistic effect of Ru and Pd. Our synthesis process comes with a facile and eco-friendly option to RuPd@GO NPs, allowing further scrutiny of current catalysts for numerous other chemical reactions.
J. Org. Chem.31Lu, T; Feng, JFALSEFALSEFALSEFALSE
7861
10.1055/s-0039-1690718
Nickel-Catalyzed Amination of alpha-Aryl Methyl Ethers
An efficient synthesis of 7-substituted pyrazolo[1,5-a] pyrimidines using a one-pot, two-step process via Pd-catalyzed direct CH-arylation followed by a saponification-decarboxylation reaction is reported. Compared to the classical method (Negishi coupling), this new procedure has the advantages of convenient manipulation, short reaction times, excellent yields and the use of commercially available and relatively non-toxic compounds.
Synlett31Rousseaux, SALFALSEFALSEFALSEFALSE
7862
10.6023/cjoc201901004
Asymmetric 1,3-Dipolar Cycloaddition Reaction of C,N-Diarylnitrone with N-alpha,beta-Unsaturated Acyl Compounds Catalyzed by Chiral Bisoxazoline Metal Complex
Chin. J. Org. Chem.31You, J; Yu, YCFALSEFALSEFALSEFALSE
7863
10.1007/s13738-019-01615-4
An efficient transformation of methyl ethers and nitriles to amides catalyzed by Iron(III) perchlorate hydrate
J. Iran Chem. Soc.31Yin, GBFALSEFALSEFALSEFALSE
7864
10.1039/c9ob00628a
Deoxygenative cross-electrophile coupling of benzyl chloroformates with aryl iodides
Org. Biomol. Chem.31Gong, HGFALSEFALSEFALSEFALSE
7865
10.1021/acs.organomet.8b00307
Advances in Base-Metal Catalysis: Development of a Screening Platform for Nickel-Catalyzed Borylations of Aryl (Pseudo)halides with B-2(OH)(4)
Organometallics31Wisniewski, SRFALSEFALSEFALSEFALSE
7866
10.1038/s41586-018-0669-y
Catalytic enantioconvergent coupling of secondary and tertiary electrophiles with olefins
Nature31Fu, GCFALSEFALSEFALSEFALSE
7867
10.1039/c8nj01518j
The first report on the transition metal-free homocoupling of aryl halides in the presence of L-cysteine
New J. Chem.31
Ghorbani-Choghamarani, A
FALSEFALSEFALSEFALSE
7868
10.1016/j.molstruc.2017.10.096
Copper-based 2D-coordination polymer as catalyst for allylation of aldehydes
J. Mol. Struct.31da Silva, FFFALSEFALSEFALSEFALSE
7869
10.1021/acs.orglett.8b00235
Nickel-Catalyzed Reductive Bis-Allylation of Alkynes
Org. Lett.31Komeyama, KFALSEFALSEFALSEFALSE
7870
10.1002/ejlt.201700133
Efficient microwave-assisted synthesis of glycerol monodecanoate
Eur. J. Lipid Sci. Technol.
31Plasseraud, LFALSEFALSEFALSEFALSE
7871
10.1039/c8ra01430b
Synthesis, characterization and evaluation of bulky bis(pyrazolyl)palladium complexes in Suzuki-Miyaura cross-coupling reactions
RSC Adv.31
Darkwa, J; Makhubela, BCE
FALSEFALSEFALSEFALSE
7872
10.6023/cjoc201705044
Copper Montmorillonite Modified by Biquaternary Ammonium Salts for Coupling of Aryl Halides with Aqueous Ammonia
Chin. J. Org. Chem.31Zhou, LMFALSEFALSEFALSEFALSE
7873
10.1039/c6ra06748d
Bioactivity-guided synthesis of tropine derivatives as new agonists for melatonin receptors
RSC Adv.31Chen, JJFALSEFALSEFALSEFALSE
7874
10.1002/adsc.201500461
Nickel-Catalyzed Synthesis of Enamides and Enecarbamates via Isomerization of Allylamides and Allylcarbamates
Adv. Synth. Catal.31Manolikakes, GFALSEFALSEFALSEFALSE
7875
10.1021/acs.orglett.5b00766
A Modular, Air-Stable Nickel Precatalyst
Org. Lett.31Doyle, AGFALSEFALSEFALSEFALSE
7876
10.1039/c4ra16452k
Ni(II) source as a pre-catalyst for the cross-coupling of benzylic pivalates with arylboronic acids: facile access to tri- and diarylmethanes
RSC Adv.31Yang, LMFALSEFALSEFALSEFALSE
7877
10.1016/j.tetlet.2014.10.077
Step-economy etherification of acylated alcohols
Tetrahedron Lett.31Xu, HDFALSEFALSEFALSEFALSE
7878
10.1007/s11434-014-0239-0
Progress of transition metal-catalyzed cross-coupling mediated by PyBroP
Chin. Sci. Bull.31Chen, GJFALSEFALSEFALSEFALSE
7879
10.1080/07328303.2014.907908
Attempted Synthesis of the Imidazylate of an a- Hydroxylactone Results in Unexpected Chlorination: Synthesis and X- Ray Crystal Structure of 5-Chloro-5-deoxy1,2-O-isopropylidene- beta-Lidurono-6,3-lactone
J. Carbohydr. Chem.
31Ferro, VFALSEFALSEFALSEFALSE
7880
10.1021/ol500587m
Cooperative Catalysis by Palladium-Nickel Binary Nanocluster for Suzuki-Miyaura Reaction of Ortho-Heterocycle-Tethered Sterically Hindered Aryl Bromides
Org. Lett.31Chakraborti, AKFALSEFALSEFALSEFALSE
7881
10.1016/j.bbrc.2014.02.067
New fluorescent probes for ligand-binding assays of odorant-binding proteins
Biochem. Biophys. Res. Commun.
31Napolitano, EFALSEFALSEFALSEFALSE
7882
10.1021/ol4031364
Enantioselective, Nickel-Catalyzed Suzuki Cross-Coupling of Quinolinium Ions
Org. Lett.31Doyle, AGFALSEFALSEFALSEFALSE
7883
10.1039/c4cc00853g
Oxidative addition of ether O-methyl bonds at a Pt(0) centre
Chem. Commun.31Perutz, RNFALSEFALSEFALSEFALSE
7884
10.1016/j.saa.2013.03.082
Substituent effects on the UV spectra of extended benzylidene anilines p-X-PhCH=NPhCH=CHPh-p-Y
Spectroc. Acta Pt. A-Molec. Biomolec. Spectr.
31Cao, CZFALSEFALSEFALSEFALSE
7885
10.1016/j.jfluchem.2012.12.001
Microwave-assisted amination from fluorobenzenes without catalyst and strong base
J. Fluor. Chem.31Zhou, WCFALSEFALSEFALSEFALSE
7886
10.1039/c3cy00303e
Bimetallic gold-palladium alloy nanoclusters: an effective catalyst for Ullmann coupling of chloropyridines under ambient conditions
Catal. Sci. Technol.31Dhital, RNFALSEFALSEFALSEFALSE
7887
10.1002/anie.201208571
Synthetic Studies on Pseudo-Dimeric Lycopodium Alkaloids: Total Synthesis of Complanadine B
Angew. Chem.-Int. Edit.
31Sarpong, RFALSEFALSEFALSEFALSE
7888
10.1016/j.tet.2012.07.084
Synthesis and properties of phenylogous amides
Tetrahedron31Yamasaki, RFALSEFALSEFALSEFALSE
7889
10.1039/c2cc33755j
Synthesis of unsymmetrical biaryl ethers through nickel-promoted coupling of polyfluoroarenes with arylboronic acids and oxygen
Chem. Commun.31Cao, SFALSEFALSEFALSEFALSE
7890
10.1021/ol202271k
N-Capping of Primary Amines with 2-Acyl-benzaldehydes To Give Isoindolinones
Org. Lett.31Schmalz, HGFALSEFALSEFALSEFALSE
7891
10.1007/s11243-011-9525-8
Microwave-enhanced cyanation of aryl halides with a dimeric ortho-palladated complex catalyst
Transit. Met. Chem.
31Hajipour, ARFALSEFALSEFALSEFALSE
7892
10.1021/ol101592r
Nickel-Catalyzed C-O Activation of Phenol Derivatives with Potassium Heteroaryltrifluoroborates
Org. Lett.31Molander, GAFALSEFALSEFALSEFALSE
7893
10.1038/NCHEM.518
A palladium-catalysed enolate alkylation cascade for the formation of adjacent quaternary and tertiary stereocentres
Nat. Chem.31Stoltz, BMFALSEFALSEFALSEFALSE
7894
10.1021/ol901978e
Nickel-Catalyzed Cross-Coupling Reaction of Alkenyl Methyl Ethers with Aryl Boronic Esters
Org. Lett.31Tobisu, MFALSEFALSEFALSEFALSE
7895
10.1021/ja808935n
Facile Synthesis of Highly Stable Gold Nanoparticles and Their Unexpected Excellent Catalytic Activity for Suzuki-Miyaura Cross-Coupling Reaction in Water
J. Am. Chem. Soc.31Guo, RFALSEFALSEFALSEFALSE
7896
10.1080/00958970902939814
X-ray structure of trans-chloro(1-naphthyl) bis(triphenylphosphine)nickel(II) and its application for catalytic dehalogenation of aryl chlorides
J. Coord. Chem.31Bao, MFALSEFALSEFALSEFALSE
7897
10.1002/aoc.1359
Suzuki cross-coupling reaction of aryl and heterocyclic bromides and aromatic polybromides on a Pd(II)-hydrotalcite catalyst
Appl. Organomet. Chem.
31Ruiz, JRFALSEFALSEFALSEFALSE
7898
10.1002/asia.200700391
A heterogeneous-catalyst-based, microwave-assisted protocol for the synthesis of 2,2 '-bipyridines
Chem.-Asian J.31Vicic, DAFALSEFALSEFALSEFALSE
7899
10.1016/j.tet.2007.09.074
Iodocyclization/base-induced hydrodeiodination reaction of 5-substituted 4-alkenols. The influence of substituent on the stereoselective pathway
Tetrahedron31Paolucci, CFALSEFALSEFALSEFALSE
7900
10.1021/ol060666j
Asymmetric silaboration of terminal allenes bearing alpha-stereogenic centers: Stereoselection based on reagent control
Org. Lett.31Suginome, MFALSEFALSEFALSEFALSE
7901
10.1055/s-2006-939051
Grignard-triggered fragmentation of vinylogous acyl triflates: Synthesis of (Z)-6-heneicosen-11-one, the Douglas fir tussock moth sex pheromone
Synlett31Dudley, GBFALSEFALSEFALSEFALSE
7902
10.1016/j.tetlet.2005.08.136
Synthesis of aromatic phosphates via cycloaddition of phosphate dienes
Tetrahedron Lett.31Wiemer, DFFALSEFALSEFALSEFALSE
7903
10.1021/ol051871m
Synthesis of a diverse series of phosphacoumarins with biological activity
Org. Lett.31Li, XSFALSEFALSEFALSEFALSE
7904
10.1039/b416703a
Luminescent silver metal chains with unusual mu(4)-bonded 2,2 '-bipyrazine
Dalton Trans.31Lu, KLFALSEFALSEFALSEFALSE
7905
10.1002/qsar.200420040
Rapid microwave-promoted cross-coupling reaction of aryl bromides with aryl boronic acids and sodium tetraphenylborate catalyzed by a reusable polymer-supported palladium complex
QSAR Comb. Sci.31Wang, JXFALSEFALSEFALSEFALSE
7906
10.1021/op0340457
Cross-coupling methods for the large-scale preparation of an imidazole-thienopyridine: Synthesis of [2-(3-methyl-3H-imidazol-4-yl)thieno[3,2-b]pyridin-7-yl]-(2-methyl-1H-indol-5-yl)-amine
Org. Process Res. Dev.
31Ragan, JAFALSEFALSEFALSEFALSE
7907
10.1055/s-2003-37120
Ruthenium-bisimine: A new catalytic precursor for regioselective allylic alkylation
Synlett31Renaud, JLFALSEFALSEFALSEFALSE
7908
10.1016/S0040-4039(02)01502-2
Palladium-catalyzed hydrodehalogenations by fluoride activated polymethylhydrosiloxane
Tetrahedron Lett.31Maleczka, REFALSEFALSEFALSEFALSE
7909
10.1016/S0040-4039(01)01467-8
Regioselective rhodium-catalyzed allylic alkylation/ring-closing metathesis approach to carbocycles
Tetrahedron Lett.31Evans, PAFALSEFALSEFALSEFALSE
7910
10.1021/ja0108640
General strategies for the synthesis of the major classes of C-aryl glycosides
J. Am. Chem. Soc.31Martin, SFFALSEFALSEFALSEFALSE
7911
10.1016/S0040-4020(97)10208-3
Synthetic and kinetic aspects of nickel-catalysed amination of allylic alcohol derivatives
Tetrahedron31Mortreux, AFALSEFALSEFALSEFALSE
7912
10.1016/0040-4039(96)00786-1
Optically active allylsilanes .20. Asymmetric hydrosilylation of cyclic 1,3-dienes catalyzed by an axially chiral monophosphine-palladium complex
Tetrahedron Lett.31FALSEFALSEFALSEFALSE
7913
10.1016/0957-4166(95)00371-1
Saponaceolides: Differential cytotoxicity and enantioselective synthesis of the right-hand lactone moiety
Tetrahedron-Asymmetry
31Vidari, GFALSEFALSEFALSEFALSE
7914
10.1039/c39940001789
NICKEL-CATALYZED SUBSTITUTION-REACTIONS OF ALLYLIC CARBONATES WITH ARYL-BORATES AND ALKENYL-BORATES
J. Chem. Soc.-Chem. Commun.
31KOBAYASHI, YFALSEFALSEFALSEFALSE
7915
10.1021/ja00188a095
A STEREOSELECTIVE SYNTHESIS OF FUNCTIONALIZED ALKENYLLITHIUMS AND ALKENYL CYANOCUPRATES BY THE CU(I)-CATALYZED COUPLING OF ORGANO-LITHIUM REAGENTS WITH ALPHA-LITHIATED CYCLIC ENOL ETHERS
J. Am. Chem. Soc.31KOCIENSKI, PFALSEFALSEFALSEFALSE
7916
10.1021/jo00226a030
STUDIES IN SRNI SERIES .19. A GENERAL SRN1-BASED METHOD FOR TOTAL SYNTHESIS OF UNSYMMETRICALLY HYDROXYLATED 2,2'-BINAPHTHALENES
J. Org. Chem.31BEUGELMANS, RFALSEFALSEFALSEFALSE
7917
10.1246/cl.1982.223
CHEMISTRY OF ORGANO-SILICON COMPOUNDS .159. HIGHLY REGIOSELECTIVE SYNTHESIS OF (1-METHYL-2-PROPENYL)TRIMETHYLSILANE USING THE CROTYL GRIGNARD-REAGENT AND TRIMETHYLCHLOROSILANE
Chem. Lett.31HOSOMI, AFALSEFALSEFALSEFALSE
7918
10.1016/S0020-1693(00)86943-1
NICKEL(II), PALLADIUM(II) AND PLATINUM(II) DICHLORO COMPLEXES CONTAINING OPTICALLY-ACTIVE DIPHOSPHINES
31MORANDINI, FFALSEFALSEFALSEFALSE
7919
10.1002/chem.202102031
Electrocatalytic H-2 Generation from Water Relying on Cooperative Ligand Electron Transfer in (PNP)-P-3 Pincer-Supported Ni-II Complexes
Chem.-Eur. J.31Richeson, DFALSETRUEFALSEFALSE
7920
10.1246/bcsj.20200364
Conjugate Addition of Acetal-Derived Benzyl Radicals Generated from Low-Valent Titanium-Mediated C-O Bond Cleavage
Bull. Chem. Soc. Jpn.
31Suga, T; Ukaji, YFALSEFALSEFALSEFALSE
7921
10.1002/adsc.201600887
Expeditious Synthesis of Functionalized 1-Arylcyclooctadienes via Palladium-Catalyzed Lithium Cross-Coupling
Adv. Synth. Catal.31Brase, SFALSEFALSEFALSEFALSE
7922
10.3762/bjoc.12.209
Palladium-catalyzed ring-opening reactions of cyclopropanated 7-oxabenzonorbornadiene with alcohols
Beilstein J. Org. Chem.
31Tam, WFALSEFALSEFALSEFALSE
7923
10.1002/bkcs.10871
Synthesis of Oxazine-Embedded 1,1-Biaryl-2,2-diamine via [3,3]-Sigmatropic Rearrangement of Oxazine Diarylhydrazine
Bull. Korean Chem. Soc.
31Cho, CGFALSEFALSEFALSEFALSE
7924
10.1039/c6ra14670h
Regioselective copper-diamine-catalyzed C-H arylation of 1,2,4-triazole ring with aryl bromides
RSC Adv.31Teo, YCFALSEFALSEFALSEFALSE
7925
10.1080/00958972.2021.1881066
Iron-catalyzed N-alkylation of aromatic amines via borrowing hydrogen strategy
The Ni-catalyzed Suzuki-Miyaura coupling of N-tert-butoxycarbonyl (N-Boc)-protected amides provides a versatile strategy for the construction of C-C bonds. In this study, density functional theory (DFT) methods have been used to elucidate the mechanism of this reaction, with particular emphasis on the roles of N-Boc, K3PO4 and H2O. Our results corroborated those of previous reports, indicating that the overall catalytic cycle consists of three steps, including oxidative addition, transmetalation, and reductive elimination. Three of the possible transmetalation mechanisms were examined to interpret the effects of K3PO4 and H2O. According to the most feasible of these transmetalation mechanisms, K3PO4 (acting as a Lewis base) would initially interact with the Lewis acid PhBpin to give a K3PO4-PhBpin complex, which would readily undergo a hydrogen transfer step with H2O. The H transfer in the transmetalation step was determined to be the rate-determining step. Notably, the theoretical results showed good agreement with the experimental data.
J. Coord. Chem.30Liu, TTFALSEFALSEFALSEFALSE
7926
10.1055/a-1337-6459
Nickel-Catalyzed N-Arylation of Amides with (Hetero)aryl Electrophiles by Using a DBU/NaTFA Dual-Base System
A practical one-pot process for hydrodeoxygenation (HDO) of phenolic derivatives to their corresponding arenes was developed. This method provided a facile route to upgrading bio-oil. The substrate scope of this protocol was wide, complicated and multi-phenolic compounds were also smoothly hydrodeoxygenated to their corresponding arenes. (C) 2017 Elsevier Ltd. All rights reserved.
Synlett30Stradiotto, MFALSETRUEFALSEFALSE
7927
10.1021/acs.organomet.0c00628
Insight into the Scope and Mechanism for Transmetalation of Hydrocarbyl Ligands on Complexes Relevant to C-H Activation
In this study, a MnI/AgI-based relay catalysis process is described for the one-pot synthesis of polycyclic products by a formal [3+2] and [4+2] cycloaddition reaction cascade. A manganese(I) complex catalyzed the first example of directed C-H allylation with allenes, setting the stage for an in situ Povarov cyclization catalyzed by silver(I). The reaction proceeds with high bond-forming efficiency (three C-C bonds), broad substrate scope, high regio- and stereoselectivity, and 100% atom economy.
Organometallics30Lewis, JCFALSEFALSEFALSEFALSE
7928
10.1039/d0sc04074f
What can reaction databases teach us about Buchwald-Hartwig cross-couplings?
Nickel-catalyzed addition of arylboron reagents to ketones results in aryl olefins directly. The neutral condition, allows acidic protons of alcohols, phenols, and malonates to be present, and fragile structures are also tolerated.
Chem. Sci.30Fitzner, MFALSEFALSEFALSEFALSE
7929
10.1039/d0cy00748j
Nickel catalysed construction of benzazolesviahydrogen atom transfer reactions
A novel catalytic reaction of alcohol etherification in the system ROH - PtCl42- - PtCl62- was found. Methanol easily transforms into dimethyl ether in the presence of catalytic amounts of Pt-II chloro complexes at 70 degrees C. Under the same conditions reaction of ethanol affords diethyl ether (catalytic) and pi-ethylene Pt-II complex (stoichiometric). The reactions are accompanied by multiple HAD exchange, which is indicative of intermediacy of corresponding alkyl platinum derivatives. The plausible reaction mechanism involves oxidative addition of alcohol forming intermediate alkyl platinum(IV) derivative followed by decomposition of it via reductive elimination step under the action of alcohol giving the ether and regenerating catalyst. In the case of ethyl alcohol reaction, beta-hydrogen abstraction from the intermediate Pt-ethyl species yields pi-ethylene platinum(II) complex. Although it seems that the reaction does not involve the initial breaking of C-H bonds of an alcohol, this system can be regarded as a model for studying of some peculiarities of Shilov chemistry, in particular, of isotope scrambling mechanisms in Shilov alkane activation. In contrast to reactions of dimethyl and diethyl ethers formation, tert-butyl ethers formation in CD3OH/t-BuOH medium is catalyzed by Pt-IV chloro complexes also and is not accompanied by isotope scrambling. These observations argue against intermediacy of alkyl platinum.derivatives suggesting that acid-catalyzed mechanism operates in tert-butyl alcohol etherification. (C) 2016 Elsevier B.V. All rights reserved.
Catal. Sci. Technol.30Adhikari, DFALSEFALSEFALSEFALSE
7930
10.3987/COM-20-14253
SULFAMIC ACID-CATALYZED CONVERSION OF o-AMINOTHIOPHENOL AND AROMATIC ALDEHYDES TO 2-ARYLBENZOTHIAZOLES
Protecting-group-independent cross-coupling of alpha-alkoxyalkyl- and alpha-acyloxyalkyltrifluoroborates with aryl and heteroaryl bromides is achieved through application of photoreddx/nickel dual catalysis. Reactions occur under exceptionally mild conditions, with outstanding functional group compatibility and excellent observed tolerance of heteroarenes. This method offers expedient access to protected secondary benzylic alcohol motifs bearing benzyl, pivaloyl, and N,N-diisopropylcarbamoyl protecting groups.
Heterocycles30Yu, XFFALSEFALSEFALSEFALSE
7931
10.3762/bjoc.16.89
Suzuki-Miyaura cross coupling is not an informative reaction to demonstrate the performance of new solvents
By the use of 1-chloro-1,2-benziodoxol-3-one, an age-old reagent, the practical and efficient chlorination method is achieved. This hypervalent iodine reagent is amenable not only to the chlorination of nitrogen-containing heterocycles but also to selected classes of arenes, BODIPY dyes, and pharmaceuticals. In addition, the advantages, such as easy preparation and recyclable, air- and moisture-stable, in combination with the success in a gram-scale experiment grant this reagent great potential for industrial application.
Beilstein J. Org. Chem.
30Sherwood, JFALSEFALSEFALSEFALSE
7932
10.6023/A19050193
Modular Synthesis of Functionalized 4-Quinolones via a Radical Cyclization Cascade Reaction
Acta Chim. Sin.30Xu, HCFALSEFALSEFALSEFALSE
7933
10.1038/s41467-019-09766-x
Nickel-catalyzed Suzuki-Miyaura cross-couplings of aldehydes
Nat. Commun.30Rueping, MFALSEFALSEFALSEFALSE
7934
10.1016/j.poly.2018.10.028
Highly active homoleptic nickel(II) bis-N-heterocyclic carbene catalyst for Suzuki-Miyaura and Heck cross-coupling reactions
Polyhedron30Ganesan, PFALSEFALSEFALSEFALSE
7935
10.1002/anie.201810757
Nickel-Catalyzed Mizoroki-Heck-Type Reactions of Unactivated Alkyl Bromides
Angew. Chem.-Int. Edit.
30Alexanian, EJFALSEFALSEFALSEFALSE
7936
10.1039/c8sc03430c
Reductive cleavage of C=C bonds as a new strategy for turn-on dual fluorescence in effective sensing of H2S
Chem. Sci.30
Zhang, HJ; Zhang, XJ
FALSEFALSEFALSEFALSE
7937
10.1055/S-0036-1591774
Iron-Catalyzed Grignard Cross-Couplings with Allylic Methyl Ethers or Allylic Trimethylsilyl Ethers
Synlett30Nagano, TFALSEFALSEFALSEFALSE
7938
10.1002/anie.201800699
Sulfonamidation of Aryl and Heteroaryl Halides through Photosensitized Nickel Catalysis
Angew. Chem.-Int. Edit.
30MacMillan, DWCTRUEFALSEFALSEFALSE
7939
10.1021/acs.organomet.7b00848
Synthesis of NHC Pincer Hydrido Nickel Complexes and Their Catalytic Applications in Hydrodehalogenation
Organometallics30Sun, HJFALSEFALSEFALSEFALSE
7940
10.1080/00304948.2018.1405334
Simple and Efficient Large-scale Metal-free Synthesis of o-(5-Formyl-2-thienyl)benzonitrile and o-(5-Formyl-2-furyl)benzonitrile
Org. Prep. Proced. Int.
30Lovric, MFALSEFALSEFALSEFALSE
7941
10.1002/anie.201710053
Cobalt-Catalyzed Suzuki Biaryl Coupling of Aryl Halides
Angew. Chem.-Int. Edit.
30Bedford, RBFALSEFALSEFALSEFALSE
7942
10.1021/acs.joc.7b02423
TfOH-Catalyzed Reaction between 3-Diazoindolin-2-imines and Electron-Rich Arenes: Access to 3-Aryl-2-aminoindoles
J. Org. Chem.30Lu, P; Wang, YGFALSETRUEFALSEFALSE
7943
10.1016/j.jfluchem.2017.07.017
Fluorodecarboxylation: Synthesis of aryl trifluoromethyl ethers (ArOCF3) and thioethers (ArSCF3)
J. Fluor. Chem.30Prakash, GKSFALSEFALSEFALSEFALSE
7944
10.1039/c6cc00971a
Pd-II/CuBr2 catalysed keto alpha-C-sp3-H benzoxylation of N,N-dialkylamides directed by o-hydroxy groups
Chem. Commun.30Patel, BKFALSEFALSEFALSEFALSE
7945
10.1038/NCHEM.2388
Nickel-catalysed Suzuki-Miyaura coupling of amides
Nat. Chem.30Garg, NKFALSEFALSEFALSEFALSE
7946
10.1039/c6dt00064a
Oxidatively-induced aromatic cyanation mediated by Ni(III)
Dalton Trans.30Mirica, LMFALSEFALSEFALSEFALSE
7947
10.1016/j.tetlet.2015.10.022
A direct facile and effective synthesis of various 1,1-heterodiaryl alkenes through Pd catalyzed cross coupling reaction using N-tosylhydrazones via C-OH bond activation
Tetrahedron Lett.30Chikhalia, KHFALSEFALSEFALSEFALSE
7948
10.1021/acs.oprd.5b00148
Stereospecific Nickel-Catalyzed Cross-Coupling Reactions of Benzylic Ethers with Isotopically-Labeled Grignard Reagents
Org. Process Res. Dev.
30Jarvo, ERFALSEFALSEFALSEFALSE
7949
10.1038/nature14615
Conversion of amides to esters by the nickel-catalysed activation of amide C-N bonds
Nature30Houk, KNFALSEFALSEFALSEFALSE
7950
10.1016/j.tetlet.2015.03.039
Pd(II)-mediated cyclodehydrogenation of formyldiarylamines-total synthesis of natural carbazoles clauraila A, clausenal and 6-methoxymurrayanine
Tetrahedron Lett.30Emery, FDFALSEFALSEFALSEFALSE
7951
10.1016/j.cclet.2014.10.021
Mechanistic study on the regioselectivity of Co-catalyzed hydroacylation of 1,3-dienes
Chin. Chem. Lett.30Yu, HZFALSEFALSEFALSEFALSE
7952
10.1039/c5cc02552d
Stereoselective synthesis of glycosides using (salen)Co catalysts as promoters
Chem. Commun.30Galan, MCFALSEFALSEFALSEFALSE
7953
10.1080/00397911.2015.1100746
Copper(II) Bromide-Catalyzed C-C/C-N Bond-Forming Reactions: Synthesis of Pyrrole-Incorporated Triarylmethanes
Synth. Commun.30Rao, HSPFALSEFALSEFALSEFALSE
7954
10.1016/j.catcom.2014.08.010
Trans-chloro-(1-naphthyl)bis[tris-(4-methoxyphenyl) phosphane]-nickel(II) catalyzed Suzuki- Miyaura coupling of aryl chlorides with phenylboronic acid
Catal. Commun.30Li, RXFALSEFALSEFALSEFALSE
7955
10.1016/j.tet.2014.04.059
A nickel precatalyst for efficient cross-coupling reactions of aryl tosylates with arylboronic acids: vital role of dppf
Tetrahedron30Lei, XYFALSEFALSEFALSEFALSE
7956
10.1039/c4ra05999a
Copper nanoparticle-catalyzed borylation of alkyl bromides with an organodiboron compound
RSC Adv.30Chung, YKFALSEFALSEFALSEFALSE
7957
10.1021/ol402336u
Regio- and Enantiospecific Rhodium-Catalyzed Allylic Substitution with an Acyl Anion Equivalent
Org. Lett.30Evans, PAFALSEFALSEFALSEFALSE
7958
10.1016/j.tca.2013.07.013
Some aspects of catalytic activity of pyrolyzed coals
Thermochim. Acta30Strojwas, AFALSEFALSEFALSEFALSE
7959
10.1080/00397911.2011.632830
Palladium-Catalyzed Synthesis of Symmetrical Biaryls Under Microwave Irradiation and Conventional Heating
Synth. Commun.30Hajipour, ARFALSEFALSEFALSEFALSE
7960
10.3184/174751913X13635315066265
Efficient Stille cross-coupling reaction catalysed by the Pd(OAc)(2)/orotic acid catalytic system
J. Chem. Res30Zhang, HPFALSEFALSEFALSEFALSE
7961
10.1021/ja311669p
Nickel-Catalyzed Carbon-Carbon Bond-Forming Reactions of Unactivated Tertiary Alkyl Halides: Suzuki Arylations
J. Am. Chem. Soc.30Fu, GCFALSEFALSEFALSEFALSE
7962
10.6023/cjoc1202052
Nickel-Catalyzed Negishi Cross-Coupling Reactions of Secondary Alkylzinc Halides with 6-Chloropurines
Chin. J. Org. Chem.30Wang, DCFALSEFALSEFALSEFALSE
7963
10.1016/j.jphotochem.2012.02.008
Conversion of aryl C-O to C-C bond through a UV light activation/TEMPO oxidation cascade reaction
J. Photochem. Photobiol. A-Chem.
30Xia, WJFALSEFALSEFALSEFALSE
7964
10.1016/j.poly.2011.01.007
Synthesis, characterization and application of pincer-type nickel iminophosphinite complexes
Polyhedron30Xia, ABFALSEFALSEFALSEFALSE
7965
10.1080/17415993.2011.628991
Synthesis and spectral studies of Ni(II) heterocyclic dithiocarbamates with S2PN chromophore: X-ray crystal structures of bis(1,2,3,4-tetrahydroquinolinecarbodithioato-S,S ')nickel(II) and 1,2,3,4-tetrahydroquinolinecarbodithioato-S,S ')(thiocyanato-N)(triphenylphosphine)nickel(II)
J. Sulfur Chem.30Thirumaran, SFALSEFALSEFALSEFALSE
7966
10.1007/s10562-010-0385-1
Highly Efficient Pd-Catalyzed Cyanation of Aryl Chlorides and Arenesulfonates with Potassium Ferrocyanide in Aqueous Media
Catal. Lett.30Huang, JFALSEFALSEFALSEFALSE
7967
10.1021/jo100352b
Ester-Directed Regioselective Borylation of Heteroarenes Catalyzed by a Silica-Supported Iridium Complex
J. Org. Chem.30Sawamura, MFALSEFALSEFALSEFALSE
7968
10.1039/b919246h
Nickel/magnesium-lanthanum mixed oxide catalyst in the Kumada-coupling
Org. Biomol. Chem.30Hell, ZFALSEFALSEFALSEFALSE
7969
10.1021/ja903880q
Palladium-Catalyzed Enantioselective alpha-Arylation and alpha-Vinylation of Oxindoles Facilitated by an Axially Chiral P-Stereogenic Ligand
J. Am. Chem. Soc.30Buchwald, SLFALSEFALSEFALSEFALSE
7970
10.1021/ja900805y
Nickel-Catalyzed Decarboxylative Carboamination of Alkynes with Isatoic Anhydrides
J. Am. Chem. Soc.30Kurahashi, TFALSEFALSEFALSEFALSE
7971
10.1021/ja902829p
Cleavage of C-N Bonds in Aniline Derivatives on a Ruthenium Center and Its Relevance to Catalytic C-C Bond Formation
J. Am. Chem. Soc.30Kakiuchi, FFALSEFALSEFALSEFALSE
7972
10.1055/s-0028-1087673
Catalytic Enantioselective alpha-Arylation of Carbonyl Compounds
Synlett30Burtoloso, ACBFALSEFALSEFALSEFALSE
7973
10.1016/j.molcata.2006.06.004
Aryl Grignard cross-coupling of aryl chlorides catalysed by new, highly active phosphine/imidazolium nickel(II) complexes
J. Mol. Catal. A-Chem.
30Labande, AFALSEFALSEFALSEFALSE
7974
10.1080/00397910600638937
Simple synthesis of versatile coumarin scaffolds
Synth. Commun.30Lay, LFALSEFALSEFALSEFALSE
7975
10.1016/j.jorganchem.2004.11.023
Highly enantioselective catalytic asymmetric ring opening reaction employing the Daniphos ligand
J. Organomet. Chem.
30Salzer, AFALSEFALSEFALSEFALSE
7976
10.1021/ol0478133
Copper-catalyzed anti-stereocontrolled ring-opening of azabicyclic alkenes with grignard reagents
Org. Lett.30Arrayas, RGFALSEFALSEFALSEFALSE
7977
10.1021/ol047854z
Stereoselective enol tosylation: Preparation of trisubstituted alpha,beta-unsaturated esters
Org. Lett.30Baxter, JMFALSEFALSEFALSEFALSE
7978
10.1055/s-2004-832845
Palladium-catalyzed homocoupling of arylboronic acids and esters using fluoride in aqueous solvents
Synlett30Finn, MGFALSEFALSEFALSEFALSE
7979
10.1021/jo049394t
Direct preparation of allylic indium(III) reagents from allylic alcohols via a reductive transmetalation of pi-allylnickel(II) with indium(I) iodide
J. Org. Chem.30Araki, SFALSEFALSEFALSEFALSE
7980
10.1016/S0040-4039(03)00191-6
Facile and efficient total synthesis of (+/-)-cryptotanshinone and tanshinone IIA
Tetrahedron Lett.30Lu, WFALSEFALSEFALSEFALSE
7981
10.1351/pac200375010063
Unified strategy for the synthesis of C-aryl glycosides
Pure Appl. Chem.30Martin, SFFALSEFALSEFALSEFALSE
7982
10.1021/ja027716+
Copper-catalyzed Suzuki cross-coupling using mixed nanocluster catalysts
J. Am. Chem. Soc.30Rothenberg, GFALSEFALSEFALSEFALSE
7983
10.1016/S0022-328X(00)00173-X
Kinetic resolution in Pd-catalyzed allylic substitution using the helical PHelix ligand
J. Organomet. Chem.
30Reetz, MTFALSEFALSEFALSEFALSE
7984
10.1016/S1381-1169(98)00067-3
Nickel vs. palladium catalysts for coupling reactions of allyl alcohol with soft nucleophiles: activities and deactivation processes
J. Mol. Catal. A-Chem.
30Mortreux, AFALSEFALSEFALSEFALSE
7985
10.1016/S0040-4020(98)00603-6
Highly enantioselective benzylic hydroxylation with concave type of (salen)manganese(III) complex
Tetrahedron30Katsuki, TFALSEFALSEFALSEFALSE
7986
10.1016/S0040-4039(96)02329-5
Asymmetric allylic alkylation catalyzed by palladium complexes with a new chiral bisphosphine ligand
Tetrahedron Lett.30FALSEFALSEFALSEFALSE
7987
10.1016/0040-4039(96)01302-0
Bis(aminophosphine)-nickel complexes as efficient catalysts for alkylation of allylic acetates with stabilized nucleophiles
Tetrahedron Lett.30FALSEFALSEFALSEFALSE
7988
10.1039/c39940001923
TRANSITION-METAL-CATALYZED IPSO-REPLACEMENT REACTIONS OF HETEROAROMATIC PHENOLIC ETHERS BY ZINC AND TIN ORGANOMETALLIC COMPOUNDS
J. Chem. Soc.-Chem. Commun.
30FALSEFALSEFALSEFALSE
7989
10.1016/0022-328X(93)80158-8
RUTHENIUM COMPLEX-CATALYZED ALLYLIC ALKYLATION OF CARBONUCLEOPHILES WITH ALLYLIC CARBONATES
J. Organomet. Chem.
30FALSEFALSEFALSEFALSE
7990
10.1016/S0040-4020(01)91955-6
SELECTIVE MONO-ARYLATION AND MONO-ALKYLATION OF BIS(ALKYLTHIO)BENZENES - THE IMPORTANCE OF STERIC EFFECTS IN THE NICKEL-CATALYZED CROSS-COUPLING OF ARYL ALKYL SULFIDES WITH GRIGNARD-REAGENTS
Tetrahedron30TIECCO, MFALSEFALSEFALSEFALSE
7991
10.1039/d1nj04008a
An evaluation of palladium-based catalysts for the base-free borylation of alkenyl carboxylates
New J. Chem.30Leitch, DCFALSEFALSEFALSEFALSE
7992
10.1002/hlca.202100110
Teflon Magnetic Stirring Capsules (TMSC) as a Practical and Reusable Delivery System for Sensitive Reagents and Catalysts
Helv. Chim. Acta30Mazet, CFALSEFALSEFALSEFALSE
7993
10.1016/j.tetlet.2021.153270
Synthesis of indoles through acceptorless dehydrogenative coupling catalyzed by nickel on silica-alumina
Tetrahedron Lett.30
Duguet, N; Metay, E
FALSEFALSEFALSEFALSE
7994
10.1016/j.mencom.2021.03.043
Nickel catalyzed hydrosilane reduction of (het)arenecarboxylic acids into aldehydes
Mendeleev Commun.
30Li, SBFALSEFALSEFALSEFALSE
7995
10.1021/acscatal.7b02025
Silyloxyarenes as Versatile Coupling Substrates Enabled by Nickel-Catalyzed C-O Bond Cleavage
ACS Catal.30Montgomery, JFALSEFALSEFALSEFALSE
7996
10.1021/acs.oprd.7b00185
Kumada-Corriu Heteroaryl Cross-Coupling for Synthesis of a Pharmaceutical Intermediate: Comparison of Batch Versus Continuous Reaction Modes
Org. Process Res. Dev.
30Xin, LHFALSEFALSEFALSEFALSE
7997
10.1021/acs.orglett.7b01549
Nickel-Catalyzed Amination of Aryl 2-Pyridyl Ethers via Cleavage of the Carbon-Oxygen Bond
Org. Lett.30Wang, ZXFALSEFALSEFALSEFALSE
7998
10.1021/acs.joc.7b00419
Stereospecific Hydrogenolysis of Lactones: Application to the Total Syntheses of (R)-ar-Himachalene and (R)-Curcumene
J. Org. Chem.30
de Figueiredo, RM; Campagne, JM
FALSEFALSEFALSEFALSE
7999
10.1007/s13738-017-1050-z
Ullmann homocoupling of aryl iodides catalyzed by gold nanoparticles stabilized on magnetic mesoporous silica
J. Iran Chem. Soc.30Rostamizadeh, SFALSEFALSEFALSEFALSE
8000
10.1002/chem.201606046
Enantioselective Synthesis of Oxetanes Bearing All-Carbon Quaternary Stereocenters via Iridium-Catalyzed C-C Bond-Forming Transfer Hydrogenation
Chem.-Eur. J.30Krische, MJFALSEFALSEFALSEFALSE
8001
10.3987/COM-16-S(S)21
PALLADIUM-CATALYZED CROSS-COUPLING OF ARYL CHLORIDES WITH ARYLSILATRANES
Heterocycles30Yorimitsu, HFALSEFALSEFALSEFALSE
8002
10.1016/j.molcata.2016.10.033
Suzuki-Miyaura coupling reactions using novel metal oxide supported ionic palladium catalysts
J. Mol. Catal. A-Chem.
30
Gruber-Woelfler, H
FALSEFALSEFALSEFALSE
8003
10.1016/j.tetlet.2016.11.044
A general Bronsted acid-catalyzed allylation of benzhydryl alcohols
Tetrahedron Lett.30Solshan, YFALSEFALSEFALSEFALSE
8004
10.1021/acs.orglett.6b02977
Synthesis of Non-natural, Frame-Shifted Isoprenoid Diphosphate Analogues
Org. Lett.30Temple, KJFALSEFALSEFALSEFALSE
8005
10.1002/mrc.4477
H-1 and C-13 NMR spectral assignments of novel adamantyl and di-adamantyl derivatives of 1,2-dihydroxynaphthalenes, 1,8-dihydroxynaphthalenes, 2,3-dihydroxynaphthalenes, 2,6-dihydroxynaphthalenes and 2,7-dihydroxynaphthalenes
Magn. Reson. Chem.
30Peterson, IVFALSEFALSEFALSEFALSE
8006
10.1021/acs.orglett.6b01758
Benchtop Delivery of Ni(cod)(2) using Paraffin Capsules
Org. Lett.30Garg, NKFALSEFALSEFALSEFALSE
8007
10.1126/science.aag0209
Aryl amination using ligand-free Ni(II) salts and photoredox catalysis
Science30MacMillan, DWCFALSEFALSEFALSEFALSE
8008
10.1039/d0cc05895e
Boronic acid-mediated ring-opening and Ni-catalyzed arylation of 1-arylcyclopropyl tosylates
Efficient copper-catalyzed cross-coupling reactions of non-activated alkyl chlorides, including primary, secondary, and tertiary alkyl chlorides, with phenyl Grignard reagents were achieved. Preparation of phenylmagnesium bromide in 2-methyltetrahydrofuran is critical for the success of the reaction. This protocol expands the synthetic toolbox for the construction of C-C bonds of non-activated primary, secondary, and tertiary alkyl chlorides via copper-catalyzed cross-coupling. (C) 2016 Elsevier Ltd. All rights reserved.
Chem. Commun.29Rousseaux, SALFALSEFALSEFALSEFALSE
8009
10.1038/s41929-020-0473-6
Overcoming limitations in dual photoredox/nickel-catalysed C-N cross-couplings due to catalyst deactivation
Three neutral pyridine-based selone compounds, 2,6-bis(1-methylimidazole-2-selone)pyridine (Bmsp), 2,6-bis(1-ethylimidazole-2-selone)pyridine (Besp) and 2,6-bis(1-isopropylimidazole-2-selone)pyridine (Bpsp) have been synthesized and characterized. Reactions of HAuCl4 with pyridine-based selone ligands result in the formation of the complexes [Au(L)Cl-2](+)[AuCl2] (L = Bmsp (1); L = Besp (2) and L = Bpsp (3)), respectively. All compounds have been characterized by elemental analysis, NMR IR spectra and electrospray ionization mass spectroscopic (ESI-MS). The molecular structure of 2 has been determined by X-ray crystallography. Moreover, the gold complexes are efficiently catalyzed nitroarenes reduction to aromatic amines in the presence of sodium tetrahydroborate reducing agent in water. (C) 2016 Elsevier B.V. All rights reserved.
Nat. Catal.29Pieber, BFALSEFALSEFALSEFALSE
8010
10.1039/c9gc04306c
Simplifying levulinic acid conversion towards a sustainable biomass valorisation
We report the catalytic alkylation of amide derivatives, which relies on the use of nonprecious metal catalysis. Amide derivatives are treated with organozinc reagents, utilizing nickel catalysis, to yield ketone products. The methodology is performed at ambient temperature and is tolerant of variation in both coupling partners. A precursor to a nanomolar glucagon receptor modulator was synthesized using the methodology, underscoring the mild nature of this chemistry and its potential utility in pharmaceutical synthesis. These studies are expected to further promote the use of amides as synthetic building blocks.
Green Chem.29Giordano, CFALSEFALSEFALSEFALSE
8011
10.1016/j.tetlet.2019.151057
Palladium-catalyzed mono-gamma-arylation of 7-methoxy-4-methylcoumarin
Tetrahedron Lett.29
Malachowski, WP
FALSEFALSEFALSEFALSE
8012
10.1016/j.tetlet.2019.150991
Palladium-catalyzed carbonylative/decarboxylative cross-coupling of alpha-bromo-ketones with allylic alcohols to gamma,delta-unsaturated ketones
Tetrahedron Lett.29Wu, XFFALSEFALSEFALSEFALSE
8013
10.1002/ajoc.201900409
Copper-Catalyzed Selective Cross-Couplings of Propargylic Ethers with Aryl Grignard Reagents
Asian J. Org. Chem.29Li, ZPFALSEFALSEFALSEFALSE
8014
10.3762/bjoc.15.48
Dirhodium(II)-catalyzed [3+2] cycloaddition of N-arylaminocyclopropane with alkyne derivatives
Beilstein J. Org. Chem.
29Wang, YHFALSEFALSEFALSEFALSE
8015
10.1016/j.ica.2018.06.045
Structural analysis of (5-methyl-[1,3,5]-dithiazinan-2-yl)phosphines and their oxides. N-Borane adducts as conformational probes
Inorg. Chim. Acta29Flores-Parra, AFALSEFALSEFALSEFALSE
8016
10.1002/cctc.201800486
The Rhodium Catalysed Direct Conversion of Phenols to Primary Cyclohexylamines
ChemCatChem29De Vos, DEFALSEFALSEFALSEFALSE
8017
10.1039/c7ob02386c
Ligand-free, palladacycle-facilitated Suzuki coupling of hindered 2-arylbenzothiazole derivatives yields potent and selective COX-2 inhibitors
Org. Biomol. Chem.29Cushman, MFALSEFALSEFALSEFALSE
8018
10.1039/c7cc08670a
Practical synthesis of pharmaceutically relevant molecules enriched in sp(3) character
Chem. Commun.29Jamieson, CFALSEFALSEFALSEFALSE
8019
10.1021/acs.orglett.7b03059
Synthesis of N-Substituted Sulfamate Esters from Sulfamic Acid Salts by Activation with Triphenylphosphine Ditriflate
Org. Lett.29Roizen, JLFALSEFALSEFALSEFALSE
8020
10.1016/j.jorganchem.2017.07.006
Copper catalysed alkylation of heteroaryl chloride via migratory insertion of carbenes
J. Organomet. Chem.
29Chikhalia, KHFALSEFALSEFALSEFALSE
8021
10.1002/anie.201403894
Direct Functionalization with Complete and Switchable Positional Control: Free Phenol as a Role Model
Angew. Chem.-Int. Edit.
29Glorius, FFALSEFALSEFALSEFALSE
8022
10.1039/c4ob00744a
Design, synthesis, and fungicidal activity of novel carboxylic acid amides represented by N-benzhydryl valinamode carbamates
Org. Biomol. Chem.29Bian, QFALSEFALSEFALSEFALSE
8023
10.1039/c4ob00813h
Copper-catalysed direct radical alkenylation of alkyl bromides
Org. Biomol. Chem.29Lei, AWFALSEFALSEFALSEFALSE
8024
10.5059/yukigoseikyokaishi.71.576
Nickel-Catalyzed Direct Coupling of Heteroarenes
J. Synth. Org. Chem. Jpn.
29Yamaguchi, JFALSEFALSEFALSEFALSE
8025
10.1016/j.tetlet.2012.12.078
Tandem reaction between chalcone epoxides and 2-naphthyl ethers to construct complex naphtho[2,1-b]furans
Tetrahedron Lett.29Huo, CDFALSEFALSEFALSEFALSE
8026
10.1016/j.tetlet.2012.06.048
An unprecedented iron-catalyzed cross-coupling of primary and secondary alkyl Grignard reagents with non-activated aryl chlorides
Tetrahedron Lett.29Perry, MCFALSEFALSEFALSEFALSE
8027
10.1055/s-0031-1290885
Efficient Pyrimidone-Promoted Palladium-Catalyzed Suzuki-Miyaura Cross-Coupling Reaction
Synlett29Zhang, HPFALSEFALSEFALSEFALSE
8028
10.1021/ja300031w
Nickel-Catalyzed Enantioselective Cross-Couplings of Racemic Secondary Electrophiles That Bear an Oxygen Leaving Group
J. Am. Chem. Soc.29Fu, GCFALSETRUEFALSEFALSE
8029
10.1016/j.tetlet.2011.07.023
Synthesis of N-acyl-N,O-acetals from N-aryl amides and acetals in the presence of TMSOTf
Tetrahedron Lett.29Downey, CWFALSEFALSEFALSEFALSE
8030
10.1002/rcm.4847
Fragmentation patterns of novel dithiocarbamate derivatives with pharmaceutical activity under electrospray ionization tandem mass spectrometry conditions
Rapid Commun. Mass Spectrom.
29Sha, YWFALSEFALSEFALSEFALSE
8031
10.1039/c0cc03064c
Room-temperature nickel-catalysed cross-couplings of aryl chlorides with arylzincs
Chem. Commun.29Wang, ZXFALSEFALSEFALSEFALSE
8032
10.1039/c1cc12240a
A versatile palladium catalyst system for Suzuki-Miyaura coupling of alkenyl tosylates and mesylates
Chem. Commun.29Kwong, FYFALSEFALSEFALSEFALSE
8033
10.1016/j.bmcl.2010.07.130
Synthesis and biological evaluation of novel coumarin-based inhibitors of Cdc25 phosphatases
Bioorg. Med. Chem. Lett.
29Kirsch, GFALSEFALSEFALSEFALSE
8034
10.1021/ja1035557
Decarboxylative Benzylations of Alkynes and Ketones
J. Am. Chem. Soc.29Tunge, JAFALSEFALSEFALSEFALSE
8035
10.1016/j.tetlet.2010.01.020
Selenium dioxide-mediated methoxyhydroxylation of cyclic arylolefin
Tetrahedron Lett.29Chang, MYFALSEFALSEFALSEFALSE
8036
10.1016/j.catcom.2009.09.024
Nickel(0) powder catalysis in Suzuki-Miyaura cross-coupling reaction
Catal. Commun.29Cho, CSFALSEFALSEFALSEFALSE
8037
10.1021/ja809220j
Catalytic Homologation of Cycloalkanones with Substituted Diazomethanes. Mild and Efficient Single-Step Access to alpha-Tertiary and alpha-Quaternary Carbonyl Compounds
J. Am. Chem. Soc.29Kingsbury, JSFALSEFALSEFALSEFALSE
8038
10.1002/anie.200804888
Catalytic Asymmetric Cross-Couplings of Racemic alpha-Bromoketones with Arylzinc Reagents
Angew. Chem.-Int. Edit.
29Fu, GCFALSEFALSEFALSEFALSE
8039
10.1021/ja807188s
Chiral Counteranion-Aided Asymmetric Hydrogenation of Acyclic Imines
J. Am. Chem. Soc.29Xiao, JLFALSEFALSEFALSEFALSE
8040
10.1021/ol800837z
A mild, one-pot synthesis of 4-quinolones via sequential pd-catalyzed amidation and base-promoted cyclization
Org. Lett.29Huang, JFALSEFALSEFALSEFALSE
8041
10.1021/ol800832n
Sequential Ni-catalyzed borylation and cross-coupling of aryl halides via in situ prepared neopentylglycolborane
Org. Lett.29Percec, VFALSEFALSEFALSEFALSE
8042
10.1021/ol702499h
Direct aminoalkylation of arenes and hetarenes via Ni-Catalyzed Negishi cross-coupling reactions
Org. Lett.29Knochel, PFALSEFALSEFALSEFALSE
8043
10.1002/pola.21837
Multiblock copolymers of poly(2,5-benzophenone) and disulfonated poly(arylene ether sulfone) for proton-exchange membranes. I. Synthesis and characterization
J. Polym. Sci. Pol. Chem.
29McGrath, JEFALSEFALSEFALSEFALSE
8044
10.1351/pac200678020377
New technologies in catalysis using base metals
Pure Appl. Chem.29Lipshutz, BHFALSEFALSEFALSEFALSE
8045
10.1002/anie.200462672
Gold catalysis: Proof of arene oxides as intermediates in the phenol synthesis
Angew. Chem.-Int. Edit.
29Hashmi, ASKFALSEFALSEFALSEFALSE
8046
10.1246/cl.2004.1322
A study on the electronic effect of reactions of pi-allylpalladiums using 2-arylsulfonyloxy-3-chloropropenes with ethyl malonate and their synthetic utilization
Chem. Lett.29Yoshimatsu, MFALSEFALSEFALSEFALSE
8047
10.1021/ja036947t
The first general palladium catalyst for the Suzuki-Miyaura and carbonyl enolate coupling of aryl arenesulfonates
J. Am. Chem. Soc.29Buchwald, SLFALSEFALSEFALSEFALSE
8048
10.1016/S0040-4039(02)02666-7
General entries to C-aryl glycosides. Formal synthesis of galtamycinone
Tetrahedron Lett.29Martin, SFFALSEFALSEFALSEFALSE
8049
10.1016/S0040-4039(02)02643-6
[2+2+2]-Co-cyclotrimerization 6-alkynylpurines with diynes: a method for preparation of 6-arylpurines
Tetrahedron Lett.29Kotora, MFALSEFALSEFALSEFALSE
8050
10.1007/BF03184324
Cross-coupling reaction of cy-clopropylboronic acids with aryl omega-halo-oxo-perfluoroalkyl-sulfonates
Chin. Sci. Bull.29Deng, MZFALSEFALSEFALSEFALSE
8051
10.1016/S0022-328X(01)00764-1
Transition metal chemistry of phosphorus based ligands: synthesis and transition metal chemistry of N,N '-dimethyl,-bis(diphenylphosphino)ethylenediamine. The crystal and molecular structure of [ReBr(CO)(3){Ph2PN(Me)CH2CH2(Me)NPPh2}]
J. Organomet. Chem.
29Balakrishna, MSFALSEFALSEFALSEFALSE
8052
10.1016/S0022-328X(00)00164-9
Nickel-catalyzed allylation of lithium 1-alkynyl(trialkoxy)borates with 1,3-disubstituted allyl carbonates
J. Organomet. Chem.
29Deng, MZFALSEFALSEFALSEFALSE
8053
10.1039/a906589j
A formal synthesis of (+)-pyripyropene A using a biomimetic epoxy-olefin cyclisation: effect of epoxy alcohol/ether on cyclisation efficiency
J. Chem. Soc.-Perkin Trans. 1
29Aggarwal, VKFALSEFALSEFALSEFALSE
8054
10.1016/S0022-328X(98)00679-2
Stereochemistry in palladium- and nickel-catalyzed addition of phenylmagnesium bromide to unsaturated carbohydrates
J. Organomet. Chem.
29Sinou, DFALSEFALSEFALSEFALSE
8055
10.1016/S0040-4039(98)00768-0
Diphenylphosphinooxazoline ligands with a chiral binaphthyl backbone for Pd-catalyzed allylic alkylation
Tetrahedron Lett.29Ikeda, IFALSEFALSEFALSEFALSE
8056
10.1080/00397919208021314
A NEW EFFICIENT AND STEREOSELECTIVE SYNTHESIS OF 1,3E,5Z-UNDECATRIENE
Synth. Commun.29ALEXAKIS, AFALSEFALSEFALSEFALSE
8057
10.1016/S0040-4020(01)89243-7
A TOTAL SYNTHESIS OF (+/-)-ZOAPATANOL AND DEMETHYL-ORF13811
Tetrahedron29KOCIENSKI, PJFALSEFALSEFALSEFALSE
8058
10.1021/ja00226a067
AN UNUSUALLY LOWER BARRIER TO REDUCTIVE ELIMINATION OF AN 18-ELECTRON ETA-3-ALLYL(ORGANO)NICKEL(II) COMPLEX THAN THOSE OF A 16-ELECTRON ETA-3-ALLYL COUNTERPART AND A 16-ELECTRON ETA-1-ALLYL ISOMER
J. Am. Chem. Soc.29KUROSAWA, HFALSEFALSEFALSEFALSE
8059
10.1021/jo00205a042
SYNTHESIS OF ACYCLIC, CIS OLEFINIC PHEROMONES BY WAY OF NICKEL-CATALYZED GRIGNARD REACTIONS
J. Org. Chem.29WENKERT, EFALSEFALSEFALSEFALSE
8060
10.1021/ja00488a030
STEREOSELECTIVE CONVERSION OF KETO GROUPS INTO METHYL VINYL QUATERNARY CARBON CENTERS
J. Am. Chem. Soc.29FALSEFALSEFALSEFALSE
8061
10.1021/acs.jpclett.1c04099
Volcano Plots of Reaction Yields in Cross-Coupling Catalysis
J. Phys. Chem. Lett.
29Zhang, RQFALSEFALSEFALSEFALSE
8062
10.1055/a-1657-5543
Diastereoselective Pd-Catalyzed Decarboxylative Allylation To Construct Quaternary Stereocenters Using Sulfinimine as the -Directing Group
Synlett29Yang, G; Luo, YHFALSEFALSEFALSEFALSE
8063
10.1039/d1cc02696h
Visible light-induced one-pot synthesis of CF3/CF2-substituted cyclobutene derivatives
Chem. Commun.29Xu, DW; Guo, HFALSEFALSEFALSEFALSE
8064
10.1021/acs.orglett.1c01103
Rh-Catalyzed General Method for Directed C-H Functionalization via Decarbonylation of in-Situ-Generated Acid Fluorides from Carboxylic Acids
Org. Lett.29Ren, YX; Su, WPFALSEFALSEFALSEFALSE
8065
10.1021/acs.orglett.7b01510
Pd-Catalyzed Desulfonative Cross-Coupling of Benzylic Sulfone Derivatives with 1,3-Oxazoles
Org. Lett.29
Nambo, M; Crudden, CM
FALSEFALSEFALSEFALSE
8066
10.1021/acs.orglett.7b01128
Fe/Cu-Mediated One-Pot Ketone Synthesis
Org. Lett.29Kishi, YFALSEFALSEFALSEFALSE
8067
10.1039/c7ob00175d
Palladium/zinc co-catalyzed asymmetric transfer hydrogenation of oxabenzonorbornadienes with alcohols as hydrogen sources
Org. Biomol. Chem.29
Chen, JC; Fan, BM
FALSEFALSEFALSEFALSE
8068
10.1002/chem.201601320
Cross-Electrophile Coupling of Vinyl Halides with Alkyl Halides
Chem.-Eur. J.29Weix, DJFALSETRUEFALSEFALSE
8069
10.1007/s10593-016-1856-0
General and efficient one-pot synthesis of N-substituted 7-bromo-2,3-dihydro-1H-pyrrolo[3,4-b]quinolin-1-ones
Chem. Heterocycl. Compds.
29Li, YFALSEFALSEFALSEFALSE
8070
10.1055/a-1337-5504
Nickel-Catalyzed C-F/N-H Annulation of 2-(2-Fluoroaryl) N-Heteroaromatic Compounds with Alkynes: Activation of C-F Bonds
The first nickel-catalyzed ortho-sulfonylation of C(sp(2))-H bonds with sodium sulfinates directed by (pyridin-2-yl) isopropylamine (PIP-amine) is described. This strategy exhibits a broad substrate scope and good functional group tolerance with high monosulfonylation selectivity. Besides arenes and heteroarenes, the reaction can also be extended to alkenes, providing diverse diaryl and alkyl aryl sulfones in high yields. Furthermore, a plausible Ni(I)/Ni(III) mechanism is outlined based on our experimental results and related precedents.
Synthesis28Chatani, NFALSEFALSEFALSEFALSE
8071
10.1016/j.inoche.2020.108143
Nanoporous palladium catalyzed one-pot synthesis N-alkyl amines by hydrogen transfer reaction under mild conditions
A metal free, regio and stereoselective syntheses of allylic thioethers using allyl iodides and aryl or alkyl disulfides as coupling partners is described. The densely functionalized allyl iodides having different stereochemistry (E & Z) reacted well with a variety of disulfides in a regio and stereoselective manner providing the resulting allyl aryl thioethers in 62-92% yields.
Inorg. Chem. Commun.
28Li, ZWFALSEFALSEFALSEFALSE
8072
10.1002/ejoc.202000417
Br vs. TsO Chemoselective Suzuki-Miyaura Cross-Coupling Reaction on Nicotinaldehyde Moiety for the Preparation of 2,3,5-Trisubstituted Pyridines
Professor Masakatsu Shibasaki's distinguished scientific accomplishments in the field of asymmetric catalysis are compiled here with particular emphasis on multimetallic cooperative catalysis. In 1992, he discovered revolutionary multimetallic chiral complexes composed of a rare earth metal, alkaline metals, and 1,1'-binaphthyl-2-binaphthols (BINOLs) that promoted a number of enantioselective reactions in a highly efficient and stereoselective manner. This finding resulted in chiral multimetallic catalysts that have significantly advanced the field of enantioselective catalysis.
Eur. J. Org. Chem.28Voisin-Chiret, ASFALSEFALSEFALSEFALSE
8073
10.1016/j.cclet.2019.04.013
A ketone-functionalized aromatic saddle as a potential building block for negatively curved carbon nanobelts
Chin. Chem. Lett.28Miao, QFALSEFALSEFALSEFALSE
8074
10.1021/jacs.9b02751
Nickel-Catalyzed Decarboxylation of Aryl Carbamates for Converting Phenols into Aromatic Amines
J. Am. Chem. Soc.28
Chatani, N; Tobisu, M
FALSEFALSEFALSEFALSE
8075
10.1039/c9dt00668k
Simplified and versatile access to low valent Ni complexes by metal-free reduction of Ni-II precursors
Dalton Trans.28Breuil, PARFALSEFALSEFALSEFALSE
8076
10.1080/00397911.2019.1566474
Copper-catalyzed one-pot synthesis of alkynylphophonates
Synth. Commun.28
Song, WZ; Zheng, YB
FALSEFALSEFALSEFALSE
8077
10.1039/c8cc05458d
Stereoselective aldol reactions using pseudo C-2 symmetric 1-benzyl-4-(trifluoromethyl)-piperidine-2,6-dione
Chem. Commun.28Yamazaki, TFALSEFALSEFALSEFALSE
8078
10.1055/s-0036-1589164
Diastereoselective Synthesis of Functionalized Indolines Using in situ Generated Allyl Boronic Species
Synlett28Pastre, JCFALSEFALSEFALSEFALSE
8079
10.1021/acs.orglett.7b03699
Vitamin B-12 Catalyzed Atom Transfer Radical Addition
Org. Lett.28
Proinsias, KO; Gryko, D
FALSEFALSEFALSEFALSE
8080
10.1246/cl.170897
Tishchenko Reaction Using Substoichiometric Amount of Metallic Zinc
Chem. Lett.28Akiyama, TFALSEFALSEFALSEFALSE
8081
10.1021/acs.oprd.7b00253
Development of a Kilogram-Scale Process for the Enantioselective Synthesis of 3-lsopropenyl-cyclohexan-1-one via Rh/DTBM-SEGPHOS-Catalyzed Asymmetric Hayashi Addition Enabled by 1,3-Diol Additives
Org. Process Res. Dev.
28
Simmons, EM; Mudryk, B
FALSEFALSEFALSEFALSE
8082
10.1515/znb-2015-0053
Novel conformationally constrained pyrazole derivatives as potential anti-cancer agents
Z.Naturforsch.(B)28Kasiotis, KMFALSEFALSEFALSEFALSE
8083
10.1080/00397911.2014.965330
STUDY ON THE REGIOSELECTIVITY OF RHODIUM-CATALYZED RING OPENING REACTIONS OF C-1-SUBSTITUTED 7-OXABENZONORBORNADIENES WITH BORONIC ACIDS
Synth. Commun.28Tam, WFALSEFALSEFALSEFALSE
8084
10.1021/jo502260x
Suzuki-Miyaura Cross-Coupling of Brominated 2,1-Borazaronaphthalenes with Potassium Alkenyltrifluoroborates
J. Org. Chem.28Molander, GAFALSEFALSEFALSEFALSE
8085
10.5012/bkcs.2014.35.8.2304
Synthesis and In vivo Evaluation of 5-Methoxy-2-(phenylethynyl)quinoline (MPEQ) and [C-11]MPEQ Targeting Metabotropic Glutamate Receptor 5 (mGluR5)
Bull. Korean Chem. Soc.
28Lee, HYFALSEFALSEFALSEFALSE
8086
10.1039/c4cc04962d
The crucial roles of MgCl2 as a non-innocent additive in the Ni-catalyzed carboxylation of benzyl halide with CO2
Chem. Commun.28Sakaki, SFALSEFALSEFALSEFALSE
8087
10.1021/jo4011415
Development of Second Generation Gold-Supported Palladium Material with Low-Leaching and Recyclable Characteristics in Aromatic Amination
J. Org. Chem.28Arisawa, MFALSEFALSEFALSEFALSE
8088
10.1002/cjoc.201300340
Cobalt-catalyzed Selective C - F Bond Activation and Alkylation of Polyfluoroaryl Imines
Chin. J. Chem.28Li, XYFALSEFALSEFALSEFALSE
8089
10.1039/c2cc35823a
Nickel-catalyzed alpha-glycosylation of C(1)-hydroxyl D-myo-inositol: a formal synthesis of mycothiol
Chem. Commun.28Nguyen, HMFALSEFALSEFALSEFALSE
8090
10.1246/cl.2012.1503
Synthesis of Unsymmetrical Diarylethynes by Pd(0)/Cu(I)-cocatalyzed Sila-Sonogashira-Hagihara Coupling Reactions of Alkynylsilanes with Aryl Tosylates or Mesylates
Chem. Lett.28Nishihara, YFALSEFALSEFALSEFALSE
8091
10.6023/cjoc201206020
Study on the Dehydrate Amination of Alcohols in Water Using Sulfonic Calix[6]resorcinarene
Chin. J. Org. Chem.28Yan, LQFALSEFALSEFALSEFALSE
8092
10.1071/CH12044
Synthesis, Solid-state Structures, Solution Behaviour and Catalysis Studies of Nickel Complexes of Bis(benzimidazolin-2-ylidene)pyridine Pincer Ligands
Aust. J. Chem.28Brown, DHFALSEFALSEFALSEFALSE
8093
10.1126/science.1200437
Selective, Nickel-Catalyzed Hydrogenolysis of Aryl Ethers
Science28Hartwig, JFFALSEFALSEFALSEFALSE
8094
10.1002/ejoc.201000251
RETRACTED: Suzuki-Miyaura Coupling of Aryl Tosylates and Mesylates in Water (Retracted article. See May, pg. 5722, 2010)
Eur. J. Org. Chem.28Plenio, HFALSEFALSEFALSEFALSE
8095
10.1134/S1070427210050253
Polymerization of styrene and methyl methacrylate using a catalytic system based on 1,2-bis(diphenylphosphino)ethanenickel dibromide
Russ. J. Appl. Chem.
28Valetova, NBFALSEFALSEFALSEFALSE
8096
10.1021/ja906477r
Suzuki-Miyaura Coupling of Aryl Carbamates, Carbonates, and Sulfamates
J. Am. Chem. Soc.28Garg, NKFALSEFALSEFALSEFALSE
8097
10.1002/anie.200900892
Nickel-Catalyzed Formation of a Carbon-Nitrogen Bond at the beta Position of Saturated Ketones
Angew. Chem.-Int. Edit.
28Ueno, SFALSEFALSEFALSEFALSE
8098
10.1021/jm701390c
Nitrite anion: The key intermediate in alkyl nitrates degradative mechanism
J. Med. Chem.28Grossi, LFALSEFALSEFALSEFALSE
8099
10.1021/ja0713431
Ruthenium-catalyzed carbon-carbon bond formation via the cleavage of an unreactive aryl carbon-nitrogen bond in aniline derivatives with organoboronates
J. Am. Chem. Soc.28Kakiuchi, FFALSEFALSEFALSEFALSE
8100
10.1016/j.tet.2007.03.061
A practical palladium catalyzed dehalogenation of aryl halides and alpha-haloketones
Tetrahedron28Zhang, HFALSEFALSEFALSEFALSE
8101
10.1016/j.tetlet.2006.08.085
Room temperature Ni-catalyzed reduction of aryl tosylates by borane hydrides
Tetrahedron Lett.28Kogan, VFALSEFALSEFALSEFALSE
8102
10.1021/op060083p
Development of a scalable synthetic route towards a thrombin inhibitor, LB30057
Org. Process Res. Dev.
28Shin, HFALSEFALSEFALSEFALSE
8103
10.1002/jccs.200500119
Microwave-assisted synthesis of difuran and furan-thiophene via Suzuki coupling
J. Chin. Chem. Soc.28Tsai, TYRFALSEFALSEFALSEFALSE
8104
10.1016/j.tetlet.2005.06.016
Convenient phosphorus tribromide induced syntheses of substituted 1-arylmethylnaphthalenes from 1-tetralone derivatives
Tetrahedron Lett.28Panda, GFALSEFALSEFALSEFALSE
8105
10.1016/j.tetlet.2005.03.203
Synthesis of 4-substituted tetrahydropyridines by cross-coupling of enol phosphates
Tetrahedron Lett.28Begtrup, MFALSEFALSEFALSEFALSE
8106
10.1021/ol050608i
Arylation of diarylamines catalyzed by Ni(II)-PPh3 system
Org. Lett.28Chen, CFALSEFALSEFALSEFALSE
8107
10.1002/adsc.200404150
Room temperature nickel (0)-catalyzed Suzuki-Miyaura cross-couplings of activated alkenyl tosylates: Efficient synthesis of 4-substituted coumarins and 4-substituted 2(5H)-furanones
Adv. Synth. Catal.28Tang, ZYFALSEFALSEFALSEFALSE
8108
10.1021/jo026421b
Cobalt-catalyzed direct electrochemical cross-coupling between aryl or heteroaryl halides and allylic acetates or carbonates
J. Org. Chem.28Gosmini, CFALSEFALSEFALSEFALSE
8109
10.1039/b305617a
A novel and effective Ni complex catalyst system for the coupling reactions of carbon dioxide and epoxides
Chem. Commun.28Xia, CGFALSEFALSEFALSEFALSE
8110
10.1021/ol025563p
P-chirogenic binaphthyl-substituted monophosphines: Synthesis and use in enolate vinylation/arylation reactions
Org. Lett.28Buchwald, SLFALSEFALSEFALSEFALSE
8111
10.1021/ol017300l
Ni-catalyzed highly regio- and chemoselective cocycloaddition of nonconjugated diynes with 1,3-diynes: A novel method for polysubstituted arylalkynes
Org. Lett.28Cheng, CHFALSEFALSEFALSEFALSE
8112
10.1080/02678290110078793
New liquid crystalline di- and tetra-acrylates for network formation
Liq. Cryst.28Giesa, RFALSEFALSEFALSEFALSE
8113
10.1016/S1387-1609(00)01138-5
Palladium-catalysed symmetrical and unsymmetrical coupling of aryl halides
Comptes Rendus Acad. Sci. Ser. II C
28Lemaire, MFALSEFALSEFALSEFALSE
8114
10.1039/b001051k
A practical approach to stereodefined cyclopropyl-substituted heteroarenes using a Suzuki-type reaction
New J. Chem.28Deng, MZFALSEFALSEFALSEFALSE
8115
10.1021/ja0003831
Regioselective and enantiospecific rhodium-catalyzed intermolecular allylic etherification with ortho-substituted phenols
J. Am. Chem. Soc.28Evans, PAFALSEFALSEFALSEFALSE
8116
10.1021/ja994059l
A novel asymmetric cyclization of omega-formyl-1,3-dienes catalyzed by a zerovalent nickel complex in the presence of silanes
J. Am. Chem. Soc.28Mori, MFALSEFALSEFALSEFALSE
8117
10.1016/S0040-4020(99)00176-3
Synthetic studies towards ML-3000 - A concise synthesis of this non-steroidal anti-inflammatory drug
Tetrahedron28Cossy, JFALSEFALSEFALSEFALSE
8118
10.1002/(SICI)1521-3773(19990816)38:16<2395::AID-ANIE2395>3.3.CO;2-N
doi.org/10.1002/(SICI)1521-3773(19990816)38:16<2395::AID-ANIE2395>3.3.CO;2-N
Acylzirconocene chloride as an unmasked acyl anion: Enantioselective 1,2-addition to alpha,beta-unsaturated ketone derivatives
Angew. Chem.-Int. Edit.
28Hanzawa, YFALSEFALSEFALSEFALSE
8119
10.1021/ja973150r
Retention of regiochemistry of allylic esters in palladium-catalyzed allylic alkylation in the presence of a MOP ligand
J. Am. Chem. Soc.28Hayashi, TFALSEFALSEFALSEFALSE
8120
10.1021/jo961915s
Palladium-catalyzed amination of aryl triflates
J. Org. Chem.28FALSEFALSEFALSEFALSE
8121
10.1016/0040-4039(96)01984-3
Nickel-catalyzed coupling reaction of lithium organoborates and aryl mesylates possessing an electron withdrawing group
Tetrahedron Lett.28Kobayashi, YFALSEFALSEFALSEFALSE
8122
10.1021/jo9516852
Nickel-mediated cyclobutabenzene syntheses. trans-7,8-dibromocyclobutabenzenes: Their one-pot preparation, X-ray structure, and Diels-Alder reactions
J. Org. Chem.28Stanger, AFALSEFALSEFALSEFALSE
8123
10.1021/jo00059a059
SYNTHESIS OF OPTICALLY-ACTIVE 2-(DIARYLPHOSPHINO)-1,1'-BINAPHTHYLS, EFFICIENT CHIRAL MONODENTATE PHOSPHINE-LIGANDS
J. Org. Chem.28HAYASHI, TFALSEFALSEFALSEFALSE
8124
10.1016/0304-5102(92)80265-I
MECHANISTIC ASPECTS IN OXIDATIVE ADDITION AND REDUCTIVE ELIMINATION INVOLVING ALLYLIC COMPLEXES OF PALLADIUM AND PLATINUM - SPECIFIC ROLE OF THE OLEFIN LIGAND IN CATALYTIC ALLYLIC COUPLING
28KUROSAWA, HFALSEFALSEFALSEFALSE
8125
10.1016/0304-5102(90)85256-H
SYNTHESES OF NEW CHIRAL FERROCENYLAMINE SULFIDE AND SELENIDE COMPLEXES OF GROUP-X METALS AND THEIR APPLICATION TO ENANTIOSELECTIVE CROSS-COUPLING REACTIONS AND SELECTIVE HYDROGENATION
28FALSEFALSEFALSEFALSE
8126
10.1016/0022-328X(87)80312-1
RUTHENIUM-CATALYZED ADDITION-REACTION OF ACETIC-ACID TO PROPARGYL ALCOHOL DERIVATIVES - REAGENTS FOR PALLADIUM-CATALYZED 2-ACETOXYALLYLATION OF CARBONUCLEOPHILES
J. Organomet. Chem.
28FALSEFALSEFALSEFALSE
8127
10.3987/R-1987-02-0355
PALLADIUM CATALYZED COUPLING OF 5-HYDROXYURACIL TRIFLUOROMETHANE-SULFONATES (TRIFLATES) WITH ALKENES AND ALKYNES
Heterocycles28HIROTA, KFALSEFALSEFALSEFALSE
8128
10.1021/jacs.1c11712
Photochemical Organocatalytic Benzylation of Allylic C-H Bonds
J. Am. Chem. Soc.28Melchiorre, PTRUEFALSEFALSEFALSE
8129
10.1080/24701556.2021.2025075
Use of biogenic NiONPs as nanocatalyst in Kumada-Corriu coupling reaction
Inorg. Nano-Met. Chem.
28Kumar, DFALSEFALSEFALSEFALSE
8130
10.2174/1570178618666210125161436
Synthesis, Characterization, and Antimicrobial Evaluation of New Furan-2-Carboxamide Derivatives
Lett. Org. Chem.28Sweidan, KFALSEFALSEFALSEFALSE
8131
10.1021/acs.orglett.1c04029
Photocatalytic C-O Bond Cleavage of Alcohols Using Xanthate Salts
Org. Lett.28
Nanjo, T; Takemoto, Y
TRUEFALSEFALSEFALSE
8132
10.1016/j.tetlet.2021.153369
Cu-catalyzed cross-coupling of benzylboronic esters and epoxides
Tetrahedron Lett.28Barker, TJFALSEFALSEFALSEFALSE
8133
10.1002/anie.202107490
Skeletal Editing-Nitrogen Deletion of Secondary Amines by Anomeric Amide Reagents
Angew. Chem.-Int. Edit.
28Brase, SFALSEFALSEFALSEFALSE
8134
10.1021/acs.jchemed.6b00273
Synthesis of Dichlorophosphinenickel(II) Compounds and Their Catalytic Activity in Suzuki Cross-Coupling Reactions: A Simple Air Free Experiment for Inorganic Chemistry Laboratory
J. Chem. Educ.28
Thananatthanachon, T
FALSEFALSEFALSEFALSE
8135
10.1038/NCHEM.2587
New ligands for nickel catalysis from diverse pharmaceutical heterocycle libraries
Nat. Chem.28Hansen, ECFALSEFALSEFALSEFALSE
8136
10.1002/adsc.201600213
Cobalt-Catalyzed C-sp3-C-sp3 Homocoupling
Adv. Synth. Catal.28Gosmini, CFALSEFALSEFALSEFALSE
8137
10.1002/ps.4055
4-Phenylphenalenones as a template for new photodynamic compounds against Mycosphaerella fijiensis
Pest Manag. Sci.28Schneider, BFALSEFALSEFALSEFALSE
8138
10.1055/s-0035-1560392
A Novel Convenient Synthesis of Pyridinyl and Quinolinyl Triflates and Tosylates via One-Pot Diazotization of Aminopyridines and Aminoquinolines in Solution
Synthesis28
Krasnokutskaya, EA
FALSEFALSEFALSEFALSE
8139
10.1002/ejoc.202000707
Exploration of the Fluoride Reactivity of Aryltrifluoroborate on Selective Cleavage of Diphenylmethylsilyl Groups
Photoredox/nickel dual catalysis via single electron transmetalation allows coupling of C-sp(3)-C-sp(2) hybridized centers under mild conditions. A procedure for the coupling of electron deficient aryltriflates, -tosylates, and -mesylates with alkylbis-(catecholato)silicates is presented. This method represents the first example of the use of phenol derivatives as electrophilic coupling partners in photoredox/nickel dual catalysis.
Eur. J. Org. Chem.27
Fujiki, K; Tanaka, K
FALSEFALSETRUETRUE
8140
10.1039/d0cc02261f
Nickel-catalyzed hydrogen-borrowing strategy: chemo-selective alkylation of nitriles with alcohols
Chem. Commun.27Banerjee, DFALSEFALSEFALSEFALSE
8141
10.1177/1747519820925376
Light-emitting diode light-enabled denitrative etherification of 4-nitrobenzonitrile under catalyst-free conditions at room temperature
A catalytic carboxylation of unactivated primary, secondary, and tertiary alkyl chlorides with CO, at atmospheric pressure is described. This protocol represents the first intermolecular cross-electrophile coupling of unactivated alkyl chlorides, thus leading to new knowledge in the cross-coupling arena.
J. Chem. Res27Ghaderi, AFALSEFALSEFALSEFALSE
8142
10.1016/j.tetlet.2019.151228
Acid-catalyzed intramolecular ring-opening reactions of cyclopropanated oxabenzonorbornadienes with alcohol nucleophiles
Tetrahedron Lett.27Tam, WFALSEFALSEFALSEFALSE
8143
10.1021/acscatal.9b01785
Enantioselective Electroreductive Coupling of Alkenyl and Benzyl Halides via Nickel Catalysis
ACS Catal.27Reisman, SEFALSETRUEFALSEFALSE
8144
10.1002/pola.29426
Toward one-pot olefin/thiophene block copolymers using an in situ ligand exchange
J. Polym. Sci. Pol. Chem.
27McNeil, AJFALSEFALSEFALSEFALSE
8145
10.1002/anie.201814208
Enantioconvergent Cross-Couplings of Alkyl Electrophiles: The Catalytic Asymmetric Synthesis of Organosilanes
Angew. Chem.-Int. Edit.
27Fu, GCFALSETRUEFALSEFALSE
8146
10.1016/j.tet.2018.05.064
Structure-activity relationship study of leucinostatin A, a modulator of tumor-stroma interaction
Tetrahedron27
Watanabe, T; Shibasaki, M
FALSEFALSEFALSEFALSE
8147
10.1039/c6ra01918h
Novel carbon nanofiber-supported Ni(0) nanoparticles catalyse the Heck reaction under ligand-free conditions
RSC Adv.27Bai, JFALSEFALSEFALSEFALSE
8148
10.1021/acs.joc.5b01253
Suzuki-Miyaura Coupling Reactions of Conjunctive Reagents: 2-Borylated Allylic Sulfones
J. Org. Chem.27Harmata, MFALSEFALSEFALSEFALSE
8149
10.1021/acscatal.5b00498
Development of an Air-Stable, Broadly Applicable Nickel Source for Nickel-Catalyzed Cross-Coupling
ACS Catal.27Monfette, SFALSEFALSEFALSEFALSE
8150
10.6023/cjoc201411004
Design, Synthesis and Molecular Docking Study of 6,7-Dioxo-4-aryl-aminocoumarin
Chin. J. Org. Chem.27Wang, ALFALSEFALSEFALSEFALSE
8151
10.1016/j.jorganchem.2014.08.014
Synthesis and structure of [Ru(PPh3)(2)(bipy)(MeCN)Cl][BPh4] and it's catalytic property towards regioselective and stereoselective allylation of phenols
J. Organomet. Chem.
27Bhattacharjee, MFALSEFALSEFALSEFALSE
8152
10.1021/ol501495d
Reductive Cross-Coupling of 3-Bromo-2,1-borazaronaphthalenes with Alkyl Iodides
Org. Lett.27Molander, GAFALSEFALSEFALSEFALSE
8153
10.1002/anie.201308391
Nickel-Catalyzed Mizoroki-Heck Reaction of Aryl Sulfonates and Chlorides with Electronically Unbiased Terminal Olefins: High Selectivity for Branched Products
Angew. Chem.-Int. Edit.
27Jamison, TFFALSETRUEFALSEFALSE
8154
10.1039/c4cc04939j
Catalytic constructive deoxygenation of lignin-derived phenols: new C-C bond formation processes from imidazole-sulfonates and ether cleavage reactions
Chem. Commun.27Clarke, MLFALSEFALSEFALSEFALSE
8155
10.1016/j.tetlet.2013.05.102
Ultrasound induced, copper mediated homocoupling using polymer supported aryltrifluoroborates
Tetrahedron Lett.27Kabalka, GWFALSEFALSEFALSEFALSE
8156
10.1021/jo400692p
Synthesis of Thiophene-Based TAK-779 Analogues by C-H Arylation
J. Org. Chem.27Itami, KFALSEFALSEFALSEFALSE
8157
10.1016/j.tetlet.2012.05.081
CuI/N,N-dimethylglycine-catalyzed synthesis of N-aryloxazolidinones from aryl bromides
Tetrahedron Lett.27Zhang, YHFALSEFALSEFALSEFALSE
8158
10.1007/s11172-012-0162-y
Polymeric 2,2'-biquinolyl-containing Ni-II complexes as catalysts for the Suzuki reaction
Russ. Chem. Bull.27Magdesieva, TVFALSEFALSEFALSEFALSE
8159
10.1055/s-0031-1290111
Recent Developments in Asymmetric Coupling of Enolates
Synlett27Zhou, JRFALSEFALSEFALSEFALSE
8160
10.1039/c1ob05893b
Development of highly stereoselective GalN(3) donors and their application in the chemical synthesis of precursors of Tn antigen
Org. Biomol. Chem.27Li, ZTFALSEFALSEFALSEFALSE
8161
10.1248/cpb.58.1066
Novel Tetrahydroisoquinoline Derivatives with Inhibitory Activities against Acyl-CoA: Cholesterol Acyltransferase and Lipid Peroxidation
Chem. Pharm. Bull.27Shirahase, HFALSEFALSEFALSEFALSE
8162
10.1021/ja102436z
Copper-Catalyzed Tandem [2,3]-Rearrangement and 6 pi-3-Azatriene Electrocyclization in (E)-O-Propargylic alpha,beta-Unsaturated Oximes
J. Am. Chem. Soc.27Nakamura, IFALSETRUEFALSEFALSE
8163
10.1055/s-0029-1217964
A One-Pot Preparation of Aryl- and Heteroarylcycloalkenes: Application to the Total Synthesis of (+/-)-Laurokamurene B
Synlett27Lecornue, FFALSEFALSEFALSEFALSE
8164
10.1021/ol9013359
General, Robust, and Stereocomplementary Preparation of alpha,beta-Disubstituted alpha,beta-Unsaturated Esters
Org. Lett.27Tanabe, YFALSEFALSEFALSEFALSE
8165
10.1039/b718998b
Methylation of arenes via Ni-catalyzed aryl C-O/F activation
Chem. Commun.27Shi, ZJFALSEFALSEFALSEFALSE
8166
10.1016/j.tetlet.2007.08.089
Ni-catalyzed cross-coupling reaction of aryl chlorides with arylboronic acids in IPA without using a reducing reagent
Tetrahedron Lett.27He, RFALSEFALSEFALSEFALSE
8167
10.1016/j.tetlet.2007.03.142
A general and efficient route to 3-amino-4-sulfanylcoumarins via substitution and palladium-catalyzed amination of 3-bromo-4-tosyloxycoumarins
Tetrahedron Lett.27Fan, RHFALSEFALSEFALSEFALSE
8168
10.1055/s-2007-973875
Synthesis of 3-sulfonyloxypyridines: Oxidative ring expansion of alpha-furylsulfonamides and N -> O sulfonyl transfer
Synlett27Nelson, AFALSEFALSEFALSEFALSE
8169
10.1166/jnn.2006.017
Ormosil nanocomposite materials as modifiers for acrylic coating systems
J. Nanosci. Nanotechnol.
27Hay, JNFALSEFALSEFALSEFALSE
8170
10.1246/cl.2006.118
General microwave-assisted protocols for the expedient synthesis of furo[3,2-c]chromen-4-ones
Chem. Lett.27Wu, JFALSEFALSEFALSEFALSE
8171
10.1021/jo051581j
Enantiomerically pure 2-bromo-2 '-diphenylphosphinyl-1,1 '-binaphthyl as a monophosphorus template for electrophilic functionalization in chiral MOP-type ligand synthesis
J. Org. Chem.27Hoshi, TFALSEFALSEFALSEFALSE
8172
10.1139/V05-085
Rh(I)-catalyzed cleavage of unactivated C-O bonds - Carbonylative rearrangement reactions of allenyl ethers to 2-carboalkoxy-1,3-dienes
Can. J. Chem.27Wender, PAFALSEFALSEFALSEFALSE
8173
10.1021/jo0477897
Palladium-catalyzed coupling of pyrazole triflates with arylboronic acids
J. Org. Chem.27Dvorak, CAFALSEFALSEFALSEFALSE
8174
10.1016/j.tetlet.2004.02.094
Direct allylic substitution of allyl alcohols by carbon pronucleophiles in the presence of a palladium/carboxylic acid catalyst under neat conditions
Tetrahedron Lett.27Yamamoto, YFALSEFALSEFALSEFALSE
8175
10.1021/jo0350561
Rapid, easy cyanation of aryl bromides and chlorides using nickel salts in conjunction with microwave promotion
J. Org. Chem.27Leadbeater, NEFALSEFALSEFALSEFALSE
8176
10.1021/ja035835z
Oxidative addition of aryl tosylates to palladium(0) and coupling of unactivated aryl tosylates at room temperature
J. Am. Chem. Soc.27Hartwig, JFFALSEFALSEFALSEFALSE
8177
10.1016/S0040-4039(00)01886-4
Baylis-Hillman chemistry: a novel synthesis of functionalized 1,4-pentadienes
Tetrahedron Lett.27Basavaiah, DFALSEFALSEFALSEFALSE
8178
10.1021/ol9907872
New efficient nickel- and palladium-catalyzed cross-coupling reactions mediated by tetrabutylammonium iodide
Org. Lett.27Knochel, PFALSEFALSEFALSEFALSE
8179
10.1039/a905378f
Lithium hydride mediated nickel(0) catalysed biaryl synthesis from aryl chlorides and bromides
J. Chem. Res27Fort, YFALSEFALSEFALSEFALSE
8180
10.1039/a608612h
Substrate directed diastereoselective hydroformylation of acyclic homomethallylic alcohols
Chem. Commun.27Breit, BFALSEFALSEFALSEFALSE
8181
10.1016/0957-4166(96)00391-6
Enantioselective synthesis of gamma-cyclohomocitral, pallescensone, and ancistrodial
Tetrahedron: Asymmetry
27Vidari, GFALSEFALSEFALSEFALSE
8182
10.1139/v93-234
PALLADIUM(0)-CATALYZED CONVERSION OF VINYL TRIFLUOROMETHANESULFONATES INTO ALPHA,BETA-UNSATURATED NITRILES
Can. J. Chem.-Rev. Can. Chim.
27PIERS, EFALSEFALSEFALSEFALSE
8183
10.1021/jo00041a004
NI(0)-CATALYZED CROSS COUPLING OF ARYL O-CARBAMATES AND ARYL TRIFLATES WITH GRIGNARD-REAGENTS - DIRECTED ORTHOMETALLATION-ALIGNED SYNTHETIC METHODS FOR POLYSUBSTITUTED AROMATICS VIA A 1,2-DIPOLE EQUIVALENT
J. Org. Chem.27SENGUPTA, SFALSEFALSEFALSEFALSE
8184
10.1016/S0040-4039(00)94338-7
APPLICATION OF AMPP-PD CATALYSTS IN AN UNUSUAL ASYMMETRIC ALLYLIC COUPLING REACTION OF 1-TRIMETHYLSILYL VINYL MAGNESIUM BROMIDE
Tetrahedron Lett.27FALSEFALSEFALSEFALSE
8185
10.1016/0304-5102(89)85054-0
ENANTIOSELECTIVE CARBON-DIOXIDE EXTRUSION FROM ALLYL PHENYL CARBONATES BY NICKEL, PALLADIUM AND RHODIUM CATALYSTS
27CONSIGLIO, GFALSEFALSEFALSEFALSE
8186
10.1016/S0020-1693(00)88365-6
STEREOCHEMISTRY OF CHIRAL RUTHENIUM-CYCLOPENTADIENYL AND IRON-CYCLOPENTADIENYL ALKYLIDENECARBENE-DIPHOSPHINE COMPLEXES
Inorg. Chim. Acta27CONSIGLIO, GFALSEFALSEFALSEFALSE
8187
10.1016/S0040-4039(00)94166-2
ORGANOCUPRATE-INDUCED SUBSTITUTION OF THE ENOL OXYGEN MOIETY IN 2,2-DIFLUORO ENOL PHOSPHATES WITH ALLYL HALIDES - A NOVEL ROUTE TO GEM-DIFLUOROOLEFINS FROM CHLORODIFLUOROMETHYL KETONES
Tetrahedron Lett.27ISHIHARA, TFALSEFALSEFALSEFALSE
8188
10.1039/dt9830002293
DIASTEREOMERIC CHIRAL DIPHOSPHINE CHLORO(ETA-5-CYCLOPENTADIENYL)-RUTHENIUM(II) COMPLEXES AND THE CRYSTAL-STRUCTURE OF [(S)RUCL(ETA-5-C5H5)((R)PH2PCH(ME)CH2PPH2)]
J. Chem. Soc.-Dalton Trans.
27FALSEFALSEFALSEFALSE
8189
10.1021/acs.orglett.2c00355
Bioinspired Cobalt-Catalysis Enables Generation of Nucleophilic Radicals from Oxetanes
Org. Lett.27
Chaladaj, W; Gryko, D
FALSEFALSEFALSEFALSE
8190
10.1039/d1ra04478h
New biomaterials for Ni biosorption turned into catalysts for Suzuki-Miyaura cross coupling of aryl iodides in green conditions
RSC Adv.27Grison, CFALSEFALSEFALSEFALSE
8191
10.1039/d1sc00822f
Nickel-catalyzed asymmetric reductive cross-coupling of alpha-chloroesters with (hetero)aryl iodides
Chem. Sci.27Reisman, SEFALSEFALSEFALSEFALSE
8192
10.14102/j.cnki.0254-5861.2011-1301
A 3D Nickel(II) Complex Constructed by Bis(2-dimethylaminoethyl) Ether: Solvothermal Synthesis, Crystal Structure and Catalytic Properties
Chin. J. Struct. Chem.
27Liu, CFALSEFALSEFALSEFALSE
8193
10.1021/acs.orglett.6b02556
Palladium-Catalyzed Decarbonylative Cross-Coupling of Azinecarboxylates with Arylboronic Acids
Org. Lett.27Yamaguchi, JFALSEFALSEFALSEFALSE
8194
10.1021/acs.joc.6b01034
Chemoselective Radical Dehalogenation and C-C Bond Formation on Aryl Halide Substrates Using Organic Photoredox Catalysts
J. Org. Chem.27
Hawker, CJ; de Alaniz, JR
TRUEFALSEFALSEFALSE
8195
10.3390/catal10020229
Regeneration of Raney (R)-Nickel Catalyst for the Synthesis of High-Value Amino-Ester Renewable Monomers
Catalysts26Soutelo-Maria, AFALSEFALSEFALSEFALSE
8196
10.1080/00397911.2019.1695838
Highly regioselective O-allylation of phenol derivatives using MMZ(Cu(I)Y) catalyst
Synth. Commun.26Kumarraja, MFALSEFALSEFALSEFALSE
8197
10.1021/acs.joc.9b00633
Asymmetric Synthesis of Natural and Unnatural Dibenzylbutane Lignans from a Common Intermediate
J. Org. Chem.26Lindsley, CWFALSEFALSEFALSEFALSE
8198
10.1016/j.cclet.2018.12.027
Ligand-free nickel-catalyzed Kumada couplings of aryl bromides with tert-butyl Grignard reagents
Chin. Chem. Lett.26Xu, BFALSEFALSEFALSEFALSE
8199
10.6023/cjoc201808014
Nickel-Catalyzed Difluoromethylation of (Hetero)aryl Bromides with BrCF2H
Chin. J. Org. Chem.26Zhang, XGFALSEFALSEFALSEFALSE
8200
10.1039/c8cy00613j
Versatile etherification of alcohols with allyl alcohol by a titanium oxide- supported molybdenum oxide catalyst: gradual generation from titanium oxide and molybdenum oxide
Catal. Sci. Technol.26Kon, YFALSEFALSEFALSEFALSE
8201
10.1021/acs.organomet.8b00567
Simple Nickel Salts for the Amination of (Hetero)aryl Bromides and Iodides with Lithium Bis(trimethylsilyl)amide
Organometallics26Fout, ARFALSEFALSEFALSEFALSE
8202
10.1021/jacs.8b03739
Manganese-Mediated Reductive Transamidation of Tertiary Amides with Nitroarenes
J. Am. Chem. Soc.26Hu, XLFALSEFALSEFALSEFALSE
8203
10.1039/c7cc04397j
The acid promoted Petasis reaction of organotrifluoroborates with imines and enamines
Chem. Commun.26Carrera, DEFALSEFALSEFALSEFALSE
8204
10.1039/c6qo00178e
Pd(II)-catalyzed direct functionalization of C-H bonds of benzamides for synthesis of 1,1-difluoro-1-alkenes
Org. Chem. Front.26Liu, HFALSEFALSEFALSEFALSE
8205
10.1039/c5gc01869b
Electrochemical synthesis of organochalcogenides in aqueous medium
Green Chem.26Neto, PBRFALSETRUEFALSEFALSE
8206
10.1016/j.tetlet.2015.05.117
Concise synthesis of the DEFG ring system in rubriflordilactone B
Tetrahedron Lett.26Peng, YFALSEFALSEFALSEFALSE
8207
10.1016/j.tet.2015.01.008
Pd(0)-mediated [C-11]carbonylation of aryl and heteroaryl boronic acid pinacol esters with [C-11]carbon monoxide under ambient conditions and a facile process for the conversion of [carbonyl-C-11] esters to [carbonyl-C-11]amides
Tetrahedron26Ishii, HFALSEFALSEFALSEFALSE
8208
10.1002/aoc.3134
Nickel( II) complex containing N-(4,5dihydrooxazol-2-yl) benzamide ligands: highly efficient catalyst for Heck coupling reactions
Appl. Organomet. Chem.
26Wang, JKFALSEFALSEFALSEFALSE
8209
10.1007/s40242-014-3257-1
Facile Synthesis of Enantiomerically Pure 1-(5-Bromo-2-chlorophenyl)-1-(4-ethoxyphenyl)ethane
Chem. Res. Chin. Univ.
26Wang, JWFALSEFALSEFALSEFALSE
8210
10.1016/j.tetlet.2013.01.008
One-step method for the synthesis of aryl olefins from aryl aldehydes and aliphatic aldehydes
Tetrahedron Lett.26Borate, HBFALSEFALSEFALSEFALSE
8211
10.1039/c3cc46271d
A mechanistic investigation of hydrodehalogenation using ESI-MS
Chem. Commun.26McIndoe, JSFALSEFALSEFALSEFALSE
8212
10.1039/c3cc42746c
A novel efficient method for the synthesis of substituted olefins; cross coupling of two different alcohols using NaHSO4/SiO2
Chem. Commun.26Aoyama, TFALSEFALSEFALSEFALSE
8213
10.1016/j.comptc.2012.08.010
Theoretical study on effects of substituent, ligand, and metal on Pd-catalyzed polymerization of norbornene
Comput. Theor. Chem.
26Li, ZFALSEFALSEFALSEFALSE
8214
10.1021/om300323d
Carbon-Oxygen Bond Activation in Esters by Platinum(0): Cleavage of the Less Reactive Bond
Organometallics26Jones, WDFALSEFALSEFALSEFALSE
8215
10.1007/s11172-012-0130-6
N(2)-Monosubstituted bishydrazides of oxalic acid as new efficient components of the system for the copper-catalyzed C-N cross-coupling in water
Russ. Chem. Bull.26Boyarskiy, VPFALSEFALSEFALSEFALSE
8216
10.1021/ol203303b
Efficient Palladium-Catalyzed Cross-Coupling of Highly Acidic Substrates, Nitroacetates
Org. Lett.26Dreher, SDFALSEFALSEFALSEFALSE
8217
10.1021/ol201437g
Nickel-Catalyzed Amination of Aryl Phosphates through Cleaving Aryl C-O Bonds
Org. Lett.26Yang, LMFALSEFALSEFALSEFALSE
8218
10.1021/ol201069x
New Synthetic Methodology for the Construction of 7-Substituted Farnesyl Diphosphate Analogs
Org. Lett.26Gibbs, RAFALSEFALSEFALSEFALSE
8219
10.1021/ol1018739
Room Temperature Palladium-Catalyzed Cross Coupling of Aryltrimethylammonium Triflates with Aryl Grignard Reagents
Org. Lett.26Reeves, JTFALSEFALSEFALSEFALSE
8220
10.1002/anie.201003379
BO Chemistry Comes Full Circle
Angew. Chem.-Int. Edit.
26Westcott, SAFALSEFALSEFALSEFALSE
8221
10.1021/ol902155e
Neopentylglycolborylation of Aryl Chlorides Catalyzed by the Mixed Ligand System NiCl2(dppp)/dppf
Org. Lett.26Percec, VFALSEFALSEFALSEFALSE
8222
10.1021/om900558a
Use of Aryliron Complexes [CpFe(CO)(2)Ar] as Arylcarbonyl Cation Equivalents in the Reactions with Organolithium Reagents To Yield Ketones
Organometallics26Yorimitsu, HFALSEFALSEFALSEFALSE
8223
10.1055/s-2008-1067222
Synthesis of 2-substituted cyclohexene derivatives through cross-coupling reactions via pi-allylmetal intermediate using N-heterocyclic carbenes (NHCs) as ligands
Synthesis26Sato, YFALSEFALSEFALSEFALSE
8224
10.1139/V08-038
Linear free-energy correlation analysis of the electronic effects of the substituents in the Sonogashira coupling reaction
Can. J. Chem.26Gottardo, CFALSEFALSEFALSEFALSE
8225
10.1021/ja710944j
Direct benzylic alkylation via Ni-catalyzed selective benzylic sp(3) C-O activation
J. Am. Chem. Soc.26Shi, ZJFALSEFALSEFALSEFALSE
8226
10.1021/ja0703170
Palladium-catalyzed asymmetric silaborative C-C cleavage of meso-methylenecyclopropanes
J. Am. Chem. Soc.26Suginome, MFALSEFALSEFALSEFALSE
8227
10.1002/chem.200601737
Simple and efficient recyclable catalytic system for performing copper-catalysed S-arylation reactions in the presence of water
Chem.-Eur. J.26SanMartin, RFALSEFALSEFALSEFALSE
8228
10.1080/00397910601039044
Application of polymer-supported triphenylphosphine and microwave irradiation to the palladium-catalyzed cyanation of aryl triflates
Synth. Commun.26Srivastava, RRFALSEFALSEFALSEFALSE
8229
10.1039/b605732b
Convenient synthesis of electron-donating substituted benzonitriles by photolysis of phenyl halides and esters
Chem. Commun.26Fagnoni, MFALSEFALSEFALSEFALSE
8230
10.1002/marc.200350009
eta(3)-benzyl-nickel-diimine complex: Synthesis and catalytic properties in ethylene polymerization
Macromol. Rapid Commun.
26Monteiro, ALFALSEFALSEFALSEFALSE
8231
10.1021/ja035216q
Regio- and enantiospecific rhodium-catalyzed arylation of unsymmetrical fluorinated acyclic allylic carbonates: inversion of absolute configuration
J. Am. Chem. Soc.26Evans, PAFALSEFALSEFALSEFALSE
8232
10.1007/s007060070008
Mechanism of the nickel-catalyzed electrosynthesis of ketones by heterocoupling of aryl and benzyl halides
Mon. Chem.26Amatore, CFALSEFALSEFALSEFALSE
8233
10.3987/COM-00-8920
Palladium-catalyzed asymmetric allylic alkylation using chiral P,N-ligands
Heterocycles26Mino, TFALSEFALSEFALSEFALSE
8234
10.1021/ja000693j
Zr-catalyzed olefin alkylations and allylic substitution reactions with electrophiles
J. Am. Chem. Soc.26Hoveyda, AHFALSEFALSEFALSEFALSE
8235
10.1016/S0040-4039(99)01178-8
Synthesis of aryl esters of protected amino acids from aryl sulfonates
Tetrahedron Lett.26Vilaivan, TFALSEFALSEFALSEFALSE
8236
10.1039/a900181f
Homocoupling of substituted benzenes to symmetrical biaryls with mercury(II) in the presence of cerium(IV)
J. Chem. Res.-S26Iranpoor, NFALSEFALSEFALSEFALSE
8237
10.1016/S0022-328X(96)06752-6
The hydrostannation of a propargylglycine derivative
J. Organomet. Chem.
26Crisp, GTFALSEFALSEFALSEFALSE
8238
10.1016/S0040-4039(97)00187-1
New multi-coupling benzylic zinc reagents for the preparation of flexible aromatic compounds
Tetrahedron Lett.26FALSEFALSEFALSEFALSE
8239
10.1016/S0040-4039(00)88045-4
ERYTHROSELECTIVITY IN ADDITION OF GAMMA-SUBSTITUTED ALLYLSILANES TO ALDEHYDES IN THE PRESENCE OF TITANIUM CHLORIDE
Tetrahedron Lett.26HAYASHI, TFALSEFALSEFALSEFALSE
8240
10.1016/S0022-328X(00)93274-1
REACTION OF ORGANOMAGNESIUM COMPOUNDS WITH ALLYLIC ALCOHOLS IN PRESENCE OF NICKEL-COMPLEXES .2. HYDROGENOLYSIS OF ALLYLIC ALCOHOLS
J. Organomet. Chem.
26FALSEFALSEFALSEFALSE
8241
10.1021/acs.orglett.1c04134
Guiding Target Synthesis with Statistical Modeling Tools: A Case Study in Organocatalysis
Org. Lett.26Reid, JPFALSEFALSEFALSEFALSE
8242
10.1021/acs.orglett.1c03844
Soft Enolization of 3-Substituted Cycloalkanones Exhibits Significantly Improved Regiocontrol vs Hard Enolization Conditions
Org. Lett.26Vanderwal, CDFALSEFALSEFALSEFALSE
8243
10.6023/cjoc202010027
Facile Preparation of Aryl C-Glycosides by Nickel-Catalyzed Reductive Coupling of Glycosyl Halides with Aryl Halides
Chin. J. Org. Chem.26Qun, QFALSEFALSEFALSEFALSE
8244
10.6023/cjoc202007059
Design, Synthesis and Activity Evaluation of Novel Bromodomain-Containing Protein 4 (BRD4) Small Molecule Inhibitor Based on ABBV-075
Chin. J. Org. Chem.26
Li, W; Sun, K; Liu, HM
FALSEFALSEFALSEFALSE
8245
10.1016/j.tetlet.2017.04.070
A facile and mild Pd-catalyzed one-pot process for direct hydrodeoxygenation (HDO) phenols to arenes through a ArOSO2F intermediates transformation
Tetrahedron Lett.26Qin, HLFALSEFALSEFALSEFALSE
8246
10.1055/s-0036-1588132
Nickel-Catalyzed Reductive Cross-Coupling of Vinyl Bromides with Unactivated Alkyl Halides
Synthesis26Gong, HGFALSEFALSEFALSEFALSE
8247
10.1016/j.jorganchem.2016.11.005
Cobalt pincer complex catalyzed Suzuki-Miyaura cross coupling - A green approach
J. Organomet. Chem.
26Bhat, BRFALSEFALSEFALSEFALSE
8248
10.1039/c6cc03956a
Development of a supramolecular ensemble of an AIEE active hexaphenylbenzene derivative and Ag@Cu2O core-shell NPs: an efficient photocatalytic system for C-H activation
Chem. Commun.26Bhalla, VFALSEFALSEFALSEFALSE
8249
10.1016/j.tet.2015.12.051
Efficient synthesis of chiral biaryls via asymmetric Suzuki-Miyaura cross-coupling of ortho-bromo aryl triflates
Tetrahedron26Tang, WJFALSEFALSEFALSEFALSE
8250
10.1039/d0cc07169b
Nickel-catalysed chemoselective C-3 alkylation of indoles with alcohols through a borrowing hydrogen method
A highly efficient catalyst for the direct C-H arylation of simple arenes was developed on the basis of a palladium-diimine complex. The developed catalyst exhibited the highest turnover number reported to date for the direct arylation of benzene due to increased stability provided by the diimine ligand. The reaction was also performed using only 2-3 equiv of simple arenes. Mechanistic studies in combination with kinetic measurements, isotope effect experiments, synthesis of possible intermediates, and stoichiometric reactions suggested that this reaction follows a cooperative bimetallic mechanism.
Chem. Commun.25Adhikari, DFALSEFALSEFALSEFALSE
8251
10.1007/s40010-020-00722-9
Efficient Synthesis of 1,1-Dimethoxymethane from Methanol and Paraformaldehyde Catalyzed by a Molecularly defined Ni(II)-Complex
Ruthenium thiolate complexes with one chiral monodentate phosphine ligand are applied to enantioselective hydrosilylation of enolizable 'mines and ketones. The structural features of the catalyst exclude the presence of more than one phosphine ligand at the ruthenium center in the enantioselectivity-determining step. The enantiomeric excesses obtained in these reduction reactions ate moderate (up to 66% ee), but the stereochemical outcome enables an experimental analysis of the reaction pathways operative in this catalysis. A two-step sequence consisting of successive N-Si/O Si dehydrogenative coupling and enamine/enol ether hydrogenation is, the prevailing mechanisin Of action. Both steps involve cooperative bond activation at the Ru-S bond of the coordinatively unsaturated ruthenium complex: Si-H bond activation in the dehydrogenative coupling and heterolytic H-H splitting in the hydrogenation. Previously documented side reactions such as deprotonation/protonation equilibria as well as competing direct C=N or C=O hydrogenation have been excluded.
Proc. Nat. Acad. Sci. India A
25Balaraman, EFALSEFALSEFALSEFALSE
8252
10.1007/s11696-019-00841-7
A new route for the synthesis of Palbociclib
Chem. Pap.25Chen, JQFALSEFALSEFALSEFALSE
8253
10.1039/c9cc03591e
Nickel-catalysed direct alpha-olefination of alkyl substituted N-heteroarenes with alcohols
Chem. Commun.25Banerjee, DFALSEFALSEFALSEFALSE
8254
10.1055/s-0037-1611537
Triphenylphosphine Oxide-Catalyzed Selective ,-Reduction of Conjugated Polyunsaturated Ketones
Synlett25Toy, PHFALSEFALSEFALSEFALSE
8255
10.1021/acs.orglett.9b01019
Ni-Catalyzed Cross-Electrophile Coupling for the Synthesis of Skipped Polyenes
Org. Lett.25Jamison, TFFALSETRUEFALSEFALSE
8256
10.1002/slct.201702416
Base-Promoted Heterogeneous Reusable Copper Fluorapatite (CuFAP) Catalyzed Facile Synthesis of 1,2-Diarylethanols via C(sp(3))-H Functionalization of Nitrotoluene
ChemistrySelect25Mulla, SARFALSEFALSEFALSEFALSE
8257
10.3987/COM-15-13314
A GENERAL SYNTHESIS OF NOVEL QUINOLINE-BASED ISOINDOLIN-1-ONE DERIVATIVES
Heterocycles25Zhang, HFALSEFALSEFALSEFALSE
8258
10.1002/anie.201503204
Nickel-Catalyzed CO/CH Cross-Coupling Reactions for CC Bond Formation
Angew. Chem.-Int. Edit.
25Chen, TQFALSEFALSEFALSEFALSE
8259
10.1002/anie.201503391
Gadolinium-Catalyzed Regio- and Enantioselective Aminolysis of Aromatic trans-2,3-Epoxy Sulfonamides
Angew. Chem.-Int. Edit.
25Yamamoto, HFALSEFALSEFALSEFALSE
8260
10.1155/2015/912104
Catalytic Hydrodechlorination of Trichlorobenzenes with Pd(Phen)Cl-2 as Catalyst Precursor
J. Nanomater.25Xu, HFALSEFALSEFALSEFALSE
8261
10.1139/cjc-2014-0217
Regioselective palladium-catalyzed ring-opening reactions of C-1-substituted oxabenzonorbornadienes
Can. J. Chem.25Tam, WFALSEFALSEFALSEFALSE
8262
10.1039/c3cc47633b
Organocatalytic photoreduction of Zn(II) to zinc metal
Chem. Commun.25Bernhard, SFALSEFALSEFALSEFALSE
8263
10.1039/c4ra04398g
Benzylic-type couplings provide an important asymmetric entry to functionalized, non-racemic helicenes
RSC Adv.25Gingras, MFALSEFALSEFALSEFALSE
8264
10.1021/ja408561b
Nickel/Bis(oxazoline)-Catalyzed Asymmetric Negishi Arylations of Racemic Secondary Benzylic Electrophiles to Generate Enantioenriched 1,1-Diarylalkanes
J. Am. Chem. Soc.25Fu, GCFALSETRUEFALSEFALSE
8265
10.1021/ja2066829
An Enantioselective, Intermolecular alpha-Arylation of Ester Enolates To Form Tertiary Stereocenters
J. Am. Chem. Soc.25Zhou, JRFALSEFALSEFALSEFALSE
8266
10.1016/j.jorganchem.2010.10.037
Branch selective allylation of acetylacetone catalyzed by Water-soluble rhodium complex catalyst
J. Organomet. Chem.
25Komiya, SFALSEFALSEFALSEFALSE
8267
10.1021/ol1011949
Two-Component Approach Toward a Fully Substituted N-Fused Pyrrole Ring
Org. Lett.25Gevorgyan, VFALSEFALSEFALSEFALSE
8268
10.1021/jo1001615
Room Temperature Cross-Coupling of Highly Functionalized Organozinc Reagents with Thiomethylated N-Heterocycles by Nickel Catalysis
J. Org. Chem.25Knochel, PFALSEFALSEFALSEFALSE
8269
10.1002/anie.200905544
DHTP Ligands for the Highly Ortho-Selective, Palladium-Catalyzed Cross-Coupling of Dihaloarenes with Grignard Reagents: A Conformational Approach for Catalyst Improvement
Angew. Chem.-Int. Edit.
25Manabe, KFALSEFALSEFALSEFALSE
8270
10.1002/anie.201001028
A Synthetic Double Punch: Suzuki-Miyaura Cross-Coupling Mates with C-H Functionalization
Angew. Chem.-Int. Edit.
25
Jacobi von Wangelin, A
FALSEFALSEFALSEFALSE
8271
10.1007/s00706-009-0199-2
Structural variations of nickel complexes in NiS4 and NiS2PN coordination environments: spectral and single-crystal X-ray structural studies on bis(4-methylpiperidinecarbodithioato-S,S ')nickel(II) and (4-methylpiperidinecarbodithioato-S,S ')(thiocyanato-N)(triphenylphosphine)nickel(II)
Mon. Chem.25Thirumaran, SFALSEFALSEFALSEFALSE
8272
10.1055/s-0029-1217067
Enol Phosphinates and Phosphonates: Practical Electrophiles for Cross-Coupling Strategies
Synthesis25Steel, PGFALSETRUEFALSEFALSE
8273
10.1080/00958970802483624
Trans influences of Cl-, NCO- and NCS- donors on planar NiS2PN(CO), NiS2PN(CS), NiS2PCl and NiS2P2 chromophores: synthesis, NMR spectral and single crystal X-ray structural studies
J. Coord. Chem.25Ramalingam, KFALSEFALSEFALSEFALSE
8274
10.1039/b914982a
Aminations of allylic phenyl ethers via micellar catalysis at room temperature in water
Chem. Commun.25Lipshutz, BHFALSEFALSEFALSEFALSE
8275
10.1021/ja805810p
Palladium-catalyzed amination of aryl and heteroaryl tosylates at room temperature
J. Am. Chem. Soc.25Hartwig, JFFALSEFALSEFALSEFALSE
8276
10.1021/ja805094j
Asymmetric intramolecular arylcyanation of unactivated Olefins via C-CN bond activation
J. Am. Chem. Soc.25Jacobsen, ENFALSEFALSEFALSEFALSE
8277
10.1002/adsc.200700002
Palladium-catalyzed cross-coupling reaction using arylgermanium sesquioxide
Adv. Synth. Catal.25Fugami, KFALSEFALSEFALSEFALSE
8278
10.1016/S0040-4039(03)01804-5
Efficient preparation of (Z)-alkenyl derivatives from (Z)-vinyl (N,N-diisopropyl)carbamate via Ni-catalysed coupling reactions
Tetrahedron Lett.25Betzer, JFFALSEFALSEFALSEFALSE
8279
10.1021/ol034948k
Simple and efficient protocol for the synthesis of functionalized styrenes from 1,2-dibromoethane and arylboronic acids
Org. Lett.25Monteiro, ALFALSEFALSEFALSEFALSE
8280
10.1016/S0040-4020(02)01351-0
Rapid analogue synthesis of C-5 substituted 1,2,3-triazolo[1,5-a]quinazolines
Tetrahedron25Jones, PFALSEFALSEFALSEFALSE
8281
10.1016/S0040-4020(02)00826-8
Practical enantioselective synthesis of a COX-2 specific inhibitor
Tetrahedron25Tan, LFALSEFALSEFALSEFALSE
8282
10.1021/ja9927220
Rhodium-catalyzed asymmetric arylation of imines with organostannanes. Asymmetric synthesis of diarylmethylamines
J. Am. Chem. Soc.25Hayashi, TFALSEFALSEFALSEFALSE
8283
10.1021/ja9929537
A ruthenium-catalyzed alkylative cycloetherification
J. Am. Chem. Soc.25Trost, BMFALSEFALSEFALSEFALSE
8284
10.1071/CH99073
Reaction of bromonaphthofurans with bis(pinacolato)diboron
Aust. J. Chem.25Brimble, MAFALSEFALSEFALSEFALSE
8285
10.1016/S0040-4039(97)00178-0
Nickel-catalyzed asymmetric allylation of alkyl Grignard reagents. Effect of ligands, leaving groups and a kinetic resolution with a hard nucleophile
Tetrahedron Lett.25FALSEFALSEFALSEFALSE
8286
10.1021/jo961615a
Nickel-catalyzed addition of grignard reagents to oxabicyclic compounds. Ring-opening reactions with previously unreactive substrates and nucleophiles
J. Org. Chem.25Lautens, MFALSEFALSEFALSEFALSE
8287
10.1016/0304-5102(90)85092-V
RELATIONSHIP BETWEEN PRODUCT CONFIGURATION AND COMPLEX CONFORMATION IN ASYMMETRIC CATALYSIS ON METAL-COMPLEXES (CROSS-COUPLING AND HYDROSILYLATION REACTIONS)
25PAVLOV, VAFALSEFALSEFALSEFALSE
8288
10.1039/c39900000399
NICKEL-CATALYZED ALKYLATIVE ALKENATION OF ORTHOTHIOESTERS WITH GRIGNARD-REAGENTS - A CONVENIENT PROCEDURE FOR INTRODUCING THE ISOPROPENYL GROUP - SYNTHESIS OF SUBSTITUTED 1,3-(BIS-TRIMETHYLSILYL)PROPENES
J. Chem. Soc.-Chem. Commun.
25FALSEFALSEFALSEFALSE
8289
10.1016/S0040-4039(01)81055-8
METAL-PROMOTED CYCLIZATION .16. HIGHLY STEREOSELECTIVE SYNTHESIS OF EXOCYCLIC ALKENES VIA CYCLIALKYLATION
Tetrahedron Lett.25NEGISHI, EFALSEFALSEFALSEFALSE
8290
10.1021/jo00220a042
THE EFFECT OF ADDED SILVER-NITRATE ON THE PALLADIUM-CATALYZED ARYLATION OF ALLYLTRIMETHYLSILANES
J. Org. Chem.25FALSEFALSEFALSEFALSE
8291
10.1021/ja00328a063
PALLADIUM-CATALYZED COUPLING OF VINYL TRIFLATES WITH ORGANOSTANNANES - A SHORT SYNTHESIS OF PLERAPLYSILLIN-1
J. Am. Chem. Soc.25FALSEFALSEFALSEFALSE
8292
10.1016/S0022-328X(00)91443-8
KHARASCH-TYPE HOMOCOUPLING REACTION CATALYZED BY IRON COMPLEXES
J. Organomet. Chem.
25FELKIN, HFALSEFALSEFALSEFALSE
8293
10.1007/s11419-021-00597-4
Identification and structural characterization of three psychoactive substances, phenylpiperazines (pBPP and 3,4-CFPP) and a cocaine analogue (troparil), in collected samples
Forensic Toxicol.25
Poplawska, M; Bednarek, E
FALSEFALSEFALSEFALSE
8294
10.1021/acs.orglett.1c02346
Cu-Catalyzed C-H Allylation of Benzimidazoles with Allenes
Org. Lett.25Breit, BFALSEFALSEFALSEFALSE
8295
10.1039/d0ra10868e
Fe-mediated synthesis of N-aryl amides from nitroarenes and acyl chlorides
RSC Adv.25Guo, LFALSEFALSEFALSEFALSE
8296
10.3390/catal11050645
Ni-Containing Catalysts
Catalysts25Da Costa, PFALSEFALSEFALSEFALSE
8297
10.1246/cl.160133
Palladium-catalyzed C-H Arylation of Pyridines with Aryl Triflates
Chem. Lett.25Itami, KFALSEFALSEFALSEFALSE
8298
10.1016/j.tetlet.2020.152629
Recyclable CuFe2O4 for the synthesis of 2,3-disubstituted indoles
An operationally simple, efficient and straight forward approach was developed for the synthesis of new hybrid nitrogen heterocycles bearing dihydroquinazoline with quinoline, isoquinoline, quinoxaline and azole via iron-catalyzed dehydrative cross coupling reaction between heterocyclic aminol and 2-methyl azaarenes. Furthermore, this protocol applied to couple simple methyl ketones to achieve C4-alkylated-dihydroquinazolines with broad substrate scope. (C) 2017 Elsevier Ltd. All rights reserved.
Tetrahedron Lett.24
Le, NTH; Nguyen, TT
FALSEFALSEFALSEFALSE
8299
10.1016/j.catcom.2020.106085
Borrowing hydrogen activity of NH2-MIL-125 for N-alkylation of amines with alcohols under solvent and base free condition
A combination of nickel and photoredox catalysts promoted novel cross-coupling reactions of aryl halides with 4-alkyl-1,4-dihydropyridines. 4-Alkyl-1,4-dihydropyridines act as formal nucleophilic alkylation reagents through a photoredox-catalyzed carbon-carbon (C-C) bond-cleavage process. The present strategy provides an alternative to classical carbon-centered nucleophiles, such as organometallic reagents.
Catal. Commun.24Mishra, MKFALSEFALSEFALSEFALSE
8300
10.1016/j.tetlet.2019.151216
Synthesis of homo-propargylic ethers: A domino ring opening/coupling reaction of oxiranes with terminal alkynes and aryl iodides
Tetrahedron Lett.24Manafi, MFALSEFALSEFALSEFALSE
8301
10.1246/cl.190405
Further Studies on Ni/Zr-mediated One-pot Ketone Synthesis: Use of a Mixture of Ni-I- and Ni-II-catalysts Greatly Improves the Molar Ratio of Coupling Partners
Chem. Lett.24Kishi, YFALSEFALSEFALSEFALSE
8302
10.1002/chem.201902123
Soluble and Planar 2,9-Diazaperopyrenes through Reductive Aromatization of Perylene Diimides: Tunable Emission and Aggregation Behaviors
Chem.-Eur. J.24Miyake, YFALSEFALSEFALSEFALSE
8303
10.1021/acs.jced.8b00719
Solubility Modeling and Solution Thermodynamics of 4-Amino-2,6-Dimethoxypyrimidine in Cosolvent Mixtures of Methanol, Ethanol, Isopropanol, and N,N-Dimethylformamide plus Water
J. Chem. Eng. Data24Xu, RJFALSEFALSEFALSEFALSE
8304
10.1021/acs.orglett.8b00139
BABIPhos Family of Biaryl Dihydrobenzooxaphosphole Ligands for Asymmetric Hydrogenation
Org. Lett.24
Li, GS; Zatolochnaya, OV
FALSEFALSEFALSEFALSE
8305
10.1016/j.tetlet.2015.10.096
Facile approaches toward the synthesis of N-4-monosubstituted quinazolin-2,4-diamines
Tetrahedron Lett.24Rao, PPNFALSEFALSEFALSEFALSE
8306
10.1021/acs.oprd.5b00302
Spotlight on Non-Precious Metal Catalysis
Org. Process Res. Dev.
24Dunetz, JRFALSEFALSEFALSEFALSE
8307
10.1126/science.1255525
Merging photoredox with nickel catalysis: Coupling of alpha-carboxyl sp(3)-carbons with aryl halides
Science24Doyle, AGFALSEFALSEFALSEFALSE
8308
10.1002/chem.201303638
Simulating Microwave Chemistry in a Resistance-Heated Autoclave Made of Semiconducting Silicon Carbide Ceramic
Chem.-Eur. J.24Kappe, COFALSEFALSEFALSEFALSE
8309
10.1016/j.tetlet.2013.08.049
Alder-ene reaction of aryne with olefins
Tetrahedron Lett.24Yin, JFALSEFALSEFALSEFALSE
8310
10.7503/cjcu20130279
Total Synthesis of Chelerythrine
Chem. J. Chin. Univ.-Chin.
24Xie, LGFALSEFALSEFALSEFALSE
8311
10.1021/ja301612y
New Directing Groups for Metal-Catalyzed Asymmetric Carbon-Carbon Bond-Forming Processes: Stereoconvergent Alkyl-Alkyl Suzuki Cross-Couplings of Unactivated Electrophiles
J. Am. Chem. Soc.24Fu, GCFALSETRUEFALSEFALSE
8312
10.1021/ol202058r
Iron(III)-Promoted Oxidative Coupling of Naphthylamines: Synthetic and Mechanistic Investigations
Org. Lett.24Yang, LMFALSEFALSEFALSEFALSE
8313
10.1039/c0cc05186a
Unexpected preparation of (Z)-chloromethyleneketals and their sulfur analogues by a novel three-component condensation
Chem. Commun.24Marko, IEFALSEFALSEFALSEFALSE
8314
10.1016/j.tetlet.2010.08.051
S(N)2-Selective allylic substitution of chiral gamma-aryl substituted allylic picolinates with alkynylcopper reagents
Tetrahedron Lett.24Kobayashi, YFALSEFALSEFALSEFALSE
8315
10.1039/b917777a
Direct dehydrative cross-coupling of tautomerizable heterocycles with alkynes via Pd/Cu-catalyzed phosphonium coupling
Chem. Commun.24Kang, FAFALSEFALSEFALSEFALSE
8316
10.1055/s-0029-1218356
Gold Catalysis in Glycosylation Reactions
Synlett24Kunz, HFALSEFALSEFALSEFALSE
8317
10.1021/ol900295u
Selective Monoarylation of Acetate Esters and Aryl Methyl Ketones Using Aryl Chlorides
Org. Lett.24Buchwald, SLFALSEFALSEFALSEFALSE
8318
10.1016/j.jorganchem.2008.10.052
Palladium catalyzed-dehalogenation of aryl chlorides and bromides using phosphite ligands
J. Organomet. Chem.
24Lee, SFALSEFALSEFALSEFALSE
8319
10.1002/anie.200900465
Devising Boron Reagents for Orthogonal Functionalization through Suzuki-Miyaura Cross-Coupling
Angew. Chem.-Int. Edit.
24Tobisu, MFALSEFALSEFALSEFALSE
8320
10.1021/ja8055358
A highly active catalyst for Pd-catalyzed amination reactions: Cross-coupling reactions using aryl mesylates and the highly selective monoarylation of primary amines using aryl chlorides
J. Am. Chem. Soc.24Buchwald, SLFALSEFALSEFALSEFALSE
8321
10.1016/j.tetlet.2008.07.060
Palladium-free Suzuki-Miyaura cross-coupling at elevated pressures
Tetrahedron Lett.24Young, DJFALSEFALSEFALSEFALSE
8322
10.3184/030823408X338729
Synthesis of tetrasubstituted olefins by stereoselective allylzincation-Negishi tandem reaction of acetylenic sulfones
J. Chem. Res24Cai, MZFALSEFALSEFALSEFALSE
8323
10.1134/S0023158408040125
Polymerization of methyl methacrylate using the NiX2(PPh3)(2)/Zn catalytic system
Kinet. Catal.24Il'ichev, ISFALSEFALSEFALSEFALSE
8324
10.1002/adsc.200800082
Gallium trichloride-promoted ethynylation reaction of 1,4-dienes
Adv. Synth. Catal.24Yamaguchi, MFALSEFALSEFALSEFALSE
8325
10.1039/b803072c
Nickel-catalyzed cross-coupling reactions of benzylic zinc reagents with aromatic bromides, chlorides and tosylates
Chem. Commun.24Knochel, PFALSEFALSEFALSEFALSE
8326
10.1016/j.catcom.2007.05.008
Pd(OAc)(2)-catalyzed room temperature homocoupling reaction of arylboronic acids under air without ligand
Catal. Commun.24Mao, JCFALSEFALSEFALSEFALSE
8327
10.1134/S107042800705017X
Synthesis of 3-bromosubstituted 2-arylbornylenes by cross-coupling
Russ. J. Organ. Chem.
24Ilaldinov, IZFALSEFALSEFALSEFALSE
8328
10.1016/j.tet.2006.11.053
Regiospecific synthesis of 1,5-disubstituted-1H-pyrazoles containing differentiated 3,4-dicarboxylic acid esters via Suzuki coupling of the corresponding 5-trifluoromethane sulfonates
Tetrahedron24Dragovich, PSFALSEFALSEFALSEFALSE
8329
10.1016/j.tetlet.2006.10.154
Synthesis of substituted tetralones as intermediates of CNS agents via palladium-catalyzed cross-coupling reactions
Tetrahedron Lett.24Ravina, EFALSEFALSEFALSEFALSE
8330
10.1016/j.tetasy.2006.06.013
Synthesis of homologated binaphthyl N,P-ligands for Pd-catalyzed asymmetric allylic alkylation
Tetrahedron-Asymmetry
24Ha, DCFALSEFALSEFALSEFALSE
8331
10.1021/ol0517271
Suzuki-Miyaura cross-coupling of benzylic phosphates with arylboronic acids
Org. Lett.24McLaughlin, MFALSEFALSEFALSEFALSE
8332
10.1016/j.tetlet.2004.12.067
A thermally-cleavable linker for solid-phase synthesis
Tetrahedron Lett.24Finn, MGFALSEFALSEFALSEFALSE
8333
10.1002/adsc.200404192
Novel nickel-catalyzed coupling reaction of allyl ethers with chlorosilanes, alkyl tosylates, or alkyl halides promoted hy vinyl-Grignard reagent leading to allylsilanes or alkenes
Adv. Synth. Catal.24Terao, JFALSEFALSEFALSEFALSE
8334
10.1021/ol048490d
Azoles as Suzuki cross-coupling leaving groups: Syntheses of 6-arylpurine 2 '-deoxynucleosides and nucleosides from 6-(imidazol-1-yl)- and 6-(1,2,4-triazol-4-yl)purine derivatives
Org. Lett.24Liu, JQFALSEFALSEFALSEFALSE
8335
10.1021/ol036131x
Palladium-catalyzed Suzuki-Miyaura cross-couplings of sulfonyl chlorides and boronic acids
Org. Lett.24Vogel, PFALSEFALSEFALSEFALSE
8336
10.1002/anie.200453765
Nickel-catalyzed cross-coupling of aryl Grignard reagents with aromatic alkyl ethers: An efficient synthesis of unsymmetrical biaryls
Angew. Chem.-Int. Edit.
24Dankwardt, JWFALSEFALSEFALSEFALSE
8337
10.1021/ja035983p
Regioselective and enantiospecific rhodium-catalyzed allylic alkylation reactions using copper(I) enolates: Synthesis of (-)-sugiresinol dimethyl ether
J. Am. Chem. Soc.24Evans, PAFALSEFALSEFALSEFALSE
8338
10.1002/1521-3749(200206)628:5<971::AID-ZAAC971>3.0.CO;2-G
doi.org/10.1002/1521-3749(200206)628:5<971::AID-ZAAC971>3.0.CO;2-G
Synthesis and characterization of intramolecularly stabilized chiral dimethylindium alkoxides and their use as cross coupling reagents
Z. Anorg. Allg. Chem.
24Schumann, HFALSEFALSEFALSEFALSE
8339
10.1021/ja0157346
Regioselective catalytic allylic alkylation directed by removable 2-PyMe2Si group
J. Am. Chem. Soc.24Yoshida, JFALSEFALSEFALSEFALSE
8340
10.1016/S0040-4039(00)01690-7
Modular Mo-based catalysts for efficient asymmetric olefin metathesis. Catalytic enantioselective synthesis of cyclic ethers and acetals
Tetrahedron Lett.24Hoveyda, AHFALSEFALSEFALSEFALSE
8341
10.1016/S0040-4020(00)00815-2
The cross-coupling reaction of arylboronic acids with chloropyridines and electron-deficient chloroarenes catalyzed by a polymer-bound palladium complex
Tetrahedron24Miyaura, NFALSEFALSEFALSEFALSE
8342
10.1039/a903345i
Palladium-catalyzed cyanation of aryl and heteroaryl iodides with copper(I) cyanide
J. Chem. Soc.-Perkin Trans. 1
24Sakamoto, TFALSEFALSEFALSEFALSE
8343
10.1016/S0040-4039(99)00239-7
Cross-coupling of chloroarenes with boronic acids using a water-soluble nickel catalyst.
Tetrahedron Lett.24Genet, JPFALSEFALSEFALSEFALSE
8344
10.1016/S0040-4039(98)00996-4
Syntheses of [5]-helicene by McMurry or carbenoid couplings
Tetrahedron Lett.24Gingras, MFALSEFALSEFALSEFALSE
8345
10.1021/jo00109a045
ARYL MESYLATES IN METAL-CATALYZED HOMOCOUPLING AND CROSS-COUPLING REACTIONS .3. A SIMPLE AND GENERAL-METHOD FOR THE SYNTHESIS OF 2,2'-DIAROYL-4,4'-DIHYDROXYBIPHENYLS
J. Org. Chem.24PERCEC, VFALSEFALSEFALSEFALSE
8346
10.1016/S0040-4039(00)73479-4
NICKEL AND PALLADIUM-CATALYZED COUPLING OF VINYL SELENIDES WITH TRIMETHYLSILYLMETHYLMAGNESIUM CHLORIDE - A NEW SYNTHESIS OF ALLYL SILANES
Tetrahedron Lett.24HEVESI, LFALSEFALSEFALSEFALSE
8347
10.1021/ic00301a012
UNANTICIPATED FORMATION OF DIBROMO[1,2-BIS(DIPHENYLPHOSPHINO)ETHANE]NICKEL(II) BY SEQUENTIAL MICHAEL REVERSION AND MICHAEL ADDITION OF DIBROMOBIS(DIPHENYLVINYLPHOSPHINE)NICKEL(II)
Inorg. Chem.24FALSEFALSEFALSEFALSE
8348
10.1016/S0040-4039(00)88199-X
ONE-STEP SYNTHESIS OF KETONES FROM CARboxYLIC-ACIDS AND GRIGNARD-REAGENTS IN THE PRESENCE OF A NICKEL(II)-PHOSPHINE CATALYST
Tetrahedron Lett.24FALSEFALSEFALSEFALSE
8349
10.1016/j.jclepro.2017.02.121
Highly active bio-waste cellulose supported poly(amidoxime) palladium(II) complex for Heck reactions
J. Clean Prod.24Sarkar, SMFALSEFALSEFALSEFALSE
8350
10.1002/jhet.2394
Synthesis of 2-Phenylquinoline and its Derivatives by Multicomponent Reaction of Aniline, Benzylamine, Alcohols, and CCl4 Catalyzed by FeCl3 center dot 6H(2)O
J. Heterocycl. Chem.
24Khusnutdinov, RFALSEFALSEFALSEFALSE
8351
10.1007/s10870-020-00859-w
Methods, Syntheses and Characterization of Diaryl, Aryl Benzyl, and Dibenzyl Sulfides
The first Rh(I)-catalyzed asymmetric approach for the intermolecular functionalization of C(sp(3))-H bonds is reported. For the first time, unsymmetrical N-heterocyclic carbenes (NHCs) were used for asymmetric catalysis that is capable of achieving not only high site-selectivity but also enantioselectivity. The Rh(I)/NHC* catalytic systems were ;applied to asymmetric direct C(sp(3))-H arylation, which provides a synthetic route toward enantioenriched triarylmethanes.
J. Chem. Crystallogr.
23Zhang, QFFALSEFALSEFALSEFALSE
8352
10.1038/s41598-020-62695-4
Handy and highly efficient oxidation of benzylic alcohols to the benzaldehyde derivatives using heterogeneous Pd/AlO(OH) nanoparticles in solvent-free conditions
A rapid and highly selective oxidative cross-coupling reaction between readily available and shelf-stable arylboronic acids and primary or secondary potassium alkyltrifluoroborates was devised and developed, which works under mild conditions using copper(II) acetate as the catalyst and silver oxide as the oxidant. Initial experimental results indicate that a single electron transmetalation process is involved. This approach effectively bypasses the problems associated with the traditional cross-coupling reactions of alkylboronates and thus provides a complementary method in building C(sp(2))-C(sp(3)) bonds.
Sci Rep23Goksu, HFALSEFALSEFALSEFALSE
8353
10.1016/j.saa.2019.117708
Original synthesis and spectroscopic study of thiophene triazine derivatives with enhanced luminescence properties
Spectroc. Acta Pt. A-Molec. Biomolec. Spectr.
23Robitzer, MFALSEFALSEFALSEFALSE
8354
10.1021/acs.orglett.9b03672
Diborylalkyllithium Salts Trigger Regioselective Ring Opening of Vinyl Aziridines
Org. Lett.23
Gava, R; Fernandez, E
FALSEFALSEFALSEFALSE
8355
10.3390/molecules24203678
Cu(II)-Catalyzed Homocouplings of (Hetero)Arylboronic Acids with the Assistance of 2-O-Methyl-d-Glucopyranose
Molecules23Yuan, CLFALSEFALSEFALSEFALSE
8356
10.1039/c8ra07355d
An efficient and atom-economical route to N-aryl amino alcohols from primary amines
RSC Adv.23Li, DFALSEFALSEFALSEFALSE
8357
10.1007/s10593-018-2220-3
Boron trifluoride-mediated synthesis of N-aryl-substituted pyrrolidines from tetrahydrofuran and amines
Chem. Heterocycl. Compds.
23Wang, ZHFALSEFALSEFALSEFALSE
8358
10.1021/ol501600k
Pd(dba)(2) vs Pd-2(dba)(3): An in-Depth Comparison of Catalytic Reactivity and Mechanism via Mixed-Ligand Promoted C-N and C-S Coupling Reactions
Org. Lett.23Peng, LFALSEFALSEFALSEFALSE
8359
10.1002/jccs.201300134
Nickel Complexes Catalyzed Hydrodechlorination of Aryl Chlorides in Ionic Liquid
J. Chin. Chem. Soc.23Wang, YHFALSEFALSEFALSEFALSE
8360
10.1021/ol401021x
Pd-Catalyzed Suzuki-Miyaura Cross-Coupling Reactions between Sulfamates and Potassium Boc-Protected Aminomethyltrifluoroborates
Org. Lett.23Molander, GAFALSEFALSEFALSEFALSE
8361
10.3987/COM-12-S(N)94
SYNTHESIS OF A NEW OSELTAMIVIR DERIVATIVE THROUGH LATE-STAGE CATALYTIC C-H FUNCTIONALIZATION
Heterocycles23Saito, KFALSEFALSEFALSEFALSE
8362
10.1021/jo301069c
Cross-Coupling Reactions
J. Org. Chem.23FALSEFALSEFALSEFALSE
8363
10.1021/jo300437t
Ligand Effects on the Stereochemical Outcome of Suzuki-Miyaura Couplings
J. Org. Chem.23Lipshutz, BHFALSEFALSEFALSEFALSE
8364
10.1021/op3000064
Initial Process Development and Scale-Up of the Synthesis of a Triple Reuptake Inhibitor ALB 109780
Org. Process Res. Dev.
23Yang, QFALSEFALSEFALSEFALSE
8365
10.3987/COM-11-S(P)20
Ni- AND Cu-CATALYZED COUPLING REACTIONS UISING 2-(4,5-DIHYDRO-1H-IMIDAZO-2-YL)PHENOL AS A VERSATILE PHOSPHINE-FREE LIGAND
Heterocycles23Haneda, SFALSEFALSEFALSEFALSE
8366
10.1016/j.tetlet.2010.05.098
Manganese-catalyzed cross-coupling reactions of aliphatic amines with aryl halides
Tetrahedron Lett.23Teo, YCFALSEFALSEFALSEFALSE
8367
10.1016/j.tetlet.2009.04.012
TfOH-catalyzed allylation of alkynes with cyclic Baylis-Hillman alcohols
Tetrahedron Lett.23Liu, LFALSEFALSEFALSEFALSE
8368
10.1021/ja805165y
Nickel-catalyzed asymmetric cross-couplings of racemic propargylic halides with arylzinc reagents
J. Am. Chem. Soc.23Fu, GCFALSEFALSEFALSEFALSE
8369
10.1021/ol051896l
Exploring new uses for C-H amination: Ni-catalyzed cross-coupling of cyclic sulfamates
Org. Lett.23Wehn, PMFALSEFALSEFALSEFALSE
8370
10.1055/s-2005-871544
Palladium-catalyzed Suzuki-Miyaura reactions of potassium aryl- and heteroaryltrifluoroborates with aryl- and heteroaryl triflates
Synlett23Molander, GAFALSEFALSEFALSEFALSE
8371
10.1016/j.tetlet.2004.09.020
Synthesis of diarylmethane derivatives from Pd-catalyzed cross-coupling reactions of benzylic halides with arylboronic acids
Tetrahedron Lett.23Monteiro, ALFALSEFALSEFALSEFALSE
8372
10.1021/ol048517t
Facile synthesis of 2-substituted 1,2-dihydro-1-naphthols and 2-substituted 1-naphthols
Org. Lett.23Chen, CLFALSEFALSEFALSEFALSE
8373
10.1016/j.tetlet.2003.10.176
A novel methodology for the synthesis of 1-desoxy-Delta(8)-tetrahydrocannabinol (THC) analogues
Tetrahedron Lett.23Razdan, RKFALSEFALSEFALSEFALSE
8374
10.1016/S0040-4039(03)01789-1
Pd/C-catalyzed room-temperature hydrodehalogenation of aryl halides with hydrazine hydrochloride
Tetrahedron Lett.23Taillefer, MFALSEFALSEFALSEFALSE
8375
10.1021/ja0299708
Copper-catalyzed domino halide exchange-cyanation of aryl bromides
J. Am. Chem. Soc.23Buchwald, SLFALSEFALSEFALSEFALSE
8376
10.1071/CH03113
Synthetic studies of the phosphatidylinositol 3-kinase inhibitor LY294002 and related analogues
Aust. J. Chem.23Thompson, PFALSEFALSEFALSEFALSE
8377
10.1016/S1387-7003(02)00558-0
Synthesis, spectroscopic study and X-ray crystal structure of unsymmetrical bis(phosphine)-platinum complex, [PtCl2{eta(2)-Ph2POCH2CH2N(CH3)PPh2]
Inorg. Chem. Commun.
23Balakrishna, MSFALSEFALSEFALSEFALSE
8378
10.1021/jo010289i
Nickel-catalyzed coupling of aryl iodides with aromatic aldehydes: Chemoselective synthesis of ketones
J. Org. Chem.23Cheng, CHFALSEFALSEFALSEFALSE
8379
10.1021/ol0160607
Zr-catalyzed electrophilic carbomagnesation of aryl olefins. Mechanism-based control of Zr-Mg ligand exchange
Org. Lett.23Hoveyda, AHFALSEFALSEFALSEFALSE
8380
10.1016/S0040-4020(00)00814-0
Synthesis of biaryls via cross-coupling reaction of arylboronic acids with aryl chlorides catalyzed by NiCl2/triphenylphosphine complexes
Tetrahedron23Miyaura, NFALSEFALSEFALSEFALSE
8381
10.1021/jo961900u
Ni-catalyzed cross coupling of alkoxide-containing vinyl halides with grignard reagents. A ''one-pot'' synthesis of 2-[(trimethylsilyl)methyl]-2-propen-1-yl acetate
J. Org. Chem.23Organ, MGFALSEFALSEFALSEFALSE
8382
10.1016/0957-4166(95)00053-R
NEW CHIRAL AMINOPHOSPHINES AND THEIR USE IN ASYMMETRIC CATALYSIS
Tetrahedron: Asymmetry
23WIMMER, PFALSEFALSEFALSEFALSE
8383
10.1016/S0040-4039(00)92687-X
THE SYNTHESIS OF ALPHA-STANNYL-SILANES AND THEIR USE IN THE FORMATION OF ALKENES
Tetrahedron Lett.23BARRETT, AGMFALSEFALSEFALSEFALSE
8384
10.1246/bcsj.61.3368
SIMPLE SYNTHESIS OF (Z)-12-NONADECEN-9-ONE, (Z)-13-ICOSEN-10-ONE, THE SEX-PHEROMONE OF PEACH FRUIT MOTH, AND (Z)-5-UNDECEN-2-ONE, A BIOLOGICALLY-ACTIVE MOLECULE FROM THE PEDAL GLAND OF THE BONTEBOK
Bull. Chem. Soc. Jpn.
23YAMASHITA, MFALSEFALSEFALSEFALSE
8385
10.1021/ja00278a057
CATALYTIC EFFECT OF NICKEL(II) CHLORIDE AND PALLADIUM(II) ACETATE ON CHROMIUM(II)-MEDIATED COUPLING REACTION OF IODO OLEFINS WITH ALDEHYDES
J. Am. Chem. Soc.23FALSEFALSEFALSEFALSE
8386
10.1016/S0040-4039(00)83974-X
MODIFICATION OF OPTICALLY-ACTIVE FERROCENYLPHOSPHINE LIGANDS FOR PALLADIUM-CATALYZED ASYMMETRIC ALLYLIC ALKYLATION
Tetrahedron Lett.23HAYASHI, TFALSEFALSEFALSEFALSE
8387
10.1016/S0040-4039(00)98166-8
ASYMMETRIC COUPLING OF ARYLMAGNESIUM BROMIDES WITH ALLYLIC ESTERS
Tetrahedron Lett.23HIYAMA, TFALSEFALSEFALSEFALSE
8388
10.1039/c39820000840
A GENERAL OLEFIN SYNTHESIS
J. Chem. Soc.-Chem. Commun.
23FALSEFALSEFALSEFALSE
8389
10.1002/chem.201702824
Catalytic Functionalization of Styrenyl Epoxides via 2-Nickela(II)oxetanes
Chem.-Eur. J.23Love, JAFALSEFALSEFALSEFALSE
8390
10.1016/j.catcom.2016.07.019
Cu-ZSM5 as reusable catalyst for the one-pot, odorless and ligand-free C-S bond formation
Catal. Commun.23Rostami, AFALSEFALSEFALSEFALSE
8391
10.1246/cl.160439
Silicon-based Cross-coupling of Aryl Tosylates by Cooperative Palladium/Copper Catalysis
Chem. Lett.23Nakao, YFALSEFALSEFALSEFALSE
8392
10.1107/S2053229619012567
Unusual structure of a biphenyl fragment: the important role of weak interactions
Acta Crystallogr. Sect. C-Struct. Chem.
22Vashchenko, AFALSEFALSEFALSEFALSE
8393
10.3762/bjoc.13.263
Preparation and isolation of isobenzofuran
Beilstein J. Org. Chem.
22Herges, RFALSEFALSEFALSEFALSE
8394
10.1002/anie.201706982
Buchwald-Hartwig Amination of Nitroarenes
Angew. Chem.-Int. Edit.
22Nakao, YFALSEFALSEFALSEFALSE
8395
10.1055/s-0035-1560726
One-Pot Synthesis of O-Aryl Carbamates
Synthesis22Adler, MJFALSEFALSEFALSEFALSE
8396
10.3390/catal5010018
Palladium on Carbon-Catalyzed Suzuki-Miyaura Coupling Reaction Using an Efficient and Continuous Flow System
Catalysts22Monguchi, YFALSEFALSEFALSEFALSE
8397
10.1107/S2053229615001680
Tris(tri-o-tolyl phosphite-kappa P)nickel: a coordinatively unsaturated nickel(0) complex
Acta Crystallogr. Sect. C-Struct. Chem.
22Koutsantonis, GAFALSEFALSEFALSEFALSE
8398
10.3762/bjoc.10.109
Palladium-catalysed cross-coupling reaction of ultra-stabilised 2-aryl-1,3-dihydro-1H-benzo[d]1,3,2-diazaborole compounds with aryl bromides: A direct protocol for the preparation of unsymmetrical biaryls
Beilstein J. Org. Chem.
22Robinson, RSFALSEFALSEFALSEFALSE
8399
10.1002/ejic.201301115
On the Mechanism of Reduction of Maleate Ions by Ni-I Complexes with Tetraazamacrocyclic Ligands in Aqueous Solutions
Eur. J. Inorg. Chem.22Meyerstein, DFALSEFALSEFALSEFALSE
8400
10.1055/s-0031-1291146
Synthesis of 4-Quinolones through Nickel-Catalyzed Intramolecular Amination on the beta-Carbon of o-(N-Alkylamino)propiophenones
Synlett22Kuwano, RFALSEFALSEFALSEFALSE
8401
10.1021/ol301436v
Cross-Coupling Reactions
Org. Lett.22FALSEFALSEFALSEFALSE
8402
10.1021/jo3003503
A Copper-Catalyzed Petasis Reaction for the Synthesis of Tertiary Amines and Amino Esters
J. Org. Chem.22Bergin, EFALSEFALSEFALSEFALSE
8403
10.1002/ejoc.201001428
Palladium-Catalyzed alpha-Ketone Arylation under Mild Conditions
Eur. J. Org. Chem.22Shi, YHFALSEFALSEFALSEFALSE
8404
10.1246/cl.2010.1050
Homogeneous Ruthenium Precatalyst for Suzuki-Miyaura Coupling Reaction
Chem. Lett.22Kawatsura, MFALSEFALSEFALSEFALSE
8405
10.2174/157017810790534002
Homocoupling Reaction of Aryl Boronic Acids Catalyzed by Pd(OAc)(2)/K2CO3 in Water under Air Atmosphere
Lett. Org. Chem.22Wu, NFALSEFALSEFALSEFALSE
8406
10.1021/ja902046m
Negishi Coupling of Secondary Alkylzinc Halides with Aryl Bromides and Chlorides
J. Am. Chem. Soc.22Buchwald, SLFALSEFALSEFALSEFALSE
8407
10.1021/ja802704j
Asymmetric imino aza-enamine reaction catalyzed by axially chiral dicarboxylic acid: Use of arylaldehyde N,N-dialkylhydrazones as acyl anion equivalent
J. Am. Chem. Soc.22Maruoka, KFALSEFALSEFALSEFALSE
8408
10.1021/jo7026189
An expedient synthesis of the fibril binding compound FSB via sequential pd-catalyzed coupling reactions
J. Org. Chem.22Skrydstrup, TFALSEFALSEFALSEFALSE
8409
10.1021/ja711449e
Palladium-catalyzed carbonylation of aryl tosylates and mesylates
J. Am. Chem. Soc.22Buchwald, SLFALSEFALSEFALSEFALSE
8410
10.1039/b812396a
Polyfunctional benzylic zinc chlorides by the direct insertion of magnesium into benzylic chlorides in the presence of LiCl and ZnCl2
Chem. Commun.22Knochel, PFALSEFALSEFALSEFALSE
8411
10.1007/s11172-007-0048-6
Trisodium heptaphosphide in reactions with alkyl and aryl tosylates
Russ. Chem. Bull.22Milyukov, VAFALSEFALSEFALSEFALSE
8412
10.1246/cl.2004.1356
Iron-catalyzed dechlorination of aryl chlorides
Chem. Lett.22Takahashi, TFALSEFALSEFALSEFALSE
8413
10.1081/SCC-120030306
Solvent-free synthesis of aryl tosylates under microwave activation
Synth. Commun.22Xia, CGFALSEFALSEFALSEFALSE
8414
10.1163/156855503768336289
Novel boron reagents for designed organic syntheses. 1. Direct synthesis of aromatic esters in the presence of boric acid
Des. Monomers Polym.
22Tanasa, FFALSEFALSEFALSEFALSE
8415
10.1021/ja005689m
Regioselective rhodium-catalyzed allylic linchpin cross-coupling reactions: Diastereospecific construction of anti-1,3-carbon stereogenic centers and C-2-symmetrical fragments
J. Am. Chem. Soc.22Evans, PAFALSEFALSEFALSEFALSE
8416
10.1016/S0040-4039(98)00142-7
Regioselective rhodium-catalyzed allylic alkylation with a modified Wilkinson's catalyst
Tetrahedron Lett.22Evans, PAFALSEFALSEFALSEFALSE
8417
10.1021/om970514f
Reaction between ruthenium(0) complexes and dihalo compounds. A new method for the synthesis of ruthenium olefin metathesis catalysts
Organometallics22FALSEFALSEFALSEFALSE
8418
10.1039/p19950002073
REGIOSELECTIVITY IN THE NICKEL-CATALYZED COUPLING OF CYCLIC CARBONATES OF BUT-3-ENE-1,2-DIOLS WITH ORGANOBORATES
J. Chem. Soc.-Perkin Trans. 1
22FALSEFALSEFALSEFALSE
8419
10.1080/10406639408015152
ABBREVIATED SYNTHESIS OF BENZO[C]PHENANTHRENE, BENZ[A]ANTHRACENE AND THEIR RESPECTIVE 5-METHYL DERIVATIVES VIA COMBINED METALATION-PALLADIUM-CATALYZED CROSS-COUPLING STRATEGY
Polycycl. Aromat. Compd.
22FALSEFALSEFALSEFALSE
8420
10.1021/ja00163a060
NOVEL DEPENDENCY OF STEREOCHEMISTRY UPON METAL, LIGAND, AND SOLVENT IN OXIDATIVE ADDITION OF ALLYLIC CHLORIDE TO PD(0) AND PT(0) COMPLEXES
J. Am. Chem. Soc.22KUROSAWA, HFALSEFALSEFALSEFALSE
8421
10.1021/ja00312a071
SPECIFIC RATE ENHANCEMENT BY OLEFIN COORDINATION IN REDUCTIVE ELIMINATION OF ETA-3-ALLYLPALLADIUM COMPLEXES
J. Am. Chem. Soc.22KUROSAWA, HFALSEFALSEFALSEFALSE
8422
10.1021/jo00218a004
L-CYSTEINE-DERIVED, L-METHIONINE-DERIVED, AND D-PENICILLAMINE-DERIVED LIGANDS FOR TRANSITION-METAL CATALYZED CARBON CARBON BOND-FORMING REACTIONS
J. Org. Chem.22FALSEFALSEFALSEFALSE
8423
10.1021/bk-1982-0185.ch007
HIGHLY SELECTIVE SYNTHESIS WITH NOVEL METALLIC REAGENTS
22NOZAKI, HFALSEFALSEFALSEFALSE
8424
10.1016/0040-4039(80)80215-2
NICKEL-CATALYZED CROSS-COUPLING OF SILYL ENOL ETHERS WITH GRIGNARD-REAGENTS - REGIO-CONTROLLED AND STEREOCONTROLLED SYNTHESIS OF OLEFINS
Tetrahedron Lett.22FALSEFALSEFALSEFALSE
8425
10.1016/0040-4039(80)80120-1
CARBON-CARBON BOND FORMATION BY CROSS-COUPLING OF ENOL PHOSPHATES WITH ORGANO-ALUMINUM COMPOUNDS CATALYZED BY PALLADIUM(0) COMPLEX
Tetrahedron Lett.22FALSEFALSEFALSEFALSE
8426
10.1021/acs.orglett.1c00923
Symmetric 32 pi (1.0.1.0.1.0.1) Core-Modified Heptaphyrins from Asymmetric Building Block
Org. Lett.22Anand, VGFALSEFALSEFALSEFALSE
8427
10.1002/chem.201701362
The Elusive Palladium-Diazo Adduct Captured: Synthesis, Isolation and Structural Characterization of [(ArNHC-PPh2)Pd(eta(2)-N2C(Ph)CO2Et)]
Chem.-Eur. J.22
Fructos, MR; Belderrain, TR; Perez, PJ
FALSEFALSEFALSEFALSE
8428
10.1166/nnl.2017.2265
Recyclable Ligand-Free Nickel Catalysts in Heterogeneous Heck Coupling Reaction
Nanosci. Nanotechnol. Lett.
22Li, CLFALSEFALSEFALSEFALSE
8429
10.1016/j.tetlet.2016.11.076
Regioselective one-pot synthesis of 2,3-diaryl-2H-1-benzopyrans via Bronsted acid-catalyzed [4+2] cycloaddition of salicylaldehydes with diarylacetylenes
Tetrahedron Lett.22Honda, KFALSEFALSEFALSEFALSE
8430
10.1021/jacs.6b08486
Catalytic Enantioselective Carbon-Oxygen Bond Formation: Phosphine-Catalyzed Synthesis of Benzylic Ethers via the Oxidation of Benzylic C-H Bonds
J. Am. Chem. Soc.22Fu, GCFALSEFALSEFALSEFALSE
8431
10.2533/chimia.2020.495
Mechanistic Studies of the Oxidative Addition of Aryl Halides to Ni(0) Centers Bearing Phosphine Ligands
A Pd/(R)-H-8-BINAP-catalyzed asymmetric benzylic alkylation of active methylene compounds has been developed. The reaction proceeds without the use of an external base, and the starting racemic diarylmethyl carbonates are converted into the optically active coupling products which contain the benzylic chiral stereocenter by a dynamic kinetic asymmetric transformation (DYKAT). Additionally, with suitable carbonates bases, the same palladium catalysis allows the corresponding pivalates to be adopted in the same DYKAT process.
Chimia21Moret, MEFALSEFALSEFALSEFALSE
8432
10.1016/j.tetlet.2020.151729
Nickel catalyzed deoxygenative cross-coupling of benzyl alcohols with aryl-bromides
A new transformation is presented that enables chemists to couple simple alkyl carboxylic acids with aryl zinc reagents under Ni-catalysis. The success of this reaction hinges on the unique use of redox-active esters that allow one to employ such derivatives as alkyl halides surrogates. The chemistry exhibits broad substrate scope and features a high degree of practicality. The simple procedure and extremely inexpensive nature of both the substrates and pre-catalyst (NiCl2 center dot 6H(2)O, ca. $9.5/mol) bode well for the immediate widespread adoption of this method.
Tetrahedron Lett.21Rahaim, RFALSEFALSEFALSEFALSE
8433
10.1039/c9sc04127c
Enantioselective construction of the tricyclic core of curcusones A-D via a cross-electrophile coupling approach
Chem. Sci.21Stoltz, BMFALSEFALSEFALSEFALSE
8434
10.1016/j.tet.2018.07.057
An extension of nickel-catalyzed reductive coupling between tertiary alkyl halides with allylic carbonates
Tetrahedron21
Qian, Q; Yao, K; Gong, HG
FALSEFALSEFALSEFALSE
8435
10.1021/acs.organomet.8b00351
Bench-Stable Nickel Precatalysts with Heck-type Activation
Organometallics21Jamison, TFFALSEFALSEFALSEFALSE
8436
10.1021/acs.joc.5b01681
Friedel-Crafts Hydroxyalkylation of Indoles Mediated by Trimethylsilyi Trifluoromethanesulfonate
J. Org. Chem.21Downey, CWFALSEFALSEFALSEFALSE
8437
10.1515/hc-2015-0058
Synthesis of new 4 '-(N-alkylpyrrol-2-yl)-2,2 ': 6 ',2 ''-terpyridines via N-alkylation of a pyrrole moiety
Heterocycl. Commun.
21Husson, JFALSEFALSEFALSEFALSE
8438
10.1016/j.tetlet.2015.02.061
A nickel-catalyzed alpha,beta-coupling of saturated ketones
Tetrahedron Lett.21Helquist, PFALSEFALSEFALSEFALSE
8439
10.1016/j.polymer.2015.02.037
C(sp(3))-C(sp(3)) coupling polymerization of alkyl dibromides for preparation of polymers with precisely located phenyl pendants
Polymer21Chen, YMFALSEFALSEFALSEFALSE
8440
10.1002/aoc.3144
Copper activation of boronic acids: factors affecting reactivity
Appl. Organomet. Chem.
21Bergin, EFALSEFALSEFALSEFALSE
8441
10.1021/jo301803h
Studies on Catalytic Enantioselective Total Synthesis of Caprazamycin B: Construction of the Western Zone
J. Org. Chem.21Watanabe, TFALSEFALSEFALSEFALSE
8442
10.1016/j.tetlet.2012.05.146
One-pot method for alpha-phenylation of ketones using isoxazolidine and triphenylaluminum
Tetrahedron Lett.21Miyata, OFALSEFALSEFALSEFALSE
8443
10.1002/cctc.201100087
Alkoxy-Arene Cleavage using Ni Catalysts
ChemCatChem21McGlacken, GPFALSEFALSEFALSEFALSE
8444
10.1016/j.tetlet.2011.03.151
A novel organozinc reagent 4-coumarinylzinc bromide; preparation and application in the synthesis of 4-substituted coumarin derivatives
Tetrahedron Lett.21Kim, SHFALSEFALSEFALSEFALSE
8445
10.1080/10426500903036022
Synthesis of Unsymmetrical Ureas with Coumarin and Thiadiazole Ring Under Microwave Irradiation
Phosphorus Sulfur Silicon Relat. Elem.
21Chai, LQFALSEFALSEFALSEFALSE
8446
10.1021/ol801972f
Two-Step, One-Pot Ni-Catalyzed Neopentylglycolborylation and Complementary Pd/Ni-Catalyzed Cross-Coupling with Aryl Halides, Mesylates, and Tosylates
Org. Lett.21Percec, VFALSEFALSEFALSEFALSE
8447
10.1021/ja067612p
Direct observation of the oxidative addition of the aryl carbon-oxygen bond to a ruthenium complex and consideration of the relative reactivity between aryl carbon-oxygen and aryl carbon-hydrogen bonds
J. Am. Chem. Soc.21Kakiuchi, FFALSEFALSEFALSEFALSE
8448
10.1055/s-2006-942451
Nitro-group-directed selective deacylation and desulfonation
Synthesis21Li, CBFALSEFALSEFALSEFALSE
8449
10.1021/ol052640i
Highly regio- and stereoselective synthesis of tetrasubstituted olefins by the three-component tandem reaction of allylzinc bromide, acetylenic sulfone, and halohydrocarbon
Org. Lett.21Xie, MHFALSEFALSEFALSEFALSE
8450
10.1039/b409241d
Synthesis and characterization of electron-rich nickel tris-carbene complexes
Chem. Commun.21Meyer, KFALSEFALSEFALSEFALSE
8451
10.1016/S1010-6030(03)00113-8
Facile synthesis and photo-Fries rearrangement of 2-benzoyl-4-benzoyloxyphenol leading to dibenzoyldihydroxybenzene derivatives
J. Photochem. Photobiol. A-Chem.
21Park, KKFALSEFALSEFALSEFALSE
8452
10.1016/S0040-4039(99)00517-1
Nickel-catalyzed cross-couplings of cyclohexenyl phosphate and arylboronic acids
Tetrahedron Lett.21Yang, ZFALSEFALSEFALSEFALSE
8453
10.1021/ja970619+
Palladium-catalyzed functionalization of lactones via their cyclic ketene acetal phosphates. Efficient new synthetic technology for the construction of medium and large cyclic ethers
J. Am. Chem. Soc.21Nicolaou, KCFALSEFALSEFALSEFALSE
8454
10.1007/s002890050081
Synthesis of polyarylene homopolymers and copolymers via nickel(0)-catalyzed homocoupling of arylenebismesylates derived from bisphenols
Polym. Bull.21Percec, VFALSEFALSEFALSEFALSE
8455
10.1080/00397919308011138
A SHORT, EFFICIENT SYNTHESIS OF 6-CYANO-1-TETRALONES
Synth. Commun.21FALSEFALSEFALSEFALSE
8456
10.1016/0304-5102(90)85186-L
SELECTIVITY CONTROL IN THE REARRANGEMENT OF 1,3-DIENE MONOEPOXIDES BY PALLADIUM(0) CATALYSTS
21VISENTIN, GFALSEFALSEFALSEFALSE
8457
10.1080/00304949009356683
A SIMPLE AND SHORT SYNTHESIS OF (Z)-13-EICOSEN-10-ONE, THE SEX-PHEROMONE OF THE PEACH FRUIT MOTH
Org. Prep. Proced. Int.
21KANG, SKFALSEFALSEFALSEFALSE
8458
10.1016/0040-4039(90)80134-8
SHORT, REGIOSELECTIVE AND STEREOSELECTIVE PREPARATION OF 1,5-DIENES AND 1,6-DIENES - SYNTHESES OF EUDIA-PAVONIA PHEROMONE AND GOSSYPLURE
Tetrahedron Lett.21FALSEFALSEFALSEFALSE
8459
10.1016/S0040-4039(00)96684-X
TOTAL SYNTHESIS OF (+/-)-STERPURIC ACID
Tetrahedron Lett.21PAQUETTE, LAFALSEFALSEFALSEFALSE
8460
10.1021/ja00279a068
REACTIONS OF ALKENYLCHROMIUM REAGENTS PREPARED FROM ALKENYL TRIFLUOROMETHANESULFONATES (TRIFLATES) WITH CHROMIUM(II) CHLORIDE UNDER NICKEL CATALYSIS
J. Am. Chem. Soc.21TAKAI, KFALSEFALSEFALSEFALSE
8461
10.1016/S0040-4039(00)98674-X
MACROCYCLES WITH SULFIDE AND AMINE BINDING-SITES AS CHIRAL LIGANDS FOR NICKEL CATALYZED CROSS COUPLING OF A GRIGNARD-REAGENT WITH VINYL BROMIDE
Tetrahedron Lett.21FALSEFALSEFALSEFALSE
8462
10.1039/c39830000112
NICKEL CATALYZED ASYMMETRIC COUPLING REACTION BETWEEN ALLYL PHENYL ETHERS AND GRIGNARD-REAGENTS
J. Chem. Soc.-Chem. Commun.
21CONSIGLIO, GFALSEFALSEFALSEFALSE
8463
10.1039/c39820000647
A STEREOSPECIFIC ROUTE TO OLEFINS THROUGH SEQUENTIAL COUPLING REACTIONS OF GRIGNARD-REAGENTS WITH 1-BROMO-2-PHENYLTHIOETHENE IN THE PRESENCE OF NICKEL OR PALLADIUM CATALYSTS
J. Chem. Soc.-Chem. Commun.
21FALSEFALSEFALSEFALSE
8464
10.1002/asia.202101004
Synthesis of Pentacyclic Framework of Herquline A
Chem.-Asian J.21Han, SFALSEFALSEFALSEFALSE
8465
10.1246/cl.210333
Photoinduced Carbamoylation of C(sp(3))-H Bonds with Isocyanates
Chem. Lett.21
Ishida, N; Murakami, M
TRUEFALSEFALSEFALSE
8466
10.1002/hlca.202100089
Nickel-Catalyzed Suzuki-Miyaura Cross-Coupling Involving C-O Bond Activation
Helv. Chim. Acta21Chatani, NFALSEFALSEFALSEFALSE
8467
10.1142/S1088424621500528
Acylation of electrophilic bicyclo[1.1.0]butanes via Co/Ni-catalyzed reductive cross-coupling
J. Porphyr. Phthalocyanines
21Gryko, DFALSEFALSEFALSEFALSE
8468
10.1055/s-0036-1588793
Synthesis of Allylbenzene Derivatives through sp(3) C-H Bond Functionalization of Toluene Derivatives
Synlett21Abbasi, AFALSEFALSEFALSEFALSE
8469
10.1080/10426507.2018.1543305
Reactivity patterns of benzhydryl(mesityl)phosphane oxide - a potential intermediate in carbonyl-carbonyl coupling reactions?
Phosphorus Sulfur Silicon Relat. Elem.
20Arkhypchuk, AIFALSEFALSEFALSEFALSE
8470
10.1039/c8cc03604g
alpha-Arylation of alkylamines with sulfonylarenes through a radical chain mechanism
Chem. Commun.20Shirakawa, EFALSEFALSEFALSEFALSE
8471
10.1016/j.matpr.2017.11.256
Syntheses, Characterization and in vitro biological potent of 2-aminobenzothiazole moiety with Ce(III) metal complexes
Mater. Today-Proc.
20NeelimaFALSEFALSEFALSEFALSE
8472
10.1016/j.tetlet.2015.10.097
Stereoselective synthesis of two highly potent 5-oxo-ETE receptor antagonists
Tetrahedron Lett.20Rokach, JFALSEFALSEFALSEFALSE
8473
10.1016/j.inoche.2013.12.026
C-O bond activation and subsequent decarbonylation of ester promoted by Fe(PMe3)(4)
Inorg. Chem. Commun.
20Sun, HJFALSEFALSEFALSEFALSE
8474
10.1016/j.ultsonch.2011.08.013
Ultrasound-assisted synthesis of unsymmetrical biaryls by Stille cross-coupling reactions
Ultrason. Sonochem.
20Domini, CEFALSEFALSEFALSEFALSE
8475
10.3987/COM-09-S(S)63
PALLADIUM- OR NICKEL-CATALYZED COUPLING REACTION OF DIALKOXYBORANES WITH CHLOROARENES: ARYLATION OF 1,3,2-DIOXABOROLANES OR 1,3,2-DIOXABORINANES
Heterocycles20Murata, MFALSEFALSEFALSEFALSE
8476
10.1021/ol9015892
A Versatile Catalyst System for Suzuki-Miyaura Cross-Coupling Reactions of C(sp(2))-Tosylates and Mesylates
Org. Lett.20Buchwald, SLFALSEFALSEFALSEFALSE
8477
10.1016/j.tetlet.2008.10.138
Asymmetric total synthesis of MK8383: the iron-mediated coupling reaction is the only effective method for the construction of the (Z)-trisubstituted side-chain alkene
Tetrahedron Lett.20Nakada, MFALSEFALSEFALSEFALSE
8478
10.1021/ja067456m
Lewis base activation of Grignard reagents with N-heterocyclic carbenes. Cu-free catalytic enantioselective additions to gamma-chloro-alpha,beta-unsaturated esters
J. Am. Chem. Soc.20Hoveyda, AHFALSEFALSEFALSEFALSE
8479
10.1016/j.fluid.2005.09.019
Impact of configuration and fluorination on the solubility of octyl ester benzoate dimers in CO2
Fluid Phase Equilib.20McHugh, MAFALSEFALSEFALSEFALSE
8480
10.1016/j.polymer.2004.06.021
Synthesis and properties of new sulfonated poly(p-phenylene) derivatives for proton exchange membranes. I
Polymer20McGrath, JEFALSEFALSEFALSEFALSE
8481
10.1002/(SICI)1099-0518(199810)36:14<2611::AID-POLA21>3.0.CO;2-K
doi.org/10.1002/(SICI)1099-0518(199810)36:14<2611::AID-POLA21>3.0.CO;2-K
Alkyl-substituted poly(2,5-benzophenone)s synthesized via Ni(0)-catalyzed coupling of aromatic dichlorides and their miscible blends
J. Polym. Sci. Pol. Chem.
20Sheares, VVFALSEFALSEFALSEFALSE
8482
10.1021/ja980499l
Ni-catalyzed asymmetric addition of Grignard reagents to unsaturated cyclic acetals. The influence of added phosphine on enantioselectivity
J. Am. Chem. Soc.20Hoveyda, AHFALSEFALSEFALSEFALSE
8483
10.1016/S0040-4020(97)10206-X
Nickel-catalyzed coupling reaction of sterically congested cis bromides and lithium alkenylborates
Tetrahedron20Kobayashi, YFALSEFALSEFALSEFALSE
8484
10.1039/c39860000922
PALLADIUM-CATALYZED PREPARATION OF 1,2-DIENES BY SELECTIVE HYDROGENOLYSIS OF ALK-2-YNYL CARBONATES WITH AMMONIUM FORMATE
J. Chem. Soc.-Chem. Commun.
20TSUJI, JFALSEFALSEFALSEFALSE
8485
10.1351/pac198658050767
A GENERAL-METHOD FOR THE STEREOCONTROLLED SYNTHESIS OF POLYPROPIONATE-DERIVED SEQUENCES
Pure Appl. Chem.20STORK, GFALSEFALSEFALSEFALSE
8486
10.1021/ic00131a090
ENANTIOSITE SELECTION IN THE DISPLACEMENT REACTION OF PPH3 BY CHIRAL DIPHOSPHINES IN (ETA-5-C5H5)RUCL(PPH3)2
Inorg. Chem.20CONSIGLIO, GFALSEFALSEFALSEFALSE
8487
10.1016/S0040-4039(01)90390-9
PD(0) PROMOTED ALKYLATION OF ENOL PHOSPHATES WITH ORGANO-ALUMINUM COMPOUNDS AND ITS SYNTHETIC APPLICATIONS
Tetrahedron Lett.20FALSEFALSEFALSEFALSE
8488
10.1021/acs.orglett.6b00911
Single-Electron Transmetalation: Protecting-Group-Independent Synthesis of Secondary Benzylic Alcohol Derivatives via Photoredox/Nickel Dual Catalysis
Org. Lett.20Molander, GATRUETRUEFALSEFALSE
8489
10.1039/c8py01162a
Exploration and development of gold- and silver-catalyzed cross dehydrogenative coupling toward donor-acceptor pi-conjugated polymer synthesis
Polym. Chem.19Luscombe, CKFALSEFALSEFALSEFALSE
8490
10.1016/j.tetlet.2018.11.038
Suzuki-Miyaura cross-coupling reaction of monohalopyridines and L-aspartic acid derivative
Tetrahedron Lett.19Usuki, TFALSEFALSEFALSEFALSE
8491
10.1021/acs.orglett.8b02222
Scalable Synthesis of (-)-Rasfonin Enabled by a Convergent Enantioselective alpha-Hydroxymethylation Strategy
Org. Lett.19Boeckman, RKFALSEFALSEFALSEFALSE
8492
10.3390/molecules190913603
Synthesis and Reactivity of New Aminophenolate Complexes of Nickel
Molecules19Vicic, DAFALSEFALSEFALSEFALSE
8493
10.1021/ml500161v
Two Potent OXE-R Antagonists: Assignment of Stereochemistry
ACS Med. Chem. Lett.
19Rokach, JFALSEFALSEFALSEFALSE
8494
10.1021/ol4010195
Thermally Controlled Decarboxylative [4+2] Cycloaddition between Alkoxyoxazoles and Acrylic Acid: Expedient Access to 3-Hydroxypyridines
Org. Lett.19Sabot, CFALSEFALSEFALSEFALSE
8495
10.1590/S0100-40422012000500034
STRATEGIES FOR STUDYING FREE-ENERGY CORRELATIONS OF SUZUKI ARYL-ARYL COUPLING: ELUCIDATING CATALYTIC CYCLES BY WAY OF THE HAMMETT EQUATION
Quim. Nova19Rosa, GRFALSEFALSEFALSEFALSE
8496
10.1021/ic201184x
Redox Trends in Terpyridine Nickel Complexes
Inorg. Chem.19Budnikova, YHFALSEFALSEFALSEFALSE
8497
10.1002/anie.201002745
Selective cine Substitution of 1-Arylethenyl Acetates with Arylboron Reagents and a Diene/Rhodium Catalyst
Angew. Chem.-Int. Edit.
19Kuwano, RFALSEFALSEFALSEFALSE
8498
10.1246/cl.2009.710
Ni-0-catalyzed Direct Amination of Anisoles Involving the Cleavage of Carbon-Oxygen Bonds
Chem. Lett.19Tobisu, MFALSEFALSEFALSEFALSE
8499
10.1080/00397910802656026
Novel and Efficient Route for the Synthesis of 4-Aryl-Substituted 2(5H)-Furanones
Synth. Commun.19Desai, JFALSEFALSEFALSEFALSE
8500
10.1021/ja806244b
Cross-Coupling Reactions of Aryl Pivalates with Boronic Acids
J. Am. Chem. Soc.19Garg, NKFALSEFALSEFALSEFALSE
8501
10.1021/ja804222c
Bidirectional transfer of phenyl and methyl groups between Pt-IV and boron in platinum dipyridylborato complexes
J. Am. Chem. Soc.19Vedernikov, ANFALSEFALSEFALSEFALSE
8502
10.1246/cl.2007.236
Pd-catalyzed coupling reaction of allyl and propargyl ethers with chlorosilanes
Chem. Lett.19Terao, JFALSEFALSEFALSEFALSE
8503
10.1021/ja056132f
Zirconium-mediated S(N)2 ' substitution of allylic ethers: Regio- and stereospecific formation of protected allylic amines
J. Am. Chem. Soc.19Bergman, RGFALSEFALSEFALSEFALSE
8504
10.1021/ja0393170
Ruthenium-catalyzed functionalization of aryl carbon-oxygen bonds in aromatic ethers with organoboron compounds
J. Am. Chem. Soc.19Kakiuchi, FFALSEFALSEFALSEFALSE
8505
10.1016/j.tetasy.2003.10.034
A concise synthesis of 2-diarylphosphino-2 '-methoxy-1,1 '-binaphthalenes (MOPs) by simple resolution
Tetrahedron-Asymmetry
19Zhang, ZGFALSEFALSEFALSEFALSE
8506
10.1016/S0040-4039(01)02221-3
Facile synthesis of polymer-supported cyclopentadienes
Tetrahedron Lett.19Leadbeater, NEFALSEFALSEFALSEFALSE
8507
10.1039/b207344g
1-Phosphino-2-sulfenylferrocenes: efficient ligands in enantioselective palladium-catalyzed allylic substitutions and ring opening of 7-oxabenzonorbornadienes
Chem. Commun.19Carretero, JCFALSEFALSEFALSEFALSE
8508
10.1246/cl.2000.1272
Modification of chiral monodentate phosphine (MOP) ligands for palladium-catalyzed asymmetric hydrosilylation of styrenes
Chem. Lett.19Hayashi, TFALSEFALSEFALSEFALSE
8509
10.1021/ol005729r
Rhodium-catalyzed asymmetric ring opening of oxabicyclic alkenes with phenols
Org. Lett.19Lautens, MFALSEFALSEFALSEFALSE
8510
10.1039/a906086c
Ni(acac)(2)-catalyzed cross-coupling and carbonylative cross-coupling of organostannanes with hypervalent iodonium salts
J. Chem. Soc.-Perkin Trans. 1
19Kang, SKFALSEFALSEFALSEFALSE
8511
10.1016/S0040-4039(99)00247-6
Directed ortho metalation cross coupling route to indolo-4,5-quinodimethanes. Synthesis of benz[e]indoles
Tetrahedron Lett.19Snieckus, VFALSEFALSEFALSEFALSE
8512
10.1016/S0040-4039(97)01655-9
Control of reactive site in palladium-catalyzed Grignard cross-coupling of arenes containing both bromide and triflate
Tetrahedron Lett.19FALSEFALSEFALSEFALSE
8513
10.1080/00397919708006790
Palladium- and copper-catalyzed homocoupling of organolead compounds: Synthesis of biaryls and diynes
Synth. Commun.19Kang, SKFALSEFALSEFALSEFALSE
8514
10.1039/c39950001863
NICKEL-CATALYZED SUBSTITUTION-REACTIONS OF ALLYLIC COMPOUNDS WITH SOFT NUCLEOPHILES - AN EFFICIENT ALTERNATIVE TO PALLADIUM CATALYSIS
J. Chem. Soc.-Chem. Commun.
19FALSEFALSEFALSEFALSE
8515
10.1039/p19920003431
A STEREOSELECTIVE SYNTHESIS OF TRISUBSTITUTED ALKENES .2. THE NICKEL-CATALYZED COUPLING OF GRIGNARD-REAGENTS WITH 6-ALKYL-3,4-DIHYDRO-2H-PYRANS AND ACYCLIC ENOL ETHERS
J. Chem. Soc.-Perkin Trans. 1
19FALSEFALSEFALSEFALSE
8516
10.1021/jm00103a003
A NOVEL ORALLY ACTIVE INHIBITOR OF IL-1 GENERATION - SYNTHESIS AND STRUCTURE-ACTIVITY-RELATIONSHIPS OF 3-(4-HYDROXY-1-NAPHTHALENYL)-2-PROPENOIC ACID-DERIVATIVES
J. Med. Chem.19TANAKA, MFALSEFALSEFALSEFALSE
8517
10.1002/cber.19911241222
A VERSATILE SYNTHESIS OF 1,4-DIENES - USE OF VINYL ETHERS AS VINYL CATION EQUIVALENTS
Chem. Ber.-Recl.19FALSEFALSEFALSEFALSE
8518
10.1016/S0040-4039(00)79422-6
CARBON-CARBON BOND FORMATION BY THE REACTION OF ORGANOLITHIUMS WITH ALPHA-LITHIATED CYCLIC ENOL ETHERS - STEREOSELECTIVE SYNTHESIS OF BETA-HYDROXY AND GAMMA-HYDROXY DISUBSTITUTED AND TRI-SUBSTITUTED ALKENES
Tetrahedron Lett.19FALSEFALSEFALSEFALSE
8519
10.1039/p19890002513
PALLADIUM-CATALYZED CROSS-COUPLING REACTION OF TRIALKYLALUMINUMS WITH ARYL TRIFLATES - FACILE CONVERSION OF A PHENOLIC HYDROXY GROUP INTO AN ALKYL GROUP
J. Chem. Soc.-Perkin Trans. 1
19HIROTA, KFALSEFALSEFALSEFALSE
8520
10.1246/bcsj.62.2913
HEXACARBONYLMOLYBDENUM(O)-INDUCED DECHALCOGENIZATION OF ALLYLIC SULFIDES, SULFONES, AND SELENIDES - NUCLEOPHILIC-SUBSTITUTION AND REDUCTIVE DECHALCOGENIZATION
Bull. Chem. Soc. Jpn.
19MASUYAMA, YFALSEFALSEFALSEFALSE
8521
10.1016/0040-4039(88)85233-X
A SYNTHESIS OF ZOAPATANOL
Tetrahedron Lett.19KOCIENSKI, PFALSEFALSEFALSEFALSE
8522
10.1021/jo00210a051
THREOPHOS - A NEW CHIRAL AMINOPHOSPHINE PHOSPHINITE (AMPP) LIGAND HIGHLY EFFICIENT IN ASYMMETRIC HYDROVINYLATION OF CYCLOHEXA-1,3-DIENE CATALYZED BY NICKEL-COMPLEXES
J. Org. Chem.19BUONO, GFALSEFALSEFALSEFALSE
8523
10.1021/jo00207a044
REPLACEMENT OF METHYLTHIO FUNCTIONS ON AROMATIC HETEROCYCLES BY HYDROGEN, ALKYL, AND ARYL GROUPS VIA NICKEL-INDUCED GRIGNARD REACTIONS
J. Org. Chem.19WENKERT, EFALSEFALSEFALSEFALSE
8524
10.1016/S0040-4039(00)99926-X
REACTIVITY OF ALPHA,BETA-UNSATURATED ACETALS AND KETALS TOWARD ORGANO-LITHIUM REAGENTS IN PENTANE
Tetrahedron Lett.19MIOSKOWSKI, CFALSEFALSEFALSEFALSE
8525
10.1016/S0040-4039(00)87370-0
MIXED COUPLING BETWEEN VINYLIC SULFONES AND GRIGNARD-REAGENTS IN THE PRESENCE OF SALTS OF TRANSITION-METALS - STEREOSELECTIVE SYNTHESIS OF TRISUBSTITUTED OLEFINS
Tetrahedron Lett.19FALSEFALSEFALSEFALSE
8526
10.1021/acs.oprd.0c00435
Safe and Expeditious Preparation of Ni(cod)(2) for Same-Day High-Throughput Screening
An asymmetric Ni-catalyzed reductive cross-coupling of (hetero)aryl iodides and benzylic chlorides has been developed to prepare enantioenriched 1,1-diarylalkanes. As part of these studies, a new chiral BiOxazoline ligand, 4-heptyl-BiOx (L1), was developed in order to obtain products in synthetically useful yield and enantioselectivity. The reaction tolerates a variety of heterocyclic coupling partners, including pyridines, pyrimidines, indoles, and piperidines.
Org. Process Res. Dev.
18Baker, RTFALSEFALSEFALSEFALSE
8527
10.1134/S1070363220040258
Nickel-Catalyzed Phosphorylation of Tosylates
Direct arylation of cyclopentanones has been a longstanding challenge because of competitive self-aldol condensation and multiple arylations. Reported herein is a direct mono-a-C-H arylation of cyclopentanones with aryl bromides which is enabled by palladium/amine cooperative catalysis. This method is scalable and chemoselective with broad functional-group tolerance. Application to controlled sequential arylation of cyclopentanones has been also demonstrated.
Russ. J. Gen. Chem.
18Li, CJFALSEFALSEFALSEFALSE
8528
10.1021/acs.orglett.9b04445
Mechanistic Insights into La-Catalyzed Amidation of Aldehyde with Amine
Org. Lett.18Luo, G; Luo, YFALSEFALSEFALSEFALSE
8529
10.1021/acs.orglett.9b02678
Arene Cyanation via Cation-Radical Accelerated-Nucleophilic Aromatic Substitution
Org. Lett.18Nicewicz, DAFALSEFALSEFALSEFALSE
8530
10.1021/acs.orglett.8b00319
Transformation of Substituted Glycals to Chiral Fused Aromatic Cores via Annulative pi-Extension Reactions with Arynes
Org. Lett.18Mukherjee, DFALSEFALSEFALSEFALSE
8531
10.1016/j.tetlet.2015.05.006
Asymmetric synthesis of diarylmethane derivatives by dynamic kinetic resolution
Tetrahedron Lett.18Wilkinson, JAFALSEFALSEFALSEFALSE
8532
10.14233/ajchem.2013.15232
Synthesis and Crystal Structure of O-Methyldithiophosphato Nickel Complex [Ni(S2P{O}OCH3)(dppe)]
Asian J. Chem.18Li, YLFALSEFALSEFALSEFALSE
8533
10.1021/op200238p
Multkilogram Scale-Up of a Reductive Alkylation Route to a Novel PARP Inhibitor
Org. Process Res. Dev.
18Gillmore, ATFALSEFALSEFALSEFALSE
8534
10.1016/j.tetlet.2012.05.054
Simultaneous dehalogenation and hydrogenation reduction of halogen-heteroaromatic aldehydes
Tetrahedron Lett.18Ren, JMFALSEFALSEFALSEFALSE
8535
10.1002/aoc.1822
Functionalization of some benzylthioarylboronic acids by benzylic lithiation of their N-butyldiethanolamine esters or lithium (triisopropoxy)borates
Appl. Organomet. Chem.
18Klis, TFALSEFALSEFALSEFALSE
8536
10.1016/j.jorganchem.2011.03.038
Room-temperature nickel-catalyzed amination of heteroaryl/aryl chlorides with Ni(II)-(sigma-Aryl) complex as precatalyst
J. Organomet. Chem.
18Yang, LMFALSEFALSEFALSEFALSE
8537
10.1016/j.tetlet.2010.10.163
A new one-pot solvent-free synthesis of pyridinyl tosylates via diazotization of aminopyridines
Tetrahedron Lett.18Filimonov, VDFALSEFALSEFALSEFALSE
8538
10.1021/ol101493m
Directed Ortho Borylation of Phenol Derivatives Catalyzed by a Silica-Supported Iridium Complex
Org. Lett.18Sawamura, MFALSEFALSEFALSEFALSE
8539
10.1007/s10562-010-0383-3
Highly Efficient Rhodium-Catalyzed Asymmetric Ring-Opening Reactions of Oxabenzonorbornadiene with Amine Nucleophiles
Catal. Lett.18Yang, DQFALSEFALSEFALSEFALSE
8540
10.1021/ja9026902
Enantioselective alpha-Arylation of Aldehydes via Organo-SOMO Catalysis. An Ortho-Selective Arylation Reaction Based on an Open-Shell Pathway
J. Am. Chem. Soc.18MacMillan, DWCFALSEFALSEFALSEFALSE
8541
10.1021/ol900834c
A Desymmetrization Approach toward Highly Oxygenated cis-Decalins
Org. Lett.18Gromov, AFALSEFALSEFALSEFALSE
8542
10.1016/j.tetlet.2008.09.173
DABCO-catalyzed formation of 4-methoxy-1,3-dioxolan-2-ones and their synthetic applications in the aromatic electrophilic substitution
Tetrahedron Lett.18Hon, YSFALSEFALSEFALSEFALSE
8543
10.3987/COM-08-S(F)69
CONSTRUCTION OF CYCLOPENTYL CARBINOLS FROM omega-TOSYLOXY-1-ALKENYL BORONATE ESTERS AND GRIGNARD REAGENTS
Heterocycles18Kobayashi, YFALSEFALSEFALSEFALSE
8544
10.1021/ol702714y
Room-temperature Suzuki-Miyaura couplings in water facilitated by nonionic amphiphiles
Org. Lett.18Lipshutz, BHFALSEFALSEFALSEFALSE
8545
10.1021/ja800103z
Nickel-catalyzed asymmetric Negishi cross-couplings of secondary allylic chlorides with alkylzincs
J. Am. Chem. Soc.18Fu, GCFALSEFALSEFALSEFALSE
8546
10.1039/b809577a
Phosphinates as new electrophilic partners for cross-coupling reactions
Org. Biomol. Chem.18Steel, PGFALSEFALSEFALSEFALSE
8547
10.1246/cl.2007.928
New preparative method of aryl tosylates by using organobismuth reagents
Chem. Lett.18Mukaiyama, TFALSEFALSEFALSEFALSE
8548
10.1002/qua.21034
Protonation of phenylboronic acid: Comparison of G3B3 and G2MP2 methods
Int. J. Quantum Chem.
18Drew, MGBFALSEFALSEFALSEFALSE
8549
10.1007/s11172-006-0556-9
Novel initiating systems based on nickel phosphine complexes
Russ. Chem. Bull.18Grishin, DFFALSEFALSEFALSEFALSE
8550
10.1021/jo050671l
Sequential Pd(II)-Pd(0) catalysis for the rapid synthesis of coumarins
J. Org. Chem.18Tunge, JAFALSEFALSEFALSEFALSE
8551
10.1016/j.polymer.2004.06.009
New multiblock copolymers of sulfonated poly(4 '-phenyl-2,5-benzophenone) and poly(arylene ether sulfone) for proton exchange membranes. II
Polymer18McGrath, JEFALSEFALSEFALSEFALSE
8552
10.1021/ma0355453
Advances in Ni(0)-catalyzed coupling for the synthesis of polythiophenes and polyphenylenes
Macromolecules18Sheares, VVFALSEFALSEFALSEFALSE
8553
10.1016/S0957-4166(00)00361-X
Enantioselective synthesis of 5-substituted pipecolic acids using an intramolecular allylsilane-iminium ion cyclization
Tetrahedron: Asymmetry
18Gelas-Mialhe, YFALSEFALSEFALSEFALSE
8554
10.1016/S0040-4020(99)01095-9
Reaction of gem-dibromocyclopropanes or iodobenzofuran with trialkylmanganate
Tetrahedron18Oshima, KFALSEFALSEFALSEFALSE
8555
10.1016/S0040-4020(98)00809-6
Synthesis of biaryls via nickel-catalyzed cross-coupling reaction of arylboronic acids and aryl mesylates
Tetrahedron18Miyaura, NFALSEFALSEFALSEFALSE
8556
10.1246/cl.1998.1053
New protocol for the site-selective alkylation and vinylation of aromatic compounds. Catalyst-specific reactions
Chem. Lett.18Murai, SFALSEFALSEFALSEFALSE
8557
10.1021/om960750a
Chirality transfer via the palladium-catalyzed cross-coupling reaction of optically active 2-cyclohexenylsilane: Stereochemical and mechanistic aspects
Organometallics18Hiyama, TFALSEFALSEFALSEFALSE
8558
10.1039/c39950001533
PALLADIUM-CATALYZED ASYMMETRIC HYDROSILYLATION OF STYRENES WITH A NEW CHIRAL MONODENTATE PHOSPHINE LIGAND
J. Chem. Soc.-Chem. Commun.
18FALSEFALSEFALSEFALSE
8559
10.1135/cccc19911744
SYNTHESES OF SOME CIS-MONO-OLEFINIC INSECT SEX-PHEROMONES
Collect. Czech. Chem. Commun.
18SHARMA, MLFALSEFALSEFALSEFALSE
8560
10.1016/S0040-4039(00)94557-X
PREPARATION OF 1-NAPHTHOLS FROM ACETYLENES AND ORTHO-PHTHALALDEHYDE USING LOW-VALENT TANTALUM AND NIOBIUM
Tetrahedron Lett.18FALSEFALSEFALSEFALSE
8561
10.1021/jo00382a002
ON THE REGIOSELECTIVITY AND STEREOSELECTIVITY OF BU4N[FE(CO)3NO]-CATALYZED ALLYLIC ALKYLATION
J. Org. Chem.18XU, YYFALSEFALSEFALSEFALSE
8562
10.1002/aocs.12484
A Facile and Efficient Method for the Synthesis of Labeled and Unlabeled Very Long Chain Polyunsaturated Fatty Acids
J. Am. Oil Chem. Soc.
18Hamberg, MFALSEFALSEFALSEFALSE
8563
10.1039/d1qo00380a
Tunable C-H arylation and acylation of azoles with carboxylic acids by Pd/Cu cooperative catalysis
Org. Chem. Front.18Chen, TQFALSEFALSEFALSEFALSE
8564
10.1002/cjoc.202000500
Pd-Catalyzed Ortho-Directed C-H Glycosylation of Arenes Using N-linked Bidentate Auxiliaries
The cross-coupling reaction of unactivated alkyl fluorides with alkyl Grignard reagents by a CoCl2/LiI/1,3-pentadiene catalytic system is described. The present reaction smoothly cleaved C-F bonds under mild conditions and achieved alkyl-alkyl cross-coupling even when sterically hindered tertiary alkyl Grignard reagents were employed. Since alkyl fluorides are inert toward many reagents and catalytic intermediates, the use of the present reaction enables a new multistep synthetic route to construct carbon frameworks by combining conventional transformations.
Chin. J. Chem.17He, G; Chen, GFALSEFALSEFALSEFALSE
8565
10.1021/acs.joc.7b02612
Ag-Catalyzed Tandem Three-Component Reaction toward the Synthesis of Multisubstituted Imidazoles
J. Org. Chem.17Cao, HFALSEFALSEFALSEFALSE
8566
10.1016/j.poly.2013.09.041
New synthesis and structural characterization of O-aryldithiophosphato and O-alkyldithiophosphato nickel complexes with diphosphine ligands
Polyhedron17Li, YLFALSEFALSEFALSEFALSE
8567
10.14233/ajchem.2014.15478
Synthesis, Characterization and Crystal Structure of Nickel Complex (dppv)Ni(C7H4NS2)(2)
Asian J. Chem.17Li, YLFALSEFALSEFALSEFALSE
8568
10.1021/ja2082087
Nickel-Catalyzed Asymmetric alpha-Arylation and Heteroarylation of Ketones with Chloroarenes: Effect of Halide on Selectivity, Oxidation State, and Room-Temperature Reactions
J. Am. Chem. Soc.17Hartwig, JFFALSEFALSEFALSEFALSE
8569
10.1021/jo200941r
Catalytic Asymmetric Synthesis of a Tertiary Benzylic Carbon Center via Phenol-Directed Alkene Hydrogenation
J. Org. Chem.17Caille, SFALSEFALSEFALSEFALSE
8570
10.1002/adsc.201000267
Palladium/Tris(tert-butyl)phosphine-Catalyzed Suzuki Cross-Couplings in the Presence of Water
Adv. Synth. Catal.17Fu, GCFALSEFALSEFALSEFALSE
8571
10.1016/j.tet.2010.01.097
Straightforward stereoselective synthesis of polyfunctionalized cyclohexenols using a multicomponent approach
Tetrahedron17Basso, AFALSEFALSEFALSEFALSE
8572
10.1007/s10600-006-0247-7
Total synthesis of miltirone
Chem. Nat. Compd.17Huang, WGFALSEFALSEFALSEFALSE
8573
10.1021/ol062208g
An efficient catalyst for Pd-catalyzed carbonylation of aryl arenesulfonates
Org. Lett.17Cai, CXFALSEFALSEFALSEFALSE
8574
10.1246/cl.2006.562
Facile synthesis of 4-arylsulfanylcoumarin library through reaction of 4-tosyloxycoumarins with thiols on solid phase
Chem. Lett.17Wu, JFALSEFALSEFALSEFALSE
8575
10.1021/ol0340641
New chemical cross-coupling between aryl halides and allylic acetates using a cobalt catalyst
Org. Lett.17Gosmini, CFALSEFALSEFALSEFALSE
8576
10.1021/jo0158377
Bis-cyclopentadienyl nickel (nickelocene): A convenient starting material for reactions catalyzed by Ni(0) phosphine complexes
J. Org. Chem.17Leadbeater, NEFALSEFALSEFALSEFALSE
8577
10.1021/ma0011791
Novel poly(paraphenylene)s via nucleophilic aromatic substitution of poly(4 '-fluoro-2,5-diphenyl sulfone)
Macromolecules17Sheares, VVFALSEFALSEFALSEFALSE
8578
10.1021/jo0006268
Palladium-catalyzed reactions of N-allylbenzotriazoles with amines and sulfonamides: A facile route to functionalized allylamines and N-allylsulfonamides
J. Org. Chem.17Katritzky, ARFALSEFALSEFALSEFALSE
8579
10.1002/jhet.5570360408
Investigation of the reaction of N-substituted indolylborates: Palladium catalyzed cross-coupling reactions and intramolecular alkyl migration reactions
J. Heterocycl. Chem.
17Ishikura, MFALSEFALSEFALSEFALSE
8580
10.1016/S0040-4039(98)00513-9
Synthesis of 2-phenyl-2-cycloalkenones via palladium-catalyzed tandem epoxide isomerization-intramolecular aldol condensation
Tetrahedron Lett.17Kulawiec, RJFALSEFALSEFALSEFALSE
8581
10.1039/a705078j
Nickel-catalysed cross-coupling reactions of aryl halides with organostannanes
J. Chem. Soc.-Perkin Trans. 1
17Shirakawa, EFALSEFALSEFALSEFALSE
8582
10.1039/a700045f
Regio- and enantio-selective allylic alkylation catalysed by a chiral monophosphine-palladium complex
Chem. Commun.17Hayashi, TFALSEFALSEFALSEFALSE
8583
10.1021/ja00132a039
DIRECTED REGIOSELECTIVE AND STEREOSELECTIVE NICKEL-CATALYZED ADDITION OF ALKYL GRIGNARD-REAGENTS TO ALLYLIC ETHERS
J. Am. Chem. Soc.17FALSEFALSEFALSEFALSE
8584
10.1016/0022-328X(94)24751-4
SYNTHESES OF CYCLOHEXENONE DERIVATIVES BY THE RUTHENIUM COMPLEX-CATALYZED REACTIONS OF ALLYLIC COMPOUNDS WITH BETA-KETO-ESTERS
J. Organomet. Chem.
17FALSEFALSEFALSEFALSE
8585
10.1016/0022-328X(94)88138-3
C-O BOND-CLEAVAGE AND OXIDATIVE ADDITION OF ALLYL CARboxYLATE TO RUTHENIUM(0) COMPLEX - ISOLATION OF (PI-ALLYL)(TRIFLUOROACETATO)TRIS(TRIETHYLPHOSPHINE)RUTHENIUM(II)
J. Organomet. Chem.
17KOMIYA, SFALSEFALSEFALSEFALSE
8586
10.1016/0040-4039(94)88017-4
PREPARATION OF ALKYLZINC BROMIDES USING A NEW MN/CU CATALYZED BROMINE-ZINC EXCHANGE-REACTION
Tetrahedron Lett.17FALSEFALSEFALSEFALSE
8587
10.3891/acta.chem.scand.47-0716
LEWIS-ACID INDUCED ALKOXYALKYLATION OF ALLYLSILANES WITH ACETALS (THE SAKURAI REACTION) - REGIOCHEMICAL AND STEREOCHEMICAL ASPECTS
Acta Chem. Scand.17FALSEFALSEFALSEFALSE
8588
10.1021/jo00253a049
STUDIES ON THE ENANTIOSELECTIVITY IN BU4N[FE(CO)3NO]-CATALYZED NUCLEOPHILIC-SUBSTITUTION OF OPTICALLY-ACTIVE ALLYLIC CARBONATES WITH MALONATE
J. Org. Chem.17FALSEFALSEFALSEFALSE
8589
10.1016/0022-328X(85)80323-5
PALLADIUM-CATALYZED ASYMMETRIC COUPLING REACTIONS BETWEEN ALLYLIC ACETATES AND ORGANOZINC REAGENTS - MECHANISTIC IMPLICATIONS
J. Organomet. Chem.
17FIAUD, JCFALSEFALSEFALSEFALSE
8590
10.1021/jo00220a029
REGIOCHEMISTRY AND STEREOCHEMISTRY OF NICKEL-PROMOTED, CARBON CARBON BOND-FORMING REACTIONS OF CYCLIC SULFUR-COMPOUNDS
J. Org. Chem.17TIECCO, MFALSEFALSEFALSEFALSE
8591
10.3390/polym9020037
Polycondensation Resins by Flavonoid Tannins Reaction with Amines
Polymers17Pizzi, AFALSEFALSEFALSEFALSE
8592
10.1107/S2053229619012038
Synthesis, characterization, and crystal structures of organonickel(II) complexes coordinated to novel 1-bromo-2,6-bis{[(lambda(5)-phosphanylidene)-imino]methyl}benzene NCN-pincer ligands
Acta Crystallogr. Sect. C-Struct. Chem.
16Guillet, GLFALSEFALSEFALSEFALSE
8593
10.1007/s11227-019-02896-5
Application of combined kernel function artificial intelligence algorithm in mobile communication network security authentication mechanism
J. Supercomput.16Wang, ZRFALSEFALSEFALSEFALSE
8594
10.1080/00397911.2019.1584318
A highly efficient and recyclable NiCl2(dppp)/PEG-400 system for Suzuki-Miyaura reaction of aryl chlorides with arylboronic acids
Synth. Commun.16Cai, MZFALSEFALSEFALSEFALSE
8595
10.6023/A14120828
Base Effects in Metal-Catalyzed Organic Reactions
Acta Chim. Sin.16Qin, GPFALSEFALSEFALSEFALSE
8596
10.1016/j.tet.2014.03.061
Total synthesis of ent-(-)-azonazine using a biomimetic direct oxidative cyclization and structural reassignment of natural product
Tetrahedron16Yao, ZJFALSEFALSEFALSEFALSE
8597
10.1007/s10593-012-1083-2
Synthesis and properties of 4-(3-aminothieno-[2,3-b]pyridin-2-yl)coumarins
Chem. Heterocycl. Compds.
16Frasinyuk, MSFALSEFALSEFALSEFALSE
8598
10.3184/174751912X13249848731931
Synthesis of asymmetric semicarbazides using a coumarin ring
J. Chem. Res16Chai, LQFALSEFALSEFALSEFALSE
8599
10.4155/FMC.10.266
ESF-COST High-Level Research Conference Natural Products Chemistry, Biology and Medicine III
Future Med. Chem.16Catino, AFALSEFALSEFALSEFALSE
8600
10.3184/030823410X12887880118791
Synthesis and photophysical properties of novel biphenyl derivatives containing furan and thiophene groups
J. Chem. Res16Yu, MXFALSEFALSEFALSEFALSE
8601
10.1016/j.jorganchem.2009.06.024
Asymmetric synthesis of 1,2-bis(diphenylphosphino)-1-phenylethane via a chiral palladium template promoted hydrophosphination reaction
J. Organomet. Chem.
16Leung, PHFALSEFALSEFALSEFALSE
8602
10.1002/hc.10006
A study on the selective phosphorylation and phosphinylation of hydroxyphenols
Heteroatom Chem.16Keglevich, GFALSEFALSEFALSEFALSE
8603
10.1021/ol016526l
NiCl2(PCy3)(2): A simple and efficient catalyst precursor for the Suzuki cross-coupling of aryl tosylates and arylboronic acids
Org. Lett.16Monteiro, ALFALSEFALSEFALSEFALSE
8604
10.1016/S0040-4039(00)01276-4
The asymmetric addition of trimethylsilylcyanide to aldehydes catalysed by anionic chiral nucleophiles. Part 2
Tetrahedron Lett.16Kagan, HBFALSEFALSEFALSEFALSE
8605
10.1016/S0040-4039(00)00384-1
Palladium-catalyzed cyanation reactions of aryl chlorides
Tetrahedron Lett.16Jin, FQFALSEFALSEFALSEFALSE
8606
10.1021/ja980030q
Conservation of absolute configuration in the acyclic rhodium-catalyzed allylic alkylation reaction: Evidence for an enyl (sigma+pi) organorhodium intermediate
J. Am. Chem. Soc.16Evans, PAFALSEFALSEFALSEFALSE
8607
10.1016/S0040-4039(98)00414-6
Palladium-catalyzed cyanation of hindered, electron-rich aryl triflates by zinc cyanide
Tetrahedron Lett.16Rice, KCFALSEFALSEFALSEFALSE
8608
10.1016/S0040-4039(96)02510-5
Further developments in metal-catalysed C-C bond cleavage in allylic dimethyl malonate derivatives
Tetrahedron Lett.16FALSEFALSEFALSEFALSE
8609
10.1351/pac199466102155
COMBINED DIRECTED ORTHO-METALATION CROSS-COUPLING STRATEGIES - DESIGN FOR NATURAL PRODUCT SYNTHESIS
Pure Appl. Chem.16SNIECKUS, VFALSEFALSEFALSEFALSE
8610
10.1016/S0040-4039(00)60454-9
SYNTHESIS OF OPTICALLY-ACTIVE SECONDARY ALLYLIC ALCOHOLS FROM ALLYLSILANES VIA SUCCESSIVE ASYMMETRIC DIHYDROXYLATION (AD) AND PETERSON OLEFINATION REACTIONS
Tetrahedron Lett.16FALSEFALSEFALSEFALSE
8611
10.1016/0022-328X(89)87015-9
COPPER(I) PROMOTED C-C BOND FORMING REACTIONS - DIRECT ACTIVATION OF ALLYL ALCOHOLS
J. Organomet. Chem.
16FALSEFALSEFALSEFALSE
8612
10.1016/0022-328X(89)85259-3
EFFECTIVE ACTIVATION OF ALLYLIC ETHERS BY BORON-OXIDE IN PALLADIUM CATALYZED ALLYLIC ALKYLATION
J. Organomet. Chem.
16LU, XYFALSEFALSEFALSEFALSE
8613
10.1016/S0040-4039(00)86059-1
A STEREOSELECTIVE SYNTHESIS OF THE C(8)-C(20) FRAGMENT OF PREMONENSIN-B
Tetrahedron Lett.16KOCIENSKI, PFALSEFALSEFALSEFALSE
8614
10.1246/bcsj.60.1525
HEXACARBONYLMOLYBDENUM(0)-CATALYZED REACTION OF ALLYLIC CARBONATES WITH ARYLSULFONYL-STABILIZED CARBANIONS
Bull. Chem. Soc. Jpn.
16MASUYAMA, YFALSEFALSEFALSEFALSE
8615
10.1246/nikkashi.1985.416
THE COUPLING REACTION OF GRIGNARD-REAGENTS WITH UNSATURATED SULFIDES CATALYZED BY NICKEL-COMPLEXES
Nippon Kagaku Kaishi
16SUGIMURA, HFALSEFALSEFALSEFALSE
8616
10.1016/j.jscs.2020.101178
C-Ni bond functionalization in the reaction of binuclear cyclometallated Ni(II) complexes with chlorophosphines
N-Heterocyclic carbene (NHC) ligands are attracting worldwide interest because of their considerable scope and potential in coordination/organometallic chemistry, catalysis and materials science and this is reflected by the exponential growth in the number of relevant publications. The focus of this review is on the synthesis, structures and reactivity of 3d metals complexes with bis-NHC, tripodal NHC and tetrapodal NHC ligands. These metals are particularly relevant because of their generally lower cost and availability. The literature coverage includes the year 2015. This review is organized in six major sections, five of them are dedicated to each of the families of NHC ligands covered (chelating NHC, bridging NHC, chelating and bridging NHC, tripodal NHC and tetrapodal NHC ligands). Each section is in turn divided into subparts, one for each 3d metal. The seventh section is concerned with the catalytic applications, and we first examine C-H and C-C bond formation, the latter including polymerization, oligomerization and cross coupling reactions (Suzuki, Heck...). This is followed by C-N, C-O, C-B, C-Si, C-S and C-Br bond formation reactions. Reduction reactions and the conversion of sugars into 5-hydroxymethylfurfural are also discussed. After the Conclusion, a paragraph provides an update of the most recent articles that appeared in the literature after completion of the review. (C) 2017 Elsevier B.V. All rights reserved.
J. Saudi Chem. Soc.
15Habib, AFALSEFALSEFALSEFALSE
8617
10.1007/s11172-014-0808-z
Synthesis of substituted naphthalenes by GaCl3-mediated cross-dimerization-fragmentation of 2-arylcyclopropane-1,1-dicarboxylates
Russ. Chem. Bull.15Tomilov, YVFALSEFALSEFALSEFALSE
8618
10.1002/cctc.201100181
Catalytic Hydrogenolysis of C-O Bonds in Aryl Ethers
ChemCatChem15Tobisu, MFALSEFALSEFALSEFALSE
8619
10.3987/COM-09-11803
REGIOSELECTIVE NITROALKYLATION OF THE 1-METHYL-2-QUINOLONE FRAMEWORK
Heterocycles15Asahara, MFALSEFALSEFALSEFALSE
8620
10.1016/j.poly.2006.10.006
Synthesis, NMR spectral and single crystal X-ray structural studies on Ni(II) dithiocarbamates with NiS2PN, NiS2PC, NiS2P2 chromophores: Crystal structures of (4-methylpiperazinecarbodithioato)(thiocyanato-N) (triphenylphosphine)nickel(II) and bis(triphenylphosphine) (4-methylpiperazinecarbodithioato)nickel(II) perchlorate monohydrate
Polyhedron15Ramalingam, KFALSEFALSEFALSEFALSE
8621
10.1055/s-2005-864790
Nickel(0) catalysts in organic synthesis
Synlett15Zhang, ZFALSEFALSEFALSEFALSE
8622
10.1002/pola.10745
A series of new high-performance materials based on poly[4 '-fluorophenyl-bis(4-phenyl)phosphine oxide]
J. Polym. Sci. Pol. Chem.
15Sheares, VVFALSEFALSEFALSEFALSE
8623
10.1016/S0040-4039(02)00716-5
Suzuki cross-coupling of aryl halides with aryl boronic acids catalyzed by phosphine-free NiCl2 center dot 6H(2)O
Tetrahedron Lett.15Monteiro, ALFALSEFALSEFALSEFALSE
8624
10.1081/SCC-100104004
A novel synthesis of beta-aryl-alpha,beta-unsaturated amides
Synth. Commun.15Wang, YGFALSEFALSEFALSEFALSE
8625
10.1016/S0040-4039(00)00934-5
Et3B-promoted, Pd(0)-catalyzed allylation of active methylene compounds with allylic alcohols
Tetrahedron Lett.15Tamaru, YFALSEFALSEFALSEFALSE
8626
10.1016/S0040-4039(99)01975-9
The reactivity of furanoid and pyranoid glycals towards aromatic Grignard reagents and a nickel catalyst
Tetrahedron Lett.15Tingoli, MFALSEFALSEFALSEFALSE
8627
10.1021/ol991133w
New access to 2,3-disubstituted quinolines through cyclization of o-alkynylisocyanobenzenes
Org. Lett.15Ito, YFALSEFALSEFALSEFALSE
8628
10.1016/S0040-4039(98)00196-8
Direct homocoupling of aryl halides catalyzed by palladium
Tetrahedron Lett.15Lemaire, MFALSEFALSEFALSEFALSE
8629
10.1007/BF00695820
NERYLTRIETHYLAMMONIUM AND GERANYLTRIETHYLAMMONIUM HALIDES IN THE ALLYLATION OF SODIUM DIETHYL MALONATE - THE EFFECT OF THE LEAVING GROUP OF THE ALLYLATING REAGENT ON THE SELECTIVITY OF THE REACTION
Russ. Chem. Bull.15
PETRUSHKINA, EA
FALSEFALSEFALSEFALSE
8630
10.1039/c39870000429
A SYNTHETIC APPROACH TO ZOAPATANOL AND RELATED BICYCLIC ANALOGS
J. Chem. Soc.-Chem. Commun.
15FALSEFALSEFALSEFALSE
8631
10.1016/S0040-4039(00)84086-1
PALLADIUM-CATALYZED CARBONYLATION OF PROPARGYLIC CARBONATES - PREPARATION OF 2,3- AND 2,4-DIENYL CARboxYLATES
Tetrahedron Lett.15TSUJI, JFALSEFALSEFALSEFALSE
8632
10.1021/ja00334a060
ON THE REGIOCHEMISTRY OF METAL-CATALYZED ALLYLIC ALKYLATION - A MODEL
J. Am. Chem. Soc.15TROST, BMFALSEFALSEFALSEFALSE
8633
10.1246/cl.1982.1641
A CONVENIENT METHOD FOR THE STEREOSPECIFIC SYNTHESIS OF (E)-3-ALKEN-1-OLS UTILIZING THE RING-OPENING REACTION OF 2,3-DIHYDROFURAN WITH ORGANOCUPRATES
Chem. Lett.15FUJISAWA, TFALSEFALSEFALSEFALSE
8634
10.1177/17475198211063806
One-pot nickel-catalyzed cross-coupling of (Het)arylammonium salts prepared in situ and organozinc reagents
J. Chem. Res15Huang, YMFALSEFALSEFALSEFALSE
8635
10.1039/d1qo00100k
Nickel-catalyzed alkenylboration of alkenylarenes to access homoallylic boronic esters
Org. Chem. Front.15Zhang, CFALSEFALSEFALSEFALSE
8636
10.1016/j.tetlet.2016.02.069
3,4-Bis-phosphanyl-1H-pyrrole derivatives via direct electrophilic phosphanylation of 1-tert-butyl-1H-pyrrole
Tetrahedron Lett.15Smaliy, RVFALSEFALSEFALSEFALSE
8637
10.1134/S1070363219120405
LiCl-Accelerated Nickel Catalyzed Cross-Coupling of Aryl Tosylates with the Aryl Grignard Reagents
Russ. J. Gen. Chem.
14He, XY; Li, YFALSEFALSEFALSEFALSE
8638
10.3987/COM-07-S(U)24
Efficient synthesis of 6-substituted purine derivatives using Pd-catalyzed cross-coupling reactions with 2 '-deoxyguanosine O-6-tosylate
Heterocycles14Nagatsugi, FFALSEFALSEFALSEFALSE
8639
10.1039/b600540c
Facile synthesis of chromeno[4,3-b]quinolin-6-ones from unexpected reactions of aryl isocyanides with 4-chloro-2-oxo-2H-chromene-3-carbaldehyde
Org. Biomol. Chem.14Wu, JFALSEFALSEFALSEFALSE
8640
10.1039/b108808d
Rhodium-catalysed addition of arylboronic acids to oxabenzonorbornadienes
Chem. Commun.14Murakami, MFALSEFALSEFALSEFALSE
8641
10.1002/pola.1331
Synthesis of poly (p-phenylene) macromonomers and multiblock copolymers
J. Polym. Sci. Pol. Chem.
14Sheares, VVFALSEFALSEFALSEFALSE
8642
10.1016/S0040-4039(99)01255-1
Reductions of aryl perfluorosulfonates with dimethylamine center dot borane (Me2NH center dot BH3) catalyzed by Pd(0): an operationally simple, inexpensive, and general protocol
Tetrahedron Lett.14Lipshutz, BHFALSEFALSEFALSEFALSE
8643
10.1039/a802876a
Rhodium complex-catalysed allylic alkylation of allylic acetates
New J. Chem.14Takeuchi, RFALSEFALSEFALSEFALSE
8644
10.1007/s002890050237
Synthesis and characterization of ABA-triblock copolymers with poly(ethylene glycol) segments and LC-segments
Polym. Bull.14Schulze, UFALSEFALSEFALSEFALSE
8645
10.1016/0032-3861(96)00195-4
Synthesis of adamantyl and benzoxazole substituted poly(m-phenylene)s via the nickel catalysed coupling of aryl chlorides
Polymer14Mathias, LJFALSEFALSEFALSEFALSE
8646
10.1016/0040-4039(96)00482-0
A synthesis of biaryls via nickel(0)-catalyzed cross-coupling reaction of chloroarenes with phenylboronic acids
Tetrahedron Lett.14FALSEFALSEFALSEFALSE
8647
10.1039/c39950000717
THE REACTION OF [NI(ACAC)(2)] WITH TRIETHOXYSILANE IN THE PRESENCE OF PPH(3) - A NEW METHOD FOR SYNTHESIS OF [NI(ACAC)ET(PPH(3))]
J. Chem. Soc.-Chem. Commun.
14MARCINIEC, BFALSEFALSEFALSEFALSE
8648
10.1515/znb-1991-1018
INTERMEDIATES IN THE PALLADIUM-CATALYZED REACTION OF 1,3-DIENES, .6. A SOLID-STATE NMR SPECTROSCOPIC INVESTIGATION OF BUTADIENE COMPLEXES OF NICKEL, PALLADIUM AND PLATINUM
Z.Naturforsch.(B)14FALSEFALSEFALSEFALSE
8649
10.1016/S0040-4039(01)80770-X
ALLYL ETHYL CARBONATE PALLADIUM-(0), A NEW SYSTEM FOR THE ONE-STEP CONVERSION OF ALCOHOLS INTO ALLYL ETHERS UNDER NEUTRAL CONDITIONS
Tetrahedron Lett.14FALSEFALSEFALSEFALSE
8650
10.1016/S0040-4039(00)85219-3
RUTHENIUM-CATALYZED SYNTHESIS OF 2-ACETOXYALLYL CARBONATES - A SYNTHON FOR PALLADIUM-CATALYZED 2-ACETOXYALLYLATION OF CARBONUCLEOPHILES
Tetrahedron Lett.14FALSEFALSEFALSEFALSE
8651
10.1016/0022-328X(83)85087-6
ALLYLIC ALKYLATIONS CATALYZED ON NICKEL
J. Organomet. Chem.
14CUVIGNY, TFALSEFALSEFALSEFALSE
8652
10.1139/v82-098
ELECTROPHILIC CYCLIZATION OF POLYENE ALLYLSILANES - SYNTHESIS OF ALBICANYL ACETATE
Can. J. Chem.-Rev. Can. Chim.
14FALSEFALSEFALSEFALSE
8653
10.1039/d1cc04915a
Selective synthesis of fluorinated biaryls by [MCl2(PhPEWO-F)] (M = Ni, Pd) catalysed Negishi cross-coupling
Chem. Commun.14Espinet, PFALSEFALSEFALSEFALSE
8654
10.1016/j.tetlet.2018.02.073
Synthesis of a biofuel target through conventional organic chemistry
Tetrahedron Lett.13Cosimbescu, LFALSEFALSEFALSEFALSE
8655
10.1107/S1600536811032326
trans-Chlorido(phenanthren-9-yl)bis-(triphenylphosphane)nickel(II)
Acta Crystallogr. Sect. E.-Crystallogr. Commun.
13Lei, XYFALSEFALSEFALSEFALSE
8656
10.1002/nadc.201178359
The palladium of little brother: News from the Nickel-Catalysis.
Nachr. Chem.13Koester, DCFALSEFALSEFALSEFALSE
8657
10.1016/j.tetlet.2010.10.114
Chemoselective O-tert-butoxycarbonylation of phenols using 6,7-dimethoxyisoquinoline as a novel organocatalyst
Tetrahedron Lett.13Takahata, HFALSEFALSEFALSEFALSE
8658
10.1107/S1600536805005064
Bis[1,3-bis(diphenylphosphino)propane-kappa P-2,P ']-nickel(0)
Acta Crystallogr. Sect. E.-Struct Rep. Online
13Davies, SCFALSEFALSEFALSEFALSE
8659
10.1016/j.tetlet.2004.05.074
A convenient synthetic approach to bis-functionalised quaterfluorenes
Tetrahedron Lett.13Suranna, GPFALSEFALSEFALSEFALSE
8660
10.1055/s-2003-37028
Inhibition of 5 alpha-reductase activity by diarylheptanoids from Alpinia officinarum
Planta Med.13Lee, SKFALSEFALSEFALSEFALSE
8661
10.1016/S0040-4039(99)00439-6
Cross coupling of vinyl triflates and alkyl Grignard reagents catalyzed by Nickel(0)-complexes
Tetrahedron Lett.13Busacca, CAFALSEFALSEFALSEFALSE
8662
10.1039/a801674g
Novel concepts in directed biaryl synthesis - Part 69 - Palladium-mediated intramolecular acylation reaction in the attempted phosphinylation of a sterically hindered trifluoromethylsulfonyloxybiaryl carboxylic ester
Chem. Commun.13Bringmann, GFALSEFALSEFALSEFALSE
8663
10.1016/S0040-4039(97)10240-4
Ni(0) catalyzed reactions of aryl and vinyl halides with alkenes and alkynes
Tetrahedron Lett.13Iyer, SFALSEFALSEFALSEFALSE
8664
10.1016/S0040-4039(00)73192-3
STEREOSELECTIVE SYNTHESIS OF (PLUS-OR-MINUS)-CLAVUKERIN-A AND (PLUS-OR-MINUS)-ISOCLAVUKERIN-A BASED ON PALLADIUM-CATALYZED REDUCTIVE CLEAVAGE OF ALKENYLCYCLOPROPANES WITH FORMIC-ACID
Tetrahedron Lett.13SHIMIZU, IFALSEFALSEFALSEFALSE
8665
10.1016/0040-4039(93)85089-F
2-(N,N-DIETHYLCARBAMOYLOXY)ALLYLSILANE - DUAL REACTIVITY WITH ALPHA,ALPHA'-ACETONE DIANION AND ALLENE 1,2-DIPOLE EQUIVALENCY
Tetrahedron Lett.13FALSEFALSEFALSEFALSE
8666
10.1002/jhet.5570290509
PALLADIUM-CATALYZED OR RUTHENIUM-CATALYZED SYNTHESIS OF 2-PHENYLINDOLES
J. Heterocycl. Chem.
13IZUMI, TFALSEFALSEFALSEFALSE
8667
10.1016/0040-4039(91)80851-V
NICKEL-CATALYZED CROSS-COUPLING OF UNACTIVATED NEOPENTYL IODIDES WITH GRIGNARD-REAGENTS
Tetrahedron Lett.13FALSEFALSEFALSEFALSE
8668
10.1007/BF00959380
OMICRON-COMPLEXES OF TRANSITION-METALS IN ORGANIC-SYNTHESIS .1. CROSS-COUPLING OF ORGANOTITANIUM COMPOUNDS WITH ALLYL HALIDES IN THE PRESENCE OF PALLADIUM COMPLEXES
13KASATKIN, ANFALSEFALSEFALSEFALSE
8669
10.1038/d41586-021-01205-6
Unprecedented reactions for molecular editing
Nature13Avestro, AJFALSEFALSEFALSEFALSE
8670
10.1002/ps.4517
Improved synthetic route to quinoxyfen photometabolite 2-chloro-10-fluorochromeno[2,3,4-de]quinoline
Pest Manag. Sci.13Johnson, PLFALSEFALSEFALSEFALSE
8671
10.1055/s-0036-1592031
Cluster Preface: C-O And Related Bond Activation
Synlett12
Tobisu, M; Chatani, N
FALSEFALSEFALSEFALSE
8672
10.5059/yukigoseikyokaishi.73.649
Nickel-catalyzed Reductive Cross-Coupling Reaction
J. Synth. Org. Chem. Jpn.
12FALSEFALSEFALSEFALSE
8673
10.1016/j.tetlet.2013.01.040
Total synthesis of (+/-)-mimosifoliol by lateral lithiation
Tetrahedron Lett.12Wilkinson, JAFALSEFALSEFALSEFALSE
8674
10.1007/s11094-011-0605-z
A NEW PREPARATIVE METHOD FOR THE SYNTHESIS OF 6-[3-(1-ADAMANTYL)-4-METHOXYPHENYL]-2-NAPHTHOIC ACID
Pharm. Chem. J.12Tribulovich, VGFALSEFALSEFALSEFALSE
8675
10.3724/SP.J.1088.2011.01018
Cross-Coupling Reaction of Benzylic Halides with Allyltributylstannane Catalyzed by Cu(OTf)(2)
Chin. J. Catal.12Yu, XQFALSEFALSEFALSEFALSE
8676
10.1166/jnn.2010.2343
Catalytic Sol-Gel Co-Polycondensation of Para-Substituted Phenylsilanes and Bis(silyl)phenylene to Robust Organosilicas Using Colloidal Nickel Nanoparticles
J. Nanosci. Nanotechnol.
12Woo, HGFALSEFALSEFALSEFALSE
8677
10.1055/s-2003-41008
Efficient synthesis of (+/-)-dihydrorhipocephalin, a bioactive terpenoid from Caribbean marine algae of the Genera Penicillus and Udotea
Synlett12Parrain, JLFALSEFALSEFALSEFALSE
8678
10.1039/a702954c
Efficient coupling reactions of allylamines with soft nucleophiles using nickel-based catalysts
Chem. Commun.12FALSEFALSEFALSEFALSE
8679
10.1007/s002890050132
Synthesis of side chain liquid crystalline poly(vinyl ether)s containing 2,2'-dimethyl-4-methoxy-4'-[undecanyloxy-4-benzoyl]ester biphenyl side group
Polym. Bull.12Lee, MFALSEFALSEFALSEFALSE
8680
10.1016/S0040-4039(96)02065-5
Biaryl formation using the Suzuki protocol: Considerations of base, halide, and protecting group.
Tetrahedron Lett.12Benbow, JWFALSEFALSEFALSEFALSE
8681
10.1021/jo00266a047
A HIGHLY STEREOSELECTIVE AND ITERATIVE APPROACH TO ISOPRENOID CHAINS - SYNTHESIS OF HOMOGERANIOL, HOMOFARNESOL, AND HOMOGERANYLGERANIOL
J. Org. Chem.12KOCIENSKI, PFALSEFALSEFALSEFALSE
8682
10.1016/S0040-4039(00)80811-4
CATALYZED IPSO REPLACEMENT OF PHENOLIC ETHERS BY GRIGNARD-REAGENTS
Tetrahedron Lett.12
JOHNSTONE, RAW
FALSEFALSEFALSEFALSE
8683
10.1246/nikkashi.1987.1227
CHEMISTRY OF CYCLIC PHOSPHORUS-COMPOUNDS .2. SYNTHESIS OF DOUGLAS-FIR TUSSOCK MOTH SEX-PHEROMONE FROM CYCLIC PHOSPHONIUM SALT
Nippon Kagaku Kaishi
12YAMAMOTO, IFALSEFALSEFALSEFALSE
8684
10.1016/S0040-4039(00)96043-X
FUNCTIONALIZED KETONES BY IRON MEDIATED REACTION OF GRIGNARD-REAGENTS WITH ACYL CHLORIDES
Tetrahedron Lett.12FALSEFALSEFALSEFALSE
8685
10.1039/c39840000968
ACCELERATION OF THE REDUCTIVE ELIMINATION STEP IN PD-CATALYZED ALLYLIC ALKYLATION BY ALLYLIC SUBSTRATES
J. Chem. Soc.-Chem. Commun.
12KUROSAWA, HFALSEFALSEFALSEFALSE
8686
10.1002/hlca.19800630427
NICKEL-CATALYZED ASYMMETRIC ALKYLATION OF SOME CHIRAL AND ACHIRAL ALLYLIC ALCOHOLS
Helv. Chim. Acta12CONSIGLIO, GFALSEFALSEFALSEFALSE
8687
10.1016/j.chempr.2020.05.022
Precise and Accelerated Polymer Synthesis via Mixed-Ligand and Mixed-RAFT Agents
The activation and cleavage of benzyl fluorides by the electrophilic organofluorophosphonium catalyst, [(C6F5)(3)PF][B(C6F5)(4)], is reported and used for the preparation of 1,1-diarylalkanes (37 examples) and substituted aryl homoallylic alkenes (14 examples). This procedure involves mild conditions, avoids harmful waste, and is compatible with a range of substituted arenes and allylic silanes.
Chem11Percec, VFALSEFALSEFALSEFALSE
8688
10.2174/138527281909150507104019
UntitledCurr. Org. Chem.11Pineschi, MFALSEFALSEFALSEFALSE
8689
10.1016/S0040-4039(03)00075-3
Nickel catalyzed cross-coupling of modified alkyl and alkenyl Grignard reagents with aryl- and heteroaryl nitriles: activation of the C-CN bond
Tetrahedron Lett.11Dankwardt, JWFALSEFALSEFALSEFALSE
8690
10.1039/a804198i
Synthesis of N-heterocycles via lactam-derived ketene aminal phosphates. Asymmetric synthesis of cyclic amino acids.
Chem. Commun.11Nicolaou, KCFALSEFALSEFALSEFALSE
8691
10.1080/00397919608004631
Ruthenium-catalyzed allylic substitution of allylic cyclic carbonates
Synth. Commun.11Kang, SKFALSEFALSEFALSEFALSE
8692
10.1016/0040-4039(95)00082-N
PALLADIUM-CATALYZED CROSS-COUPLING OF ALLYLIC CARBONATES WITH ALKENYLFLUOROSILANES IN THE ABSENCE OF FLUORIDE-ION
Tetrahedron Lett.11FALSEFALSEFALSEFALSE
8693
10.1080/00397919508015448
A CONVENIENT SYNTHESIS OF N-ARYLANTHRANILIC ACIDS USING ULTRASONICS IN THE ULLMANN-GOLDBERG CONDENSATION
Synth. Commun.11FALSEFALSEFALSEFALSE
8694
10.1080/00397919508015850
NI(II)-CATALYZED REGIOSTEREOSELECTIVE AND DIASTEREOSELECTIVE ALLYLATION OF GRIGNARDS REAGENTS TO CHIRAL ALLYLIC CYCLIC CARBONATES
Synth. Commun.11KANG, SKFALSEFALSEFALSEFALSE
8695
10.1135/cccc19911916
STEREOSELECTIVE SYNTHESIS OF (Z)-7-OCTADECENYL ISOVALERATE, A SEX-PHEROMONE OF EUPROCTIS-SIMILIS-XANTHOCAMPA
Collect. Czech. Chem. Commun.
11SHARMA, MLFALSEFALSEFALSEFALSE
8696
10.1039/c39880000975
NICKEL-INDUCED CONVERSION OF CARBON NITROGEN INTO CARBON CARBON BONDS - ONE-STEP TRANSFORMATIONS OF ARYL, QUATERNARY AMMONIUM-SALTS INTO ALKYLARENES AND BIARYLS
J. Chem. Soc.-Chem. Commun.
11WENKERT, EFALSEFALSEFALSEFALSE
8697
10.1246/cl.1987.1373
NEW BIS(BENZENE-1,2-DITHIOLATO)NI(II) COMPLEXES HAVING INTENSE NEAR-INFRARED ABSORPTIONS
Chem. Lett.11FALSEFALSEFALSEFALSE
8698
10.1246/cl.1986.407
ULTRASOUNDS IN SYNTHETIC REACTIONS .4. ULLMANN-TYPE COUPLING REACTION OF ARYL TRIFLUOROMETHANESULFONATES CATALYZED BY INSITU-GENERATED LOW VALENT NICKEL-COMPLEXES
Chem. Lett.11YAMASHITA, JFALSEFALSEFALSEFALSE
8699
10.1016/S0040-4039(01)90263-1
STEREOCHEMICAL AND MECHANISTIC ASPECTS OF THE NICKEL-COMPLEX CATALYZED FORMATION OF OLEFINS FROM ALLYLIC ALCOHOLS AND GRIGNARD-REAGENTS
Tetrahedron Lett.11FELKIN, HFALSEFALSEFALSEFALSE
8700
10.1016/S0022-328X(00)84071-1
REDUCTION OF CARBON-DIOXIDE BY REDUCING METAL (ZINC, ALUMINUM)-TITANOCENE CHLORIDE SYSTEM - NEW METHOD FOR PREPARING CP2TI(CO)2 AND SYNTHESIS OF TITANIUM (III) CARBONATE COMPLEX
J. Organomet. Chem.
11DEMERSEMAN, BFALSEFALSEFALSEFALSE
8701
10.1038/s41929-019-0407-3
From glovebox to benchtop
Nat. Catal.10Garg, NKFALSEFALSEFALSEFALSE
8702
10.1126/science.aaw5825
When two metal atoms are better than one
Science10Weix, DFALSEFALSEFALSEFALSE
8703
10.1016/j.chempr.2018.05.012
Ketone C-C Bond Activation Meets the Suzuki-Miyaura Cross-coupling
Chem10Larrosa, IFALSEFALSEFALSEFALSE
8704
10.1055/s-0033-1339297
Gram-Scale Ketone Synthesis by Direct Reductive Coupling of Alkyl Iodides with Acid Chlorides
Synthesis10Qian, QFALSEFALSEFALSEFALSE
8705
10.1021/ja8009428
Catalytic asymmetric Hiyama cross-couplings of racemic alpha-bromo esters
J. Am. Chem. Soc.10Fu, GCFALSEFALSEFALSEFALSE
8706
10.1166/jnn.2007.084
Dry sol-gel polycondensation of hydrosilanes to organosilicas catalyzed by colloidal nickel nanoparticles
J. Nanosci. Nanotechnol.
10Woo, HGFALSEFALSEFALSEFALSE
8707
10.1166/jnn.2006.017
Dry sol-gel condensation of p-X-C6H4SiH3 (X = H, CH3, CH3O, F, Cl) to organosilica p-X-C6H4SiO3 using nickelocene
J. Nanosci. Nanotechnol.
10Woo, HGFALSEFALSEFALSEFALSE
8708
10.1039/b209855e
Chemoselective transfer hydrodechlorination of aryl chlorides catalyzed by Cp*Rh complexes
Chem. Commun.10Fujita, KFALSEFALSEFALSEFALSE
8709
10.1016/S0040-4039(97)00707-7
Suzuki-type coupling of chloroarenes with arylboronic acids catalysed by nickel complexes
Tetrahedron Lett.10Indolese, AFFALSEFALSEFALSEFALSE
8710
10.1246/cl.1997.617
Reduction of aryl mesylates catalyzed by nickel complexes
Chem. Lett.10Sasaki, KFALSEFALSEFALSEFALSE
8711
10.1016/0040-4039(96)00660-0
Directed regioselective Ni-catalyzed alkylation and hydride addition of allylic ethers. A remarkable turnover in regioselectivity
Tetrahedron Lett.10FALSEFALSEFALSEFALSE
8712
10.1016/0304-5102(93)85084-7
NOVEL PHOSPHINE PALLADIUM COMPLEX-CATALYZED REGIOSELECTIVE ALLYLATION OF A GRIGNARD-REAGENT
10TAKUMA, YFALSEFALSEFALSEFALSE
8713
10.1016/S0040-4039(00)86058-X
A STEREOSELECTIVE SYNTHESIS OF TRI-SUBSTITUTED ALKENES - THE NICKEL-CATALYZED COUPLING OF GRIGNARD-REAGENTS WITH 6-ALKYL-3,4-DIHYDRO-2H-PYRANS
Tetrahedron Lett.10KOCIENSKI, PFALSEFALSEFALSEFALSE
8714
10.1246/cl.1987.2203
CARBON-CARBON BOND FORMATION BY CROSS COUPLING OF ENOL PHOSPHATES OR ENOL TRIFLATES WITH ORGANOMANGANESE COMPOUNDS
Chem. Lett.10FALSEFALSEFALSEFALSE
8715
10.1080/00397918608056418
A SIMPLIFIED WITTIG SYNTHESIS USING A SOLID-LIQUID TRANSFER PROCESS .6. SYNTHESIS OF GAMMA-UNSATURATED ALCOHOLS FROM AROMATIC AND HETEROAROMATIC ALDEHYDES
Synth. Commun.10FALSEFALSEFALSEFALSE
8716
10.1016/S0040-4039(00)84380-4
OXIDATION OF ALCOHOLS WITH ALLYL METHYL CARBONATE BY MEANS OF RUTHENIUM CATALYST
Tetrahedron Lett.10FALSEFALSEFALSEFALSE
8717
10.1039/c39840000309
CHIRAL (MACROCYCLIC) SULFIDES AS LIGANDS FOR NICKEL CATALYZED CARBON CARBON BOND FORMATION
J. Chem. Soc.-Chem. Commun.
10FALSEFALSEFALSEFALSE
8718
10.1016/j.chempr.2021.09.006
Accessing aliphatic alcohols for metallaphotoredox catalyzed C(sp(3))-arylation
Chem10Beil, SBFALSEFALSEFALSEFALSE
8719
10.6023/cjoc202100028
Nickel/N-Heterocyclic Carbene Catalysis Catalyzed Enantioselective Suzuki-Miyaura Coupling of Ketones
Chin. J. Org. Chem.10Yin, GYFALSEFALSEFALSEFALSE
8720
10.1038/nchem.2851
ORGANOMETALLIC MECHANISMS Measuring up with the early metals
Nat. Chem.10Tonks, IAFALSEFALSEFALSEFALSE
8721
10.1002/anie.201609757
Variable Time Normalization Analysis: General Graphical Elucidation of Reaction Orders from Concentration Profiles
Angew. Chem.-Int. Edit.
10Bures, JFALSEFALSEFALSEFALSE
8722
10.1016/S0040-4039(02)01600-3
Palladium-catalyzed cross coupling of Grignard reagents with in situ-derived enol phosphates
Tetrahedron Lett.9Miller, JAFALSEFALSEFALSEFALSE
8723
10.1016/S0040-4039(00)77678-7
TOTAL SYNTHESIS OF MARINE DITERPENE FUSCOL
Tetrahedron Lett.9FALSEFALSEFALSEFALSE
8724
10.1021/jo00259a029
DETERMINATION OF THE ENANTIOMERIC PURITY OF CHIRAL ALLYL ALCOHOLS AND ALLYL ETHERS BY PT-195 NMR-SPECTROSCOPY
J. Org. Chem.9SALVADORI, PFALSEFALSEFALSEFALSE
8725
10.1016/0040-4039(88)85165-7
HOMOALLYLIC ALCOHOLS FROM (Z)-1,4-DI(2-TETRAHYDROPYRANYLOXY)-BUT-2-ENE AND GRIGNARD-REAGENTS - A PROMISING 4-CARBON HOMOLOGATION
Tetrahedron Lett.9MENICAGLI, RFALSEFALSEFALSEFALSE
8726
10.1016/S0040-4039(00)86039-6
A MILD PROCEDURE FOR SYNTHESIS OF THE CYTOCHALASIN ISOINDOLONE - ALLYL SELENIDES FROM ALLYL SILANES AND PHSESE+(CH3)PHBF4-
Tetrahedron Lett.9VEDEJS, EFALSEFALSEFALSEFALSE
8727
10.1016/S0040-4039(01)80135-0
ACTIVATION OF C-H BONDS IN SATURATED-HYDROCARBONS - THE FORMATION OF BIS-(TRIPHENYLPHOSPHINE) (ETA-ALKADIENE)RHENIUM TRIHYDRIDES FROM N-ALKANES, AND THEIR SELECTIVE CONVERSION INTO THE CORRESPONDING 1-ALKENES
Tetrahedron Lett.9BAUDRY, DFALSEFALSEFALSEFALSE
8728
10.1021/ja00397a048
STEREOCHEMICAL ASPECTS OF THE NICKEL-CATALYZED ALKYLATION OF ALLYLIC ALCOHOLS
J. Am. Chem. Soc.9CONSIGLIO, GFALSEFALSEFALSEFALSE
8729
10.1016/S0040-4039(01)82980-4
NICKEL-CATALYZED CROSS-COUPLING OF ARYL PHOSPHATES WITH GRIGNARD AND ORGANO-ALUMINUM REAGENTS - SYNTHESIS OF ALKYLBENZENES, ALKENYLBENZENES AND ARYLBENZENES FROM PHENOLS
Tetrahedron Lett.9FALSEFALSEFALSEFALSE
8730
10.6023/cjoc202100076
Ni-Catalyzed Ligand-Controlled Regiodivergent Reductive Dicarbofunctionalization of Alkenes
Chin. J. Org. Chem.9Chu, LLFALSEFALSEFALSEFALSE
8731
10.6023/cjoc202000074
Synthesis of Trifluoromethylarenes via Nickel-Mediated C-O Bond Activation of Phenol Derivatives
A homocoupling method for organohalides and organosulfonates promoted by samarium metal and HMPA, and catalyzed by NiCl2 has been developed. Various organohalides (benzyl, aryl, heterocyclic, alkenyl and alkyl halides), -haloacetophenones, and phenyl organosulfonates were tolerated, and the reaction afforded coupling products with high efficiency. Excellent chemoselectivity was exhibited between halides and other groups, such as -COOH, -NO2, halogen, heterocyclic ring, ester, and ketone groups. The stereoselectivity suggested that the reaction mechanism might involve an organosamarium species.
Chin. J. Org. Chem.8Dai, HXFALSEFALSEFALSEFALSE
8732
10.6023/cjoc202000059
Light-Promoted Nickel Catalysis: Etherification of Aryl Electrophiles with Alcohols Catalyzed by Ni(II)/Aryl Complex
New dihalosalicylamides and trihalophenol derivatives have been synthesized from easily available O-(3,n-dihalophenyl) N,N-diethylcarbamates by using a directed ortho-metalation (DoM) strategy. The o-lithiation reactions with sBuLi take place regioselectively at the doubly activated C-2 position, which demonstrates the ability of O-carbamates as directed metalating groups. In addition, highly functionalized arylnitriles were accessed from organolithium intermediates by using a tandem transnitrilation/SNAr reaction sequence.
Chin. J. Org. Chem.8Xiao, WJFALSETRUEFALSEFALSE
8733
10.1051/e3sconf/20183804026
Thermal distribution analysis of inner defects in TSV
8Jiang, CKFALSEFALSEFALSEFALSE
8734
10.1039/b107736h
Palladium-catalysed asymmetric arylation of tert-cyclobutanols via enantioselective C-C bond cleavage
Chem. Commun.8Uemura, SFALSEFALSEFALSEFALSE
8735
10.1246/cl.1991.2017
NICKEL(0)-CATALYZED REDUCTION OF ARYL TRIFLATES WITH ZINC POWDER AND METHANOL
Chem. Lett.8SASAKI, KFALSEFALSEFALSEFALSE
8736
10.1246/cl.1990.2205
NOVEL CONSTRUCTION OF 4H-2,3-DIHYDRO-1,3-BENZOTHIAZINE RING VIA NICKEL(0)-CATALYZED REACTION OF ORTHO-IODOBENZAMIDE OR ORTHO-IODOBENZONITRILE WITH THIOUREAS
Chem. Lett.8TAKAGI, KFALSEFALSEFALSEFALSE
8737
10.1080/00397918908052600
THE USE OF ULTRASOUND IN THE SYNTHESIS OF N-ARYLANTHRANILIC ACIDS BY THE ULLMANN GOLDBERG REACTION
Synth. Commun.8FALSEFALSEFALSEFALSE
8738
10.1246/cl.1984.1505
PREPARATION OF 1-ALKENYL PHENYL SULFIDES BY THE NICKEL(II)-COMPLEXES CATALYZED COUPLING REACTION OF 3-METHOXY-1-PHENYLTHIO-1-PROPENE WITH GRIGNARD-REAGENTS
Chem. Lett.8FALSEFALSEFALSEFALSE
8739
10.1021/ja00502a074
NICKEL-INDUCED CONVERSION OF CARBON-OXYGEN INTO CARBON-CARBON BONDS - ONE-STEP TRANSFORMATIONS OF ENOL ETHERS INTO OLEFINS AND ARYL ETHERS INTO BIARYLS
J. Am. Chem. Soc.8WENKERT, EFALSEFALSEFALSEFALSE
8740
10.1055/s-0039-1691241
Nickel-Catalyzed Mono-Selective alpha-Arylation of Acetone with Aryl Chlorides and Phenol Derivatives
Alcohols are promising sustainable starting materials because they can be obtained from abundant and indigestible biomass. The substitution of expensive noble metals in catalysis by earth abundant 3d metals, such as Mn, Fe, or Co, (nonprecious or base metals) is a related key concept with respect to sustainability. Here, we report on the first cobalt-catalyzed alkylation of secondary alcohols with primary alcohols. Easy-to-synthesize and easy-to-activate PN5P-pincer-ligand-stabilized Co complexes developed in our laboratory mediate the reaction most efficiently. The catalysis is applicable to a broad substrate scope and proceeds under relatively mild conditions. We have even demonstrated the coupling of a variety of purely aliphatic alcohols with a base or nonprecious metal catalyst. Mechanistic studies indicate that the reaction follows the borrowing hydrogen or hydrogen autotransfer concept.
Synthesis7
Abou Derhamine, S
FALSEFALSEFALSEFALSE
8741
10.1021/jo00206a036
DIELS-ALDER REACTIONS OF CYCLOALKENONES .4. SHORT SYNTHESES OF SOME CADINENES
J. Org. Chem.7FRINGUELLI, FFALSEFALSEFALSEFALSE
8742
10.1039/c39830001215
THE ASYMMETRIC CYCLIZATION OF SUBSTITUTED PENT-4-ENALS BY A CHIRAL RHODIUM PHOSPHINE CATALYST
J. Chem. Soc.-Chem. Commun.
7JAMES, BRFALSEFALSEFALSEFALSE
8743
10.1080/00397919508015477
AN IMPROVED PROCEDURE FOR THE CYANATION OF ARYL TRIFLATES - A CONVENIENT SYNTHESIS OF 6-CYANO-1,2,3,4-TETRAHYDROISOQUINOLINE
Synth. Commun.6SELNICK, HGFALSEFALSEFALSEFALSE
8744
10.1039/c39810000681
ASYMMETRIC-SYNTHESIS IN THE NICKEL-COMPLEX-CATALYZED FORMATION OF OLEFINS FROM ALLYL ALCOHOLS AND GRIGNARD-REAGENTS
J. Chem. Soc.-Chem. Commun.
6CHEREST, MFALSEFALSEFALSEFALSE
8745
10.1016/S0022-328X(00)93827-0
CROSS-COUPLING REACTION OF SECONDARY ALKYL GRIGNARD-REAGENTS WITH ALLYLIC ALCOHOLS CATALYZED BY DICHLORO[1,1'-BIS(DIPHENYLPHOSPHINO)-FERROCENE]PALLADIUM(II)
J. Organomet. Chem.
6HAYASHI, TFALSEFALSEFALSEFALSE
8746
10.1039/c39790000637
NICKEL-INDUCED CONVERSION OF CARBON-SULFUR INTO CARBON-CARBON BONDS - ONE-STEP TRANSFORMATIONS OF ENOL SULFIDES INTO OLEFINS AND BENZENETHIOL DERIVATIVES INTO ALKYLARENES AND BIARYLS
J. Chem. Soc.-Chem. Commun.
6WENKERT, EFALSEFALSEFALSEFALSE
8747
10.1039/c39870000241
AN EFFICIENT AND STEREOSELECTIVE SYNTHESIS OF HOMOALLYLIC ALCOHOLS VIA NICKEL-CATALYZED COUPLING OF 5-ALKYL-2,3-DIHYDROFURANS WITH GRIGNARD-REAGENTS
J. Chem. Soc.-Chem. Commun.
5FALSEFALSEFALSEFALSE
8748
10.1016/S0040-4039(01)82007-4
SCOPE OF THE PALLADIUM-CATALYZED COUPLING REACTION OF ORGANOMETALLICS WITH ALLYLIC ELECTROPHILES - EFFECT OF THE LEAVING GROUP
Tetrahedron Lett.5NEGISHI, EFALSEFALSEFALSEFALSE
8749
10.1023/A:1022529227102
Mesogenic triad with a benzoyl group
Russ. J. Organ. Chem.
3Bol'shakov, MNFALSEFALSEFALSEFALSE
8750
10.1021/jo00196a043
TRIFLUOROACETIC ACID-CATALYZED ALLYLIC PHENYLATION OF ALPHA-METHYLALLYL ACETATE, ALPHA-METHYLALLYL TRIFLUOROACETATE, AND ALPHA-METHYLALLYL ALCOHOL WITH BENZENE
J. Org. Chem.3FUJIWARA, YFALSEFALSEFALSEFALSE
8751
10.1007/BF00960306
CROSS-COUPLING REACTION OF PHENYLTRIETHOXYTITANIUM WITH ALLYL HALIDES CATALYZED BY PALLADIUM COMPLEXES
3TOLSTIKOV, GAFALSEFALSEFALSEFALSE
8752
10.1039/c39840000617
A SYNTHESIS OF CONJUGATED DIENES FROM AROMATIC, 5-MEMBERED HETEROCYCLES
J. Chem. Soc.-Chem. Commun.
3WENKERT, EFALSEFALSEFALSEFALSE
8753
10.1016/S0040-4039(00)94062-0
SYNTHESIS OF CONJUGATED DIENES BY NICKEL-CATALYZED REACTIONS OF 1,3-ALKADIEN-2-YL PHOSPHATES WITH GRIGNARD-REAGENTS
Tetrahedron Lett.3CLAESSON, AFALSEFALSEFALSEFALSE
8754
10.1039/c5sc90021b
Cobalt co-catalysis for cross-electrophile coupling: diarylmethanes from benzyl mesylates and aryl halides (vol 6, pg 1115, 2015)
Chem. Sci.1Weix, DJFALSEFALSEFALSEFALSE
8755
10.1021/jo048572f
NiCl2(dppe)-catalyzed cross-coupling of aryl mesylates, arenesulfonates, and halides with arylboronic acids (vol 69, pg 3447, 2004)
J. Org. Chem.1FALSEFALSEFALSEFALSE
8756
10.1039/c6sc90082h
Cobalt co-catalysis for cross-electrophile coupling: diarylmethanes from benzyl mesylates and aryl halides (vol 6, pg 1115, 2015)
Chem. Sci.1Weix, DJFALSEFALSEFALSEFALSE
8757
10.1021/jacs.7b01463
Controlling First-Row Catalysts: Amination of Aryl and Heteroaryl Chlorides and Bromides with Primary Aliphatic Amines Catalyzed by a BINAP-Ligated Single-Component Ni(0) Complex
J. Am. Chem. Soc.0FALSEFALSEFALSEFALSE